Apartment holiday rentals in Rutland County

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Top-rated apartment rentals in Rutland County

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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 Dorset

4.99 out of 5 average rating, 179 reviews

Vermont barn apartment

The Barn Apartment at Sykes Hollow Farm is in the gorgeous Mettowee Valley with 5 friendly horses, entertaining chickens, mountain views and a host who cares about you. The farm is a quiet, private, peaceful place with 30 acres to roam, but still close to Dorset and Manchester. Fields, mountains and a pond are all here. Good for couples and solo travelers who want an amazingly beautiful setting. This listing is more than a rental... it's an entire farm. Powered by solar to help the planet!

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.

Superhost

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!!

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.