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

The Pico Escape- 3br 2ba Ski On Ski Off At Pico Mountain, Close To Killington, Condo - Rutland, VT
9.8 22 reviews

The Pico Escape- 3br 2ba Ski On Ski Off At Pico Mountain, Close To Killington, Condo

apartment, Killington
This apartment is located just 2.4 miles from Pico Peak and 6.9 miles from Killington Peak, offering easy access to both mountains and the surrounding area. It has received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom property can comfortably accommodate up to eight guests. It features a fully equipped kitchen, a washing machine, free Wi-Fi, cable TV, and access to a swimming pool, garden, sauna, and spa, as well as private parking.
House ∙ 2 Bedrooms ∙ 6 Guests - Rutland, VT
No reviews

House ∙ 2 Bedrooms ∙ 6 Guests

house, Rutland
This Rutland, Vermont property is conveniently located 1.1 km from Rutland Regional Medical Center, 3.1 km from Rutland's town centre, and 9 km from Rutland Southern Vermont Regional Airport.
The two-bedroom house sleeps six, boasts a fully equipped kitchen with dishwasher, a smart TV, air conditioning, parking, and allows pets for a £125 fee (EV charging available at an extra cost).
Snowden- Pool, Gym, Hiking, Fireplace! - Rutland, VT
10 5 reviews

Snowden- Pool, Gym, Hiking, Fireplace!

apartment, Killington
This apartment is located in the mountains of Killington, just 300 metres from the Pico Mountain at Killington ski station and an 800-metre walk from the Golden Express Quad lift. The apartment offers a convenient location for exploring the surrounding area.
This 3-bedroom, 2-bathroom property can accommodate up to 8 guests and offers a comfortable living space with a fully equipped kitchen, a fireplace, and a dedicated workspace. The apartment also boasts a private balcony and garden, as well as access to ski-in/ski-out facilities, on-site parking, and modern amenities such as Wi-Fi, a TV, and a washer and dryer.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Rutland, VT
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Mendon
This Mendon apartment, in the Fox Hollow complex near Killington, Vermont, is situated 0.8km from Pico Mountain and 10-11km from Killington Resort, offering easy access to skiing and hiking on the Appalachian Trail directly opposite.
The two-bedroom, two-bathroom condo sleeps six, features a fully equipped kitchen, a wood-burning fireplace, a heated outdoor pool (June-September), and includes a smart lock and smart home technology; a cot and high chair are available on request.

Best Rutland, VT vacation rentals with parking

¤5-15 Mins To Mountains & Trails | Fast Wifi¤ - Rutland, VT
9.9 98 reviews

¤5-15 Mins To Mountains & Trails | Fast Wifi¤

apartment, Mendon
This Mendon apartment, near Rutland, Vermont, is ideally located 24km from Killington Ski Area, 8km from Pico Mountain, and 53km from Okemo Mountain Resort.
The 88-square-metre self-catering property sleeps six, boasting two bedrooms, one bathroom, a well-equipped kitchen, a private balcony, gas fireplace, ski storage, in-building laundry, a swimming pool, garden, parking, and fast Wi-Fi; plus, it's conveniently situated on a free bus route to Killington, Pico, and Rutland.
4br Home | Walk Downtown Rutland + Trails - Rutland, VT
10 47 reviews

4br Home | Walk Downtown Rutland + Trails

apartment, Rutland
This four-bedroom Rutland apartment, ideally located in the downtown area, offers easy walking access to shops, restaurants and the theatre, and is within a 24km radius of Pico, Killington and Okemo ski resorts.
The self-catering property sleeps twelve guests, boasting a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking, Wi-Fi, and laundry facilities; nearby attractions include Lake Bomoseen and Chittenden Reservoir, both within 32km.
Charming Apt In Historical Home Near The Mountain - Rutland, VT
9.9 55 reviews

Charming Apt In Historical Home Near The Mountain

apartment, Rutland
This charming flat is situated in a historic building, just a short walk from Rutland's centre, the Amtrak station and public transport, and a 24km drive from Pico and 32km from Killington. The surrounding area is steeped in history, offering a glimpse into Rutland's past.
The flat comprises a single bedroom, ideal for a couple or solo traveller. It boasts a well-equipped kitchen, air conditioning, parking and internet access. Guests can enjoy a comfortable stay with the added benefit of being close to a variety of amenities and outdoor activities.
Spacious Central 4br, Ski & Bike - Rutland, VT
9.0 2 reviews

Spacious Central 4br, Ski & Bike

house, Rutland
This Rutland holiday home is conveniently located within 16-29 kilometres of Killington and Pico ski resorts and Gifford Woods State Park, offering easy access to outdoor activities.
The 160 square metre property boasts a spacious four-bedroom layout sleeping twelve guests, featuring three bathrooms, free Wi-Fi, a fully equipped kitchen with dishwasher, and private parking.

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

Cubscorner - Pool, Sauna, Gym, Close To Mountain! - Rutland, VT
10 6 reviews

Cubscorner - Pool, Sauna, Gym, Close To Mountain!

apartment, Killington
This Killington apartment, a short 3km walk from Green Mountain National Forest and Pico Mountain, offers easy access to Killington Ski Resort and the Golden Express Quad lift (within 3km).
The 83 square metre self-catering property sleeps three guests, boasting two bedrooms, a bathroom, a fully equipped kitchen with dishwasher, fireplace, free WiFi, Smart TV, washing machine, and a balcony overlooking a private garden with parking.
Condo ∙ 3 Bedrooms ∙ 8 Guests - Rutland, VT
No reviews

Condo ∙ 3 Bedrooms ∙ 8 Guests

apartment, Killington
This three-bedroom, two-bathroom condo is situated in the Pico Mountain area of Killington, Vermont, a short distance (less than 1.6 km) from Route 4 and Killington Ski Resort.
The spacious two-level property, sleeping eight guests, boasts a fully equipped kitchen with dishwasher and Keurig coffee maker, a wood-burning fireplace, in-unit laundry, and direct access to Pico Mountain's ski trails (ski-in/ski-out dependent on snow conditions).
Alpine Chalet Grill, Fire Pit, Pool, Gym, Cornhole - Rutland, VT
No reviews

Alpine Chalet Grill, Fire Pit, Pool, Gym, Cornhole

house, Killington
This Killington chalet, situated 11km from Killington Peak and 10km from the Killington Pico Adventure Centre, offers easy access to skiing and other mountain activities.
This 151 square metre property boasts four bedrooms, two bathrooms, sleeps fifteen guests, and includes a fully equipped kitchen, swimming pool, sauna, terrace, garden, free Wi-Fi and parking.
Fabulous 4-bedroom Chalet In Tranquil Killington Getaway With Gorgeous Hot Tub - Rutland, VT
8.2 13 reviews

Fabulous 4-bedroom Chalet In Tranquil Killington Getaway With Gorgeous Hot Tub

chalet, Killington
This newly renovated lodge is situated in Killington's North Sherburne district, placing it 5 kilometres from Gifford Woods State Park and Les Newell Wildlife Management Area, and within easy reach of Black Dog Sports and Killington Adventure Centre.
This spacious 166 square metre property accommodates up to 8 guests across four bedrooms, featuring a king and queen bed alongside additional sleeping arrangements, three bathrooms with both tub and shower facilities, a well-equipped kitchen, and a Jacuzzi, ideal for a family-friendly getaway with parking and Wi-Fi provided.

Best pet friendly Rutland, VT vacation rentals

Among the 134 accommodations in Rutland, VT, here are the 4 best pet 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.
Cute & Cozy 2 Bedroom Home. - Rutland, VT
9.8 24 reviews

Cute & Cozy 2 Bedroom Home.

apartment, Mendon
This two-bedroom apartment in Mendon, Vermont, is conveniently located just 6km from Pico Mountain, 10km from Rutland, and 13km from Killington, making it an ideal base for exploring the region's attractions. The apartment has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The apartment offers a spacious and open layout, comfortably accommodating up to four guests. It features a well-equipped kitchen, a private backyard surrounded by woods, and a triple bunk bed that can sleep five people.
Ski-on Ski-off At Pico Mtn Premier Slopeside House Rental. Dog Friendly!!! - Rutland, VT
10 10 reviews

Ski-on Ski-off At Pico Mtn Premier Slopeside House Rental. Dog Friendly!!!

apartment, Killington
This Killington holiday home is situated less than 1.6km from Green Mountain National Forest, Pico Mountain at Killington Ski Resort, and the Golden Express Quad, with Deer Leap Trail and Fire Tower within 4.8km.
Sleeping eight guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, fireplace, in-house laundry, patio, Smart TV, and parking, ideal for families enjoying Killington's skiing and hiking trails.
Ranch At Mendon Mt Orchards - Rutland, VT
9.8 279 reviews

Ranch At Mendon Mt Orchards

apartment, Mendon
This charming three-bedroom house is situated in Mendon, Vermont, just 9.6km from Pico and 17.7km from Killington ski areas, with Rutland, offering a selection of restaurants, only 4.8km away. The property has received excellent ratings for location, cleanliness and user experience.
The house is ideal for families or groups of up to six guests, with two bathrooms and all the comforts of home. It offers a fully equipped kitchen, a living room, a dining room, a back porch, cable TV, Roku, and Wi-Fi, as well as a semi-private in-ground pool for summer enjoyment. Guests can also enjoy direct access to the orchard, a bakery, and a store, and the opportunity to interact with free-range chickens and ducks.
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