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

Relaxing Rutland Retreat Near Skiing & Dining - Rutland, VT
10 3 reviews

Relaxing Rutland Retreat Near Skiing & Dining

apartment, Rutland
This two-bedroom flat in Rutland offers convenient access to Killington, Okemo, and Pico ski resorts, and is just minutes from downtown Rutland's dining and entertainment.
The apartment sleeps up to seven guests, featuring two living areas, a fully equipped kitchen, two bathrooms, a private garden, and parking for three vehicles, with air conditioning and Wi-Fi provided.
Cheerful Home Near Killington, Okemo, Pico, Trails - Rutland, VT
9.9 96 reviews

Cheerful Home Near Killington, Okemo, Pico, Trails

house, Rutland
This apartment is located in Rutland, just a short walk from the charming downtown area and within a couple of kilometres of restaurants and shops. It has received excellent ratings for location, cleanliness, and overall experience.
The property has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment offers a range of amenities, including a fully equipped kitchen, a garden, parking, and a washer and dryer, making it perfect for families or groups seeking a comfortable and convenient stay.
Spacious Open Floor Plan With Modern Amenities - Charming Oasis - Rutland, VT
No reviews

Spacious Open Floor Plan With Modern Amenities - Charming Oasis

house, Rutland
This detached house in Rutland, Vermont, is located 1.1 kilometres from Rutland Regional Medical Centre and 3.1 kilometres from Downtown Rutland.
This family-friendly property offers accommodation for up to six guests with two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, WiFi, and a garden, with parking and EV charging available.
Green Mountain Access: - Rutland, VT
9.6 4 reviews

Green Mountain Access:

apartment, Mendon
This Mendon apartment is situated within 5km of the Green Mountain Rock Climbing Centre, Green Mountain National Forest, and Rutland Regional Medical Centre, and under 8km from the Paramount Theatre.
This two-bedroom, one-bathroom flat sleeps six, offering a fully equipped kitchen with dishwasher, free Wi-Fi, a smart TV, on-site barbecues, and excellent guest reviews; enjoy nearby outdoor recreation and easy access to medical facilities.

Best Rutland, VT vacation rentals with parking

Ski, Hike & Fish: Modern Rutland Home - Rutland, VT
9.5 2 reviews

Ski, Hike & Fish: Modern Rutland Home

house, Rutland
This four-bedroom Rutland house, sleeping up to 15 guests, is situated 11km from McLaughlin Falls and 8km from Rutland State Airport, offering easy access to Pico Peak, Gifford Woods State Park, and Killington Peak.
The 223 square metre property boasts a fully equipped kitchen with dishwasher, free Wi-Fi, and parking, alongside a washing machine and air conditioning, making it ideal for families or groups seeking self-catering accommodation near Rutland's outdoor attractions.
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).
Red Rooster: Cozy Adv Hub On A Urban Micro-farm. - Rutland, VT
9.9 105 reviews

Red Rooster: Cozy Adv Hub On A Urban Micro-farm.

apartment, Rutland
This Rutland mother-in-law suite, located in the Historic District, is 24km from Pico Mountain and 32km from Killington and Lake Bomoseen.
The 42-square-metre self-contained apartment sleeps three, features a kitchenette, Roku TV, private parking, shared laundry, and a garden with off-road parking for trailers.
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

Pico C103 - Rutland, VT
No reviews

Pico C103

house, Killington
This Killington apartment, Pico C103, is located 1.6 kilometres from Pico Peak and a short drive from Killington Mountain and Gifford Woods State Park.
This one-bedroom apartment sleeps up to seven guests and features a fully equipped kitchen with a dishwasher, free WiFi, a private terrace with mountain views, and access to a fitness centre, making it ideal for skiers and outdoor enthusiasts.
230 M² House ∙ 4 Bedrooms ∙ 10 Guests - Rutland, VT
No reviews

230 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Shrewsbury
This spacious 229-square-meter detached house, situated on a 10.7-hectare private estate on Upper Cold River Road, offers seclusion near Shrewsbury, with convenient access to Killington/Pico and Okemo ski resorts, as well as the historic Brown Covered Bridge and Cold River for outdoor pursuits.
This family-friendly property accommodates up to 10 guests across four bedrooms and three bathrooms, featuring a fully equipped kitchen with a dishwasher, a terrace, a garden, a spa, a fitness centre, and private parking, ideal for exploring the surrounding Vermont landscape.
Fabulous 4-bedroom Chalet In Tranquil Killington Getaway With Gorgeous Hot Tub - Rutland, VT
8.2 14 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.
4br Home | Walk Downtown Rutland + Trails - Rutland, VT
10 6 reviews

4br Home | Walk Downtown Rutland + Trails

apartment, Rutland
This four-bedroom, three-bathroom Rutland apartment enjoys a central downtown location, less than a kilometre from both the Paramount Theatre and the Chaffee Art Center.
The self-catering property sleeps twelve guests and boasts a fully equipped kitchen, private garden, spa, parking, and in-unit laundry facilities, making it ideal for families or groups exploring Rutland's lakeside and cultural attractions.

Best pet friendly Rutland, VT vacation rentals

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

Green Mountain Access - Rutland, VT
9.1 18 reviews

Green Mountain Access

apartment, Rutland
This Rutland holiday home is conveniently located a short drive (8km) from Pico Mountain, 24km from Killington Ski Resort, and 40km from Lake Bomoseen, offering easy access to both winter sports and summer recreation.
Sleeping up to six guests, the property features two bedrooms, a bathroom, a fully equipped kitchen, internet access, parking, and air conditioning; nearby hiking trails include sections of the Long Trail and Appalachian Trail.
Easy Access To Rutland - Rutland, VT
9.7 80 reviews

Easy Access To Rutland

apartment, Rutland
This Rutland apartment, ideally situated near Rutland Regional Medical Center, offers easy access to downtown Rutland and is within a short driving distance (approx. 30-60km depending on the specific resort) of Killington and Pico ski resorts.
The self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes amenities such as Wi-Fi, parking, and air conditioning.
New Firepit, Great Location, Dog Friendly, Kitchen - Rutland, VT
10 203 reviews

New Firepit, Great Location, Dog Friendly, Kitchen

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.
Centrally Located 3-bedroom Basecamp In Proctor Vt. - Rutland, VT
10 1 review

Centrally Located 3-bedroom Basecamp In Proctor Vt.

apartment, Proctor
This Proctor flat is situated in a quiet, established neighbourhood, offering easy access to outdoor pursuits and cultural sites within a 32-kilometre drive.
This 3-bedroom, 1-bathroom accommodation accommodates up to 5 guests and features a terrace/balcony, garden, and parking, with Pico Mountain and Killington ski resorts approximately 32 and 48 kilometres away respectively, and Lake Bomoseen just a 32-kilometre drive.
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