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Rutland, VT villas
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23 Villa rentals in Rutland, VT

Browse Vacation Homes in the Historic District of Rutland, VT

Booking central vacation homes in Rutland, VT ensures seamless sightseeing, placing top-rated restaurants and downtown landmarks steps away.

The Green Door - Rutland, VT
10 13 reviews

The Green Door

house, Rutland
This Rutland, Vermont B&B offers a private, keyless entry room within a mile of downtown restaurants, shops, the Rutland Shopping Plaza, and the Amtrak train station.
The guest house features a queen bed, 75-inch TV with surround sound, a private bathroom, mini-fridge, microwave, and outdoor seating; it comfortably accommodates two guests.
Ski, Hike & Fish: Modern Rutland Home - Rutland, VT
9.5 2 reviews

Ski, Hike & Fish: Modern Rutland Home

house, Rutland
This modern Rutland house, located 5 miles from Rutland State Airport and 6.9 miles from McLaughlin Falls, offers easy access to Pico Peak, Killington, and Gifford Woods State Park.
This 2400-square-foot home features 4 bedrooms, 3 bathrooms, sleeps 15 guests, and includes a fully equipped kitchen, free Wi-Fi, air conditioning, and private parking (additional charge applies).
Spacious Central 4br, Ski & Bike - Rutland, VT
9.0 2 reviews

Spacious Central 4br, Ski & Bike

house, Rutland
This Rutland vacation home is centrally located, within 10-18 miles of Killington, Pico Peak, and Gifford Woods State Park, offering easy access to Rutland Southern Vermont's outdoor recreation.
This 1720-square-foot house sleeps 12 guests in four bedrooms and three bathrooms, boasting amenities including free Wi-Fi, a fireplace, a fully equipped kitchen, and ski storage, perfect for families enjoying skiing, hiking, or exploring nearby attractions.
House ∙ 2 Bedrooms ∙ 6 Guests - Rutland, VT
10 3 reviews

House ∙ 2 Bedrooms ∙ 6 Guests

house, Rutland
This 2-bedroom home is conveniently located in Rutland, Vermont, just a short distance from Rutland Regional Medical Center and downtown Rutland, offering easy access to medical facilities, restaurants, shops, and entertainment. Guests have consistently rated this property as excellent, highlighting its comfort and convenience.
The home is perfect for families or groups of up to 6 guests, providing a spacious and comfortable living space. Enjoy modern amenities like a fully equipped kitchen, air conditioning, a private garden, and parking, perfect for a relaxing and enjoyable stay.

Best family friendly Rutland, VT villas and beach houses

Among the 23 accommodations in Rutland, VT, here are the 4 best family friendly villas and beach houses

House ∙ 4 Bedrooms ∙ 8 Guests - Rutland, VT
No reviews

House ∙ 4 Bedrooms ∙ 8 Guests

house, Killington
This Killington ski-in/ski-out home is located less than a mile from Pico Mountain's Sundowner trail and seven miles from Killington Resort, offering convenient access to both.
This four-bedroom, two-bathroom house sleeps eight guests and features a fully equipped kitchen with stainless steel appliances, a spacious deck with a charcoal grill, and a family room with a mudroom for gear storage—perfect for a family or group ski trip.
214 M² House ∙ 4 Bedrooms ∙ 8 Guests - Rutland, VT
No reviews

214 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Mendon
This Mendon, Vermont mountain home, located on a private road 20 minutes from Killington Ski Resort and a short drive from Rutland, offers seclusion and stunning views.
The 2,290-square-foot house features four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a deck with a charcoal grill, high-speed Starlink Wi-Fi, and an optional hot tub.
Cortina Mountain Chalet - Outdoor Hot Tub - Close To Pico And Killington Mountains Home - Rutland, VT
9.4 22 reviews

Cortina Mountain Chalet - Outdoor Hot Tub - Close To Pico And Killington Mountains Home

house, Mendon
Located in the heart of Mendon, this vacation home is surrounded by stunning natural beauty, including the picturesque Pico Pond and Fire Tower. It has excellent user and location ratings and offers a very good cleanliness rating.
The house features 3 bedrooms, a fully equipped kitchen, a spacious garden, a swimming pool, a Jacuzzi, a terrace, a spa, and parking. It also provides free WiFi, a washing machine, and barbecue grills.
House ∙ 2 Bedrooms ∙ 6 Guests - Rutland, VT
10 1 review

House ∙ 2 Bedrooms ∙ 6 Guests

house, Killington
Bob's Sled Lodge, a Vermont mountain cottage near Killington Resort, Pico Mountain, and the Green Mountain Golf Course, offers convenient access to the Appalachian Trail.
This two-bedroom Killington vacation home features a loft with a queen bed, one bathroom, and can comfortably accommodate up to six guests, boasting a fully equipped kitchen, a dedicated workspace, a large deck, and a spa.

Frequently Asked Questions about villa rentals in Rutland, VT

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Best Rutland, VT houses with a garden

Pico/ Killington Chalet, Minutes To The Mountain - Rutland, VT
9.9 33 reviews

Pico/ Killington Chalet, Minutes To The Mountain

chalet, Mendon
This charming chalet is located just a short drive from the popular ski resorts of Pico and Killington, offering easy access to both winter and summer activities. The chalet consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This cozy cabin has a reverse layout with the living space on the second floor, comfortably accommodating up to six guests. Enjoy modern amenities like air conditioning, a fully equipped kitchen, and a fireplace, along with convenient access to outdoor activities, local attractions, and a range of dining and shopping options.
House ∙ 3 Bedrooms ∙ 8 Guests - Rutland, VT
No reviews

House ∙ 3 Bedrooms ∙ 8 Guests

house, Mendon
Beechwood is a 4-bedroom, 3-bathroom house located in Mendon, Vermont, on 3.5 acres of forest, offering 10 guest capacity and easy access to Killington and Pico Mountains.
This rental property features a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, internet, and parking, with outdoor amenities like a deck and fire pit for year-round enjoyment.
Left Duplex Home Directly Across From Pico Mountain, Close To Killington, Home - Rutland, VT
9.6 56 reviews

Left Duplex Home Directly Across From Pico Mountain, Close To Killington, Home

house, Killington
This 3-bedroom duplex home is located directly across from Pico Mountain in Killington, Vermont, offering stunning views and easy access to the slopes. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The vacation home provides ample space for families or groups of friends. It includes modern amenities like free Wi-Fi, a fully equipped kitchen with a dishwasher, a balcony with mountain views, and access to a swimming pool, jacuzzi, and private parking.
Proctor Stays - Rutland, VT
10 2 reviews

Proctor Stays

house, Proctor
Proctor Stays, a 19th-century house in Proctor, Vermont, is conveniently located 13 miles from Mount Horrid Observation Site and within easy driving distance of Pico Peak, Gifford Woods State Park, and Killington Peak.
This 1190-square-foot vacation rental boasts four bedrooms, two bathrooms, and accommodates up to 15 guests, featuring a fully equipped kitchen, free Wi-Fi, private parking, and a garden.

Best Rutland, VT houses with parking

House ∙ 2 Bedrooms ∙ 6 Guests - Rutland, VT
No reviews

House ∙ 2 Bedrooms ∙ 6 Guests

house, Killington
Bob's Sled Lodge is a dog-friendly rental situated in Vermont's Green Mountains, offering a secluded forest setting with a mountain stream just minutes from Killington Resort and Pico Mountain.
This two-bedroom cottage accommodates up to six guests and features a fully equipped kitchen, expansive windows, a sunny deck, and proximity to the Appalachian Trail for outdoor recreation.
Charming 2-bedroom Slopeside At Pico Mountain E304 - Rutland, VT
9.2 23 reviews

Charming 2-bedroom Slopeside At Pico Mountain E304

house, Killington
Pico Resort E304 is located in Killington, just a short drive from Killington Resort and Killington Mountain, offering easy access to skiing and other winter activities, and is also close to Pico Peak for stunning views and hiking trails. Guests have consistently rated the property excellent for its user experience, very good for its location and cleanliness.
The 1190 square foot house has a fully equipped kitchen with a dishwasher, oven, microwave, and coffee machine, perfect for preparing meals. Enjoy amenities like a swimming pool, terrace, parking, internet, and a private bathroom with a hairdryer, and relax with a TV and DVD player after a day of adventure.
Bob's Sled Lodge - Rutland, VT
No reviews

Bob's Sled Lodge

house, Killington
Bob's Sled Lodge, a Killington house rental, is conveniently located 3.3 miles from Gifford Woods State Park, 8.4 miles from Killington Peak, and 7 miles from Pico Peak.
This two-bedroom, one-bathroom home sleeps eleven guests and offers free Wi-Fi, private parking, a fully equipped kitchen with a fridge and microwave, and a garden; nearby activities include skiing and cycling at the Killington Pico Adventure Center (7.9 miles away).
Trailside Loft At Pico - Ski-in, Out Condo With Loft & 2br - Steps To Lift - Rutland, VT
No reviews

Trailside Loft At Pico - Ski-in, Out Condo With Loft & 2br - Steps To Lift

house, Killington
This ski condo, Trailside Loft at Pico, is located in Telemark Village, Killington, offering direct ski-in/ski-out access to Pico Mountain and convenient proximity to the Pico lift.
This condo accommodates up to 11 guests with a loft and two bedrooms, featuring a kitchen with a fridge, microwave, and dishwasher, along with a fitness center, internet, and parking.

Traveler-Approved Vacation Homes with a Pool in Rutland, VT

Choosing a vacation home in Rutland, VT with a pool means a private swim is always available.

Pico F305 - Rutland, VT
9.2 9 reviews

Pico F305

house, Killington
F-205 Pico Sports Village - Rutland, VT
9.2 98 reviews

F-205 Pico Sports Village

house, Killington
223 M² House ∙ 3 Bedrooms ∙ 6 Guests - Rutland, VT
10 2 reviews

223 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Pittsfield
Beautifully Decorated 3 Bedroom Condo Nestled Slopeside On Pico Mountain Ski-in Ski-out G101 - Rutland, VT
8.6 7 reviews

Beautifully Decorated 3 Bedroom Condo Nestled Slopeside On Pico Mountain Ski-in Ski-out G101

house, Killington

Top-Rated Luxury Vacation Homes in Rutland, VT

Comfort and prime locations define these luxury Rutland, VT vacation homes, each selected with your total relaxation in mind.

Duplex Unit, 2 Mi To Chittenden Reservoir! - Rutland, VT
9.3 3 reviews

Duplex Unit, 2 Mi To Chittenden Reservoir!

house, Chittenden

Best Vacation Homes with a Hot Tub in Rutland, VT

Coming home to a vacation home with a hot tub after a day in the city changes the whole feel of your Rutland, VT getaway.

Wonderful One Bedroom Condo Located In Highridge Condominiums J6 - Rutland, VT
10 1 review

Wonderful One Bedroom Condo Located In Highridge Condominiums J6

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

237 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Mendon
Chalet W/ Ultimate Game Room & Golf Hitting Cage - Rutland, VT
10 65 reviews

Chalet W/ Ultimate Game Room & Golf Hitting Cage

chalet, Rutland
Close To Killington-loaded With Amenities-hot Tub - Rutland, VT
10 102 reviews

Close To Killington-loaded With Amenities-hot Tub

chalet, Mendon
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