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Apartment holiday rentals in Rutland

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Top-rated apartment rentals in Rutland

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Flat in Rutland

4.83 out of 5 average rating, 187 reviews

Home Sweet Grove Street

Enormous 4 bedroom/1 bathroom apartment. 2000 sq ft.. Second floor. Entrance in front of the house. Parking in rear. Large dining room, living room and kitchen. Covered porch off of kitchen to enjoy some time outside. Tons of natural light. Perfect for large families or groups of friends. Dining room table seats 10+. House is one block from downtown. Walk to the restaurants, bars, movie theater, grocery store, bus depot, train depot,Walmart. Convenience store 3 houses down. Skiing 20 mins away.

Guest favourite

Flat in Killington

4.88 out of 5 average rating, 131 reviews

Killington VT Chalet - Lower apartment

Entire lower apt of Austrian Style home in Killington across from Pico Mtn offers beautiful views in a quiet setting with preserved forest and the Appalachian & Long Trail in our backyard. Only 2 miles to Killington Access Road. The apartment is the lower unit, owners occupy the upper unit. We are a ski family and are up early each morning. Previous reviews REQUIRED, no 3rd-party bookings—please do not request to reserve otherwise. No partiers, smokers, or loud gatherings allowed. No pets.

Guest favourite

Flat in Chittenden

5.0 out of 5 average rating, 223 reviews

Vermont Country Suite

Located in Chittenden, VT, we are in the heart of the Green Mountains. We are just down the road from the Mountain Top Inn wedding venue and Cross Country Skiing Center. The apartment is an easy 15-20 minute drive to Pico and Killington ski areas. The suite is perfect for winter and summer adventuring or just a quiet get away in Vermont. * We are following the guidelines set up by the W.H. O. and we are leaving a window between reservations to disinfect our suite due to Covid-19.

Guest favourite

Flat in Middletown Springs

4.88 out of 5 average rating, 207 reviews

Apartment in Vermont Historic Home

This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Guest favourite

Flat in Pittsford

4.99 out of 5 average rating, 118 reviews

Waterfront cottage walk-out suite.

Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike in the warmer weather. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front wheel or 4 wheel drive vehicles with good all season or snow tires required in the winter.

Guest favourite

Flat in Fair Haven

4.85 out of 5 average rating, 153 reviews

Spacious One Bedroom - Walk To Town, Restaurants

Enjoy this cute and newly renovated one bedroom apartment that is within walking distance to the Fair Haven town center. Step outside listen to the church bells ring. Comfortable queen size bed with mattress topper, new memory foam sofa bed in the living room with an electric fireplace, retro arcade game console, smart television, DVD player, fully applianced kitchen, and a bathroom with a stand up shower. Plenty of off street parking. Large back yard with fire ring.

Guest favourite

Flat in Clarendon

4.92 out of 5 average rating, 136 reviews

Vermont Horse Farm

Enjoy a morning cup of coffee on the patio overlooking the horse pastures or an evening by a fire under the gazebo with a fire pit on this idyllic Vermont horse farm with glorious views. Close to many activities, such as hiking, skiing and swimming. Scenic retreat on a family owned and working farm. Here we have horses, donkey, chickens, goats, and of course our dogs and cats. There is a short hiking trail with beautiful views and a picnic table by the stream.

Guest favourite

Flat in Clarendon

4.95 out of 5 average rating, 266 reviews

Dog heavenly! Private, beautiful and relaxing.

Bright, secluded, second floor one room suite with private bathroom overlooking Mill River and across a covered bridge. No neighbors visible, but near town. Fly fish in the back yard, sit around the firepit, enjoy fall foliage, and hike and ski. Swinging bridge and Appalachia long trail very nearby. Close to three ski resorts: Killington, Okemo, and Pico. Dogs are welcome and loved, with plenty of room to run. Comfortable queen-sized bed and couch.

Guest favourite

Flat in Poultney

4.94 out of 5 average rating, 309 reviews

Cozy Poultney Village Apartment

We enjoy booking our two-story in-law apartment with a private entrance that is attached to our 1850 Poultney Village home. We are located a block away from Main Street with shops, books, and eateries. We are in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We are also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

Guest favourite

Flat in Rutland

4.95 out of 5 average rating, 527 reviews

Your home away from home

Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

Guest favourite

Flat in Hancock

4.95 out of 5 average rating, 146 reviews

Suite in the Green Mountains

We have a first-floor,two-room suite with its own entrance in our home, located on an official Vermont Scenic Highway, in the middle of the Green Mountains. The suite has a large sitting room with a kitchenette, a bedroom with queen bed, and bathroom with tub/shower. NOTE: We have a second, larger unit in our home called "Two-Bedroom Apartment in the Green Mountains".

Guest favourite

Flat in Castleton

4.98 out of 5 average rating, 218 reviews

Hydeville Hideaway

This is a newly renovated upstairs 2 bedroom rental. Conveniently located near the channel of Lake Bomoseen and within walking distance of a country store. It has laminate floors and a walk-in shower. There is a full kitchen with all the accessories needed to cook and eat in. This is a non smoking unit. Please let us know if you have any questions about the property.

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Popular amenities for Rutland apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Guest favourite

Flat in Saratoga Springs

4.98 out of 5 average rating, 396 reviews

Five Points Private Studio

Guest favourite

Flat in Bennington

4.93 out of 5 average rating, 533 reviews

The Octopus's Garden

Guest favourite

Flat in New Haven

4.99 out of 5 average rating, 189 reviews

Dog Team Falls Apartment - Minutes from Middlebury

Guest favourite

Flat in Bristol

4.91 out of 5 average rating, 121 reviews

Peaceful Getaway in Bristol Village.

Guest favourite

Flat in Tunbridge

4.92 out of 5 average rating, 224 reviews

Fairview

Guest favourite

Flat in Londonderry

4.94 out of 5 average rating, 335 reviews

Cozy Suite in a Historic Building Near Ski Resorts

Guest favourite

Flat in Grantham

5.0 out of 5 average rating, 153 reviews

Dartmouth / Lake Sunapee Region

Guest favourite

Flat in Bennington

4.96 out of 5 average rating, 141 reviews

Cooper's Place

Private apartment rentals

Guest favourite

Flat in Royalton

4.98 out of 5 average rating, 152 reviews

Quiet Vermont Get Away

Guest favourite

Flat in Manchester

4.99 out of 5 average rating, 154 reviews

Private two-bedroom suite within a two-story house

Guest favourite

Flat in Randolph

4.98 out of 5 average rating, 131 reviews

Sam'sPlace: Neat apartment close to downtown

Guest favourite

Flat in Greenwich

5.0 out of 5 average rating, 224 reviews

Charming River View Studio

Guest favourite

Flat in Schroon Lake

4.98 out of 5 average rating, 194 reviews

Horse-Views Apartment

Guest favourite

Flat in Middlebury

4.99 out of 5 average rating, 104 reviews

Mountain View Retreat

Guest favourite

Flat in Glens Falls

4.97 out of 5 average rating, 401 reviews

The Gem on Glen

Guest favourite

Flat in Hartland

4.87 out of 5 average rating, 439 reviews

Sunny Studio Apartment in Hartland

Apartment rentals with a hot tub

Guest favourite

Flat in Townshend

4.94 out of 5 average rating, 203 reviews

Private Apt. on Farm, great views and Hot tub,

Guest favourite

Flat in Plymouth

4.95 out of 5 average rating, 116 reviews

Moguls Unit: 2 mi to Killington’s Skyeship Gondola

Guest favourite

Flat in Stockbridge

4.88 out of 5 average rating, 160 reviews

Rustic 64 Acre Woodland Haven on a Beautiful River

Guest favourite

Flat in Killington

4.92 out of 5 average rating, 119 reviews

Family and work friendly Spa at the Woods condo

Guest favourite

Flat in Gansevoort

4.9 out of 5 average rating, 407 reviews

Hot Tub & Sauna! Game Room, Huge Deck, Staycation

Guest favourite

Flat in Sunapee

4.99 out of 5 average rating, 103 reviews

Star View

Guest favourite

Flat in Bridgewater

4.94 out of 5 average rating, 36 reviews

Sunrise at Skyeship w/ Hot Tub

Guest favourite

Flat in Killington

5.0 out of 5 average rating, 5 reviews

Rockstar! Pool, Tennis, Fireplace, Pickleball

Quick stats about flat rentals in Rutland

Total rentals
50 properties
Wifi availability
50 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.8K reviews
Nightly prices starting at
€ 46 before taxes and fees

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