Breakaway House by Killington Vacation Rentals is located in Killington, just 3.2 kilometres from Gifford Woods State Park and 6.1 kilometres from Killington Peak, offering a peaceful setting close to outdoor activities. This property has consistently received excellent ratings for its location, cleanliness and overall guest experience. The house features comfortable and spacious living areas, fully furnished with everything you need for a relaxing stay. Guests can enjoy a fully equipped kitchen, a private terrace or balcony, a garden, a spa and free Wi-Fi, as well as being within easy reach of hiking trails, skiing and cycling routes.
9.8 82 reviews
Rutland, VT
03/07 – 05/07
$1341/nighttotal: $2682 (2 )
Private Chalet With Golf Simulator And Hot Tub
5 9
apartment , Rutland
This spacious chalet is located in a secluded woodland setting, just 20 kilometres from Killington/Pico and 30 kilometres from Okemo, offering a tranquil retreat in the heart of Rutland. The property has received excellent ratings for location, cleanliness, and user experience. The chalet comfortably accommodates 14 guests with 5 bedrooms and 3 bathrooms, providing ample space for families and groups. Guests can enjoy a range of amenities including a private outdoor golf hole, an indoor golf simulator, a hot tub, a fire pit, a poker table, and a workout room, ensuring entertainment and relaxation for all.
9.8 6 reviews
Rutland, VT
17/09 – 21/09
$343/nighttotal: $1372 (4 )
New 2 Bedroom Close To Killington And Bike Trails\nthis Is Pet Ok Downstairs Unit
2 2
apartment , Mendon
This 2-bedroom flat in Rutland is situated a short 9-minute drive from the Green Mountain National Forest and 21 minutes from Gifford Woods State Park, placing it conveniently near natural attractions and 17 minutes from Pico Mountain at Killington ski resort for winter sports enthusiasts. This accommodation allows pets and offers Wi-Fi, heating, towels, and linens, providing a comfortable base for up to 3 guests with essential toiletries included.
9.0 6 reviews
Rutland, VT
17/09 – 21/09
$401/nighttotal: $1604 (4 )
Pond View Cabin-rustic 2 Bedroom-sleeps 4
2 2
cabin , Chittenden
Pond View Cabin, a pet-friendly lodge in Chittenden, Vermont, offers easy access to Chittenden Reservoir, Killington, and Rutland, with driving distances varying. This two-bedroom, one-bathroom self-catering property sleeps four, boasting a 50" Roku 4k TV, fast WiFi, air conditioning, a fully equipped kitchen including a fridge and microwave, and outdoor space including a fire pit and sundeck overlooking a pond.
9.7 273 reviews
Rutland, VT
03/07 – 05/07
$630/nighttotal: $1260 (2 )
Home Sweet Grove Street
4 9
apartment , Rutland
This four-bedroom apartment is just a block from the centre of Rutland, making it easy to reach shops, restaurants and the train station. The accommodation has received excellent ratings for its cleanliness, location and overall experience. The flat is spacious and comfortable, with room for up to nine guests. It has a fully equipped kitchen, a large dining area, a covered porch and dedicated storage for ski gear.
10 60 reviews
Rutland, VT
17/09 – 21/09
$718/nighttotal: $2872 (4 )
The Barn At Cold River ~ 20 Minutes To Ski Resorts
1 2
apartment , Clarendon
This renovated farmhouse, situated in Clarendon, Vermont, is 8km from Rutland, offering easy access to Killington Mountain, Cold River, and several ski resorts. The property, a converted post-and-beam barn, sleeps eight guests in four bedrooms and two bathrooms, boasting a fully equipped kitchen, radiant floor heating, and kayaks for use on nearby lakes; a fire pit is available subject to regulations.
9.4 60 reviews
Rutland, VT
03/07 – 05/07
$1164/nighttotal: $2328 (2 )
Authentic Log Home With Pico Views And Hot Tub
5 9
apartment , Killington
This Killington property is located directly opposite Pico Mountain, a 10-kilometre drive from Killington's K1 base lodge and an 8-kilometre drive to Ramshead lodge, with Rutland's shops and groceries a short distance away. This spacious 39 square metre flat accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, offering amenities such as air conditioning, a swimming pool, hot tub, and a fitness centre, whilst the surrounding area provides access to Gifford Woods State Park and the Chaffee Art Center.
9.5 60 reviews
Rutland, VT
17/09 – 21/09
$727/nighttotal: $2908 (4 )
Rutland's Hidden Gem: Renovated 2 Br/1ba In Town
2 2
apartment , Rutland
This Rutland, Vermont property is situated 1.1 km from Rutland Regional Medical Center and 3.1 km from Rutland's town centre, offering convenient access to local amenities and attractions. This two-bedroom, one-bathroom house sleeps six, features a fully equipped kitchen with dishwasher, air conditioning, a private backyard with BBQ, and provides EV charging (surcharge applies); pets are welcome (fee applies).
9.9 187 reviews
Rutland, VT
17/09 – 21/09
$502/nighttotal: $2008 (4 )
Cozy Home, Minutes From Killington! Washer/dryer & Free Disney+/peacock!
1 2
apartment , Mendon
This house is located in the mountains, just a short drive from the Green Mountain Rock Climbing Center and within easy reach of Rutland's amenities, including the Rutland Regional Medical Center and Paramount Theater. It has received excellent ratings for location, cleanliness, and overall experience. The property offers three bedrooms and one bathroom, accommodating up to five guests in a comfortable 88 square metres. Guests can enjoy modern amenities, a fully equipped kitchen, and a smoke-free environment, making it ideal for families or groups seeking a relaxing retreat.
9.4 25 reviews
Rutland, VT
17/09 – 21/09
$672/nighttotal: $2688 (4 )
Quaint City Cottage Just Minutes From Killington
3 2
apartment , Rutland
This Rutland cottage, situated in a peaceful neighbourhood approximately 24km from Killington and Pico ski resorts, offers easy access to local restaurants and nightlife. Sleeping up to six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen including a dishwasher, air conditioning, a garden, parking, and Wi-Fi; pets are welcome.
10 17 reviews
Rutland, VT
17/09 – 21/09
$648/nighttotal: $2592 (4 )
Cold River 5 Bedroom Home
1 2
apartment , Clarendon
This five-bedroom Clarendon house, sleeping eight, offers ample space for families and groups, though its precise location within Clarendon and proximity to specific attractions requires further clarification. The property includes a dishwasher, internet access, parking, and allows pets; further details on amenities, activities, and interior design are needed.
8.7 251 reviews
Rutland, VT
02/07 – 04/07
$1691/nighttotal: $3382 (2 )
Killington Grand Resort Hotel
3 15
resort , Killington
The Killington Grand Resort Hotel is located in Killington, just a short drive from Killington Peak and Gifford Woods State Park, offering easy access to both the slopes and scenic nature trails. The hotel has received very good ratings for cleanliness and user experience, and an excellent rating for its location. The resort offers a range of accommodation options, including comfortable apartments with fully equipped kitchens. Guests can enjoy a variety of on-site amenities, such as a swimming pool, jacuzzi, sauna, spa, fitness centre, tennis court, and restaurant.
Best family friendly Rutland, VT vacation rentals
Among the 82 accommodations in Rutland, VT, here are the 4 best family friendly rentals
10 5 reviews
Rutland, VT
03/07 – 05/07
$1186/nighttotal: $2372 (2 )
Beechwood Home - 4 Bedrooms And 3 Baths, Sleeps 10
4 9
apartment , Mendon
This four-bedroom, three-bathroom Rutland apartment, near Mendon, Vermont, offers convenient access to Killington/Pico mountains for skiing and hiking, and is also within easy reach of the Wilson Castle and Calvin Coolidge Historic Site (distances unspecified). The spacious three-storey house, boasting a jacuzzi, terrace, garden, and parking, sleeps up to ten guests and includes a fully equipped kitchen, family room with bar, and outdoor hot tub and fire pit.
9.6 51 reviews
Rutland, VT
17/09 – 21/09
$885/nighttotal: $3540 (4 )
Winter Lore 4br Mountain Getaway W/ Hot Tub, Game Room & Pet-friendly Vibes!
4 2
apartment , Mendon
This house is located in Mendon, just 17.7 kilometres from Killington Peak and 10.9 kilometres from Pico Peak, making it a great base for exploring the surrounding area. Guests consistently rate this property highly for its cleanliness, location and overall experience. The property has four bedrooms and three bathrooms, comfortably accommodating up to ten guests. It has a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, fitness centre, parking, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
9.6 45 reviews
Rutland, VT
03/07 – 05/07
$1399/nighttotal: $2798 (2 )
Spacious Private 4 Bedroom - 3 Bath House 5 Min To Skiing, Biking, Hiking, Golf.
4 9
apartment , Killington
This luxurious Killington holiday home is situated at the end of a cul-de-sac, less than 0.8 kilometres from the Killington access road and under 5 minutes' drive from the Killington Ski Resort lifts. This spacious property boasts 204 square metres of living space across three levels, sleeping up to 12 guests in four bedrooms with Tempur-Pedic mattresses, and featuring a private hot tub, swimming pool, and a fully equipped kitchen with a Jen-Air range; nearby attractions include Pico Mountain.
8.4 5 reviews
Rutland, VT
17/09 – 21/09
$665/nighttotal: $2660 (4 )
Killington Escape For Summer- Hot Tub, Family Fun-minutes From Killington & Pico
4 2
apartment , Rutland
This Rutland holiday home, situated within 5km of Rutland Regional Medical Center, the Paramount Theatre, Green Mountain Rock Climbing Centre and Green Mountain National Forest, offers easy access to local attractions. Sleeping up to 10 guests in 4 bedrooms plus a sofa bed, this property boasts a Jacuzzi, terrace, garden, parking, and full kitchen facilities including a dishwasher, plus barbecue grills and a hot tub.
Best Rutland, VT vacation rentals with parking
10 3 reviews
Rutland, VT
03/07 – 05/07
$652/nighttotal: $1304 (2 )
Suburban Mountain "Ski" House
3 9
apartment , Rutland
This Rutland holiday home is conveniently located minutes from the town centre, offering easy access to restaurants, bars, and shops, and is a 39km drive from Killington Ski Resort and a 56km drive from Okemo Mountain Resort. The three-bedroom, two-bathroom property sleeps nine guests and boasts a newly renovated interior with a fully equipped kitchen including a fridge, microwave, and dishwasher, plus air conditioning, garden, parking, and proximity to Pico Mountain, the Green Mountain Rock Climbing Centre, and the Vermont State Fairgrounds.
Rutland, VT
03/07 – 05/07
$2597/nighttotal: $5194 (2 )
Heavenly K New Luxury Two Family House With Hot Tub
7 9
house , Killington
This seven-bedroom Killington property is situated 6.7 km from Killington Peak, a short 18-minute walk from Gifford Woods State Park, and 3.5 km from Pico Peak. This spacious 279 square metre house, boasting a jacuzzi, terrace, and garden, sleeps up to 31 guests and includes a fully equipped kitchen, free Wi-Fi, and private parking with an EV charging station.
9.6 9 reviews
Rutland, VT
02/07 – 04/07
$2639/nighttotal: $5278 (2 )
Top Star Retreat
7 15
house , Killington
Top Star Retreat, a seven-bedroom house in Killington, Vermont, is located 4.5km from Killington Peak, 5km from Gifford Woods State Park, and 6.3km from Pico Peak, offering easy access to skiing and outdoor pursuits. This spacious property sleeps a large group, boasting six bathrooms, a fully equipped kitchen including a fridge, microwave, and dishwasher, free Wi-Fi, private parking, a terrace, and amenities such as towels and bed linen.
10 80 reviews
Rutland, VT
17/09 – 21/09
$672/nighttotal: $2688 (4 )
Spacious Summer Retreat 14 Mi To Killington
1 2
apartment , Rutland
This five-bedroom home is situated in a quiet neighbourhood just 2.4 kilometres from Rutland's historic centre, with its theatres, restaurants and shops, and is also within easy reach of the Pico and Killington ski resorts. The property has received excellent ratings for its cleanliness, location and overall experience. This spacious apartment comfortably sleeps up to 10 guests and comes equipped with a modern kitchen, a private garden, parking, and air conditioning. Guests can enjoy a range of activities, including exploring Rutland's attractions, skiing in the nearby resorts, or simply relaxing in the peaceful surroundings.
Frequently Asked Questions about vacation rentals in Rutland, VT
Which walking or cycling routes are the best in Rutland, VT?
For a nice walk, try the Rutland Recreation Path, a paved trail that runs along the Otter Creek. For a more challenging bike ride, head towards the Green Mountain National Forest, which has many trails for all levels of experience.
What are the best Airbnb and vacation rentals in Rutland, VT?
What sports or outdoor activites can visitors enjoy in and around Rutland, VT?
Rutland is a great place for outdoor enthusiasts. You can go skiing and snowboarding at Killington Resort, or try your hand at ice climbing at Rattlesnake Cliffs. In the summer, you can go hiking, fishing, and kayaking in the nearby Green Mountains.
What other towns or cities can be easily accessed from Rutland, VT?
Rutland is well-connected to other towns and cities in Vermont. You can easily take a day trip to Burlington, Montpelier, or Bennington. Each offers unique attractions and experiences.
What are the best vacation rentals with a pool in Rutland, VT?
What amenities are commonly available in vacation rentals in Rutland, VT?
Vacation rentals in Rutland usually come with basic amenities like a kitchen, bathroom, and bedrooms. You can also find rentals with more luxurious features like hot tubs, fireplaces, and private decks.
What are the best rentals for families and kids in Rutland, VT?
What time of year is best to rent a vacation rental Rutland, VT?
The best time to rent a vacation rental in Rutland depends on your interests. Summer is great for hiking and enjoying the outdoors, while winter is perfect for skiing and snowboarding. Spring and autumn offer beautiful foliage and milder weather.
What are the best rentals or Airbnbs with a jacuzzi in Rutland, VT?
Heavenly Killington Luxury Home On Killington Road
7 15
apartment , Killington
This spacious six-bedroom property is located in the mountains, just a 15-minute walk from Gifford Woods State Park and a short drive from Killington Resort. The house consistently receives excellent ratings for its location, cleanliness, and overall experience. The 288 square metre property can comfortably accommodate up to 16 guests, making it ideal for large families or groups of friends. The house offers a range of amenities, including a fully equipped kitchen, a spa tub, a garden, and a tennis court, ensuring a comfortable and enjoyable stay.
10 2 reviews
Rutland, VT
17/09 – 21/09
$1622/nighttotal: $6488 (4 )
Sugar Hollow-summer Ready! 4br W/ Pool
4 2
apartment , Chittenden
This spacious four-bedroom property in Chittenden, Vermont, is situated near Chittenden Reservoir, offering easy access to kayaking and a short drive (approximately 48km) to Killington Resort for hiking and mountain biking. The 232-square-metre dwelling boasts three bathrooms, two living rooms, two dining areas, a modern kitchen with dishwasher, a private seasonal pool, hot tub, and sleeps up to ten guests; high-speed Wi-Fi and smart TVs are also provided.
Rutland, VT
02/07 – 04/07
$4905/nighttotal: $9810 (2 )
Bear8 Sleeps 20, Ac, Pool, Close To Resort, Fireplaces
8 15
apartment , Killington
This spacious Killington apartment boasts ski-in/ski-out access, situated less than 1.6km from Killington Resort and Killington Golf Course, and within a 15-minute drive of the Killington Adventure Center and Black Dog Sports. The 252-square-metre property features eight bedrooms, four bathrooms, and accommodates up to sixteen guests, offering a garden, terrace, fireplace, fully equipped kitchen, and free Wi-Fi.
9.6 4 reviews
Rutland, VT
17/09 – 21/09
$1373/nighttotal: $5492 (4 )
Large Ski Ranch Hot Tub Close To Killington Pets Ok
4 2
apartment , Mendon
This Mendon flat offers a mountain setting, providing convenient access to Pico Mountain at Killington Ski Resort and Killington Resort, just 5 kilometres away. This accommodation features four bedrooms and two bathrooms, accommodating up to eight guests, and includes amenities such as air conditioning, internet, and a wood stove, with outdoor activities like skiing nearby.
Best pet friendly Rutland, VT vacation rentals
Among the 82 accommodations in Rutland, VT, here are the 4 best pet friendly rentals
10 3 reviews
Rutland, VT
17/09 – 21/09
$699/nighttotal: $2796 (4 )
House ∙ 2 Bedrooms ∙ 6 Guests
2 2
house , Rutland
This Rutland, Vermont property is conveniently located 1.1 km from Rutland Regional Medical Center and 3.1 km from Rutland's city centre, offering easy access to local amenities and attractions. The two-bedroom, one-bathroom house sleeps six guests and boasts a fully equipped kitchen, garden, fitness centre, parking, and high-speed Wi-Fi, with a pet fee applicable.
9.5 52 reviews
Rutland, VT
17/09 – 21/09
$630/nighttotal: $2520 (4 )
Muwu In Killington Area
1 2
apartment , Rutland
This Rutland holiday home boasts a prime location, a 24km drive from Killington Ski Resort and 3km from Rutland Country Club, with direct access to a hiking trail. Sleeping up to 9 guests, this three-bedroom, two-bathroom property features a fully equipped kitchen with dishwasher, a jacuzzi, air conditioning, a garden, parking, and a 55-inch smart TV; pets are welcome (fee applies).
9.7 7 reviews
Rutland, VT
17/09 – 21/09
$253/nighttotal: $1012 (4 )
Charming Farmhouse Retreat With Mountain View
1 2
gîte , Clarendon
This North Clarendon farmhouse apartment, a five-minute drive from Rutland, offers easy access to Killington (32km), Lake Bomoseen (48km), and Okemo (48km). The recently renovated two-bedroom, one-bathroom self-catering property sleeps four, includes parking, internet access, and is set within a private 84-hectare valley, ideal for exploring Vermont's natural beauty.
9.7 21 reviews
Rutland, VT
17/09 – 21/09
$1236/nighttotal: $4944 (4 )
Vermont Shear Heaven Retreat
1 2
apartment , Rutland
This spacious holiday home is situated in Rutland, Vermont, just 7-10 kilometres from Killington and Pico ski resorts, making it ideal for exploring the scenic Vermont countryside. The property has received excellent ratings for its cleanliness, location, and overall experience. This four-bedroom, three-bathroom property can comfortably accommodate up to 10 guests. The house is equipped with a fully-equipped kitchen, a wood-burning fireplace, a private garden, and ample parking space, perfect for families and groups looking for a relaxing getaway.