Compare Vacation Rentals & Airbnb in Rutland, VT

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Rutland, VT vacation rentals
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134 Rentals and Airbnb in Rutland, VT

Best family friendly Rutland, VT vacation rentals

Among the 134 accommodations in Rutland, VT, here are the 4 best family friendly rentals

Bob's Sled Lodge  2br Killington Retreat Near Slopes & Trails - Rutland, VT
10 1 review

Bob's Sled Lodge 2br Killington Retreat Near Slopes & Trails

apartment, Killington
This Killington holiday home is situated in the North Sherburne district, a 0.8 km walk from the Green Mountain National Forest and a 5.6 km drive from the Green Mountain National Golf Course.
Sleeping up to six guests in two bedrooms and one bathroom, this self-catering lodge boasts a private garden, spa, free Wi-Fi, and is close to Killington Adventure Center and Gifford Woods State Park.
Condo ∙ 3 Bedrooms ∙ 8 Guests - Rutland, VT
No reviews

Condo ∙ 3 Bedrooms ∙ 8 Guests

apartment, Killington
This three-bedroom Killington apartment, sleeping eight, is conveniently located in the Killington Valley, a short distance (under 10km) from both Killington Ski Resort and Pico Mountain.
The self-catering property boasts a fully equipped kitchen, two bathrooms, free Wi-Fi, smart TVs, a gas fireplace and parking, ideal for families or groups enjoying skiing or exploring the area's attractions.
Jack S`bearo- Ac, Pool, Mountain Views, Hiking, Gym - Rutland, VT
10 16 reviews

Jack S`bearo- Ac, Pool, Mountain Views, Hiking, Gym

apartment, Killington
This Killington ski-in/ski-out apartment is situated a 5-minute walk from the Golden Express Quad and Pico Mountain at Killington Ski Resort, and within a 15-minute drive of the Green Mountain National Forest and Deer Leap Trail.
The 54-square-metre (581 square feet) property offers two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, fireplace, WiFi, Smart TV, washing machine, balcony with mountain views, and parking.
223 M² House ∙ 3 Bedrooms ∙ 6 Guests - Rutland, VT
10 2 reviews

223 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Pittsfield
This newly rebuilt three-bedroom house, sleeping six, is situated on the Vermont border near Killington, under 10 minutes from the Killington ski slopes and 9.9 km from Pico Mountain.
The 223 square metre property boasts a fully equipped kitchen, spa, swimming pool, Jacuzzi, and fitness centre, plus access (subject to availability) to free golf and mountain bike passes and discounted ski lift tickets.

Best Rutland, VT vacation rentals with parking

Pico Mountain Condo C-307 - 1 Br, 1ba Steps To Pico Ski Slopes, Bus To Killington - Rutland, VT
9.3 3 reviews

Pico Mountain Condo C-307 - 1 Br, 1ba Steps To Pico Ski Slopes, Bus To Killington

house, Killington
Pico Mountain Condo C-307 offers ski-in/ski-out access, situated 3.9km from Pico Peak and 11km from Killington Peak.
This 84 square metre apartment sleeps seven, boasting a fully equipped kitchen, fireplace, washing machine, balcony with mountain views, free Wi-Fi, and caters for disabled guests.
Cozy Home In Rutland City - Rutland, VT
10 9 reviews

Cozy Home In Rutland City

apartment, Rutland
This recently renovated three-bedroom flat in Rutland is located 5 minutes from Rutland town centre and 40 kilometres from Killington Ski Resort, offering convenient access to local amenities and winter sports.
This property accommodates up to eight guests with a king-size bed, a double bed, a bunk bed, and a single bed, and includes essential amenities such as Wi-Fi, a kitchen, off-street parking, and an in-unit washing machine, making it ideal for families or groups seeking a comfortable base for exploring the area's hiking trails and ski slopes.
Gateway A4 - Rutland, VT
9.2 13 reviews

Gateway A4

apartment, Mendon
Mendon Memories & Gateway Court is a charming house located in Mendon, Vermont, just a short drive from the popular ski resorts of Pico Peak and Killington Peak. It has received very good user ratings for cleanliness and location, making it a great choice for a relaxing getaway.
This two-bedroom property provides comfortable accommodation for a small group or family. It comes with a fully equipped kitchen, a private patio, a fireplace, and a shared lounge, offering everything you need for a comfortable stay.
Mountain View Apartment - Rutland, VT
9.8 133 reviews

Mountain View Apartment

apartment, West Rutland
This West Rutland farmhouse apartment, situated approximately 24-29 km from Killington and Pico ski resorts and 14 km from Rutland Regional Medical Centre, offers easy access to both outdoor pursuits and healthcare facilities.
The two-bedroom, one-bathroom flat sleeps four guests and includes a kitchen with fridge, freezer, and microwave, air conditioning, a garden, parking, and access to a private pond; enjoy sunrise views from a private deck and sunset views of the Adirondack Mountains.

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?

    Your Home Away From Home, The Look Out and Home Sweet Grove Street are the most popular Airbnb and vacation rentals in Rutland, VT among travelers.

  • 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 are the most popular Airbnbs in Rutland, VT?

    Among the Airbnbs in Rutland, VT, Your Home Away From Home, The Look Out and The House Of Views are the most popular ones.

  • 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?

    The best rentals for families and kids in Rutland, VT are Your Home Away From Home, The Look Out and The House Of Views.

  • 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?

Popular destinations

Best Rutland, VT vacation rentals with a balcony

Killington Getaway In Private Community - Rutland, VT
8.8 26 reviews

Killington Getaway In Private Community

apartment, Mendon
This top-floor duplex, situated within the exclusive Robinwood association in Killington, is located directly opposite Pico Mountain and just a 2-minute drive from the Killington access road.
Offering 111 square meters of living space, this recently renovated 2-bedroom flat comfortably accommodates up to six guests and features a full-length deck with excellent views, a wood-burning stove, and on-site laundry facilities.
Slopeside Sanctuary- Pool, Gym, Hiking, Pico! - Rutland, VT
10 2 reviews

Slopeside Sanctuary- Pool, Gym, Hiking, Pico!

apartment, Killington
This Killington flat offers unparalleled ski-in/ski-out access at the base of Pico Mountain, with a complimentary bus service providing easy access to the extensive ski terrain at Killington Resort, and is situated within 5 kilometres of Gifford Woods State Park.
This accommodation for up to six guests boasts two bedrooms and two bathrooms, a fully equipped kitchen, a living area with a wood-burning fireplace, a private balcony with mountain views, and access to the Pico Fitness Centre's heated lap pool and gym, with optional discounted lift tickets available through Killington Mountain Homes.
Pico Village Resort D209 Ski In Ski Out - Rutland, VT
8.8 36 reviews

Pico Village Resort D209 Ski In Ski Out

apartment, Killington
Picovillage Resort G301 is a 2-bedroom apartment located just a 5-minute walk from Pico Mountain at Killington Ski Resort, with Deer Leap Trail and Gifford Woods State Park within a 3-mile radius. The property has received excellent ratings for location, cleanliness and user experience.
The apartment is spacious and comfortable, featuring a cosy fireplace, a sofa bed, and a fully equipped kitchen. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, sauna, spa, fitness centre, restaurant and free parking, as well as access to the internet and a terrace.
Snowarts- Game Room, Fireplace, Close To Golf! - Rutland, VT
9.0 2 reviews

Snowarts- Game Room, Fireplace, Close To Golf!

apartment, Killington
This Killington mountain property is located within a 1.6km walk of the Green Mountain National Forest and Green Mountain National Golf Course, and under 5km from Gifford Woods State Park and Appalachian Trail Adventures.
This 231 square metre house boasts four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private balcony, fireplace, free Wi-Fi, and ample parking.

Best pet friendly Rutland, VT vacation rentals

Among the 134 accommodations in Rutland, VT, here are the 4 best pet friendly rentals

237 M² House ∙ 3 Bedrooms ∙ 8 Guests - Rutland, VT
No reviews

237 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Mendon
This three-bedroom Vermont chalet, situated near Mendon, offers stunning sunrise views of Pico Mountain and is a short 6.4km and 21km drive from Killington and Pico ski resorts respectively.
The 236 square metre property boasts three bathrooms, sleeps eight guests, includes a fully equipped kitchen with dishwasher, high-speed internet, a hot tub (fee may apply), and discounted lift tickets and rentals are available through a Killington partnership.
The Mendon Cottage: Charming Home Close To Killington, Pico And Rutland. - Rutland, VT
9.6 21 reviews

The Mendon Cottage: Charming Home Close To Killington, Pico And Rutland.

cottage, Mendon
This Mendon mountain retreat is situated near the Green Mountain National Forest, offering direct access to hiking trails and within 5km of Pico Mountain at Killington Ski Resort and the Golden Express Quad.
Sleeping up to six guests, this two-bedroom, two-bathroom self-catering property boasts a fully equipped kitchen, private patio, Wi-Fi, and on-site parking, plus access to a spa.
The Mendon Cottage - Charming Vermont Home Close To Pico, Ski Rental Deals! - Rutland, VT
No reviews

The Mendon Cottage - Charming Vermont Home Close To Pico, Ski Rental Deals!

house, Mendon
The Mendon Cottage, a self-catering property in Mendon, Vermont, is conveniently located 6.6 km from Pico Peak and 13.8 km from Killington Peak, offering easy access to Vermont's renowned ski resorts.
This two-bedroom, two-bathroom house sleeps up to 11 guests and boasts a fully equipped kitchen, air conditioning, a spa, fitness centre, garden, parking, and free Wi-Fi; nearby Gifford Woods State Park provides further opportunities for recreation.
260 M² House ∙ 4 Bedrooms ∙ 8 Guests - Rutland, VT
10 1 review

260 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Killington
This detached house is situated in a quiet forest setting in Killington, Vermont, only 5 kilometres from Killington Resort and its surrounding outdoor attractions.
This two-level mountain retreat spans 260 square meters, accommodating up to eight guests with four bedrooms and three bathrooms, featuring a well-stocked kitchen, a wood-burning fireplace, a private deck with a BBQ, a mudroom for gear storage, and dog-friendly accommodation, plus exclusive discounts on ski and snowboard rentals.
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