Large group vacation rentals in Killington, VT

Explore 259 large group vacation rentals, homes, and villas in Killington, 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 Homes with hot tub and 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.

259 Great for Groups in Killington

Topridge 30A

Killington, VT, US
3 Bedrooms 8 Guests
Aug 19 - 21
$441 night

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)

Mountain Moose Chalet- indoor hot tub, FirePit

Killington, VT, US
3 Bedrooms 8 Guests
Dec 31 - Jan 2
$1,896 night

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.

The Pinecone Retreat

Killington, VT, US
3 Bedrooms 8 Guests
Oct 31 - Nov 2
$342 night

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.

Peak2Creek- HotTub, Close to Mountain, Backyard!

Killington, VT, US
3 Bedrooms 8 Guests
Aug 31 - Sep 2
$173 night

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!

Whitetail Chalet

Killington, VT, US
4 Bedrooms 8 Guests
Sep 30 - Oct 2
$825 night

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)

The Outpost Double - Lower Unit

Killington, VT, US
2 Bedrooms 4 Guests
Aug 28 - 30
$195 night

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.

Tanglewood Blues

Killington, VT, US
4 Bedrooms 8 Guests
Oct 30 - Nov 29
$801 night

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)

CountryBear- AC, Pool, Hot Tub, Fire Pit, Grill

Killington, VT, US
5 Bedrooms 12 Guests
Aug 19 - 21
$345 night

Experience authentic Vermont charm in this historic home, dating back to 1850. Nestled on nearly 4 acres in Killington, it’s perfect for families. Enjoy the private pool, hot tub, screened porch, front deck, and fire pit. Enjoy shuffleboard, foosball and lots of games. Plus, a Tesla EV Charger is included for your convenience. The home is surrounded by private gardens in the summer, beautiful foliage in the fall, a snowy forest wonderland in the winter, and spring flowers. As you walk in, you will feel the love of the generations of families who have called this Killington house their home. At the heart of the home is the kitchen with soap stone counters and a farmhouse sink overlooking incredible views. And one side of the kitchen is a charming Butler’s pantry with many unique antiques to discover. On the other side is a gorgeous tiger maple table surrounded by antique chairs that will allow you to make memories over your meals. Nearby is the living room with a fireplace and plenty of room to relax and connect with friends and family. There is a spacious master suite with a king bed, a bonus room including a desk with a printer, and an en suite bathroom. Upstairs there are three more bedrooms and an additional bathroom. There is also a wing of the home for families to connect over games, movies, air hockey, and from school. Above the family room is a charming loft with three single beds. In the loft there is a sweet antique doll house as well as a keyboard for budding musicians. All bedrooms and living room have AC for the summer and the pool is not heated, but the hot tub is. The pool will be open starting Memorial Day Weekend. You will have access to the full home and the surrounding 4 acres. We are local if you need us.

Mountain Brook Lodge

Killington, VT, US
3 Bedrooms 8 Guests
Aug 19 - 21
$294 night

WOW! Stunning Killington Home with Game Room, Gourmet Kitchen & A/C — Minutes to the Slopes! The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location. It doesn’t get much better than this gorgeous Killington home — perfectly located just 6 miles from Killington Resort and less than 4 minutes to the SkyShip Gondola. From the moment you arrive, you’ll be amazed by the spectacular stonework throughout the house, creating a warm mountain-chalet feel with upscale comfort. The open-concept living and dining area is ideal for gathering with family and friends, while the gourmet kitchen makes meal prep a joy — whether you’re whipping up a hearty breakfast before hitting the slopes or hosting an après-ski dinner. After a long day of skiing or exploring, unwind in one of the two luxurious jetted tubs, perfect for melting away any aches and pains. Each beautifully decorated bedroom offers complete privacy and comfort for a restful night’s sleep. When you’re not out enjoying the mountains, head upstairs to the game room, where fun awaits with foosball, a pool table, and a cozy gas fireplace — the perfect space to relax, laugh, and reconnect. And yes — this incredible home also features air conditioning, a rare and welcome luxury in Killington! During your stay, you’ll also have access to the Pico Fitness Center, featuring a gym, sauna, lap pool, and a variety of classes including spin and yoga. Come experience mountain living at its best — where comfort, style, and fun come together for the perfect Vermont getaway. • 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 birth sanctuary. You can’t beat Killington Resort when it comes to skiing and riding. The Beast offers the most terrain in the east, the best snowmaking and the most amazing night life you can find. The mountain has terrain for all abilities and offers all levels of classes and training from beginners to extreme and advanced training from past olympians. The Killington Region offers a wide variety of outdoor sports for everyone. You can rent a snowmobile and take a tour of the Green Mountains. The family can enjoy great fun at the tubing park or ice skating on the Foundry Pond. Rock out at Killington’s amazing night clubs such as the Wobbly Barn, Pickle Barrel or Jax’s. Come to Killington and your memories will last a lifetime.

the SHACK

Killington, VT, US
3 Bedrooms 7 Guests
Aug 20 - 22
$280 night

the SHACK – Cozy 3BR Retreat with Hot Tub, Pet Friendly, Two Floors, Deck with Grill and Fire Table, 5 Minutes to Killington Resort, Ski Rental Discounts Welcome to the SHACK, your cozy Vermont retreat just five minutes from Killington Resort. This pet friendly home features three bedrooms and one and a half baths spread over two floors, making it a perfect choice for families, friends, and groups who want comfort, convenience, and mountain charm. Sleeping Arrangements ✔ Bedroom 1: Queen bed ✔ Bedroom 2: Bunk bed ✔ Bedroom 3: Full bed ✔ Living Room: Sleeper sofa Everyone can find a comfortable spot to rest after a day of adventure. Home Features ✔ Two inviting living areas for relaxing, playing games, or enjoying a movie night ✔ Open kitchen fully equipped with stainless steel appliances, cookware, and everything you need ✔ Dining table for family dinners or morning coffee Outdoor Amenities ✔ Private deck with grill and fire table, perfect for barbecues and relaxing evenings ✔ Hot tub for soothing tired muscles and enjoying the fresh Vermont air Guest Perks ✔ Exclusive discounts on ski rentals ✔ Fast WiFi and smart TV for entertainment ✔ Easy self check-in, ample parking, and a peaceful setting just off the main road Whether you are visiting for skiing and snowboarding in the winter or hiking, biking, and exploring Vermont’s natural beauty in the summer, the SHACK is your perfect home base. Enjoy the charm of a remodeled home with modern touches, a relaxing hot tub, a spacious deck with grill and fire table, and all the essentials for a memorable getaway. Bring your pets along and book your stay at the SHACK to experience the best of Killington and the Green Mountains with family and friends. • 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. • 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 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. • There is a non-refundable pet fee for up to two dogs. • 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 (3.0 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), 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)

Cozy house in woods w/ balcony, bonus room, creek

Killington, VT, US
3 Bedrooms 6 Guests
Aug 23 - 25
$132 night

Welcome to your serene getaway in Killington, VT! This charming 2-story, 3-bedroom, 3-bathroom house is nestled in the woods, offering a peaceful retreat and a lovely balcony equipped with outdoor seating. Enjoy the bonus room featuring a Roku TV and DVD player, perfect for relaxing evenings after a day of adventure. The property is complemented by a picturesque rocky creek bed, which adds to the tranquil ambiance, especially in the spring when water flows nearby. This location is a haven for outdoor enthusiasts, with hiking and mountain biking trails just steps from your door. For those seeking water activities, Snowshed Pond offers kayaking and fishing rentals, while the Killington Adventure Center features thrilling ziplines and the Beast Mountain Coaster. Scenic gondola rides and golf are also available in the area, ensuring there’s something for everyone to enjoy. Enjoy use of gym and pool at PICO or Wood’s Spa for a minimal daily use fee, perfect for cooling off during warm summer days. In the winter, Killington transforms into a skiing and snowboarding paradise, renowned for its extensive slopes and exceptional snowmaking capabilities. Nearby Pico and Okemo Mountain Resorts provide additional options for winter sports enthusiasts. After a day on the slopes, unwind in the comfort of your home, or explore the nearby towns for antiquing, museums, and local distilleries. With amenities such as a fully equipped kitchen, internet access, and a cozy outdoor dining area, this home is perfect for families or groups looking to create lasting memories in the heart of Vermont’s natural beauty. Book your stay today and experience the perfect blend of adventure and relaxation! Town of Killington Short Term Registration Number: 007946 Vermont Meals and Room Tax Number: MRT-11472019

Killington Mountain Retreat

Killington, VT, US
6 Bedrooms 10 Guests
Aug 23 - 25
$203 night

25 Rocky Ridge Road - The Killington Mountain Retreat is the perfect place for your holiday. This pet-friendly 6 room, 3.5 bath home on 3 floors is located just off the main access road in Killington, Vermont. You’re close to the mountain, shops, restaurants & bars, but still have 1.1 acres with ample privacy. We have every amenity you could need: hot tub (optional setup fee may apply), AC, BBQ grill, high-speed Wi-Fi, office for teleworking, mud room, game room, smart TVs, streaming services, Alexa & more. (Hot tub fee applies mid-March to mid-December. Pet fee may apply. Please read below.) You’ll have our mountain home all to yourself and have all the amenities you could need for your stay, including a fully equipped kitchen with stove, two fridges, microwave, Keurig, cooking essentials, dish-ware and cutlery; outdoor deck with hot tub, patio furniture and propane BBQ grill; living room with 55" LCD TV, cable, DVD, sound-bar, Netflix, wood burning stove; media room with TV and Roku, cable, DVD, stereo, Nintendo Wii; master bedroom with full bed and smart TV; office with two desks for teleworking; mud room; game room with darts, foosball and bar glassware; and much more. AC on the main floor and portable AC in two upstairs bedrooms. Bedding is as follows: GROUND FLOOR Room 1 - (1) full bed; Room 2 - (1) full bed. MAIN FLOOR Room 3 - (1) twin over full bunk bed, (1) twin bed. SECOND FLOOR Room 4 - (2) twin over full bunk beds; Room 5 - (1) king bed; Room 6 - (1) queen bed. • 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 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 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. • Pets are considered. A $150 pet fee would apply per dog. • We have a large split AC unit on the main floor of the house. 99% of the time this is sufficient to cool the whole home. If we happen to have a rare heat wave, this may not cool the entire home. • 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 (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), Mary Lou’s (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)

Tanglewood Vista at Killington

Killington, VT, US
5 Bedrooms 14 Guests
Aug 19 - 21
$212 night

Killington Vista is a charming five bedroom, three bathroom home located in the heart of Killington. This three floor home features every amenity you could want including hot tub, sauna, game room, media room, streaming TVs, Alexa, professional bubble hockey, foosball, fireplace and large outdoor deck with mountain views. The five bedrooms on three floors give your group plenty of space while also having lots of common area to come together, including a newly remodeled open kitchen which is perfect for group dinners. You’ll love your stay in this home. (Hot tub fee applies mid-March to mid-December. Pet fee may apply. Please read below.) • 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 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 and sauna. You accept full responsibility for any bodily injury arising from use of the hot tub and 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 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. • Dogs are considered. A $150 pet fee would apply per pet. • 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 (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), Mary Lou’s (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)

Killington Center 132

Killington, VT, US
1 Bedrooms 3 Guests
Aug 23 - 25
$161 night

Modern 2-Room Suite at Killington Center Inn & Suites Welcome to our spacious and renovated two-room suite condo at Killington Center Inn & Suites, perfect for your Vermont retreat. The main suite features an open kitchen with stainless steel appliances, a bathroom with a modern tile shower, and a kitchen island with seating for four. Enjoy meals at the dining table, and relax in the living room, which includes a sleeper sofa, smart TV, gas fireplace, high-speed WiFi, and an outdoor patio area. The primary bedroom offers a king bed, smart TV, ensuite bathroom, and washer/dryer, ensuring your stay is comfortable and convenient. Located on the bus route to Killington Resort, you’ll have easy access to the slopes. Take advantage of our discounted ski rentals for an unforgettable skiing or snowboarding experience. Additionally, guests can enjoy the outdoor heated saltwater pool, open from Memorial Day to mid-September. ​​​​​​​ Book your stay today and experience the best of Killington in this modern, well-appointed suite! • Want to save on your ski trip? Book with us and get great discounts on ski and snowboard rentals - more skiing, more savings! • We may 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. Please properly dispose of all butts. • Quiet hours are from 10pm - 8am. • Pets are not allowed. There will be a $450 fine for any unauthorized pets. • You must sign and return our written rental agreement. • The outdoor pool is open during the summer months (Memorial Day to mid-September) from 8am to 8pm. • 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. • Water Note: This property uses a state-regulated private well, typical for Killington. The water is regularly tested and suitable for everyday household use (showers, washing, etc.); however, naturally occurring minerals in the local geology, including iron and manganese, may cause a metallic smell or discoloration and staining of fixtures. Complimentary bottled water is provided for all drinking and cooking. • 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 (3.0 miles), Killington K1 Base (3.7 miles), Pico Mountain (3.3 miles), Mountain Meadows Cross Country Ski and Snowshoe (1.0 miles) SHUTTLE: Every hour from the condo complex to Killington Resort. 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), Mary Lou’s (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 (17.9 miles), Burlington International Airport (74.5 miles), Albany International Airport (103 miles), Manchester-Boston Regional Airport (114 miles)

Woods Resort and Spa V5

Killington, VT, US
2 Bedrooms 6 Guests
Aug 23 - 25
$164 night

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)

TangleWood Ski Chalet- Hot tub, Spacious, Near Resort

Killington, VT, US
4 Bedrooms 8 Guests
Aug 19 - 21
$207 night

Tanglewood Chalet is a spacious 4-bedroom, 4-bath mountain home just 3 miles from Killington and Pico. Featuring a fully stocked kitchen, bright living room with high ceilings, multiple decks, private hot tub, grill, garage, and a second living area, this home is perfect for families and friends looking to relax and explore Vermont year-round. Settle into Tanglewood Chalet, a spacious four-bedroom, four-bath mountain home designed for comfort, connection, and year-round adventures. Located just 3 miles from Killington Resort and 3 miles from Pico Mountain, this single-family retreat offers plenty of room for families and friends to relax after a day on the mountain. Step inside to a generous mudroom, perfect for storing skis, boots, and gear. On the main level, you’ll find two bedrooms just off the entry — one with a queen bed and another with a twin-over-full bunk — along with a full bathroom. The heart of the home opens up to a fully stocked kitchen, dining area, and an expansive living room with soaring ceilings and large windows, filling the space with natural light. Upstairs, the primary suite features a king bed and a private ensuite bath. Another bedroom with a twin-over-full bunk also has its own full bathroom, offering comfort and privacy for everyone in your group. The lower level includes an additional full bath and a cozy second sitting area with a TV, perfect for movie nights or downtime. Outside, enjoy multiple decks, a private hot tub, a grill, and plenty of outdoor space to unwind in any season. A garage, Wi-Fi, and smart TVs round out the amenities, making Tanglewood Chalet a welcoming and convenient home base for your Vermont getaway. Whether you’re here for skiing, hiking, or simply relaxing together, Tanglewood Chalet offers the space and setting to make your stay memorable. The driveway is dirt and gravel and is a bit tough in winter. If there’s snow, we recommend parking at the top of the driveway and walking down or having a four-wheel-drive car with snow tires the home is on a it dirt private road.

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

Killington, VT, US
2 Bedrooms 6 Guests
Aug 19 - 21
$178 night

Revel in this bright and modern ski condo just off Killington’s main road and close to everything. Relax after a day on the mountain streaming on one of your 3 smart TVs. Indulge with the fabulous condo amenities including the pool, hot tubs, spa, gym, and tennis courts, or settle in by the wood-burning fire. Spread out in this spacious condo and enjoy all that Killington has to offer. You’ll have exclusive access to the top two floors of this condo unit. You’ll walk in to the main living room with open kitchen, one King bedroom and a bathroom on the main floor. There is a giant 75-inch TV, office space with super fast wifi and a gorgeous dining room table with 6 luxurious leather chairs. Head upstairs to the other Queen / Twin bedroom with Double sleeping loft and bathroom. The loft is open to the living area below. Upstairs has a fun PacMan arcade game and a Nintendo gaming station. There is a back deck with views to the forest. The house has high-speed wireless Internet, smart TVs with streaming TV, Netflix and Amazon Prime Video, washer/dryer, and yard. The kitchen is fully equipped with microwave, dishwasher, stove, fridge, cookware, coffee maker, dinnerware, utensils and more. COMMUNITY AMENITIES*: The Spa at The Woods access, steam room, sauna, 75-foot indoor pool, hot tub (must be at least 14 years old), fitness center, 2 tennis courts, spa services (add’l fees apply, 10% discount for guests) INDOOR LIVING: Wood burning fireplace, 75 inch Roku TV, central heating, work from home desk, Superfast Wifi KITCHEN: Fully equipped, cooking basics, coffee maker GENERAL: Free and fast WiFi, linens/towels, essentials, washer/dryer, laundry detergent FEES: Pet fee (paid pre-trip) PARKING: Free on-site parking We are local if you need us. SKI RESORTS: Killington Snowshed Base (3.7 miles), Killington K1 Base (5.3 miles), Pico Mountain (3.5 miles) GOLF: Killington Golf Course (3.6 miles), Green Mountain National Golf Course (4.4 miles) NIGHTLIFE: Pickle Barrel (1.5 miles), Wobbly Barn (2 miles), The Foundry at Summit Pond (1 miles) WEDDINGS: Killington Grand Resort (3.7 miles), Mountain Top Inn & Resort (14 miles) AIRPORT: Rutland Regional Airport (18 miles), Burlington International Airport (75 miles), Albany International Airport (103 miles), Manchester-Boston Regional Airport (115 miles) Spa at The Woods Summer Hours – Starting April 1, 2026 Monday: 9 am – 7 pm Tuesday: Closed Wednesday: 9 am – 7 pm Thursday: 9 am – 7 pm Friday: 9 am – 8 pm Saturday: 9 am – 8 pm Sunday: 9 am – 4 pm I also wanted to give a reminder about our age restrictions at The Spa: *No one under the age of 14 is allowed in any of our heated amenities. (Hot tub, Sauna or Steam Room) *No child under 16 is to be left alone in the pool area. *Must be 18 or older to be in charge of other children. *Children under 10 are not allowed in the fitness center. Those 10-14 may be accompanied by someone 18 or older. *We do not perform any treatments to anyone under the age of 18.

Killington Center 142

Killington, VT, US
1 Bedrooms 5 Guests
Aug 23 - 25
$124 night

The Swirl Suite at Killington Center – A Luxurious Vermont Getaway Nestled in Vermont’s beautiful Green Mountains, the Swirl Suite at Killington Center is a newly renovated two-room, two-bathroom condo designed for relaxation and adventure. Perfect for winter sports enthusiasts and summer explorers, this retreat offers the ideal combination of comfort, convenience, and modern amenities. The spacious bedroom features two plush queen beds and an ensuite bathroom with heated floors and a multi-jet shower, creating a spa-like retreat for up to four guests. The main studio offers a queen sleeper sofa, gas fireplace, and smart TV, making it an inviting space to relax after a day of outdoor activities. Step out onto the private balcony to enjoy the fresh mountain air, complete with seating and an electric grill for al fresco dining in warmer months. The open-concept kitchen is equipped with modern appliances, a kitchen island, and a dining table, perfect for preparing meals and gathering with friends and family. The condo includes high-speed internet, smart TVs, voice assistants, air conditioning, and central heating, ensuring a comfortable stay in any season. Shared washer and dryer facilities are conveniently located in the entryway. Guests enjoy exclusive perks such as discounted ski rentals in the winter and access to a summer pool during the warmer months. The condo’s location on the bus route offers easy access to Killington Ski Resort and nearby attractions, including hiking trails, golf courses, waterfalls, and health spas. You are also minutes away from local restaurants, shops, and nightlife on the Killington access road. The Swirl Suite at Killington Center is the perfect destination for families, couples, or groups looking for a luxurious and convenient mountain escape. Book your stay today and experience the best of Killington, Vermont! • Want to save on your ski trip? Book with us and get great discounts on ski and snowboard rentals - more skiing, more savings! • We may 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. w in advance.)• Our entire property is non-smoking and non-vaping. You may only smoke or vape outside. Please properly dispose of all butts. • Quiet hours are from 10pm - 8am. • Pets are not allowed. There will be a $450 fine for any unauthorized pets. • You must sign and return our written rental agreement. • The outdoor pool is open during the summer months (Memorial Day to mid-September) from 8am to 8pm. • 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. • Water Note: This property uses a state-regulated private well, typical for Killington. The water is regularly tested and suitable for everyday household use (showers, washing, etc.); however, naturally occurring minerals in the local geology, including iron and manganese, may cause a metallic smell or discoloration and staining of fixtures. Complimentary bottled water is provided for all drinking and cooking. • 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 (3.0 miles), Killington K1 Base (3.7 miles), Pico Mountain (3.3 miles), Mountain Meadows Cross Country Ski and Snowshoe (1.0 miles) SHUTTLE: Every hour from the condo complex to Killington Resort. 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), Mary Lou’s (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 (17.9 miles), Burlington International Airport (74.5 miles), Albany International Airport (103 miles), Manchester-Boston Regional Airport (114 miles)

DoubleDen- AC, Hot Tub, Fire pit, Grill, Game Room

Killington, VT, US
6 Bedrooms 16 Guests
Aug 19 - 21
$396 night

Fantastic location on Killington Road! This interior connected duplex, offered as the entire house with 6 bedrooms, 4 baths is located at the shuttle stop, and a few minutes from the main resort base. Walk to some of the best restaurants and night clubs. Relax in large outdoor hot tub, or play with the arcade games, foosball, or pool table. Enjoy fast internet over the gigabit connection on the 75" TV (or one of several others), or go retro with the 80’s VHS and console game areas downstairs. A large yet comfy duplex, refreshed in post-pandemic 2021. You will have the entire property -- both units (upstairs, ground floor, and finished basement), sitting on 1.1 acres on a prime location on Killington Road. This house is perfect for a large family or friends get-together for skiing, downhill mountain biking, Spartan racing, summer hiking leaf-peeping. There is a dedicated work space if you need to work remotely. AC is provided via window units as needed in the summer. You will have the entire property -- both units (upstairs, ground floor, and finished basement), sitting on 1.1 acres on a prime location on Killington Road. We have smart keypad locks on the doors so you can come and go as you please, but we are available to help if needed. We’ll send you a complete guide to DoubleDen with key codes, wifi info, directions, guest information, and plenty of suggestions for things to do and places to go during your stay. The property has beautiful undeveloped forest in back and to the side. If the folliage is thin, you can see the ski slopes from the back porch. The Back Country Cafe is directly across the street, and is known as one of the best options for Breakfast (or lunch) in the area. It is also the location of Surefoot Ski Shop, and the only shuttle bus stop on Killington Road with a scheduled pickup time, so you can be sure to catch the bus to the slope if you choose to. Easy walks to The Foundry, Peppino’s, iPie Pizzeria, and many other destinations. Also across the street is the only shuttle bus stop on Killington Road with a scheduled pickup time, so you can be sure to catch the bus to the slope if you choose to. Driving to the slopes is also just a few minutes.

DoubleDen Lower- AC, Fire place, Game Room

Killington, VT, US
3 Bedrooms 8 Guests
Aug 19 - 21
$255 night

Welcome to DoubleDenLower, your ultimate retreat! This lower-level duplex features 3 bedrooms, 2 bathrooms, and a well-stocked kitchen. The living room boasts a 75-inch Roku HD TV. The lower floor transforms into a massive game room with video games, pool table, foosball, and a collection of classic VCR VHS tape movies. Step outside to a deck with a full-size gondola and a fire pit for S’mores under the stars. Bedroom configurations include a king, 2 double bunk beds, and 2 double beds. Welcome to DoubleDenLower, your ideal mountain retreat nestled in the heart of Killington, Vermont! This lower level duplex home is perfectly situated on the renowned Killington Access Road, offering unparalleled convenience for your alpine adventures. Discover the charm of this 3-bedroom, 2-bathroom haven, complete with a well-stocked kitchen, spacious living areas, and a game room that will take your stay to the next level. Prime Location: Situated on the Killington Access Road, DoubleDenLower puts you in the epicenter of all the action. Enjoy seamless access to the slopes with the convenience of catching the shuttle right from in front of the home. Whether you’re a skiing enthusiast or simply looking to explore the beauty of Killington, this location is second to none. Bedroom Configuration: • Bedroom 1: King-sized bed • Bedroom 2: 2 double bunk beds • Bedroom 3: 2 double beds Living Spaces: Relax in the inviting living room, featuring a 75-inch Roku streaming HD TV. After a day on the slopes, sink into plush furnishings and unwind with your favorite shows or movies. The cozy ambiance sets the stage for memorable evenings with friends and family. Well-Equipped Kitchen: The well-stocked kitchen invites you to channel your inner chef. Prepare hearty meals to fuel your adventures with modern appliances and ample counter space. Game Room Extravaganza: Venture to the lower floor, where a massive game room awaits. Engage in friendly competition with video games, showcase your skills on the pool table, or challenge friends to a foosball match. The extensive collection of classic VCR VHS tape movies adds a nostalgic touch to your downtime. Bathrooms: With 2 full bathrooms, there’s no need to rush in the morning or wait your turn. Enjoy the convenience of well-appointed bathrooms with fresh towels and essential toiletries provided. Mountain Retreat Vibes: Step outside to take in the crisp mountain air from your patio. The surrounding scenery enhances the alpine experience, creating a perfect backdrop for relaxation. Additional Amenities: • High-speed Wi-Fi • Washer and dryer • Shuttle access • Free parking • Family-friendly amenities Your Hosts: As your dedicated hosts, we are committed to ensuring your stay in Killington is nothing short of extraordinary. Feel free to reach out with any questions or special requests – we’re here to make your mountain getaway exceptional. Book your stay at DoubleDenLower and elevate your Killington experience. Whether you’re here for the powder or the picturesque landscapes, your adventure starts right at our doorstep. We can’t wait to welcome you to this mountain retreat! This is a duplex home and you have access to the first floor and lower level. There may be a guest who has access to the top floor and upper deck. The entrance is shared and everything in the homes are separate. The floors are insulated for sound. We are local if you need us. DoubleDen is located on the Killington Access road, close to everything! The shuttle to the Killington resort stops in front of our home.

BearAll - Both Units of Duplex on Killington Road!

Killington, VT, US
6 Bedrooms 16 Guests
Aug 19 - 21
$390 night

Reunite with friends and family in the heart of the Green Mountains with this rare opportunity to use both units of a duplex located on the main Killington access road, minutes from the resort base areas and everything the area has to offer! With a patio as well as an upper deck with 2 grills in addition to a fire pit, you will have plenty of options to enjoy time with your group. Inside, you will have 6 smart Roku TVs and blazing-fast wifi! This house (both units of the duplex, rented together) is perfect for a family gathering or friends get-together for skiing, downhill mountain biking, Spartan racing, summer hiking, leaf-peeping, or even working remotely. You will have access to both units of the duplex (BearLeft and BearRight), including the patio, deck, yard areas, and the fire pit. To go between the units, you will use the covered patio. The pool, tennis, sauna, gym and steam room all resort amenities provided by the Woods Spa, which is a short drive down the access road. Our team is local, so reach out if you have questions as needed. Killington Road is the heart of everything in Killington with many options for eating, and after hours entertainment. BearAll is located well to take advantage of it all. You will have six parking spots at the property. If more parking is needed, additional space is available nearby on request. Spa at The Woods Summer Hours – Starting April 1, 2026 Monday: 9 am – 7 pm Tuesday: Closed Wednesday: 9 am – 7 pm Thursday: 9 am – 7 pm Friday: 9 am – 8 pm Saturday: 9 am – 8 pm Sunday: 9 am – 4 pm I also wanted to give a reminder about our age restrictions at The Spa: *No one under the age of 14 is allowed in any of our heated amenities. (Hot tub, Sauna or Steam Room) *No child under 16 is to be left alone in the pool area. *Must be 18 or older to be in charge of other children. *Children under 10 are not allowed in the fitness center. Those 10-14 may be accompanied by someone 18 or older. *We do not perform any treatments to anyone under the age of 18.

BearLeft- AC, Pool, Hot Tub, Grill, Deck, FirePlace

Killington, VT, US
3 Bedrooms 8 Guests
Aug 19 - 21
$144 night

Your group will be minutes from the slopes and everything else along the main Killington access road. This is the left unit of a duplex which has been lovingly renovated in a modern farmhouse style in 2022 to provide a wonderful stay and enhance your Vermont experience. This house is perfect for a large family or friends get-together for skiing, downhill mountain biking, Spartan racing, summer hiking leaf-peeping or even working remotely. You will have access to the left-hand unit of this beautiful duplex, including the left-hand patio, deck, and yard areas. The pool, tennis, sauna, gym and steam room all resort amenities provided by the Woods Spa, which is a short drive down the access road. Our team is local, so reach out if you have questions as needed. Killington Road is the heart of everything in Killington with many options for eating, and after hours entertainment. BearLeft is located well to take advantage of it all. You will have three parking spots at the property. If more parking is needed, additional space is available nearby on request. Parking is limited to three cars onsite, if you have more vehicles, please let us know and we will provide you with an offsite place to park. The Spa at The Woods Summer Hours – Starting April 1, 2026 Monday: 9 am – 7 pm Tuesday: Closed Wednesday: 9 am – 7 pm Thursday: 9 am – 7 pm Friday: 9 am – 8 pm Saturday: 9 am – 8 pm Sunday: 9 am – 4 pm I also wanted to give a reminder about our age restrictions at The Spa: *No one under the age of 14 is allowed in any of our heated amenities. (Hot tub, Sauna or Steam Room) *No child under 16 is to be left alone in the pool area. *Must be 18 or older to be in charge of other children. *Children under 10 are not allowed in the fitness center. Those 10-14 may be accompanied by someone 18 or older. *We do not perform any treatments to anyone under the age of 18.

Snowcub- AC, Pool, Hot tub, Tennis, Grill!

Killington, VT, US
2 Bedrooms 6 Guests
Aug 19 - 21
$162 night

Your group will be close to everything when you stay at this centrally-located condo. Enjoy two bedrooms plus a loft for a variety of sleeping options. Condo amenities include pool, gym, spa, tennis and hot tub. You will be close to the bars, restaurants, market and coffee shops and just minutes to the Killington resort base areas. The end unit condo has easy access with parking out front and a private entrance. Entry to a ski storage area with a large closet for all of your adventure gear. To the right is a king bedroom, with TV and en suite full bathroom. Linens and toiletries are included. To the left is a spacious open concept living / dining / kitchen. The beautiful kitchen is fully stocked with curly maple cabinets and quart countertops. The dining area has a gorgeous Simon Pierce Vermont barnwood table. The living room has an enormous 75 inch Roku TV, stream all your subscriptions. There is a second King bedroom, with a TV and full bathroom. Also on that floor is a washer dryer. Upstairs, there is an open loft with a double (full) bed and a twin (single) bed. There is also an desk to work from home with a printer. Finally, a PacMan arcade game is sure to delight both young and old. Try for the high score. Parking is free and directly in front of the private door. Keyless entry with code. Condo provides Pool, Spa,Tennis, Gym and HotTub (must be over 14) between varying hours, typically between 10-4pm, later on weekends. Check with the condo for exact hours, and these amenities are subject to change based on the condo’s discretion. We are local if you need us. Spa at The Woods Summer Hours – Starting April 1, 2026 Monday: 9 am – 7 pm Tuesday: Closed Wednesday: 9 am – 7 pm Thursday: 9 am – 7 pm Friday: 9 am – 8 pm Saturday: 9 am – 8 pm Sunday: 9 am – 4 pm I also wanted to give a reminder about our age restrictions at The Spa: *No one under the age of 14 is allowed in any of our heated amenities. (Hot tub, Sauna or Steam Room) *No child under 16 is to be left alone in the pool area. *Must be 18 or older to be in charge of other children. *Children under 10 are not allowed in the fitness center. Those 10-14 may be accompanied by someone 18 or older. *We do not perform any treatments to anyone under the age of 18.

Vacation Rentals in Killington by Amenities & Features

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Vacation Rentals Near Killington

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