Large group vacation rentals in Pittsfield, VT

Bear Foot Lodge – Spacious Vermont Mountain Chalet Near Killington Resort and Riverside Farm Discover the perfect Vermont escape at Bear Foot Lodge, a stunning 5,000 sq ft post and beam chalet nestled in the scenic Green Mountains of Stockbridge. This custom-built home is less than 10 miles from world-class skiing and adventure at Killington Resort and just 3 minutes from the popular Riverside Farm wedding venue. Bear Foot Lodge is ideal for families, groups, and wedding guests seeking comfort, style, and convenience. Step inside and be greeted by warm colors, modern art, and a blend of leather and wood that creates a contemporary ski lodge atmosphere with classic Vermont charm. The open-concept main level features a superb chef’s kitchen with Vermont Verde granite counters, slate flooring, and stainless steel appliances, making it easy to prepare group meals. Gather around the spacious dining table or relax in the beautiful living room, complete with a stone fireplace and a handsome log mantel. This is the perfect spot for cozy evenings after a day outdoors. Bear Foot Lodge offers four comfortable bedrooms and a unique third-level tree house loft that kids will love. The luxurious master suite includes a large walk-in rain shower for a spa-like experience. The lower walk-out level is designed for fun and relaxation, featuring a large recreation room with a fieldstone fireplace, a second kitchen, and a bathroom equipped with a sauna and jetted tub. This space is perfect for unwinding after mountain adventures. Enjoy your morning coffee or evening barbecue on the expansive wraparound covered porch with breathtaking mountain views. The outdoor space is perfect for grilling, dining, or simply soaking in the fresh Vermont air. Direct access to snowmobile, hiking, and biking trails means adventure is always just steps away. Additional amenities include fast WiFi, a smart TV for streaming, laundry facilities, and ample parking for multiple vehicles. Whether you are planning a ski trip, a summer hiking retreat, a fall foliage tour, or attending a wedding at Riverside Farm, Bear Foot Lodge offers year-round comfort and privacy in a beautiful mountain setting. Book your next Vermont getaway at Bear Foot Lodge and experience the best of Killington, Stockbridge, and the Green Mountains. Enjoy space, luxury, and the true charm of Vermont, all in one unforgettable home. - You understand use of the sauna is at your own risk and that special risks may be involved in using the sauna. You accept full responsibility for any bodily injury arising from use of the sauna, and hold owner and property manager harmless. - Please be sure that you have entered the correct number of guests as we may have a per-person per-night surcharge to cover expenses. You can contact us for a custom quote before booking. - Our minimum rental age is 25. - We will provide you with door codes for our smart locks to come and go as you please and for contactless check in and out. - We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. - Our entire home is non-smoking (e-cigs included). You may only smoke on the outdoor deck. There is a $500 fine for smoking in the house. - You must e-sign and return our written rental agreement after you complete your booking. - For your safety and ours, we have a camera on the front of the house facing the driveway. There are no cameras inside the house. - Quiet hours are from 10pm - 8am. We may use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. NoiseAware is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. - Fireworks are not permitted. - Please be advised that this property utilizes a ladder to access the bunk beds. By renting this property, you are agreeing to hold the owner and property manager harmless for any injury or death that is resulting from the use of the ladder. - Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. SKI RESORTS: Killington Snowshed Base (12.5 miles), Killington K1 Base (13.1 miles), Pico Mountain (10.1 miles), Mountain Meadows Cross Country Skiing (8.1 miles) NIGHTLIFE: The Foundry at Summit Pond (11.8 miles), Pickle Barrel (12.0 miles), Wobbly Barn (12.2 miles) GOLF: Killington Golf Course (12.6 miles), Green Mountain National Golf Course (6.6 miles) WEDDINGS: Killington Grand Resort (12.6 miles), Mountain Top Inn Resort (17.3 miles) AIRPORTS: Rutland Regional Airport (21.7 miles), Burlington International Airport (71.5 miles), Albany International Airport (116 miles), Manchester-Boston Regional Airport (114 miles)

With a warm and welcoming atmosphere and a secluded location close to hiking trails and skiing, this beautiful home is going to make for the ideal space for your next getaway with the people you love. Explore the scenic scenery around you together or pack your clubs and hit the fairway after a short drive to White River Golf Course. Try one of the local restaurants before heading back to your vacation retreat to wind down. Inside, the home features three levels of comfort and convenience, the main level boasting an attractive open concept that encompasses the living, dining, and kitchen areas. After a day of hot-weather hiking or some winter action, you can kick back in the living room to catch up with old friends or head into the sitting room to pluck a book off the private library shelves. The kids can spread out some of the provided board games while the wood-burning stove keeps the home nice and toasty. Throw a good record on the turntable then head into the full kitchen to prepare a delicious meal for everyone to savor at the dining table with seating for six. You can use the private gas grill to host those fun outdoor barbecues on the deck. Don’t worry about stains - the private washer and dryer will easily knock out whatever the kids pick up while they eat. Downstairs, you’ll find a spacious entertainment area featuring comfortable furniture, a TV, and a work desk for remote workers with and students to handle those last-minute tasks as this property has recently been upgraded with fiber optic internet. When evening falls, gather everyone around the firepit to toast some S’mores and enjoy an evening of stargazing. THINGS TO KNOW Streaming services are available, but guests must log in using their accounts. This vacation home is not equipped with air-conditioning. Four-wheel drive is highly recommended to access the home during winter months. Parties and loud noise are not permitted. Vermont Meals and Room Tax Number: MRT-11472019

Brand New Central A/C (2026) | Panoramic Foliage Views | 14 Mi to Killington | Updated 1900s Cabin | Secure Mountain Bike Storage | High-Speed WiFi | Pet Friendly Unwind in the private hot tub after a day on the slopes or trails, then wander to the river just steps away. This updated farmhouse sleeps 8 across 3 bedrooms — with a wraparound deck, wood-burning fire pit, 2 cozy living rooms, and fast fiber WiFi. Peaceful setting, 14 miles to Killington skiing and Woodstock. Dogs welcome! -- THE PROPERTY -- - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed & 1 twin bunk bed - Living Room: sleeper Sofa - Additional Sleeping: Pack n' Play CABIN LIVING: Smart TV, 2 living areas, wood-burning stove, propane stove, dining table, board games, piano, WiFi speakers, Google Home, piano, yoga kit w/ mats, rollers, blocks, etc. OUTDOORS: Private hot tub, wraparound deck with dining table & chairs, en-suite balcony off Bedroom 1, yard with wood-burning fire pit, Adirondack chairs, and a gas grill. KITCHEN: Fully equipped, cooking basics, spices, dishware & flatware, knife set, drip/Keurig coffee maker, toaster oven, microwave, toaster GENERAL: Brand-new central air conditioning (2026), central heating, free high-speed fiber WiFi, tower fans, washer & dryer, towels & linens, self check-in via keypad, and driveway parking for 4+ vehicles, bike repair & air station FAQ: Ring doorbell security camera (1, facing driveway), stairs required for access, no cell service PARKING: Driveway (4+ vehicles) -- THE LOCATION -- HIT THE SLOPES: Pico Mountain Ski Resort (12 miles), Killington Ski Area (14 miles), Sugarbush Resort (31 miles), Okemo Mountain Resort (39 miles), Stratton Mountain Resort (63 miles) HIKING & BIKING: Green Mountain Trails (4 miles), Thundering Brook Falls Trail (10 miles), Appalachian Trail (10 miles), The Canty Trail (15 miles), Bucklin Trail (19 miles) GOLFING: White River Golf Course (6 miles), Green Mountain National Golf Course (7 miles), Killington Golf Course (14 miles), Montague Golf Course (19 miles) LOCAL ATTRACTIONS: Kent Pond (11 miles), Killington Adventure Center (14 miles), Norman Rockwell Museum of Vermont (19 miles), Wonderfeet Kids Museum (21 miles), Silloway Maple (25 miles) FARMS: Riverside Farm (3 miles), Kiss the Cow Farm (17 miles), Hathaway Farm (21 miles), Sleepy Hollow Farm (27 miles), Sugarbush Farm (29 miles) AIRPORT: Rutland Southern Vermont Regional Airport (27 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, max 2 pets) - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Tower fans are provided in all other rooms for cooling during the summer - NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed - NOTE: The property requires stairs for both home and bedroom access and may be difficult for guests with limited mobility - NOTE: Due to the rural location, guests may have weak cell phone reception in the area; however, there is high-speed WiFi in the home - NOTE: Guests are responsible for propane exchanges for the gas grill

POWDER RUN: SMART 3BR BASECAMP W/ HOT TUB, AC, EV CHARGER & FLAT PARKING SKIP THE RESORT TRAFFIC. Positioned exactly on the Killington-Pittsfield border, Powder Run offers the easiest winter logistics in the area. This renovated 2,100 sq. ft. home removes the stress of travel: pull into the large flat parking area (no icy driveway drama), plug into the dedicated Level 2 EV charger, and drop your gear in a mudroom equipped with commercial boot dryers. You are ten minutes from the lifts but lightyears away from the noise of the crowded condo complexes. DESIGNED FOR THE APRES SQUAD. The lower patio features a private six-person hot tub that is professionally maintained for your arrival. Upstairs, the open-concept Great Room creates a central gathering point with coffered wood ceilings and a red enamel gas stove. The kitchen is built for real cooking, featuring quartz counters, stainless appliances, and sharp knives. In warmer months, mini-split AC units in every room ensure you sleep cool. FLEXIBLE LAYOUT FOR 8 GUESTS. We designed the sleeping arrangements to handle mixed groups easily. Adults can claim the Queen bedroom or the Full bedroom, both laid with clean hardwood floors. The younger crowd has their own space in the bunk room (Twin-over-Full with stairs) or the flex room, which features convertible futons and a TV. Blackout shades and premium mattresses are standard in every room. LOCAL EXPERTS & TICKET DEALS. We are a professional local team, living here year-round to support your stay. Booking this property gives you access to our Curated Local Guide, plus preferred access to ski/board rental savings and limited lift ticket deals through our partners. NOTES • Shared Access: You share the driveway/parking with our neighbor, Peak Hill Home, but your deck and hot tub are strictly private. • Large group? Ask us about booking both homes to sleep 14. HOUSE RULES & FEES • Hot Tub: Included free for peak ski weekends (late Dec to mid-March). Optional $95 setup fee for all other dates. • Quiet Hours: Strictly enforced from 10:00 PM to 8:00 AM. • Occupancy: Max 8 guests. No parties. • Smoking/Pets: Strictly no pets. No smoking/vaping inside or within 75ft ($500 fine). • Exterior Cameras: For safety, cameras are located on the exterior corners of the home. There are no cameras in living areas. • Safety: No fireworks. Guests must e-sign rental agreement.

The Killington A-Frame is a stylish two-bedroom, two-bathroom mountain home tucked into a quiet hillside neighborhood in Killington. Surrounded by trees and backed by the vast Green Mountain National Forest, this is your peaceful escape while still being minutes from all the action. Step inside to a bright open-concept main floor featuring a newly renovated kitchen with soapstone countertops, premium appliances including a Bertazzoni range, and a functional pantry. The cozy living area is centered around a wood stove, perfect for unwinding after a day on the slopes or trails. Both bedrooms are located upstairs, one with a queen bed and the other with two twin beds, along with a second bathroom. Designer touches like shiplap walls, curated lighting, and custom built-ins elevate the entire space. Outside, enjoy a large deck surrounded by nature, ideal for summer stargazing or year-round hot tub soaks after a day on Superstar. The hot tub is available year round with a required $195 setup fee to cover filling, balancing, and maintaining the water. Located just 12 minutes to Killington Resort, 7 minutes to Pico Mountain, and close to hiking, golf, mountain biking, and Kent Pond, this home offers the perfect balance of adventure and relaxation. • The hot tub is available year round and requires a $195 setup fee, which covers filling, balancing, and preparation prior to your stay. You understand that use of the hot tub and sauna is at your own risk and that special risks may be involved. You accept full responsibility for any bodily injury arising from use of the hot tub and agree to hold the owner and property manager harmless. • Our minimum rental age is 25. • We will provide you with access codes for our smart locks to come and go as you please. • We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. • You must e-sign and return our written rental agreement after you complete your booking. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended.

QUIET, WOODED PROPERTY ON KILLINGTON BORDER, minutes from slopes! Peak Hill is a newly rebuilt ski home on the border of Killington and Pittsfield, Vermont and close to all the activity! This home features three bedrooms, two full bathrooms, living room, kitchen, large deck and outdoor area. Spend a day on the slopes (only 10 minutes away) and come back to cook a meal, relax by the gas stove, or catch a show on the smart TV. Sleeping up to 6 people, this is the perfect holiday choice for your family or group. Step into this inviting mountain retreat where the first floor welcomes you with a spacious mudroom, two cozy bedrooms, and a convenient full bathroom complete with a washer and dryer. Ascend the stairs to the heart of the home, featuring a kitchen and living room adorned with a vaulted ceiling, skylights, and abundant windows that flood the space with natural light. The main living area is a cozy haven boasting a gas stove, a smart TV, and plush sofas and lounge chairs for relaxation. Delight in the fully-equipped open kitchen with quartz countertops, sleek dark stainless steel appliances, and a dining area perfect for enjoying meals together. Connected to the living room is a third bedroom and another full bathroom for added convenience. Step outside onto the expansive deck to revel in breathtaking views of the mountain slopes. Bedding is as follows: - Bedroom 1: Queen - Bedroom 2: Twin over full bunk bed - Bedroom 3: Twin over full bunk bed The outdoor area and surroundings: Home offers outside amenities for all seasons and offers a large flat parking space to accommodate everyone. In SUMMER, FALL and SPRING: - Enjoy the outdoor fire pit and seating area - roast your marshmallows by the fire. - Sip your beverage and play outdoor games in a quiet wooded setting - Soak in the fall foliage and peaceful surroundings - Enjoy the large spacious deck In WINTER: - Store your ski and snowboard in the dedicated storage shed by the front door - Park in the flat parking area right off major Vermont road - Hang your gear in the foyer/mudroom and dry your boots with the provided boot dryer - Warm up by the gas stove OTHER THINGS TO NOTE • Hot Tub: The hot tub is included for the peak ski season weekends (late-December to mid-March). For other periods, there is an optional $95 set up fee. You understand use of hot tub is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any bodily injury arising from use of the hot tub, and hold owner and property manager harmless. • Peak Hill shares a driveway and parking area with another property - Powder Run. Each house has a dedicated parking for 2+ cars with overflow parking located at the base of the property. • For your safety and ours, we have a camera on each corner of the house. They are not in any of the living areas. • The Killington, Vermont area is the perfect place to get away from it all no matter what season it is. There are tons of outdoor activities including: skiing, snowboarding, hiking, antiquing, golf, swimming, shopping, sightseeing, mountain biking and many more. • We’re located less than 4 miles to the Killington Access Road and 8 miles to the slopes. Two golf courses are within 10 minutes of the house with Green Mountain National only 5 mins away. The town recreation center is just a short distance away and features a swimming pool, soccer field, tennis courts, baseball diamond and playground. You’ll also find plenty of trails, ponds, lakes, swimming holes and quaint Vermont towns a short drive away. • Please be sure that you have entered the correct number of guests as we may have a per-person per-night surcharge to cover expenses. You can contact us for a custom quote before booking. • Our minimum rental age is 25. • We will provide you with door codes for our smart locks for contactless check in and out. • We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. • Our entire home is non-smoking (e-cigs included). You may only smoke 75 feet away from the property. There is a $500 fine for smoking in or near the house. • You must e-sign and return our written rental agreement after you complete your booking. • The property is NOISE SENSITIVE. Strict quiet hours must be observed from 10pm - 8am. We use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. • Fireworks are not permitted. • Pets are not permitted. There is a $750 fine for any unauthorized pets. • Please be advised that this property utilizes a ladder to access the bunk beds. By renting this property, you are agreeing to hold the owner and property manager harmless for any injury or death that is resulting from the use of the ladder. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. SKI RESORTS: Killington Snowshed Base (7.9 miles), Killington K1 Base (8.6 miles), Pico Mountain (6.2 miles) GOLF: Green Mountain National Golf Course (2.9 miles), Killington Golf Course (7.9 miles) DINING / NIGHTLIFE: Pickle Barrel (5.8 miles), Wobbly Barn (6.3 miles), The Foundry at Summit Pond (5.4 miles), Rivershed (4.8 miles) WEDDINGS: Killington Grand Resort (8.0 miles), Mountain Top Inn Resort (14.1 miles) AIRPORT: Rutland Regional Airport (21.2 miles), Burlington International Airport (71.6 miles), Albany International Airport (113 miles), Manchester-Boston Regional Airport (116 miles) We look forward to hosting you!

Spacious 3BR Home Near Killington with Indoor Hot Tub, Fire Pit, and Dual Living Rooms Enjoy a true Vermont getaway in this private vacation home just five minutes from Killington Resort. Surrounded by trees on a quiet lot, this two-level property is ideal for families, couples, or friends looking for space, comfort, and the perfect base after a day on the mountain. The home features a rare indoor hot tub (fee may apply - see below), two full living rooms, and comfortable sleeping for up to eight guests. Whether you’re here for ski season, hiking trails, or fall colors, this home is built for relaxation and flexibility. Guests booking through Vrbo receive exclusive discounts on local ski rentals through trusted partners. Highlights include: - Private indoor hot tub located in its own dedicated room - Two large living rooms with Smart TVs - Wood-burning fireplace in one living room, propane stove in the other - Fully equipped kitchen with stainless steel appliances, microwave, cookware, and coffee maker - Dining area with views of the surrounding forest - Three bedrooms and two full bathrooms: - Bedroom 1: Queen bed - Bedroom 2: Queen and Double beds - Bedroom 3: Full bed, Twin bed, and Bunk bed - Fire pit in the yard - BBQ grill on the deck - High-speed Wi-Fi and in-home laundry - Entryway with space for skis, boots, and gear - Private driveway parking Unlike condos or attached units, this is a standalone home with no shared walls and plenty of space for your group to relax. The layout works especially well for multiple families or guests who want to unwind without feeling crowded. After a day at the resort or on the trails, return to a warm fire, a good meal, and a private hot tub waiting for you. With ski rental discounts, flexible living space, and a location just minutes from the slopes, this home offers comfort and convenience in every season. • The hot tub is included for the peak ski season weekends (late-December to mid-March). For other periods, there is an optional $195 set up fee. You understand that use of the hot tub is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any bodily injury arising from use of the hot tub, and hold owner and property manager harmless. • Want to save on your ski trip? Book with us and get great discounts on ski and snowboard rentals - more skiing, more savings! • Our minimum rental age is 25. • We will provide you with door codes for our smart locks to come and go as you please and for contactless check in and out. • We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. • Our entire home is non-smoking (e-cigs included). You may only smoke on the outdoor deck. There is a $500 fine for smoking in the house. • You must e-sign and return our written rental agreement after you complete your booking. • For your safety and ours, we have a camera on the front of the house facing the driveway. There are no cameras inside the house. • Quiet hours are from 10pm - 8am. We may use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. NoiseAware is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. • Fireworks are not permitted. • Please be advised that this property utilizes a ladder to access the bunk beds. By renting this property, you are agreeing to hold the owner and property manager harmless for any injury or death that is resulting from the use of the ladder. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. • Limitation of Liability: The owner and their rental agent shall not be held liable for any injuries or damages to the tenant, the tenant’s family, or guests that occur during the tenant’s occupancy of the property. The Tenant agrees to indemnify and hold the property manager and their representatives harmless from any and all claims, liabilities, or legal actions arising from the Tenant’s use or occupancy of the premises. SKI RESORTS: Killington Snowshed Base (6.6 miles), Killington K1 Base (7.3 miles), Pico Mountain (4.9 miles) GOLF: Green Mountain National Golf Course (1.5 miles), Killington Golf Course (6.6 miles) NIGHTLIFE: Pickle Barrel (4.5 miles), Wobbly Barn (5.0 miles), Gondoughla (5.6 miles), The Foundry at Summit Pond (4.0 miles) WEDDINGS: Killington Grand Resort (6.6 miles), Mountain Top Inn & Resort (15.8 miles) AIRPORT: Rutland Regional Airport (19.7 miles), Burlington International Airport (86.4 miles), Albany International Airport (105 miles), Manchester-Boston Regional Airport (124 miles), Boston Logan (170 miles)

Welcome to The Currier Crossing, a warm and welcoming 4-bedroom, 3-bathroom home nestled in the heart of Killington, Vermont. Perfect for family getaways and group adventures, this two-level mountain retreat combines cozy charm with modern amenities just minutes from Killington Resort. Spread out across 2,800 square feet, guests enjoy an open-concept kitchen and dining area, a comfortable living room with a wood-burning fireplace, and a well-stocked kitchen featuring a dishwasher, coffee maker, blender, and all essential cookware. Ideal for families, The Currier Crossing includes a travel crib, stair gate, children’s books and games, plus fast WiFi and smart TVs for evening entertainment. After a day on the slopes or nearby hiking and biking trails, unwind with a game of foosball, cozy up by the fire, or enjoy a BBQ on the private deck. A mudroom offers plenty of space for gear, and firewood is provided for guest use. Sleeping arrangements include two queen bedrooms, one double, and two twin beds, comfortably sleeping 8 guests with all linens and towels provided. Three full bathrooms include a tub and shower setup, hair dryers, and essentials. The home is dog-friendly for up to two well-behaved dogs. Guests also receive exclusive discounts on ski and snowboard rentals. Located in a quiet forest setting, The Currier Crossing offers easy access to Killington’s best outdoor attractions including skiing, mountain biking, golfing, and snowmobiling. Enjoy the perfect balance of mountain adventure and peaceful relaxation. Book your stay today and create unforgettable family memories in Vermont.

Nestled on 5.26 private acres just a mile from Green Mountain National Golf Course and 10 minutes from Killington Resort, Mountainview Escape is a 4-bedroom, 3-bathroom retreat offering the perfect blend of comfort and adventure for every season. The main level features a newly updated gourmet kitchen, a cozy family room with a gas stove, a light-filled greenhouse leading to a private patio, a dining area opening to a spacious deck for summer grilling, and a living room perfect for relaxing after a day outdoors. The sleeping arrangements are ideal for families and groups, with a king-sized bed in the master bedroom—a true sanctuary with vaulted ceilings, a private deck, and a large picture window framing breathtaking mountain views—two additional bedrooms with queen-sized beds, and a fun bunk room designed for kids. Outside, the beautifully landscaped gardens and serene mountain views create a peaceful haven, while the home’s convenient location makes it easy to enjoy Killington’s legendary slopes, scenic hiking trails, and vibrant fall foliage. Whether you’re seeking outdoor adventures or a quiet escape, Mountainview Escape is the perfect destination to make lasting memories in the heart of Vermont.

Welcome to Holiday Haus, your perfect home base for year-round adventure in the heart of Vermont. This spacious 3-bedroom, 2-bath getaway is just minutes from Killington Ski Resort and right down the road from a beautiful golf course—ideal for skiers, hikers, golfers, or anyone looking to unwind in comfort and style. Inside, you’ll find a fully stocked kitchen ready for everything from quick breakfasts to holiday feasts. The oversized dining table makes it easy to bring everyone together, whether you’re sharing a meal or diving into board games late into the evening. The cozy living room invites you to kick back and relax, while the game room adds a dose of fun for guests of all ages. With plenty of space to spread out and unwind, Holiday Haus is designed to make you feel right at home. Whether you’re hitting the slopes, teeing off at sunrise, or simply soaking in the mountain air, Holiday Haus is the perfect place to make memories year-round.

Renovated Winter Brook Retreat | AC | Peaceful Brookside Setting Your stay includes two complimentary day passes to the Killington Rec Center pool, complete with a diving board. Nestled on a quiet knoll beside a babbling brook, this fully renovated Winter Brook retreat offers a peaceful setting close to all of Killington’s year-round adventure. The home features a beautiful new kitchen, wood floors, luxurious updated bathrooms, and stylish new furnishings. The open-concept living area is ideal for gathering with family and friends, especially around the wood-burning stove after a day on the slopes. On the main floor, one bedroom includes a bunk bed with a full bed below and twin bed above, while the second offers a queen bed; both share a remodeled full bath. Upstairs, the spacious loft features a king bed and a well-appointed primary bath with a garden tub and separate shower. A heat-pump system provides reliable comfort year-round, keeping the home warm in winter and cool in summer. Killington Golf Course and Green Mountain National Golf Course are both just minutes away. Please note: A caretaker resides in the lower-level apartment. Killington offers outstanding skiing and riding for every ability, plus snowmobile tours, tubing, ice skating, and a lively après-ski scene with favorites such as the Wobbly Barn, Pickle Barrel, and Jax’s. Come enjoy a relaxing Vermont getaway and create memories that will last a lifetime. • Killington Resort extensive system of mountain biking trails. • Killington Adventure Center – Zip Lines, Mountain Coaster, Free Fall Jump Tower and more • Hiking – Vermont’s Long Trail, Appalachian Trail • Kayaking – Kent Pond, Woodward Reservoir and Chittenden Pond and more • Coolidge Homestead – Vermont’s #1 visited site in Plymouth VT only 20 minutes away • Woodstock VT filled with wonderful shops and art galleries • Marsh Billings Rockefeller National Historical Park in Woodstock VT • Billings Farm Museum – a wonder family activity • Green Mountain Golf Course – the # 1 public course in the state • Killington Golf Course owned by the resort • VINS – Vermont Institute of Natural Science – a rescue and bird sanctuary.

Mountain Moose Chalet is a cozy, family-friendly home just minutes from Killington Resort. Three bedrooms, two baths, an indoor hot tub, and a bright open upstairs with a fully stocked kitchen and fireplace. Enjoy big windows, a coffee bar, fire pit, and grill. Close to hiking, biking, and the golf course — a great spot for year-round fun. Welcome to Mountain Moose Chalet — a cozy, family-friendly getaway just minutes from Killington Resort. This three-bedroom, two-bath home is set up for easy mountain living with plenty of space to unwind after a day of exploring. The entry level features all three bedrooms and both bathrooms, plus an indoor hot tub and a convenient laundry area. The primary bedroom includes a king bed and attached ensuite. The second bedroom has two twin-over-twin bunk beds, perfect for kids or friends traveling together. The third bedroom offers a twin-over-queen bunk, giving everyone flexible sleeping space. Head upstairs and you’ll find a bright, open layout with big windows that fill the space with natural light. The fully stocked kitchen has everything you need for cooking at home, along with a small coffee bar and two bar stools. The dining area flows into a comfortable living room with a fireplace — great for relaxing after a day on the mountain. Outside, enjoy a fire pit, grill, and easy access to local hiking trails, mountain biking, and the Killington Golf Course. Killington Resort is just a short drive away, making this a convenient base for year-round adventures. Mountain Moose Chalet is designed for families, cozy evenings, and fun mountain memories.

Trailside Loft at Pico Village Resort H‑304 | Ski‑In/Ski‑Out in Vermont Experience the ultimate mountain getaway in this slopefront 2‑bedroom + loft, 1‑bath condo at Pico Village. Trailside Loft at Pico offers true ski‑in/ski‑out access just steps from the Golden Express lift, with a daytime shuttle to Killington’s main base for full mountain flexibility. Layout & Sleep Setup • Bedroom 1: King bed + balcony • Bedroom 2: Queen bed • Loft (open): Twin XL bed + Twin XL trundle • Total capacity: 6 guests Cozy, Renovated Interior Vaulted ceilings, wood accents, and modern upgrades set the tone for comfort. The living area features a marble wood‑burning fireplace, comfortable seating, and a 75” smart TV. The kitchen is fully renovated with granite counters and is stocked for full meals. Dining area seats 8 with additional bar seating for 3. Resort Amenities & Extras Enjoy optional access (day pass) to the Pico Sports Center’s indoor pool, hot tub, saunas, gym, yoga studio, and more. EV chargers are onsite. When you book direct with us, you’ll receive exclusive discounts on ski lift tickets and equipment rentals. Year-Round Appeal While Pico is great for skiing (57 trails, 6 lifts), it also offers summer hiking, biking, golf, waterfalls, and peaceful forest escapes. Free parking and WiFi are included. Important Note This unit sits on the third floor and is only accessible by stairs. ⸻ Why Guests Love H‑304 “True ski-on/ski-off just steps from the trail” “Quiet, clean, and beautifully maintained” “Huge fireplace after a full slope day” “Beds are comfortable and kitchen has everything you need” • Want to save on your ski trip? Book with us and get great discounts on ski and snowboard rentals - more skiing, more savings! • Pico Mountain is closed on Tuesdays and Wednesdays except during peak holiday periods. Our condo is slopeside at Pico. Killington Resort is a 10 minute drive or quick bus ride. • We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. • We have smart locks for contactless check in. Your unique access code will be sent the week of your arrival. • Our entire property is non-smoking and non-vaping. You may only smoke or vape outside and 75 feet away from the building. Please properly dispose of all butts. • Quiet hours are from 10pm - 8am. We may use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. • Our condo complex has cameras in the common areas and hallways. There are no cameras in living spaces. • Pets are not allowed. There will be a $750 fine for any unauthorized pets. • You must sign and return our written rental agreement. • EV chargers are available onsite. • The Pico Sports Center is in the same complex as our condo and offers day passes to use the gym and pool facilities. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. The Village Square at Pico Condo Association is a family-oriented community primarily used by owners and committed to the peaceful, safe and quiet enjoyment of their residences. While the Association allows rentals and encourages guests to enjoy their visit, they have implemented certain rules related to the use and enjoyment of the units. These rules allow the Association to issue fines and take other actions particularly as it relates to the enforcement of the minimum age requirement of 25, "Quiet Hours" from 9pm until 8am and their no pet policy. The Association will try to resolve issues through the owner or rental agency in the first instance but reserves the right to take action in real time as circumstances require. In short, please respect your neighbors while you are a guest in these condos. SKI RESORTS: Pico Mountain (Ski On/Ski Off - 75 steps to the lifts!), Killington Snowshed Base (6.3 miles), Killington K1 Base (7.0 miles), Mountain Meadows Cross Country Ski and Snowshoe (2.4 miles) BUS: The Bus goes from the condo to Killington Resort every hour. It is $2 to the mountain and free to return. GOLF: Green Mountain National Golf Course (5.4 miles), Killington Golf Course (6.3 miles) NIGHTLIFE: McGrath’s Irish Pub (0.8 miles), Pickle Barrel (4.2 miles), Wobbly Barn (4.7 miles), The Foundry at Summit Pond (3.7 miles) WEDDINGS: The Birch Ridge (4.7 miles), Killington Grand Resort (6.3 miles), Mountain Top Inn & Resort (11.4 miles) AIRPORT: Rutland Regional Airport (15.2 miles), Burlington International Airport (71.2 miles), Albany International Airport (108 miles), Manchester-Boston Regional Airport (119 miles)

Located right at the base of Pico Mountain, this condo gives you unbeatable ski on/off access and the relaxed, family-friendly vibe Pico is known for. You’re also just 10 minutes from Killington Resort, making it easy to enjoy the best of both mountains. (Local tip: Pico is an amazing choice on peak weekends and holidays when Killington gets busier, and it’s always a favorite for families.) This comfortable three-bedroom, two-bath condo has everything you need for a great mountain getaway. After a day on the slopes, unwind by the gas fireplace or cook dinner in the fully equipped kitchen. There’s plenty of room for everyone to spread out and relax. The layout works perfectly for families or two couples traveling with kids. You’ll find two bedrooms with queen beds and a third bedroom with two single beds. The open kitchen and living area make it easy to gather, eat, and relax after your day outside. Ski right from the condo to Pico or hop in the car for a quick drive to Killington for even more terrain and restaurants. We look forward to hosting you and think you’ll love staying here. • We have some flexibility around standard check-in and check-out depending on other bookings. Guaranteed early check-in or late check-out may be available for an additional fee. • Renters must be at least 26 years old per the condo association. • Smart lock entry allows for easy, contactless check-in. Your unique code will be sent the week of arrival. • Pack ’n play and high chair available upon request. • The entire property is non-smoking and non-vaping. Smoking is allowed only outside and 75 feet from the building. • Quiet hours are 9pm to 8am. We may use Minut smart home technology to monitor volume levels only. It is 100% privacy compliant. • For safety, a camera is located at the entryway of the condo (not inside any living areas). • No pets allowed. Unauthorized pets will result in a $450 fine. • A signed rental agreement is required. • Winter weather can be unpredictable. We do not offer weather-related refunds and recommend travel insurance. All-wheel drive and winter tires are also recommended. The Village Square at Pico Condo Association is a family-oriented community primarily used by owners and committed to the peaceful, safe and quiet enjoyment of their residences. While the Association allows rentals and encourages guests to enjoy their visit, they have implemented certain rules related to the use and enjoyment of the units. These rules allow the Association to issue fines and take other actions particularly as it relates to the enforcement of the minimum age requirement of 25, "Quiet Hours" from 9pm until 8am and their no pet policy. The Association will try to resolve issues through the owner or rental agency in the first instance but reserves the right to take action in real time as circumstances require. In short, please respect your neighbors while you are a guest in these condos. SKI RESORTS: Pico Mountain (0.1 miles), Killington Snowshed Base (6.3 miles), Killington K1 Base (7.0 miles), Mountain Meadows Cross Country (2.4 miles) SHUTTLE: Runs every 15 minutes from Thanksgiving to mid-March right outside the condo GOLF: Green Mountain National (5.4 miles), Killington Golf Course (6.3 miles) NIGHTLIFE: McGrath’s Irish Pub (0.8 miles), Flannels (2.2 miles), Pickle Barrel (4.2 miles), Wobbly Barn (4.7 miles), Nitespot (5.3 miles), The Foundry (3.7 miles) WEDDINGS: Killington Grand Resort (6.3 miles), Mountain Top Inn (11.4 miles) AIRPORTS: Rutland Regional (15.2 miles), Burlington International (71.2 miles), Albany International (108 miles), Manchester-Boston Regional (119 miles)

The Pinecone Retreat - Classic Killington Ski Chalet for 8 w/ Gear Room, 2 Fireplaces, 5 Mins to Slopes This is the classic Killington ski house experience your group has been looking for. Just a 5 minute drive from the Snowshed Lodge, this home is built for skiers and riders who value comfort, function, and a place to gather. You get the authentic Vermont chalet vibe, from the warm wood beams to the brick fireplace, but with the practical updates your group needs. Two Fireplaces And A Gear Room That main living room fireplace is the perfect spot to end the day, but the dedicated gear room on the lower level is where the adventure begins. It has its own ski and snowboard racks, a wet bar, and a second lounge area, giving your group space to spread out, tune gear, or just relax. Sleeping arrangements for 8 guests are flexible and well-distributed. Bedroom 1 offers a double and a twin bed, Bedroom 2 has a matching double and twin bed, and Bedroom 3 features a queen bed. For extra space, the common area is also equipped with a futon, a double, and a twin bed. Built For The Perfect Ski Week This is the home base for ski groups and families who need more than a sterile hotel room. You get a full kitchen for group breakfasts, multiple lounge areas, and a layout that understands what a ski trip requires. Forget about cramped condos; this is a real house designed for making memories. Your Mountain Base Awaits Imagine your group back from the mountain, boots off, and fire going. Someone is mixing drinks at the lower level wet bar while others claim spots on the couches upstairs. This is the spot. Guests who stay here often talk about how practical and comfortable the house is for a group. Our local hospitality team at Simple Vacation Rentals is on call to ensure your stay is seamless. Parking is easy with a private driveway that fits up to 4 cars, giving you year round access. Logistics are simple with smart lock access for self check in and high speed Wi Fi for streaming or any remote work. This is the kind of house that becomes a tradition, the one your group rebooks for next year. Claim this classic chalet as your group’s mountain base. The best restaurants and bars on the Access Road are only a 4 minute drive away when you are ready to head out.

Welcome to Peak2Creek! This spacious 3-bedroom, 2.5-bath home in Killington, VT, is your ideal mountain retreat. Located centrally yet tucked in a serene neighborhood, it features a cozy living room, fully stocked kitchen, eat-in nook, formal dining room, and a game room. Unwind in the hot tub on the back deck after a day of adventure. Bedrooms offer versatile sleeping for groups. Welcome to Peak2Creek! Discover the perfect mountain retreat in Killington, VT, at Peak2Creek, a spacious 3-bedroom, 2.5-bath home that combines privacy, comfort, and convenience. Located in a serene neighborhood, this property provides easy access to Killington Resort, local dining, shops, and all the adventure the area offers, yet feels like a private escape. Inside the Home - Living Spaces: The main living room offers a cozy space to relax by the fireplace, complete with comfortable seating and tasteful decor for a true mountain vibe. Whether you’re here to unwind after a day on the slopes or gather for a movie night, this space is designed for warmth and connection. - Kitchen & Dining: Prepare meals in the fully stocked kitchen, equipped with everything you need for group dinners or quick snacks. Enjoy meals at the bright eat-in nook for casual dining, or gather around the formal dining room table for a more traditional meal together. - Game Rooms & Basement Bonus: The home’s basement offers a bonus game room perfect for fun! This game room is the ideal spot for friendly competition, board games, or just hanging out after a day of activities. Sleeping Arrangements - Primary Bedroom: A spacious retreat with a king bed and a double bed, offering flexibility and comfort for multiple guests. - Bedroom 2: A cozy queen bed with ample space and storage for a comfortable night’s rest. - Bedroom 3: Features both a twin and a double bed, making it a great option for kids, friends, or additional family members. Outdoor Relaxation - Hot Tub on Back Deck: Enjoy mountain views and starry nights in the private hot tub located on the back deck. It’s the perfect way to relax and soothe muscles after a day of skiing, hiking, or exploring the area. - Private Neighborhood Setting: Though it’s central to Killington Resort and town, the home is nestled in a tranquil neighborhood, offering a secluded atmosphere that’s perfect for a relaxing mountain escape. With its blend of cozy interiors, ample sleeping arrangements, and outdoor amenities, Peak2Creek offers the ideal home base for families and groups looking to experience all that Killington has to offer. Make Peak2Creek your go-to destination for an unforgettable Vermont getaway! You will have access to the full home and yard, located in central Killington, you will be close to everything, yet feel secluded and enjoy the privacy. We are local if you need us!

Welcome to our mid-century modern chalet, perfect for a serene wooded mountain escape year-round. Recently renovated, this home offers all the comforts to make you feel right at home. Enjoy a cozy getaway with family and friends in this beautifully designed retreat. The Space Our newly designed and furnished chalet is equipped with everything you need for a comfortable stay. Conveniently located, this fully renovated home accommodates up to eight guests in four bedrooms and two bathrooms. Enjoy modern amenities, including new appliances, fast and reliable WiFi, and two 55” HD televisions. The gas fireplace warms the living room, providing a cozy atmosphere with enough seating for everyone to enjoy movie nights. Outdoor Spaces Upper Deck: Start your day with morning coffee alfresco, seated at the tables and chairs. A grill is also available for outdoor cooking. Lower Deck: Perfect for warmer months, this beautifully lit seating area is ideal for gatherings with friends. Open a bottle of wine and unwind. Newly Added Hot Tub: Relax in the newly added four-person hot tub, perfect for soothing sore muscles after a day of adventure. • The hot tub is included for the peak ski season weekends (late-December to mid-March). For other periods, there is an optional $195 set up fee. You understand use of hot tub and sauna is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any bodily injury arising from use of the hot tub, and hold owner and property manager harmless. • Please be sure that you have entered the correct number of guests. • Our minimum rental age is 25. • We will provide you with access codes for our smart locks to come and go as you please. • We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. • Our entire home is non-smoking. There is a $500 fine for smoking in the house. • Quiet hours are from 10pm - 8am • Fireworks are not permitted. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. SKI RESORTS: Killington Snowshed Base (3.0 miles), Killington K1 Base (3.7 miles), Pico Mountain (3.3 miles), Mountain Meadows Cross Country Skiing (1.0 mile) GOLF: Killington Golf Course (3.0 miles), Green Mountain National Golf Course (3.5 miles) NIGHTLIFE: Pickle Barrel (0.9 miles), Wobbly Barn (1.4 miles), Nitespot (2.0 miles), The Foundry at Summit Pond (0.3 miles) WEDDINGS: Killington Grand Resort (3.1 miles), Mountain Top Inn & Resort (14.2 miles) AIRPORT: Rutland Regional Airport (18.6 miles), Burlington International Airport (74.4 miles), Albany International Airport (113 miles), Manchester- Boston Regional Airport (116 miles)

Welcome to "SnowArts," a Killington, VT retreat in the woods, 10 mins from base lodges. Well-equipped kitchen, wood stove, foosball, 4 bedrooms including a king with an updated en suite, 2 cozy queen rooms, and a room with 4 twin beds. Perfect for nature lovers and outdoor enthusiasts. Welcome to "SnowArts," an enchanting short-term rental home in Killington, Vermont, where the serenity of the woods meets the thrill of the slopes. Nestled amidst the whispering pines, this woodland retreat offers the perfect balance of seclusion and convenience, located just 10 minutes away from the base lodges of the renowned Killington Mountain Resort. "SnowArts" invites you to step into a world of warm and inviting ambiance. At its heart is a well-stocked kitchen, a hub for culinary creativity and a gathering point for family and friends. With modern appliances and ample counter space, it’s a haven for food enthusiasts who love to cook together or prepare a hearty breakfast before embarking on your mountain adventures. One of the standout features of "SnowArts" is the wood-burning stove, where you can curl up with a book or share stories of your outdoor escapades as the flames dance in the background, creating an ambiance of rustic comfort. It’s the perfect place to warm up after a day of skiing or hiking. "SnowArts" features four charming bedrooms, each thoughtfully designed for comfort and relaxation. The master bedroom boasts a king-size bed and a newly updated en-suite bathroom, offering a private oasis for those seeking a touch of luxury. Two additional queen bedrooms provide a snug and intimate retreat, perfect for couples or individuals seeking a peaceful night’s rest. For larger groups or families, the fourth bedroom offers four twin beds, creating a fun and comfortable space for children or friends. Entertainment abounds at "SnowArts," with a foosball table offering hours of friendly competition and bonding. It’s the ideal way to unwind after a day of outdoor activities and create lasting memories. Outside, "SnowArts" is surrounded by the beauty of Vermont’s woodlands, and a spacious deck beckons you to relax and take in the fresh mountain air. In winter, you can gaze at the snow-covered trees, and in the warmer months, it’s the perfect spot for alfresco dining or simply savoring your morning coffee in the serene surroundings. Whether you’re visiting for the thrill of skiing, the allure of hiking, or simply to escape the hustle and bustle of everyday life, "SnowArts" offers a serene sanctuary where you can immerse yourself in the natural beauty of the region while enjoying all the modern comforts and conveniences you desire. Your perfect mountain getaway awaits at "SnowArts." There is a key code to access the home. We are local if you need us. This home is a side by side duplex, so there may be guests at the other side of the duplex.

Welcome to Topridge Style – Your Luxurious Slopeside Ski-On/Ski-Off Townhome in Killington! Located in the highly sought-after Sunrise Village, this stunning 3-bedroom, 4-bathroom townhome offers unbeatable ski-in/ski-out access (weather permitting) and breathtaking mountain views. Designed with elegance, comfort, and convenience in mind, Topridge Style is the perfect retreat for families or groups seeking an unforgettable getaway. The spacious and inviting living area features a cozy gas fireplace, high-end furnishings, and modern decor, creating a warm and welcoming atmosphere to unwind after a day on the slopes. The fully equipped chef’s kitchen boasts premium appliances, cookware, and all the dining essentials you need for effortless meal prep and entertaining. Step outside onto the new two-level deck, where you can soak in the private hot tub under the stars or fire up the BBQ grill for al fresco dining with spectacular mountain views. Inside, enjoy friendly competition on the pool table or relax with your favorite movie on the large TV with a premium sound system. Each bedroom is thoughtfully designed for comfort and relaxation. The master suite features a plush king bed, while the two additional bedrooms each offer queen beds, ensuring restful nights for all. With four well-appointed bathrooms, every guest can enjoy privacy and convenience. Guests of Topridge Style also have full access to the Sunrise Sports Club, complete with an indoor pool, gym, and sauna, adding a resort-style touch to your stay. Additional amenities include high-speed Wi-Fi, an in-unit washer/dryer, and a pet-friendly policy (fee applies), so your furry companions are welcome too. Conveniently located near Killington’s vibrant dining, shopping, and nightlife, as well as outdoor activities like hiking and biking, Topridge Style is your ultimate year-round destination. Whether you’re skiing, snowboarding, hiking, or simply relaxing in luxury, this slopeside retreat offers the perfect balance of adventure and tranquility. BEDDING BY ROOM - Bedroom 1: queen bed, TV - Bedroom 2: queen bed, TV, ensuite bathroom - Bedroom 3: queen bed, TV, ensuite bathroom - Living Room: rollaway memory foam twin bed Book your stay at Topridge Style today and experience the very best of Killington in this exceptional mountain retreat! • Ski On/Off: This home is located on the Sunrise ski trail and offers ski on/off access when the trail is open. Early/late season trail conditions are weather-dependent, and neither the host nor property manager is responsible for these conditions. Reservations cannot be canceled due to weather or lack of snow. For up-to-date trail information, visit the Killington Resort website before booking. Your dates may fall under early/late season rates. • Private Shuttle Services: In partnership with Ski On Ski Off Killington, we provide private shuttle services to the ski lifts and town for an additional fee. Contact us for details. • Rental Agreement: Guests must e-sign and return our written rental agreement. • Hot Tub: The hot tub is included for peak ski season weekends (late December to mid-March). For all other periods, there is an optional $195 setup fee. You understand that use of the hot tub is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any bodily injury arising from use of the hot tub, and hold owner and property manager harmless. • Guest Occupancy: Do not exceed the agreed guest occupancy. Over-occupancy will result in immediate eviction and fines. • Minimum Rental Age: Guests must be 25 years or older to rent this property. • Shoes: Please do not wear shoes inside the house. • Check-In/Out: Smart lock door codes will be provided for contactless check-in and check-out. While we offer some flexibility with check-in and check-out times depending on other bookings, guaranteed early check-in or late check-out may be available for an additional fee. • Smoking Policy: The entire home is non-smoking, including e-cigarettes. Smoking is only permitted outdoors. A $750 fine will be charged for smoking inside the house. • Cameras: For safety and security, there are exterior cameras on the property capable of recording at all times. There are no cameras in any living areas. • Quiet Hours: Quiet hours are from 10 PM to 8 AM. The property may use Minut, a smart home device that monitors noise levels to address disturbances without disrupting your stay. Minut is 100% privacy compliant and required for this property. Please reach out if you have questions. • Fireworks: Fireworks are not permitted at this property. • Parties/Events: Parties and events are not allowed. • Pets: This property is pet friendly with the payment of our non-refundable pet fee per dog. • Winter Weather: Winter weather can be unpredictable. We do not offer refunds due to weather or ski trail conditions and recommend purchasing travel insurance for unforeseen events. All-wheel drive and winter tires are strongly recommended. • Limitation of Liability: The owner and their rental agent shall not be held liable for any injuries or damages to the tenant, the tenant’s family, or guests that occur during the tenant’s occupancy of the property. The Tenant agrees to indemnify and hold the property manager and their representatives harmless from any and all claims, liabilities, or legal actions arising from the Tenant’s use or occupancy of the premises. SKI ON / SKI OFF: Sunrise Trail - typically open January to March. Please confirm weather conditions. SKI RESORTS: Bear Mountain Lodge (0.9 miles), Skyeship Base (3.3 miles), Killington Snowshed Base (5.4 miles), Killington K1 Base (6.2 miles), Pico Mountain (10.7 miles) SUNRISE AMENITY CENTER: Pools, hot tubs, sauna, steam room, bar and grill (0.9 miles) GOLF: Killington Golf Course (10.8 miles), Green Mountain National Golf Course (11.2 miles) NIGHTLIFE: Pickle Barrel (8.7 miles), Wobbly Barn (9.2 miles), The Foundry at Summit Pond (8.2 miles) WEDDINGS: Killington Grand Resort Hotel (10.8 miles), Mountain Top Inn & Resort (21.7 miles) AIRPORT: Rutland Regional Airport (20.7 miles), Burlington International Airport (81.9 miles), Albany International Airport (110 miles), Manchester-Boston Regional Airport (109 miles), Boston Logan Airport (158 miles)

THE OUTPOST DOUBLE: MODERN 2BR DUPLEX WITH EXCLUSIVE SKI DEALS RENOVATED MOUNTAIN BASE WITH FLAT DRIVEWAY ACCESS. The Outpost Double is a ground-level retreat designed for groups of four or couples who value a functional interior and a short drive to the mountain lodges. Guests receive exclusive ski and snowboard rental discounts with local Killington partners, plus limited lift ticket deals based on availability. As the lower unit of a modern duplex, you enjoy a private entrance and the ease of a flat driveway. There are no steep mountain climbs and no complicated arrivals. GEAR STAYS ORGANIZED AND OUT OF THE WAY. The dedicated entryway features custom floor to ceiling shelving and bench seating built for mountain athletes. It keeps your boots, helmets, and boards in one place, so you spend less time searching for gear and more time on the trails. It is a practical solution that keeps the main living area open and clutter-free for your group. MODERN LIVING SPACE FOR FOUR. The open-concept living area features a massive wall-mounted flat-screen TV and a large leather sectional for post-mountain recovery. In the renovated kitchen, the central butcher block island provides a natural spot to prepare a meal while staying part of the conversation. This layout is specifically designed to function as a high-end social base for up to four guests to gather together. BEDDING AND LAYOUT PRECISION. This ground-level home features two separate bedrooms, each equipped with one Queen Nectar mattress on a modern platform frame. With integrated lighting and large windows that look out into the woods, these rooms offer a quiet buffer from the world. You will wake up to natural light, ready for coffee before heading out for the day. This property is the ground-level unit of a duplex home. While your entrance and interior space are entirely private, the outdoor fire pit area is available for guest use. For groups needing more space, both units can be booked together to accommodate larger parties. THE OUTPOST DOUBLE FEATURES THE FOLLOWING AMENITIES: • EXCLUSIVE PERKS: Preferred access to ski and snowboard rental savings and local lift ticket deals. • SMART ACCESS: Ground-floor private entry with a secure smart lock system. • MODERN KITCHEN: Fully renovated with butcher block countertops, stainless steel appliances, and a central island. • GEAR STORAGE: Dedicated entryway with custom shelving and bench seating for boards, boots, and helmets. • ENTERTAINMENT: Massive wall-mounted flat-screen TV in the living area with high-speed WiFi. • PREMIUM BEDDING: Two private bedrooms, each with a Queen Nectar mattress on a modern platform frame. • IN-UNIT LAUNDRY: Stacked GE washer and dryer located directly in the bathroom. • PARKING: Level, flat driveway providing easy access for up to two vehicles. • OUTDOOR SPACE: Exterior fire pit area surrounded by tall trees. To ensure the best experience for all guests in this duplex home, we ask that you follow these standard house rules: • NO SMOKING: This is a smoke-free property. • NO PARTIES OR EVENTS: We maintain a quiet mountain environment for our neighbors. • QUIET HOURS: Please respect quiet hours from 10 PM to 8 AM. • PET POLICY: One dog is permitted with a pre-paid pet fee. • PARKING: Two parking spots are available in our flat, shared lot.

Welcome to the Tanglewood Lodge, your ultimate mountain retreat in beautiful Killington, Vermont! Nestled just off the main road on Tanglewood Drive, this pet-friendly four-bedroom, three-bathroom sanctuary is perfect for families and friends seeking an unforgettable stay. The Tanglewood Lodge comfortably accommodates up to 8 guests across two floors, offering ample space for everyone to relax and unwind. The open-concept kitchen, fully equipped with modern appliances, is designed for entertaining and will inspire your inner chef as you create culinary masterpieces for your loved ones. Gather around the spacious dining area for delightful meals and conversation, or cozy up in the inviting living room, complete with a gas stone fireplace and smart TV for movie nights. Stay connected during your getaway with high-speed WiFi throughout the property, ensuring that you can work, stream, and surf with ease. For added comfort during the warmer months, we’ve added window AC units to keep the lodge cool and pleasant. After a day of adventure in Killington, unwind in the outdoor hot tub or lounge on the deck while grilling up a storm with the BBQ grill. The Tanglewood Lodge also offers a variety of games to keep everyone entertained during your stay. Retire to one of the four well-appointed bedrooms, each designed with your comfort in mind. The primary bedroom features a plush king bed and ensuite bathroom, providing a restful sanctuary for the head of the household. The second bedroom offers a twin bunk bed with a convenient jack and jill bathroom, perfect for siblings or friends to share. The third bedroom is furnished with a cozy queen bed, while the fourth bedroom houses a bunk bed, two twin beds, and ensuite bathroom, making it ideal for additional guests or children. Embrace the charm and natural beauty of Killington, Vermont, while enjoying the luxury and convenience of the Tanglewood Lodge. In addition to its exceptional amenities, the property boasts a Tesla Powerwall as a battery backup in case the power goes out, ensuring a seamless and uninterrupted experience for our guests. We can’t wait to welcome you and your furry friends to our mountain haven. Book your stay today and create lasting memories in this exquisite vacation home! (Hot tub fee applies mid-March to mid-December. Pet fee may apply. Please read below.) • The hot tub is included for the peak ski season weekends (late-December to mid-March). For other periods, there is an optional $195 set up fee. You understand use of hot tub and sauna is at your own risk and that special risks may be involved in using the hot tub. You accept full responsibility for any bodily injury arising from use of the hot tub, and hold owner and property manager harmless. • Please be sure that you have entered the correct number of guests as we may have a per-person per-night surcharge to cover expenses. You can contact us for a custom quote before booking. • Our minimum rental age is 25. • We will provide you with door codes for our smart locks to come and go as you please and for contactless check in and out. • We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. • Our entire home is non-smoking (e-cigs included). You may only smoke on the outdoor deck. There is a $500 fine for smoking in the house. • You must e-sign and return our written rental agreement after you complete your booking. • For your safety and ours, we have a camera on the house pointed at the driveway and front door. Cameras are not in any of the living areas. • Quiet hours are from 10pm - 8am. We use NoiseAware, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. NoiseAware is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. • Fireworks are not permitted. • Up to two dogs will be considered. A $155 pet fee would apply. • Please be advised that this property utilizes a ladder to access the bunk beds. By renting this property, you are agreeing to hold the owner and property manager harmless for any injury or death that is resulting from the use of the ladder. • The garage space houses a separate apartment that the owners use occasionally. The garage is separate from the main house and not available to guests. No amenities or common space is shared. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. SKI RESORTS: Killington Snowshed Base (3.0 miles), Killington K1 Base (3.7 miles), Pico Mountain (3.3 miles), Mountain Meadows Cross Country Skiing (1.0 mile) GOLF: Killington Golf Course (3.0 miles), Green Mountain National Golf Course (3.5 miles) NIGHTLIFE: Pickle Barrel (0.9 miles), Wobbly Barn (1.4 miles), Nitespot (2.0 miles), The Foundry at Summit Pond (0.3 miles) WEDDINGS: Killington Grand Resort (3.1 miles), Mountain Top Inn & Resort (14.2 miles) AIRPORT: Rutland Regional Airport (18.6 miles), Burlington International Airport (74.4 miles), Albany International Airport (113 miles), Manchester- Boston Regional Airport (116 miles)

Welcome to your cozy mountain retreat in Mendon, Vermont! This recently renovated 2-bedroom, 2-bathroom home offers the perfect blend of modern comfort and rustic charm, making it an ideal getaway for up to six guests. Situated conveniently close to Pico Ski Resort, Killington Ski Resort, and the town of Rutland, you’ll have easy access to all the best that this region has to offer. The master bedroom features a queen bed with an ensuite bathroom, ensuring privacy and convenience. The second bedroom is spacious, offering two double beds, perfect for families or friends traveling together. An additional bathroom and a laundry room add to the convenience of your stay. Unwind in the inviting living room, where a smart TV awaits for your entertainment needs. The fully equipped kitchen and dining area make it easy to prepare and enjoy meals together. High-speed WiFi ensures you stay connected, whether you’re planning your next adventure or catching up on work. We’re also pet friendly with a pet fee. For your comfort, the home is equipped with mini splits for both heating and air conditioning, so you can relax no matter the season. Step outside to enjoy the fresh mountain air on the front or back deck, complete with a fire pit and BBQ grill for outdoor cooking. This home has been thoughtfully updated with all new furnishings, providing a fresh, modern feel while maintaining a welcoming atmosphere. Whether you’re here for the skiing, exploring the local area, or simply relaxing, this Mendon home offers the perfect base for your Vermont escape. House Rules: - Please be sure that you have entered the correct number of guests as we may have a per-person per-night surcharge to cover expenses. You can contact us for a custom quote before booking. - Our minimum rental age is 25. - We will provide you with door codes for our smart locks for contactless check in and out. - We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. - Our entire home is non-smoking (e-cigs included). You may only smoke on the outdoor deck. There is a $500 fine for smoking in the house. - You must e-sign and return our written rental agreement after you complete your booking. - For your safety and ours, we have a doorbell camera on the house pointed at the driveway which records all the time. Cameras are not in any of the living areas. - Quiet hours are from 10pm - 8am. We use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. - Fireworks are not permitted. - Up to two dogs are allowed with the payment of our $150 pet fee. - Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. - The garage and basement are not available for guest use. ​​​​​​​ SKI RESORTS: Killington Snowshed Base (8.0 miles), Killington K1 Base (8.7 miles), Pico Mountain (2.2 miles) MEDICAL: Rutland Regional Medical Center (7.3 miles) GOLF: Killington Golf Course (8.0 miles), Green Mountain National Golf Course (6.8 miles) NIGHTLIFE: McGrath’s Irish Pub (2.5 miles), Pickle Barrel (5.9 miles), Wobbly Barn (6.4 miles), Mary Lou’s (7.0 miles), The Foundry at Summit Pond (5.3 miles) WEDDINGS: The Birch Ridge (6.4 miles), Killington Grand Resort (8.0 miles), Mountain Top Inn & Resort (9.3 miles) AIRPORT: Rutland Regional Airport (13.2 miles), Burlington International Airport (92.9 miles), Albany International Airport (104 miles), Manchester-Boston Regional Airport (118 miles), Boston Logan (164 miles)

Welcome to our luxurious, fully renovated two-bedroom, two-bathroom loft condo at The Woods Resort & Spa in Killington. Perfect for families or groups of up to six, this stylish retreat offers the ideal blend of comfort and convenience, just 5 minutes from Killington Resort and steps away from the Killington Wine Bar. Our two-floor condo features a fully equipped kitchen, cozy living area with smart TV, AC, and wood-burning fireplace (free firewood provided), a main floor bedroom with twin-over-queen bunk bed, and an upstairs primary bedroom with queen bed and ensuite bathroom. Additional sleeping options in the living room and loft ensure everyone has a comfortable space. Enjoy free access to the resort’s unbeatable amenities, including an indoor heated pool, hot tub, sauna, steam room, fitness center, clay tennis courts, and full-service spa, all just 170 feet from your door. After an exhilarating day exploring Killington, return to relax by the fire, stream your favorite shows, or soak in the jacuzzi tub. With its perfect blend of comfort, convenience, and luxury, our condo promises an unforgettable Killington experience in every season! Bedding by bedroom: • Upstairs bedroom - queen bed, twin fold-out chair bed • Main floor bedroom - twin bed over queen bed • Living room - pull out sofa bed • We welcome families and occupants over the age of 25. We have a strict rule of no parties, large groups or events at this property. • We have some flexibility around our standard check in and check out times depending on other bookings and holiday periods. Guaranteed early check in or late check out may be available for an additional charge. • We have smart locks for contactless check in. Your unique access code will be sent the week of your arrival. • Our entire property is non-smoking and non-vaping. You may only smoke or vape outside and 75 feet away from the building. Please properly dispose of all butts. There is a $500 fine for smoking in the property. • Quiet hours are from 10pm - 8am. We may use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. • For your safety & ours, we have a doorbell camera at the entryway to the condo. • Pets are not allowed. There will be a $750 fine for any unauthorized pets. • You must sign and return our written rental agreement. • The Woods Amenity Center at the condo complex is a short 170 ft walk away and features an indoor pool, sauna, hot tub, gym and spa. Hours vary by season. • Free firewood is available in the wood racks outside each building. • Please be advised that this property utilizes a ladder to access the bunk beds. By renting this property, you are agreeing to hold the owner and property manager harmless for any injury or death that is resulting from the use of the ladder. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. • Limitation of Liability: The owner and their rental agent shall not be held liable for any injuries or damages to the tenant, the tenant’s family, or guests that occur during the tenant’s occupancy of the property. The Tenant agrees to indemnify and hold the property manager and their representatives harmless from any and all claims, liabilities, or legal actions arising from the Tenant’s use or occupancy of the premises. SKI RESORTS: Killington Snowshed Base (3.5 miles), Killington K1 Base (4.1 miles), Pico Mountain (3.3 miles), Mountain Meadows Cross Country Ski and Snowshoe (1.0 mile) GOLF: Killington Golf Course (3.4 miles), Green Mountain National Golf Course (4.2 miles) NIGHTLIFE: The Rivershed (0.1 miles), Pickle Barrel (1.3 miles), Wobbly Barn (1.8 miles), Mary Lou’s (2.4 miles), The Foundry at Summit Pond (0.8 miles) WEDDINGS: Killington Grand Resort (3.5 miles), Mountain Top Inn & Resort (14.3 miles) AIRPORT: Rutland Regional Airport (18.1 miles), Burlington International Airport (74.5 miles), Albany International Airport (111 miles), Manchester-Boston Regional Airport (115 miles)

Welcome to our beautifully renovated 3-bedroom, 2-bathroom loft condo at Northbrook in Killington, Vermont, where mountain views and modern comfort await. Perfect for up to 8 guests, this stylish retreat features three cozy queen bedrooms and a charming loft with two twin beds. The inviting living room, complete with a fireplace, is perfect for relaxing after a day on the slopes or trails, while the open kitchen and dining area make meal times a breeze. Step onto the back deck to soak in stunning mountain vistas, sip your morning coffee, or stargaze in the evening. With high-speed WiFi and an unbeatable location just minutes from Killington Resort, this is the ultimate base for skiing, hiking, and unwinding in Vermont’s natural beauty. Book now for an unforgettable getaway! Bedding by bedroom: Bedroom 1: queen bed Bedroom 2: queen bed Bedroom 3: queen bed Loft: two twin beds • Please be sure that you have entered the correct number of guests as we may have a per-person per-night surcharge to cover expenses. You can contact us for a custom quote before booking. • Our minimum rental age is 25. • We will provide you with access codes for our smart locks to come and go as you please. • We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge. • Our entire home is non-smoking (e-cigs included). You may only smoke outdoors. There is a $500 fine for smoking in the house. • You must e-sign and return our written rental agreement after you complete your booking. • Quiet hours are from 10pm - 8am. We may use NoiseAware, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. NoiseAware is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable. • Fireworks are not permitted. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended. SKI RESORTS: Snowshed Base (3.0 miles), Killington K1 Base (3.6 miles), Pico Mountain (5.3 miles) GOLF: Killington Golf Course (3.0 miles), Green Mountain National Golf Course (5.8 miles) NIGHTLIFE: Liquid Art (1.1 miles), Pickle Barrel (1.2 miles), Wobbly Barn (1.3 miles), Mary Lou’s (1.9 mile), The Foundry at Summit Pond (1.9 miles) WEDDINGS: The Birch Ridge (1.4 miles), Killington Grand Resort (3.0 miles), Mountain Top Inn & Resort (16.2 miles) AIRPORT: Rutland Regional Airport (20.1 miles), Burlington International Airport (77 miles), Albany International Airport (105 miles), Manchester- Boston Regional Airport (113 miles), Boston Logan (162 miles)