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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, 186 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.

26 May – 2 Jun

$178 SGD per night

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.

29 Oct – 5 Nov

$192 SGD per night

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.

28 Mar – 4 Apr

$189 SGD per night

Guest favourite

Flat in Middletown Springs

4.88 out of 5 average rating, 204 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.

5–12 May

$98 SGD per night

Guest favourite

Flat in Pittsford

4.99 out of 5 average rating, 117 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.

28 May – 4 Jun

$150 SGD per night

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.

23–30 Dec

$157 SGD per night

Guest favourite

Flat in Clarendon

4.92 out of 5 average rating, 132 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.

5–12 Jul

$136 SGD per night

Guest favourite

Flat in Poultney

4.94 out of 5 average rating, 306 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.

20–27 Apr

$112 SGD per night

Guest favourite

Flat in Rutland

4.96 out of 5 average rating, 522 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.

16–23 Apr

$138 SGD per night

Guest favourite

Flat in Castleton

4.98 out of 5 average rating, 214 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 several country stores. 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.

17–24 Jan

$215 SGD per night

Flat in Rutland

4.87 out of 5 average rating, 149 reviews

Zen Studio

Come enjoy this newly renovated studio in the heart Of Vermont! This special place is close to everything, making it easy to plan your visit. 19 minutes from the Slopes of killington, 25 from okimo and 5-6 from pico mountain! Walking distance to grocery store fast food restaurants and liquor store as well as Starbucks and the bus station!! More picture updates to come!!

27 May – 3 Jun

$172 SGD per night

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".

25 May – 1 Jun

$130 SGD per night

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Popular amenities for Rutland apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Guest favourite

Flat in New Haven

4.99 out of 5 average rating, 189 reviews

Dog Team Falls Apartment - Minutes from Middlebury

10–17 Nov

$224 SGD per night

Guest favourite

Flat in Manchester

4.99 out of 5 average rating, 147 reviews

Private two-bedroom suite within a two-story house

3–10 May

$116 SGD per night

Guest favourite

Flat in Vergennes

4.98 out of 5 average rating, 314 reviews

Downtown Vergennes Art House/Glass Studio

19–26 Mar

$167 SGD per night

Guest favourite

Flat in Tunbridge

4.92 out of 5 average rating, 219 reviews

Fairview

11–18 Jan

$131 SGD per night

Guest favourite

Flat in Waitsfield

4.95 out of 5 average rating, 167 reviews

Historic District Overlooking the Mad River Studio

13–20 May

$128 SGD per night

Guest favourite

Flat in Royalton

4.98 out of 5 average rating, 149 reviews

Quiet Vermont Get Away

29 Jan – 5 Feb

$165 SGD per night

Guest favourite

Flat in Londonderry

4.94 out of 5 average rating, 333 reviews

Cozy Suite in a Historic Building Near Ski Resorts

25 Jun – 2 Jul

$179 SGD per night

Guest favourite

Flat in Randolph

4.98 out of 5 average rating, 127 reviews

Sam'sPlace: Neat apartment close to downtown

10–17 May

$231 SGD per night

Private apartment rentals

Guest favourite

Flat in Bristol

4.88 out of 5 average rating, 285 reviews

"Dragonfly Apartment" Private Bristol Apartment

4–11 Aug

$126 SGD per night

Guest favourite

Flat in Bethel

4.96 out of 5 average rating, 170 reviews

Fred Eddy Farmhouse

14–21 Jun

$223 SGD per night

Guest favourite

Flat in Whiting

4.93 out of 5 average rating, 186 reviews

360° mountain views near Middlebury

25 Jan – 1 Feb

$170 SGD per night

Flat in Weston

4.86 out of 5 average rating, 129 reviews

Cozy Guesthouse in Heart of VT

7–14 Aug

$138 SGD per night

Guest favourite

Flat in Saratoga Springs

4.98 out of 5 average rating, 390 reviews

Five Points Private Studio

17–22 Jun

$158 SGD per night

Guest favourite

Flat in Greenwich

5.0 out of 5 average rating, 222 reviews

Charming River View Studio

4–11 Oct

$203 SGD per night

Guest favourite

Flat in Vergennes

4.99 out of 5 average rating, 253 reviews

Lake Champlain charming apartment amazing views

29 May – 5 Jun

$321 SGD per night

Guest favourite

Flat in Rutland

5.0 out of 5 average rating, 10 reviews

Our Little Apartment Near the Mountain

1–8 Jun

$140 SGD per night

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,

12–19 Oct

$216 SGD per night

Guest favourite

Flat in Stockbridge

4.88 out of 5 average rating, 160 reviews

Rustic 64 Acre Woodland Haven on a Beautiful River

25 Sep – 2 Oct

$251 SGD per night

Guest favourite

Flat in Sunapee

4.99 out of 5 average rating, 103 reviews

Star View

21–28 Jun

$194 SGD per night

Guest favourite

Flat in Gansevoort

4.91 out of 5 average rating, 398 reviews

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

23–30 Apr

$395 SGD per night

Guest favourite

Flat in Plymouth

4.95 out of 5 average rating, 116 reviews

Moguls Unit: 2 mi to Killington’s Skyeship Gondola

1–8 Apr

$624 SGD per night

Guest favourite

Flat in Killington

4.92 out of 5 average rating, 119 reviews

Family and work friendly Spa at the Woods condo

29 Jul – 5 Aug

$410 SGD per night

Guest favourite

Flat in Killington

5.0 out of 5 average rating, 5 reviews

Rockstar! Walk to the lift!

13–20 May

$233 SGD per night

Guest favourite

Flat in Killington

4.96 out of 5 average rating, 68 reviews

Recently Updated 1BR/1BA Condo at Killington

12–19 Jul

$327 SGD per night

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
$68 SGD before taxes and fees

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