Large group vacation rentals in Plymouth, VT

Explore 388 large group vacation rentals, homes, and villas in Plymouth, VT for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Best Affordable Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $65 per night and homes offering up to 8 bedrooms and 6 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

388 Great for Groups in Plymouth

Riverfront dog-friendly house w/ fireplace, close to Killington & Okemo resorts

Plymouth, VT, US
4 Bedrooms 8 Guests
Aug 18 - 20
$343 night

Nestled alongside the picturesque Black River, this charming 4-bedroom, 2-full bathroom house in Plymouth, VT, is the perfect retreat for families and dog lovers alike. With its stunning riverfront location, you can enjoy breathtaking views and a plethora of outdoor activities such as kayaking, fishing, and bird watching right at your doorstep. This home is ideally situated between the renowned ski destinations of Killington and Okemo, making it a fantastic base for winter sports enthusiasts. Inside, you’ll find a cozy living space complete with a wood-burning fireplace, perfect for warming up after a day on the slopes. The fully equipped kitchen features modern appliances, including a Nespresso coffee maker, ensuring you can start your day with a fresh brew. The property also offers an office space and essential amenities like a washer/dryer, internet access, and an electric vehicle charger (non Tesla/J1772 Level 2 charger), making your stay comfortable and convenient. Whether you’re looking to explore the scenic beauty of the area or simply relax by the river, this dog-friendly home provides a secluded escape with easy access to local attractions. Enjoy the vibrant downtown of Okemo for shopping and dining, or take advantage of the nearby hiking and biking trails. With its combination of comfort, convenience, and natural beauty, this Plymouth getaway is the ideal destination for your next vacation. Book your stay today! Vermont Meals and Room Tax Number: MRT-11472019

RoundTop Chalet

Plymouth, VT, US
3 Bedrooms 8 Guests
Aug 19 - 21
$206 night

RoundTop Chalet – Hot Tub, Fire Pit & Mountain Views Relax in your own private mountain hot tub at RoundTop Chalet, a three-bedroom, two-bath vacation home in Plymouth, Vermont. Perfectly located between Killington and Okemo resorts, this modern-rustic retreat features vaulted pine ceilings, wide windows, and a spacious open floor plan ideal for families and small groups. Mini-split heating and cooling systems in every room provide personalized comfort throughout the home. The great room offers a gas fireplace and panoramic Green Mountain views. The kitchen is fully equipped with stainless-steel appliances, stone countertops, and everything needed for easy meals at home. Upstairs, the primary suite includes a king bed and private bath. The lower level adds two more bedrooms, a full bath, laundry, and a second lounge area for movie nights or kids’ space. Step outside to a wraparound deck with grill and outdoor dining area, or unwind in the private hot tub. Evenings by the fire pit are peaceful and star-filled, surrounded by quiet woods. RoundTop Chalet sits just nine minutes from the Killington Skyeship Gondola, seventeen minutes from Okemo Mountain Resort, and twenty-three minutes from Pico Mountain. Lakes, hiking trails, and snowmobile routes are all close by. Guests who book this home through Simple Vacation Rentals can access limited discounts on Killington lift tickets and ski-rental gear, available while supplies last. Whether it’s ski season, summer on the lakes, or fall foliage adventures, RoundTop Chalet offers the perfect Vermont escape - comfortable, scenic, and close to everything. Notes: • Round Top Rd. can get slippery in the winter. The road and driveway are frequently plowed, but drivers coming up during the winter should have AWD, 4X4, or chains as needed. • Want to save on your ski trip? Book with us and get great discounts on ski and snowboard rentals - more skiing, more savings! • The hot tub is included for the peak ski season (late-December to mid-March). For other periods, there is an optional $195 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. • 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 outside. 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 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. • Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events.

Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks!

Plymouth, VT, US
4 Bedrooms 8 Guests
Aug 18 - 20
$1,251 night

Discover one of Vermont's hidden gems when you book this Plymouth vacation rental, known as the 'Mountain Casa'. Featuring 4 floors of impeccably curated living space, a grandiose private indoor pool, a fully equipped kitchen, and a location central to Okemo Mountain and Killington ski slopes, this 4-bedroom, 5.5-bath home provides the perfect backdrop for an unforgettable family getaway. Ski the day away, then come 'home' for a relaxing dip in the pool complete with its own stone waterfall! -- THE PROPERTY -- MRT-11153470-001 | Sauna | Laptop Friendly | 5,000 Sq Ft | Maximum Occupancy of 8 Per HOA Rules Seamlessly blend outdoor excitement with luxury R&R for a unique Green Mountain State experience that will keep you, your friends, and your family coming back for more! Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Beds OUTDOOR LIVING: 3 furnished outdoor areas, dining set INDOOR LIVING: 2 Smart TVs, books, Alexas on each floor, 2 fireplaces, en-suite bathroom(s), bathrobes, dining table, wet bar, private indoor pool KITCHEN/KITCHENETTE: Fully equipped, drip coffee makers, coffee grinder, microwave, toaster, blender, KitchenAid stand mixer, ice maker, dual ovens, cooking utensils, cutlery, spices, dishware & flatware, breakfast bar GENERAL: Free WiFi, central heating & A/C, security system, complimentary toiletries, pool towels, towels/linens, washer/dryer, pool toys FAQ: Stairs required for access (indoor & outdoor), 4WD recommended in winter, external security cameras (3 cameras, facing out), no pets allowed PARKING: Driveway (3 vehicles), street parking (first-come, first-served) -- THE LOCATION -- SKI THE SLOPES: Okemo Mountain Resort (10.0 miles), Killington Ski Area (15.7 miles), Pico Mountain Ski Resort (18.5 miles), Suicide Six (23.0 miles), Magic Mountain (28.0 miles), Bromley Mountain Ski Resort (32.4 miles), Mount Sunapee Resort (44.8 miles) HIKE & BIKE: Camp Plymouth State Park (3.7 miles), Coolidge State Park (8.1 miles), Healdville Trail (11.5 miles), Thundering Brook Falls (16.0 miles), Deer Leap Trail (18.8 miles) HISTORIC SITES: Calvin Coolidge State Historic Site (5.8 miles), Marsh-Billings-Rockefeller National Historical Park (20.2 miles), Saint-Gaudens National Historical Park (28.0 miles) ENTERTAINMENT: Long Trail Brewing Company (11.3 miles), Vermont Country Store (19.8 miles), Harpoon Brewery (28.4 miles), Silo Distillery (28.4 miles) NEARBY TOWNS: Ludlow (10.0 miles), Killington (15.7 miles), Woodstock (19.7 miles), White River Junction (33.8 miles) AIRPORT: Rutland Southern Vermont Regional Airport (24.7 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 -- - Absolutely no pets allowed. Violation of this rule may result in eviction from the property - No smoking - No events, parties, or large gatherings over the maximum occupancy. Violation of this rule may result in eviction from the property - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs and may be difficult for guests with limited mobility - NOTE: 4-wheel drive or all-wheel drive is necessary in the winter months to access the property - NOTE: Your safety matters. There are 3 security cameras, located at the front door, driveway, and lower-level patio door, facing out. They do not look into any interior spaces

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Plymouth, VT, US
3 Bedrooms 6 Guests
Aug 23 - 25
$216 night

This three-bedroom recently renovated condo is located off the mountain in the Hawk Mountain community. One of only a few condos in the area to have central air-conditioning, this retreat is a treat for those hot summer days. Just an eight-mile drive from Okemo, this home is located along Vermont’s Scenic Route 100 Byway. Outdoor enthusiasts can choose between snowmobiling, ATV rentals, kayak/canoe rentals for exploring four nearby lakes, ski/snowboard/snowshoe rentals, a sledding hill, bike rentals, Plymouth State Park, hiking trails on premises, golf, and tennis There is also tennis in Ludlow for a nominal fee. This abode is perfectly situated for enjoying Vermont’s scenery and activities year-round. In the summer and fall, enjoy the nearby lakes, drive Route 100 and enjoy the foliage, or visit small towns and historical sites within a short drive and experience Vermont’s unique charm. In the winter months, this location is ideal for skiers. Only an eight-mile drive from Okemo’s Jackson Gore base area and Okemo’s Nordic Center, 10 miles to Killington resort’s Skyship, or 15 miles to the main base lodge at Killington ski resort. This is a great location where you can get away from it all to enjoy nature and solitude, yet still be close to area activities. This multi-level condo boasts all the comforts of home in a serene mountain setting perfect after a day on the slopes. In the summer, relax on the deck and enjoy the views and the sunny mild evenings. The welcoming living room is the perfect place to gather for movie nights. The well-appointed kitchen with an eat-in table is the heart of the home - perfect for coming together to prepare and enjoy a meal. Things to Know Wood-burning fireplace is not for guest use. Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. A discount will be applied to stays of 7 nights or longer (7 - 29 nights, VT STR regulations restrict reservations to 29 nights or less). Vermont Meals and Room Tax Number: MRT-11472019

Rustic home with a private hot tub, cable, & washer/dryer

Plymouth, VT, US
3 Bedrooms 6 Guests
Aug 18 - 20
$154 night

This family home is located in the Hawk Mountain community, just a short drive from Okemo and Killington Ski Area. It offers a prime location along Vermont’s Scenic Route 100 Byway near many wonderful Vermont lakes, perfectly situated for enjoying Vermont’s scenery and activities year round. In the summer and fall, enjoy the nearby lakes, drive Route 100 and enjoy the foliage, or visit small towns within a 30-minute drive and experience Vermont’s unique charm. In the winter months, this area is ideal for skiers. Discover a great location where you can get away from it all to enjoy nature and solitude, while still being close to ample activities. This beautiful, multi-level, open concept property sits on a very private wooded lot. Enjoy cooking in the well-equipped kitchen with slate counters, lounging in the nicely appointed living room with vaulted ceilings, reading or watching TV in the den, or relaxing in the private hot tub on the deck. A mud room is available, so you can leave the outdoors outside. Things to Know Check-in time: 4:00 PM Check-out time: 10:00 AM All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM No smoking is permitted anywhere on the premises. This home does not have air conditioning. Cell service may be limited. Fireplace is not for guest use. Vermont Meals and Room Tax Number: MRT-11472019

Lakefront home with amazing views, fireplace, firepit, & gas grill

Ludlow, VT, US
4 Bedrooms 8 Guests
Aug 27 - 29
$214 night

With lake access, amazing views, and an array of amenities, this Lake Rescue getaway is your perfect home away from home. The large, open kitchen, well-equipped with stainless steel appliances, provides ample meal prep space for the chef for your group. You can all gather around the home’s large dining table and enjoy home-cooked meals. After stepping into this spacious home, you’ll be greeted with an open, light-filled interior. Curl up next to the wood-burning fireplace or enjoy a movie night on the plush furniture. Outside, you can swim, or just kick back and look out over Lake Rescue. Explore Lake Rescue with one of the three kayaks available. There is even an outdoor firepit where you can stay warm as the stars come out overhead.Nearby Lake Rescue is perfect for swimming, kayaking, and fishing. Fantastic for the avid skier and snowboarder, Okemo Mountain Resort is just five miles south. And for hiking and beautiful scenery, Camp Plymouth State Park is also just a short drive away, so don’t forget your cameras! Things to Know Check-in time: 4:00 PM. Check-out time: 10:00 AM. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises. Please note that the dock, kayaks, porch furniture, and canoe are amenities that are only available in the summer.

Countryside, lakefront cabin with kayaks, balcony, & fast WiFi

Ludlow, VT, US
3 Bedrooms 8 Guests
Aug 30 - Sep 1
$151 night

Escape to the beautiful countryside of Vermont with this quiet, lakefront retreat. Camp Plymouth State Park, Fox Run Golf Club, Okemo Mountain Sky Resort, and Coolidge State Forest are all within a 10-mile radius, just ready for exploration! This home is set right next to the lake, offering amazing, picturesque views. Take the kayaks or canoe provided to find your zen on the calm, clear lake. Upon entry, you’ll be met with an open, light-filled interior thanks to the many viewing windows that look out into the trees. Relax and make yourself at home by resting on the plush furniture, streaming your favorite movies on the large TV, or curling up in the living room with a great book. Prepare grand meals in the full kitchen, equipped with stainless steel appliances and a formal dining table with 180-degree views. The open floor plan keeps the conversation flowing no matter where you are. Enjoy your meals outside by cooking on the gas grill and using the deck’s dining table. If you need to stay connected, a dedicated workspace with a desk and chair is available for remote work. Comfortable beds in spacious rooms ensure that everyone will receive a restful night’s sleep from the day’s adventures. Gather around the firepit to roast marshmallows or tell stories until the stars come out to dot the sky, making memories that’ll last a lifetime. Things to Know Check-in time: 4:00 PM Check-out time: 10:00 AM All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM No smoking is permitted anywhere on the premises. To use streaming services, guests must log in with their own credentials.

Trailside Village 6

Killington, VT, US
3 Bedrooms 7 Guests
Sep 30 - Oct 2
$686 night

Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna This is the slopeside ski vacation you have been trying to find. Trailside Six is a true ski-on, ski-off three-bedroom condo that sleeps eight, located directly on Killington’s Great Eastern trail. Forget the parking lots and shuttle buses. Your stay includes boot and glove dryers in the entry, a real wood-burning stove for an authentic "après-ski" feel, and the two key amenities skiers search for: a private hot tub on the deck and a private indoor sauna. Cook Together Eat Better The main level features an open-plan great room that connects the living, dining, and kitchen areas. The kitchen is fully equipped for making real meals, so you can gather the group for a big breakfast before hitting the slopes or a relaxing dinner in front of the fire. The main floor also includes a Queen bedroom and a fully renovated bathroom with a walk-in rainfall shower. Rest For The Whole Group Upstairs, you will find two more bedrooms and a second full bathroom with a double vanity, ensuring there is no wait time in the morning. One bedroom features a full-over-full bunk bed and its own TV, making it a perfect kids’ space. The primary King bedroom includes an additional sofa bed, offering flexible sleeping arrangements for your group. This property is professionally managed by a local team, ensuring your stay is seamless. All-wheel drive or 4-wheel drive with snow tires is recommended for winter access. Dogs are welcome with a pet fee. The hot tub is available year-round (an optional setup fee applies outside of peak ski season). Guests receive exclusive ski and snowboard rental discounts with local Killington partners, plus limited lift ticket deals based on availability. • Ski On/Off: This home is located on the Great Eastern 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. • 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. • 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.

All-Season Lake House Between Okemo & Killington!

Plymouth, VT, US
2 Bedrooms 4 Guests
Sep 8 - 11
$328 night

60' Seasonal Deck | Private Dock | Amherst Lake Views & Access No matter the season, you and your crew will love having this welcoming Plymouth vacation rental as your home base! The property has ample gathering space, a full kitchen, and a peaceful setting across the street from Amherst Lake. Summer days are best spent swimming off the dock or hiking and mountain biking local trails, while winter brings skiing at Okemo Mountain Resort or Killington Resort. The Green Mountain State awaits! -- THE PROPERTY -- MRT-11153470-001 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 queen beds, 2 full bunk beds - Additional Sleeping: 1 portable crib INDOOR LIVING - 2 living areas, 2 Smart TVs - Fireplace - Dining table, breakfast bar - Books, board games - Mini foosball table - Rowing Peloton OUTDOOR LIVING - 60' seasonal deck w/ seating & dining area - 2 fire pits - Private dock, kayaks, life vests, beach towels - Amherst Lake views & access KITCHEN - Refrigerator, stove/oven, dishwasher - Dishware/flatware, cooking basics, spices - Keurig coffee maker (starter pods provided) - Microwave, toaster, ice maker - Handheld blender, KitchenAid mixer GENERAL - Free WiFi - Keyless entry - Central A/C & heating, ceiling fans - Linens/towels, washer/dryer (detergent provided) - Trash bags, paper towels - Hair dryer, complimentary toiletries, makeup towels FAQ - Quiet hours (11:00 PM-7:00 AM) - 2 exterior security cameras (facing out) - Pellet stove unavailable - 4WD/AWD required in winter ACCESSIBILITY - 2-story home, step-free entry - 1st-floor bedroom & full bathroom - 2nd-floor main living area, kitchen, & laundry PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Peaceful wooded setting near hiking trails - Across the street from Amherst Lake: boating, fishing, ice fishing, swimming, kayaking, canoeing - Close to snowmobiling & vast trail leading from southern Vermont to northern Canada (snowmobile rentals nearby) - 6 miles to Jackson Gore Inn, mini-golf & ropes course at Okemo Mountain Resort - 7 miles to Ludlow: shops, restaurants, grocery store, pharmacy, essentials - 10 miles to Killington Skyeship Base Lodge - 15 miles to Killington Bike Park - 15 miles to Killington & 19 miles to Woodstock - 22 miles to Rutland Southern Vermont Regional Airport, 96 miles to Albany International Airport -- 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 11:00 PM to 7:00 AM ADDITIONAL INFORMATION - While this 2-story home offers step-free entry and a bedroom and full bathroom on the 1st floor, the main living area, kitchen, and remaining bedrooms and full bathrooms are on the 2nd floor - This property runs on a septic system - The pellet stove is not available for guest use - Four-wheel drive or all-wheel drive is required in the winter months to access the property; vehicles without this must park at the base of the driveway and walk up to the property - Your safety matters. This property features 2 exterior security cameras: 1 camera is on the front facing the driveway, and 1 camera is under the deck facing the front entry area and septic zone. These cameras are outward facing and do not look into any interior spaces. They record sound and video when activated by motion

Two-story condo with forest views, Echo Lake beach access, pool, dock & tennis

Plymouth, VT, US
3 Bedrooms 6 Guests
Aug 18 - 20
$272 night

Wonderfully situated for year-round outdoor adventure, this Birch Landing condo places you mere steps from the shores of pristine Echo Lake. Enjoy easy access to winter and summer activities, fantastic amenities on the grounds, and a beautiful living space overlooking the forest to return to at the end of each day. This two-story condo sits at the end of its row in Birch Landing, a complex that’s located directly alongside 96-acre Echo Lake. Within the community, you’ll have access to a private sandy beach, a dock, a seasonal outdoor pool, a clay tennis court, a clubhouse, and rentals for stand-up paddle boards and boating equipment. Spend a day fishing or wander through the woods to neighboring Camp Plymouth State Park for great hiking, skiing, and snowmobiling. You’ll also be just five miles from Okemo Mountain Resort and Fox Run Golf Club, and convenient to both Killington (17 miles) and Woodstock (21 miles). Thanks to its corner position, this condo enjoys particularly beautiful views of the woods in every season. Spend summer days outside on the deck, barbecuing on the gas grill in the crisp mountain breeze. The setting is every bit as lovely in winter, thanks to atrium windows in the living room that frame the snow-dusted forest. At the heart of the condo is a two-sided fireplace, providing warmth and ambience in the living room, dining room, and kitchen. Sleep soundly each evening in three bedrooms - all of which have views of the woods and are paired with their own TVs and full bathrooms. Complimentary WiFi and a private washer/dryer are provided as well. Things to Know Check-in time: 4:00 PM. Check-out time: 10:00 AM. All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises. Vermont Meals and Room Tax Number: MRT-11472019

Trailside Village 1

Killington, VT, US
1 Bedrooms 4 Guests
Aug 28 - 31
$186 night

Welcome to Trailside Village Condo #1 – Your Ultimate Slopeside Escape! This beautifully appointed 1-bedroom, 1-bathroom condo provides true ski-in/ski-out access on Killington’s Great Eastern Trail (weather permitting). Designed for up to 4 guests, it features a king bed in the bedroom and two sofa beds in the cozy living area. The open-concept living space offers a wood-burning stove (firewood included), smart TV, and high-speed Wi-Fi for entertainment. The fully equipped kitchen includes modern appliances, cookware, and dining essentials. Step onto the private deck with a BBQ grill and unwind in the outdoor hot tub under the stars (hot tub fee applies mid-March to mid-December). After a long day, rejuvenate in the cedar sauna or enjoy the spacious bathroom with a tub and shower. Additional amenities include an in-unit washer/dryer, private parking, and pet-friendly accommodations (pet fee applies). Perfectly located, this slopeside retreat is minutes from Killington’s shops, dining, nightlife, and outdoor activities like skiing, hiking, and biking. Book Trailside Village Condo #1 now for a relaxing and unforgettable Vermont getaway! • Ski On/Off: This home is located on the Great Eastern 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. • 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: Great Eastern Trail, just out the door! Typically open January to March, so please confirm weather conditions. SKI RESORTS: Bear Mountain Lodge (1.4 miles), Skyeship Base (1.7 miles), Killington Snowshed Base (3.5 miles), Killington K1 Base (4.3 miles), Pico Mountain (9.1 miles) GOLF: Killington Golf Course (3.2 miles), Green Mountain National Golf Course (9.6 miles) NIGHTLIFE / DINING: Pickle Barrel (5.2 miles), Wobbly Barn (4.7 miles), Preston’s (3.2 miles), Choices (3.7 miles) WEDDINGS: Killington Grand Resort Hotel (3.2 miles), Mountain Top Inn & Resort (20.1 miles) AIRPORT: Rutland Regional Airport (24.1 miles), Burlington International Airport (80.3 miles), Albany International Airport (108 miles), Manchester-Boston Regional Airport (110 miles), Boston Logan Airport (153 miles)

Northeast Passage Chalet

Killington, VT, US
4 Bedrooms 10 Guests
Aug 18 - 20
$369 night

Welcome to Northeast Passage Chalet – a retreat where rustic Vermont charm meets modern comfort! The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location. Northeast Passage Chalet offers a one-of-a-kind combination of a stunning, natural setting, a cozy ambiance, and numerous amenities to make your vacation getaway truly unique and memorable. Tucked into the woods at the end of a private, wooded road surrounded by nature, you’ll marvel at the privacy and the beauty of its peaceful setting. From the upper deck you’ll enjoy the wonderful mountain views, and from both the upper and lower deck, you’ll peer into the woods and enjoy the trickle of the mountain stream that runs by the house. Strategically placed on the lower deck overlooking the woods and the stream is the large, outdoor hot tub – a gathering place for you and your family and friends to swap stories from your day – great for easing sore muscles and sharing laughs under the stars, or a quiet place to relax and reflect on the wonders of nature. The unmatched peace and privacy and the natural surrounding will take your breath away. And all this is just a few minute’s drive from the brand new, 8 person Killington Skyeship gondola that will whisk you to the mid-station or to the top of Killington! The house is vintage Vermont, with a soaring cathedral ceiling, a large, rustic stone fireplace, and a two story wall of glass facing the mountain view in the cozy main living area on the second floor. The open-concept kitchen, dining area, and main living area all blend together, so the camaraderie of meal prep, dining, or just lingering by the fire can be shared by all. The house also boasts a second living/recreation area on the first floor that adds even more fun, with a large TV, drink fridge, wet bar, and a handcrafted wood counter that’s perfect for snacks, games, or a quick check of your emails. It can be a place for the whole family to hang out, or a separate space for the kids to call their own. Bedrooms and bathrooms are thoughtfully spread out on each of the three levels, sleeping 10, providing privacy, and making it easy for multiple families to stay comfortably. Adults will appreciate the inviting queen bedrooms, and the kids will love their own dedicated bunkroom. To top it off, air conditioning ensures everyone’s comfort even on warmest of summer days. This is a house designed for making memories, whether your gathering by the fire, enjoying nature while soaking in the hot tub, or indulging in game-night in the rec room! ulging in game night in the rec room! • 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 10 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 birth sanctuary.

SlopeSide- Pool, Grill, Hot tub, Views!

Killington, VT, US
4 Bedrooms 8 Guests
Aug 23 - 25
$295 night

Slopeslide Chalet: Killington’s Luxe Mountain Oasis Directly on Killington slopes, this 4-bedroom chalet offers unmatched luxury. Wake to panoramic mountain views, ski right from your door, and unwind in a private deck hot tub. Features: gourmet kitchen, 2 Roku HD TV living areas, BBQ grill, and community perks - tennis, pools, gym, sauna, café. 1. King suite w/ soaking tub 2. Queen room 3. Twin room 4. Room with twin & bunkbed Your ultimate ski-in, ski-out experience awaits. Reserve now! Welcome to Slopeslide Chalet - Killington’s Premier Luxury Experience! Location & View: Situated right on the majestic slopes of Killington, VT, Slopeslide Chalet offers direct access to the mountain’s best ski runs. Imagine waking up to unparalleled views of snow-kissed trees, skiers gracefully descending the slopes, and the serene beauty of the mountain peaks – all from the comfort of your luxurious abode. Luxury Sleeping Arrangements: *Master Suite:* Relish in the opulence of a plush King-sized bed and an en suite bathroom adorned with a lavish soaking tub. *Bedroom 2:* A regal queen-sized bed promises restful nights. *Bedroom 3:* Featuring two cozy twin beds, ideal for friends or siblings. *Bedroom 4:* Designed for fun and comfort, with a single twin and a bunk bed fitted with twin mattresses. --- Home Features: **Gourmet Kitchen:** Whether you’re a culinary enthusiast or just looking for a quick meal, our kitchen, stocked with high-end appliances and essentials, ensures you have everything at hand. **Living Areas:** Not one, but two living areas equipped with HD Roku TVs are yours to relax, entertain, and enjoy the panoramic mountain views. **Outdoor Space:** Bask in the breathtaking vistas from our expansive decks, complete with a propane BBQ grill for those delightful mountain-side cookouts. The pièce de résistance? A private hot tub, positioned perfectly for you to soak in the beauty of Killington while relaxing in bubbly warmth. **Amenities Beyond:** As part of an elite community, guests of Slopeslide Chalet have unparalleled access to: - Tennis and pickleball courts - Hiking, cross country skiing, and snowshoeing trails - Seasonal pools: Dive into our refreshing outdoor pool during summer or enjoy the cozy warmth of the indoor pool in colder months. - Community hot tubs (both indoor and outdoor) - Fully-equipped gym, sauna, and shower rooms at the community center - A delightful café to sip on warm beverages or grab a quick bite. --- **The Ultimate Ski Experience:** True to its name, Slopeslide Chalet offers an unparalleled ski-out experience. No lugging equipment, no waiting – simply step out of your back door and glide down the mountain. When you’re ready for a break, your mountain haven is just a ski away. --- **Additional Information:** - WiFi available throughout the chalet. - Parking facilities provided. - Linens and towels included. - Strict no-smoking policy. --- For those seeking the epitome of luxury, convenience, and mountain living, Slopeslide Chalet awaits. Reserve your slice of mountain paradise today! You will be sent a code the day you check in that will open the door to the chalet. We are local if you need us. Condo amenities are subject to closure by the condo association. Guests can call the sunrise condo association to determine if any closures are happening during your stay. Sunrise Mountain Village operation hours are changing please see the below schedule: - Sports Center and Locker Rooms: Monday-Friday: 8:30am- 4:30pm - Indoor Pool, Hot Tub, Steam7 Sauna: Opens week of Sept. 22 (closed on weekends). - Outdoor Pool and Hot Tub: Open dusk to dawn (closes after Sept. 14.) -Outdoor Firepits: opening after memorial day weekend, and must be reserved at the office between Monday - Friday between 9-4. - Basketball and tennis courts: Closed - Sunrise Bar and Grill: Closed for season Ski on ski off is subject to Killington opening the Sunrise triple chair and snow conditions. Please check the Killington app for lift status. Please note: If you need a pack ’n play or a high chair - these must be requested in advance. When you reach out to us, we can provide a link to request these for a fee via BabyQuip.

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Ludlow, VT, US
4 Bedrooms 10 Guests
Aug 26 - 28
$618 night

Boasting the best modern cabin vibes both inside and out, this stylish retreat is more than ready to assist in making mountain memories to last a lifetime! Sitting right on the bank of Lake Rescue, there will be no delay in summer fun with a private dock, kayaks, paddleboards, and more to really soak up the lakeside lifestyle. Come winter, the skiers of the group will absolutely fall in love with this location as well, as Okemo Mountain Resort is just four miles south offering a wide array of ski runs for all experience levels and Killington is 17 miles north. Downtown Ludlow is also near the mountain where you can stock up on groceries, grab a bite to eat from a local restaurant, or pop into shops to snag a souvenir. Though the exterior will charm even the most design-oriented of guests, step inside and you will immediately be greeted by the rustic exposed ceilings, homey hardwood floors, and mountain decor that will allow everyone to feel welcome and relaxed in no time. Not to mention, the well-equipped, full kitchen complete with a gas range, beautiful white countertops, and all of the appliances needed to whip up tasty meals will be the perfect touch to make this an ideal home away from home. After a full day of skiing in winter or kayaking in summer, everyone will love gathering for a movie night in the living room or stepping out to the back deck to watch the sunset with a favorite cocktail in hand. With four bedrooms and two baths, this place is well-suited for two couples or a large family. Please note the top bunks and pull out beds are intended to comfortably accommodate children. The home also has a dedicated office and a desk set up in each bedroom, making it ideal for remote learning or work. Please note: the waterfront dock features approximately 60 steep steps to access which may be strenuous for some guests. Things to Know Check-in time: 4:00 PM Check-out time: 10:00 AM All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM No smoking is permitted anywhere on the premises. Kayaks and paddleboards are provided seasonally.

Rockstar - Pool, Tennis, Fireplace, Pickleball

Killington, VT, US
1 Bedrooms 4 Guests
Aug 20 - 22
$120 night

Step into luxury at "Rockstar", a top-floor condo walking distance from the ski lift. Relish in unmatched mountain views from a deck, sleep soundly in a king suite, or use the living room’s pull-out for 4 guests total. Features include: HD Roku TV, propane fireplace, fully-equipped kitchen, and in-unit washer/dryer. Community perks: tennis, hiking, seasonal pools, hot tubs, gym, sauna, café. Elevate your Killington stay; be the rockstar of your vacation. Reserve now! Welcome to "Rockstar" – Your Top-Floor Haven in Killington, VT! Perched atop Killington’s most coveted condo community, "Rockstar" invites you to indulge in a truly elevated living experience. Located mere steps from the ski lift, this one-bedroom top-floor condo boasts unparalleled mountain views that promise to dazzle day and night. Accommodation Highlights: - Master Suite: Sleep in luxury with a plush king-sized bed, complemented by crisp linens and ambient lighting. - Living Room: A comfortable pull-out couch ensures restful nights for two more guests, allowing the condo to comfortably host a party of four. The HD Roku TV, combined with the warmth of a propane fireplace, makes this space the heart of the home. In-Condo Amenities: - Kitchen: Whether you’re crafting a gourmet breakfast or mixing evening cocktails, our fully stocked kitchen caters to all your culinary desires. - Laundry: For those longer stays or adventurous days on the slopes, the in-unit washer and dryer add a touch of convenience. - Outdoor Deck: Step out and breathe in the fresh mountain air, all while soaking in those unbeatable Killington vistas. Community Extras: As part of the vibrant community, you gain access to: - Sporting amenities such as tennis and pickleball courts - Trails for hiking, cross-country skiing, and snowshoeing - Pools (indoor or outdoor, based on the season) - Communal indoor and outdoor hot tubs - A state-of-the-art gym, sauna, and refreshing shower rooms - A cozy café, perfect for those après-ski moments. Book "Rockstar" today and redefine your Killington getaway with unmatched style, comfort, and convenience. Experience the mountain the Rockstar way! You will be sent a code to open the door on the day you arrive. We are local if you need us. Condo amenities are subject to closure by the condo association. Guests can call the sunrise condo association to determine if any closures are happening during your stay. Ski on ski off is subject to Killington opening the Sunrise triple chair and snow conditions. Please check the Killington app for lift status. Condo amenities are subject to closure by the condo association. Guests can call the sunrise condo association to determine if any closures are happening during your stay. Sunrise Mountain Village operation hours are changing please see the below schedule: - Sports Center and Locker Rooms: Monday-Friday: 8:30am- 4:30pm - Indoor Pool, Hot Tub, Steam7 Sauna: Closed - Outdoor Pool and Hot Tub: Open 7 days a week sunrise/sunset - Basketball and tennis courts: open 7 days a week sunrise/sunset - Sunrise Bar and Grill: Closed for season

Gorgeous cabin with mountain views, near gondola & nature - walk to ski slopes

Killington, VT, US
4 Bedrooms 8 Guests
Aug 26 - 28
$475 night

Look no further for the ultimate ski retreat, where you can watch the gondolas go by from the living area and spacious deck of this four-bedroom Killington home. Mountain views and a short walk to great slopes mean you can’t go wrong with this lovely vacation rental. Snow-capped trees surround the lodge-style home, which is located less than a quarter-mile from Killington’s beginner-level Great Eastern Trail and intermediate-level Home Stretch Trail. This home was recently renovated. In the living room, lofted ceilings emphasize the large windows facing the woods and majestic ski gondolas floating by outside. Warm up by the rustic stone fireplace, use the WiFi to check the snow report, or watch a DVD on the 50-inch cable TV. In the updated full kitchen nearby, maple cabinetry, granite countertops, and all the essential appliances ensure you have everything you need. Whether you’re dining at the table inside or lounging on the deck for an al fresco meal, there are plenty of spots to take in the rustic, woodsy vibe at this locale. Thanks to four bedrooms and two full bathrooms, will sleep up to eight people. The first bedroom is located off the kitchen and features a king bed and a full bathroom. Downstairs, there’s a bedroom with a queen bed and a private TV and DVD player, another full bath, and two more rooms with twin-over-full bunk beds in each. Killington, VT is a scenic New England destination for nature-lovers and anyone looking for hikes, mountain biking, and of course, winter recreation. Visit in the fall for stunning foliage, in the winter for plenty of skiing, or in the summer to make the most of the variety of trails and hiking opportunities. Book the mountain retreat of your dreams at this spacious lodge getaway in the Killington Peak area! Town of Killington Short Term Registration Number: 007900 Vermont Meals and Room Tax Number: MRT-11472019 THINGS TO KNOW

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Killington, VT, US
4 Bedrooms 8 Guests
Aug 23 - 25
$185 night

Welcome to Gondola Lodge! This private, four-bedroom home is a short driving distance from the Skyeship gondola and only three miles from Bear Mountain Lodge. Take a walk or snowshoe on the dead-end street and enjoy the view of the river. This location provides you and your beloved group with great skiing, snowmobiling, hiking, biking, and golfing opportunities. New to the vacation home market, this home is newly constructed with all the modern furnishings needed for a breezy stay! Nestle in and relax in front of any of the four stone fireplaces. The spacious kitchen is the perfect entertainment space with a beautiful coffee bar. The open-concept living/dining area spills onto the wrap-around deck with an outside fireplace. The second level features three bedrooms and a second family/game room. The third level is a primary suite with a private bath and another stone fireplace. With two levels of bedrooms, a full bath on every level, and two family rooms, this home is great for two small families or multi-generations looking for plenty of room to spread out. Additionally, this retreat has a newly added washer/dryer for your laundry needs. THINGS TO KNOW This vacation rental is not equipped with air-conditioning. Streaming services available with guests’ own account(s). Town of Killington Short Term Registration Number: 007622 Vermont Meals and Room Tax Number: MRT-11472019

Sunburst

Killington, VT, US
7 Bedrooms 16 Guests
Aug 18 - 20
$906 night

For your next family reunion or company outing, consider the Sunburst Chalet as the place to stay, play, and enjoy Killington Vermont! As one of the largest premiere rental house properties in Killington, this house is able to accommodate a maximum capacity of 25 guests. With both indoor and outdoor hot tubs, everyone can relax and unwind after a hard day on the slopes. Multiple flat screen TVs and two fireplaces allows you to spread out and enjoy every ones company. There are two spacious kitchens and several gas grills on the deck to feed your large crowd. The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for all abilities, zip lines and a free fall jump tower for the dare devils and more in the Adventure center. Hike Vermont’s Long Trail or branch off on to the Appalachian Trail and discover amazing views and water falls. Rent a Kayak and spend a bucolic day on Kent Pond or go river tubing on the White River. History buffs can enjoy visiting many Revolutionary battlefields as well as taking a trip to The Calvin Coolidge Homestead and Library in Plymouth, VT just 15 minutes from Killington. Woodstock, the quintessential Vermont town, is home to the Billings Farm and Museum and the Marsh-Billings-Rockefeller National Historical Park. Vermont’s best public golf course, Green Mountain National Golf Course, is located right here Killington as well as the very challenging Killington Golf Course. We have everything for the whole family. This spacious retreat has seven bedrooms and five baths. The sleeping configurations are almost endless. The main level has three bedrooms with queen beds, and two bathrooms. The lower level has two queen bedrooms, a bedroom with three bunk beds, a bedroom with a queen bedroom and a bunk bed, and a queen sleeper sofa for that extra space. Sunburst Chalet is one of the best big house vacation rentals that Killington has to offer!

BruinsDen- Hot Tub, Fooseball, Mountain Views

Killington, VT, US
4 Bedrooms 8 Guests
Aug 26 - 28
$288 night

Welcome to BruinsDen, a luxurious ski-on, ski-off rental in Killington, VT. This spacious 4-bedroom retreat offers modern comfort with mountain views, fully stocked kitchen, updated bathrooms, a game room, and an outdoor hot tub. Perfect for families and friends seeking the ultimate alpine escape. Ski on Ski off requires Home Stretch trail to be open - please check with the Killington Resort for trail conditions. Introducing "BruinsDen" - A Luxurious Ski-On, Ski-Off Retreat in Killington, VT Nestled in the heart of Vermont’s pristine winter wonderland, BruinsDen offers an exquisite haven for the discerning traveler seeking the ultimate alpine escape. This stunning rental property sits proudly on the Home Stretch ski trail in Killington, providing an unparalleled ski-in, ski-out experience for guests. With its recent top-to-bottom renovation, BruinsDen effortlessly marries classic mountain charm with modern opulence, offering a lavish home away from home that redefines the art of alpine living. Bedrooms Fit for Royalty: With four well-appointed bedrooms, BruinsDen comfortably accommodates families, friends, or even multiple couples. The master bedroom, a sanctuary of serenity, features a lavish en-suite bathroom and a queen-size bed, ensuring a tranquil night’s sleep. The second bedroom boasts a Full/Full bunk bed, ideal for the kids or those young at heart. A third bedroom is adorned with a luxurious queen-size bed, and the final bedroom provides the perfect retreat for the younger members of your group, offering four twin beds across two bunk beds. Modern Elegance Meets Mountain Comfort: Step into the spacious, open-concept living area where you’ll find a fully stocked gourmet kitchen, a culinary delight waiting to be explored. With top-of-the-line appliances, granite countertops, and ample space, it’s a chef’s dream. Gather around the dining table with loved ones, while taking in the panoramic views through the towering two-story windows. Unwind and Entertain: BruinsDen is not only a retreat for the slopes but also a paradise for relaxation and entertainment. The property features four meticulously updated bathrooms, ensuring both comfort and convenience. For those seeking leisure, a well-appointed living room is perfect for cozy nights in. An office space is available for those who need to attend to business during their stay. And when it’s time to let loose, head to the dedicated game room for a bit of friendly competition. A View That Takes Your Breath Away: The crowning jewel of BruinsDen is its awe-inspiring two-story window that frames a breathtaking panorama of the majestic mountains. Whether you’re sipping morning coffee or enjoying a glass of wine in the living room in the evening, this view will capture your heart and soul, leaving an indelible mark on your memory. Outdoor Serenity: Step outside to the private deck where an inviting outdoor hot tub beckons, offering soothing relaxation under the starlit Vermont sky. Whether you’re soaking in the hot tub or unwinding on the deck, you’ll be captivated by the pristine natural beauty that surrounds you. For those who demand nothing but the best, BruinsDen is the epitome of luxury living in Killington. With its ski-on, ski-off convenience, breathtaking mountain views, and a plethora of modern amenities, this is a rental property that transforms your winter getaway into a truly unforgettable experience. Book your stay at BruinsDen today and elevate your Vermont retreat to new heights. We will send you a door code on the day you check in for access. We are local if you need us.

Ski-In/ski-out Killington Resort condo with tennis, pool & hot tub

Killington, VT, US
2 Bedrooms 6 Guests
Aug 22 - 24
$93 night

Walk to the slopes’ ski access, end of the day hot cocoa in front of the crackling fireplace - it’s all at this two-bedroom Killington condo. Spend quality time with your group of up to six with stunning views of Killington Mountain. Belonging to the Sunrise Mountain Village, Killington’s finest slope-side community, this condo includes access to several community amenities, including a shared hot tub and tennis courts. With a great ski-in/ski-out location, this condo is also only one mile to Killington Mountain Resort’s Bear Mountain base lodge, just over three miles to the Skyship base lodge, and six miles to the K1, Snowshed, and Ramshead base lodges. For even more mountain fun, head 11 miles northwest to Pico Mountain. A cozy space with all the home essentials to keep you comfortable, this condo is the perfect retreat at the end of a thrilling day on the nearby slopes. Place your ski boots by the door and settle in beside a warm fire in the living area. Unwind with a favorite cable series or DVD on the room’s 39-inch television (one of three TVs in this condo). Other entertainment options include a stereo and WiFi. Pull back the curtains leading onto the outdoor deck and, if you’re lucky enough to visit during the fall, witness the vibrant yellow, orange, and red hues painted across the valley. Cook a fresh bowl of chili or any other hearty meal in the full kitchen, which offers all the cooking equipment to get the job done efficiently. Lay out pre-meal snacks on the kitchen’s countertops to hold your group over, then move to the four-seat dining table when the main course is served. When the weather calls for it, enjoy al fresco dining on the outdoor deck. After breakfast, lunch, and dinner, the dishwasher will take care of cleanup. Modestly furnished with items like reading lamps, nightstands, dressers, and even skylights and a 32-inch TV in the primary, the bedrooms are quiet and peaceful places in which to get plenty of rejuvenating sleep. There are also two bathrooms. Additional amenities include a private washer/dryer for freshening up your ski wardrobe, and a spacious basement with a TV alongside comfy couch, armchair seating, and an extra twin trundle bed. In the morning, kickstart another day of adventures with a fresh-brewed cup of coffee from the coffeemaker. During the winter, you could easily ski out on the Sunrise Sundog ski trail, then head to Killington Road (five miles north) for apres-ski dinner and drinks in the heart of town. In other seasons, you could go fishing or canoeing at Kent Pond (nine miles northwest), Chittenden Reservoir (22 miles northwest), or Lefferts Pond (22 miles northwest), or take a hike in the surrounding Green Mountains. Just 20 miles west, Rutland is known for its museums, dining options, and entertainment venues, so visit its quaint downtown on a fun day trip. Enjoy access to Falls Brook Commons, a private sports center facility at Sunrise Mountain Village. After an exciting day of hiking or skiing, relax and enjoy the indoor heated pool, hot tub, sauna, or steam room. The outdoor hot tub is available for use all year round. The Sports Center is closed for maintenance until Memorial Day weekend, 2023. There are also three outdoor tennis courts, plus a firepit (by reservation only). All outdoor amenities are available. An all seasons destination, the slope-side getaway you’ve always wanted is at this Vermont condo - book it today! THINGS TO KNOW Amenity availability is controlled by Sunrise, not us. As such, please visit Sunrise’s website for details regarding amenities. Children under the age of 12 must be chaperoned by an adult for all activities. This property does not have air-conditioning. It’s actually quite rare to find air-conditioning in Vermont properties. Please utilize fans in the property and/or open windows for a breeze. Town of Killington Short Term Registration Number: 007688 Vermont Meals and Room Tax Number: MRT-11472019

Sunrise Timberline L6

Killington, VT, US
3 Bedrooms 8 Guests
Aug 22 - 24
$163 night

\Welcome to Sunrise Timberline Ski Haven Discover your perfect mountain escape at Sunrise Timberline Ski Haven, a cozy ski-in/ski-out retreat nestled in Killington, Vermont. Designed for families and friends, this three-bedroom condo offers unbeatable comfort, adventure, and even discounted ski rentals exclusively for our guests! With space for up to seven guests, the haven features a King bed in the master bedroom, a second bedroom with a twin single and bunk bed combo, and another queen bed in the third bedroom. After an exhilarating day on the slopes, relax by the warm fireplace in the living area or prepare a delicious meal in the fully equipped kitchen with modern appliances. Enjoy meals at the dining table or step out onto the balcony to take in the stunning mountain views. As part of Sunrise Mountain Village, your stay includes access to premium amenities, such as indoor and outdoor pools, hot tubs, a gym, and a seasonal restaurant. The ski-in/ski-out access means you’re just steps away from Killington’s world-class slopes, while nearby hiking trails, mountain biking, and Vermont’s natural beauty make it a year-round destination. Take advantage of the adventure and savings—book your stay at Sunrise Timberline Ski Haven today and let the good times roll! • Want to save on your ski trip? Book with us and get great discounts on ski and snowboard rentals - more skiing, more savings! • Ski On/Off: This spot is ski on/off when the Sunrise trail is open (usually January - March, snow-dependent). Make sure to check before booking, as no refunds are given if it’s closed. • Enjoy access to The Sunrise Sports Center, just a short drive away. The indoor pool, indoor hot tub, steam, & sauna rooms are available mid-September to late-April. The heated outdoor pool is open from Memorial Day to mid-September. The outdoor hot tub is open year-round (sunrise to sunset) with occasional closures between seasons for cleaning. Tennis courts & hiking trails are open spring to fall, with trails converting to cross-country skiing in the winter. The Sunrise Bar & Grill operates during peak ski season; hours vary. Indoor amenities: Monday - Friday, 8:00am - 4:30pm until peak ski season when extended days and hours apply. Hours and availability subject to change. Please inquire before booking. • Cell service can be a bit patchy, so be sure to save your door codes & Wi-Fi info before you arrive. • Please double-check your guest count — there might be a per-person, per-night fee if you miss anyone. Reach out for a custom quote. • The minimum rental age is 25. • We’ll send you smart lock codes for easy, contactless check-in and check-out. • We’re flexible with check-in/out times when possible, and guaranteed options are available for an extra charge. • No smoking inside (including e-cigs). You can light up outside, but make sure you’re 75 feet from the building. There’s a $500 fine for smoking indoors. • You’ll need to e-sign our rental agreement after booking. • For your peace of mind, there’s a camera at the front facing the entryway that is capable of recording all the time. No indoor cameras, promise! • 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. • No fireworks, please. • Sorry, no pets allowed — bringing one will lead to eviction. • 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 can be tricky! No weather-related refunds, so we recommend travel insurance. All-wheel drive & winter tires are a good idea too. • 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 (10.8 miles), Killington K1 Base (11.5 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)

Mountain Green 3C8

Killington, VT, US
1 Bedrooms 4 Guests
Aug 31 - Sep 2
$115 night

Welcome to your perfect mountain getaway at Mt. Green Resort in Killington, VT. Nestled just steps away from the renowned Killington Ski Resort, this cozy 1-bedroom condo offers the ultimate convenience for ski and snowboard enthusiasts. The interior is thoughtfully designed with a fully equipped kitchen with Nespresso machine for the coffee-enthusiasts, allowing you to prepare your favorite meals with ease. The dining table offers seating for four. The spacious living room features comfortable seating, an electric fireplace, and a smart TV, perfect for relaxing after a day on the slopes. Step out onto the private balcony to take in the breathtaking mountain views and crisp, fresh air. The bedroom is furnished with a plush queen-sized bed, ensuring a restful night’s sleep. There is also a smart TV and electric fireplace. Additional sleeping arrangements are available with a sofa bed and memory foam rollaway bed in the living room, making this condo suitable for up to four guests. The bathroom is modern and clean, stocked with essentials for your stay. As a guest at Mt. Green Resort, you’ll have access to an array of amenities designed to enhance your vacation experience. Enjoy a swim in the indoor pool, unwind in the hot tubs, or maintain your fitness routine in the well-equipped gym. For ultimate relaxation, visit the on-site spa for a soothing massage or treatment. The resort also features a convenient on-site restaurant, serving delicious meals, and a ski shop where you can rent or purchase gear. (See seasonal schedule below.) Transportation to the mountain is a breeze with the complimentary shuttle service from Thanksgiving to Easter, ensuring you can hit the slopes without any hassle. The condo’s prime location also means you’re close to local dining, shopping, and entertainment options in Killington. We also offer discounted ski and snowboard rentals to our guests. Ideal for skiers, snowboarders, and nature lovers, this charming retreat promises a memorable and relaxing stay. Whether you’re here for an adventurous winter getaway or to explore the beautiful landscapes during the warmer months, Mt. Green Resort offers the perfect home base.​​​​​​​ CONSTRUCTION NOTICE: Our building is not part of the Mountain Green summer 2026 construction project. However, Buildings 1 and 2 nearby are getting new siding, windows, and doors from May through December 2026, so some daytime construction noise is possible. • Want to save on your ski trip? Book with us and get great discounts on ski and snowboard rentals - more skiing, more savings! • RESERVED INDOOR PARKING SPOT: You have spot #6 reserved for one car. • Indoor amenities (Building 3): Pool, hot tubs, saunas, and steam room open daily from 9 AM to 9 PM; fitness center open 24/7. Key cards (in condo) required for access. • Outdoor amenities (between Buildings 1 & 2): Seasonal heated saltwater pool, BBQ grills, and fire pit (Memorial Day to mid-September, 9 AM–10 PM). Key cards required. • The free shuttle service to the resort leaves every 15 minutes outside the condo from Thanksgiving to Easter. We are also only a 7 minute walk to Snowshed Lodge. • There are Tesla destination chargers available in the upper Snowshed parking lot - a short walk from the condo. Non-Tesla EVs may use these with an J1772 adapter. Overnight parking is not allowed there. • 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 will provide you with door codes for our smart locks for contactless check in and check out. No one will meet you at the property. •• Our entire property is non-smoking and non-vaping, including balconies and decks. You may only smoke outside and 75 feet away from the building. Please properly dispose of all butts. • Quiet hours are from 10pm - 8am. • 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. • Pets are not allowed. There will be a $450 fine for any unauthorized pets. • You must sign and return our written rental agreement. • A community laundry room is available in each building. The condo does not have its own washer and dryer. • Winter: Building maintenance may access the condo to shovel decks and patios to prevent ice buildups and leaks. This is a homeowner’s association requirement and we appreciate your cooperation. • The entire town has well water that is high in mineral content. We recommend bringing bottled water if you do not like the "taste" of well water. • 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 (0.4 miles), Killington K1 Base (1.1 miles), Pico Mountain (6.2 miles), Mountain Meadows Cross Country Ski and Snowshoe (3.9 miles) SHUTTLE: Every 15 minutes outside the condo from Thanksgiving to mid-March. GOLF: Killington Golf Course (0.3 miles), Green Mountain National Golf Course (6.3 miles) NIGHTLIFE: Pickle Barrel (2.1 miles), Wobbly Barn (1.6 miles), Nitespot (1.0 mile), The Foundry at Summit Pond (2.7 miles) WEDDINGS: Killington Grand Resort (0.3 miles), Mountain Top Inn & Resort (17.1 miles) AIRPORT: Rutland Regional Airport (20.7 miles), Burlington International Airport (77.2 miles), Albany International Airport (113 miles), Manchester-Boston Regional Airport (116 miles)

Shreadquarters

Killington, VT, US
3 Bedrooms 8 Guests
Aug 31 - Sep 2
$369 night

The Shredquarters is your ultimate basecamp for four-season mountain adventures. Just minutes from Killington Resort’s world-class skiing and mountain biking, you’ll also find hiking trails, golf courses, and endless outdoor activities right on your doorstep. The chalet spans two floors with plenty of room for 8 guests. The upper level features a well-equipped kitchen that flows into a large dining and living area, with a wood-burning fireplace (firewood provided) and 55” Smart TV. The primary bedroom on this level includes a queen bed and full bath. Downstairs you’ll find two additional bedrooms – one with a queen bed and another with two sets of bunk beds – perfect for families or groups. Plus, a full bathroom, updated ski room with space for all your gear, and dedicated office for those mixing work and play. Outside, the wrap-around, covered deck offers stunning views of Killington and Pico peaks, perfect for morning coffee or après-ski. \- Be sure to list the correct number of guests so we can keep things running smoothly (we might have a small per-person charge to cover expenses). \- We love a good time, but our minimum age for renting is 25. \- Come and go as you please with our easy-peasy smart lock access codes! \- We get it—flexibility is key! We can offer early check-in or late check-out for a small extra fee if our schedule allows. \- Our home is a smoke-free zone (e-cigs included!). A $500 fine will apply if you light up indoors. \- For everyone’s safety, we’ve got an exterior camera keeping an eye on the driveway. \- Quiet time is from 10 PM to 8 AM—let’s keep the noise down so everyone can rest easy! \- Your furry friends are welcome—up to two dogs for a $155 pet fee. (No cats allowed, though—they might just cause a ruckus!) \- No washer/dryer on-site—be sure to pack accordingly! \- Winter weather can be unpredictable, so we don’t offer weather-related refunds. We recommend travel insurance and, for your safety, all-wheel drive and winter tires are a must!

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