Vacation rentals in Killington, VT with a hot tub

Explore 151 vacation rentals, homes, and villas with hot tubs in Killington, VT for your next getaway or business trip. With your own private hot tub, enjoy the comfort and privacy of a home with premium amenities such as Best Affordable Homes and Great for Groups. Throughout your stay, enjoy a slower pace as you relax and recharge in a hot, soothing environment. 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 comfortable, personalized stay. Plus, feel connected and protected during your trip with 24/7 local support and high-speed Wi-Fi. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next escape with Homes & Villas by Marriott.

151 Homes with hot tub in Killington

Topridge 30A

Killington, VT, US
3 Bedrooms 8 Guests
Aug 28 - 30
$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)

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
$823 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)

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

Killington, VT, US
5 Bedrooms 12 Guests
Aug 24 - 26
$301 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.

the SHACK

Killington, VT, US
3 Bedrooms 7 Guests
Aug 24 - 26
$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)

Tanglewood Vista at Killington

Killington, VT, US
5 Bedrooms 14 Guests
Aug 24 - 26
$194 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)

TangleWood Ski Chalet- Hot tub, Spacious, Near Resort

Killington, VT, US
4 Bedrooms 8 Guests
Aug 24 - 26
$210 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.

Tanglewood Blues

Killington, VT, US
4 Bedrooms 8 Guests
Oct 30 - Nov 29
$798 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)

Killington Mountain Retreat

Killington, VT, US
6 Bedrooms 10 Guests
Aug 24 - 26
$181 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)

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

Killington, VT, US
2 Bedrooms 6 Guests
Aug 24 - 26
$158 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.

Woods Resort and Spa V5

Killington, VT, US
2 Bedrooms 6 Guests
Aug 24 - 26
$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)

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

Killington, VT, US
2 Bedrooms 6 Guests
Aug 27 - 29
$153 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.

First Chair Chalet

Killington, VT, US
4 Bedrooms 8 Guests
Aug 24 - 26
$375 night

Beautiful Pet Friendly Mountain Retreat with hot tub in the Heart of Killington. The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location. Your stay includes 2 Free Day Passes to Killington Rec Center Pool. ( diving board available) This stunning mountain home offers the perfect blend of comfort and convenience for your Killington getaway. After an exhilarating day on the slopes, unwind in the outdoor hot tub or gather around the fire pit to enjoy the star-filled Vermont sky. (fire places are not functional) Inside, the open living area provides a warm and inviting space to relax, complete with easy access to the gourmet kitchen and a beautiful hand-built bar—perfect for entertaining family and friends. The comfortable sleeping areas ensure a restful night’s sleep, and an additional living space with a TV and gaming console offers a fun spot for kids and teens to enjoy their downtime. The home’s central location puts you close to Killington’s shops, restaurants, and nightlife, while the mountain itself has endless activities to enjoy—skiing, snowboarding, night tubing, and snowshoeing are all just minutes away. During your stay, enjoy access to the Pico Fitness Center, where you can work out in the gym, unwind in the sauna, swim laps in the pool, or join a spin or yoga class. 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. Whether you’re here to ski, explore, or simply relax, this welcoming retreat is the perfect home base for your Killington adventure. • Killington Resort extensive system of mountain biking trails. • Killington Adventure Center – Zip Lines, Mountain Coaster, Free Fall Jump Tower and more • Hiking – Vermont’s Long Trail, Appalachian Trail • Kayaking – Kent Pond, Woodward Reservoir and Chittenden Pond and more • Coolidge Homestead – Vermont’s #1 visited site in Plymouth VT only 20 minutes away • Woodstock VT filled with wonderful shops and art galleries • Marsh Billings Rockefeller National Historical Park in Woodstock VT • Billings Farm Museum – a wonder family activity • Green Mountain Golf Course – the # 1 public course in the state • Killington Golf Course owned by the resort • VINS – Vermont Institute of Natural Science – a rescue and bird sanctuary.

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

Killington, VT, US
6 Bedrooms 16 Guests
Aug 24 - 26
$368 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.

BearAll - Both Units of Duplex on Killington Road!

Killington, VT, US
6 Bedrooms 16 Guests
Aug 24 - 26
$374 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 24 - 26
$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.

The Big Lebearski- AC, Grill, Fire Pit, Hot tub!

Killington, VT, US
4 Bedrooms 8 Guests
Aug 24 - 26
$202 night

The Big Lebearski is a modern Killington home located just off the main road and close to everything. While you relax at our home after a day on the mountain, you can catch a movie on one of our smart TVs, relax in the outdoor hot tub, roast s’mores at the fire pit, enjoy a drink at the motorcycle bar, shoot hoops in the game room or sit by the wood burning fire. This home is perfect for groups and families to spread out and enjoy all that Killington has to offer. Central AC - rare in Vermont! You’ll have exclusive access to the entire private home. You’ll walk into the renovated mud room, with plenty of room to store your gear. Head up a few stairs main living room with open kitchen. On the main floor, there is one King bedroom with an en suite half bathroom on the main floor. Also, there is a full bathroom with shower with access from the hallway and an addition bedroom with a queen size bed. Downstairs is a game room with a basketball shooting game, a TV with Nintendo for gaming, a cool bar made out of a motorcycle, laundry and two bedrooms and one full bath. One bedroom has a double and a twin, the other bedroom has a queen size bed. There is a back deck with views to the forest and a new hot tub ready to help you relax and enjoy! Outside there is a fire pit and Weber grill and table for outdoor dining. 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. INDOOR LIVING: Wood burning fireplace, 75 inch Roku TV, central heating and Air Conditioning KITCHEN: Fully equipped, cooking basics, coffee maker GENERAL: Free and fast WiFi, linens/towels, essentials, washer/dryer, laundry detergent PARKING: Free on-site parking 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) STR Registration 007438 We are local and can be onsite if anything is needed.

BearRight- AC, Pool, Hot Tub, Grill, FirePit

Killington, VT, US
3 Bedrooms 8 Guests
Aug 24 - 26
$144 night

You will enjoy this beautiful, newly refreshed spot on the main access road in Killington, minutes from the slopes and everything the Heart of the Green Mountains has to offer. With a patio as well as an upper deck with grill in addition to a fire pit, you will have plenty of options to enjoy time with your group. Inside, you will have 3 smart Roku TVs and blazing-fast wifi! 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 right-hand unit of this beautiful duplex, including the right-hand patio, deck, and yard areas, including the fire pit. 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 pool, tennis, sauna, gym and steam room all resort amenities provided by the Woods Spa, which is a short drive down the access road. They provide towels, showers, lockers and a changing room. 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.

SugarBear- Pool, AC, Sauna, Gym, Tennis!

Killington, VT, US
2 Bedrooms 6 Guests
Aug 27 - 29
$175 night

Forget your worries in this spacious and serene space. Close to everything Killington has to offer with all of the amenities of the Woods - Spa, Pool, Tennis, Hot Tub, Grill. You’ll have exclusive access to the entire condo unit. You’ll walk in to the entrance with ample storage and into the soaring main living room with 2 stories ceilings and loads of light. To the left is one King bedroom with a full en suite bath. Up the stairs to a second king bedroom with full en suite bath. There is a half bathroom on the main floor with connected laundry. There is a giant TV, wood burning fireplace, leather sofa, office space with super fast wifi and a dining room table and bar. The back deck has views to the forest and showcases an outdoor living area and Weber grill. The house has high-speed wireless Internet, Roku TVs with streaming your subscriptions such as TV, Netflix and Amazon Prime Video. 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, 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 Our team is local, so reach out if you have questions as needed. 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) 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.

BearWatch AC Hot Tub, Games, Grill, FirePit, VIEWS

Killington, VT, US
5 Bedrooms 12 Guests
Aug 24 - 26
$315 night

Nestled in central Killington, this newly-renovated 5-bedroom gem boasts unmatched slope views on all floors. Enjoy two opulent king suites—one with a deck, the other with panoramic windows. Three additional cozy bedrooms, a state-of-the-art kitchen, original Killington bar, and a game room await. Outside, relish a unique hot tub, Weber BBQ, and a fire pit in a spacious yard. Walk to the shuttle, restaurants, bars, and markets. Tesla charger on-site. Dive into unparalleled luxury! Welcome to BearWatch – A Stunning Slopeside Sanctuary in Killington, VT Overview: Welcome to Killington’s pinnacle of luxury – a centrally located, newly renovated 5-bedroom masterpiece with unparalleled views of the slopes from all three levels. This lavish haven offers guests a blend of modern sophistication and cozy comfort, making it the ideal retreat for the discerning traveler. Premier Suites: Relax in one of our two primary suites, each equipped with king beds and en-suite full baths. One suite boasts a walkout deck, offering awe-inspiring slope views – a picture-perfect spot for your morning brew or a serene evening toast. The other suite is an architectural marvel with 20-feet of panoramic windows, providing guests with an immersive slope-viewing experience. Witness snow cats at work, the vast expanse of stars, and the mesmerizing beauty of Killington, right from your bed. Additional Rooms: Three cozy bedrooms ensure everyone has their perfect space: a comfortable queen bedded room, a charming double bed chamber, and a playful bunk bed room. All accompanied by two additional full baths, ensuring ease and privacy for all guests. Luxury Amenities: • A state-of-the-art kitchen, fully stocked, ready for your culinary exploits. • Convenient washer and dryer. • An entertaining gameroom complete with Pac-Man, foosball, and an array of board games. • An authentic Killington bar, setting the scene for your unforgettable après-ski moments. Outdoor Delights: Experience Killington’s beauty on our expansive deck and backyard: • Dive into the unique hot tub with unrivaled slope views. Its mechanical roof, adjustable to your preference, adds a touch of magic. • Grill aficionados will appreciate the Weber BBQ. • A grand outdoor table from a local brewpub seats 12. • A lounge area by the hot tub, complete with relaxing Adirondack chairs. • The spacious backyard with a welcoming fire pit beckons for evening s’mores sessions. Additional Perks: • Ample parking space, complemented with a level 2 Tesla EV charger. • A classic wood-burning fireplace, adding warmth and ambiance to your indoor gatherings. Location: You’re in the heart of Killington! A short walk leads you to the free shuttle, whisking you away to mountain adventures. And for those who seek local flavors and nightlife, the town’s best bars, renowned restaurants, and markets are right at your doorstep. Dive into luxury, comfort, and unparalleled views at our Killington sanctuary. Your perfect Vermont escape awaits! We will send you a code the day you check in that will open the front door for you. We are local if you need us.

Recently updated home with shared hot tub, pool, and easy ski access

Killington, VT, US
2 Bedrooms 4 Guests
Aug 24 - 26
$99 night

This chic, renovated Vermont home is an amazing opportunity for a group or family of six to get away from it all and enjoy skiing, swimming, and more. This multi-level townhome is conveniently located in the heart of The Woods Resort & Spa, with access to an indoor pool, hot tub, fitness center, steam room, and sauna - perfect for relaxing after taking the Diamond Express Shuttle (a small fee applies) to the pristine slopes of Killington Ski Area or Pico Mountain. A spacious floor plan, vaulted ceilings, quaint furnishings, and plenty of amazing wooden decorations give the townhome a charming, rustic vibe. The inviting living room is naturally lit, and with a couch, armchair, and classic rocking chair, it’s perfect for kicking back and getting cozy. The 52-inch flatscreen TV with a DVD player and cable makes for great movie nights in, or you can relax with your friends by the wood-burning fireplace and put photos up online with complimentary WiFi. A stunning wooden dining room table seats up to six guests, with a kitchen bar offering two additional seats. The kitchen’s gorgeous oak cabinetry, ample granite counterspace, and stainless steel appliances make finding and cooking everything you need a breeze, and the dishwasher makes clean-up just as easy. Up to six guests can enjoy this two-bedroom-and-bath townhome for the night. Each bedroom is on the first floor with access to its own bathroom. Parents will love the primary bedroom close to the living room, with a king-size bed and 32-inch flatscreen. Between the second bedroom’s queen bed, the queen futon upstairs, and the fold-out sofabed, all the kids will have a great night’s sleep. Between Pico Mountain and Killington Ski Area, you have almost 2,000 acres of pristine ski slopes to enjoy, and six terrain parks for anyone who wants to ride freestyle. Summertime visitors can explore 50 mountain bike trails and play a few rounds on one of Vermont’s incredible golf courses. At the end of the day, you can return to Killington and enjoy dancing and food at charming venues like Pickle Barrel Nightclub or the Wobbly Barn. You can also sample some brews at the Killington Beer Company at The Woods Resort spa building! Whether you’re looking to tear up the slopes, enjoy a relaxing soak, or just take in Vermont’s beauty from the comfort of a sofa, this townhome has everything you need for an amazing ski vacation. Book now! Things to Know Children under the age of 14 years old must be accompanied by an adult in the pool area and fitness center. Children under the age of 14 years old may not use the hot tub, sauna, or steam room. Children under the age of 10 years old may not use the fitness center. No spa services will be provided for anyone under the age of 12 years old. Spa services for those aged 12-15 years old must have adult guardian accompaniment in treatment room with a signed release form. Spa services for those aged 16-17 years old must have a release form signed by an adult guardian before the start of the treatment. Town of Killington Short Term Registration Number: 000068 Vermont Meals and Room Tax Number: MRT-11472019

Roaring Bear Cabin

Killington, VT, US
3 Bedrooms 8 Guests
Aug 24 - 26
$265 night

Roaring Bear Cabin is a private, updated retreat just five minutes from Killington Ski Resort, ideal for families, couples, or small groups seeking space, calm, and mountain access. Tucked off a quiet road near the Access Road, this three-bedroom, two-bath home blends cabin warmth with modern convenience. Soak in the private hot tub after a full day on the slopes, gather around the fire pit for evening conversation, or step onto the wraparound deck for your morning coffee surrounded by trees. Inside, the home features exposed beam ceilings, a cozy wood-burning stove, a 65-inch smart TV, and brand-new memory-foam beds designed for deep rest. A full kitchen makes it easy to prepare meals, and fast Wi Fi keeps you connected if needed. Every detail—from the layout to the lighting—supports relaxation without sacrificing function. Guests appreciate the balance of comfort and convenience. Private parking for up to four vehicles and smart check in make arrival smooth. Whether you’re skiing, hiking, biking, or simply unwinding, this location puts you close to Killington’s best without the bustle. Guests often describe Roaring Bear Cabin as calm, easy, and close to everything. It’s a favorite for those who return each year looking for quiet comfort and simple access. Guests receive exclusive ski and snowboard rental discounts with local Killington partners, plus limited lift ticket deals based on availability. If you value peaceful mornings, space to reconnect, and stress-free access to the mountain, Roaring Bear Cabin is your Vermont basecamp. Notes: • 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. • 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.

Resort townhome with on-site pool, hot tub & easy ski access

Killington, VT, US
3 Bedrooms 7 Guests
Aug 24 - 26
$110 night

Get ready to hit the nearby slopes in winter, or tee off on some fantastic summer golf courses from your townhome in The Woods Resort & Spa. The complex offers a shared indoor swimming pool, outdoor hot tub, fitness room, and tennis courts. The on-site spa offers massages, body treatments, facials, and day packages for additional fees. This vacation rental is just under four miles from Pico Mountain and five miles from Killington Mountain Resort, so you can drive yourself or take advantage of the shuttle bus for a small fee. Nearby Killington Ski Area boasts 155 trails, 22 lifts, and 1,509 acres extending across six mountain peaks. Shop and dine at several restaurants, from bakeries to sushi bars and stores along Killington Road, all within four miles of your front door. Head north two miles to picturesque Gifford Woods State Park, where you can picnic, hike the 300 acres of trails, or do a little fishing on Kent Pond. And after the sun sets, find nightclubs and live music venues along Killington Road. If the sun is shining, take your clubs up to Green Mountain National Golf Course, just four miles north, or down to the 18 superb holes at Killington, four miles south. You’ll feel right at home in the sunken living room with an expansive sectional, a wood fireplace, and plenty of space to stretch out after an exciting day on the slopes. Just around the corner, you’ll find a dining room with a breakfast bar and stools as well as a large table, ideal for family game nights and enjoying home-cooked meals prepared in your adjacent, full kitchen. All the major appliances make cooking a snap. There’s also a dishwasher to make clean-up a snap. Expand your menus by taking advantage of the BBQ grill on your back patio just outside the sliding glass doors in your dining room. On the main floor, you’ll find a private sauna in a full bathroom. Upstairs, you’ll find a cozy loft with a chair and ottoman that overlooks the living area, ideal for relaxing with a mug of cocoa and a favorite book. The primary bedroom is also located on this floor, offering a full bath with jetted tub. With a cable TV in the living room and WiFi provided, you have plenty of home entertainment options right at your fingertips No matter the time of the season or the purpose of your trip, book this mountain townhouse today and start planning your next Vermont adventure. THINGS TO KNOW The spa will be closed for deep spring cleaning from June 6 through June 23. Town of Killington Short Term Registration Number: 000071 Vermont Meals and Room Tax Number: MRT-11472019 Children under the age of 14 years old must be accompanied by an adult in the pool area and fitness center. Children under the age of 14 years old may not use the hot tub, sauna, or steam room. Children under the age of 10 years old may not use the fitness center. No spa services will be provided for anyone under the age of 12 years old. Spa services for those aged 12-15 years old must have adult guardian accompaniment in treatment room with a signed release form. Spa services for those aged 16-17 years old must have a release form signed by an adult guardian before the start of the treatment.

Vacation Rentals in Killington by Amenities & Features

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Vacation Rentals Near Killington

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