Apartment vacation rentals in Windsor County

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Top-rated apartment rentals in Windsor County

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Guest favorite

Apartment in Lebanon

4.91 out of 5 average rating, 529 reviews

Green Street Hideaway. Downtown Lebanon.

Right downtown. Two minutes walk to Lebanon green and lots of restaurants. . Nicely spruced up, ground floor apartment has tall ceilings one block from Lebanon green.On the ground floor it has a private entrance. DHMC is five minutes & Hanover is ten minutes away. Lucky’s Coffee Garage, Salt Hill Pub and Three Tomatoes Trattoria so close. Access the rail trail,take in a show at the Lebanon Opera House and visit local shops. In the summer, the Famers' Market and food trucks are also so close.

Aug 25 – Sep 1

G$32,464 GYD per night

Guest favorite

Apartment 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.

Feb 20 – 27

G$30,274 GYD per night

Guest favorite

Apartment in Royalton

4.98 out of 5 average rating, 149 reviews

Quiet Vermont Get Away

This space is ideal for a family or friends. Enjoy a relaxing and restful vacation at this dog-friendly 2nd story space with great views. Just 5 min off Exit 3 on I89. Full kitchen to make family meals. Cozy living/dining space.Come and stay for skiing, snowmobiling, hiking, biking, local breweries and so much more depending on the season.Close to Vt Law School. 35-40 minutes to Killington, Pico, Stowe, Bolton Valley and Sugarbush. 20 minutes to Quechee and Woodstock. Sleeps 5/6

Feb 28 – Mar 7

G$24,566 GYD per night

Guest favorite

Apartment 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.

Jul 22 – 29

G$22,546 GYD per night

Guest favorite

Apartment in Weathersfield

4.99 out of 5 average rating, 157 reviews

The Loft at Weathersfield

Close to Okemo, The Loft at Weathersfield, is just 1/2 hour south of Woodstock / Hanover area and 22 minutes from Okemo Mountain. The Loft, is located in a private agricultural setting with easy access to Vermont's best biking, hiking, fly fishing, skiing, and many equine trails. The loft is 900 square feet with a kitchen/dining room, living room, full bath, one bedroom with a queen bed and one twin bed. There is a spacious deck off the kitchen and a car port underneath.

Jan 9 – 16

G$25,640 GYD per night

Guest favorite

Apartment in Clarendon

4.92 out of 5 average rating, 133 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.

May 8 – 15

G$20,699 GYD per night

Guest favorite

Apartment 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.

Oct 27 – Nov 3

G$20,734 GYD per night

Guest favorite

Apartment in Bethel

4.96 out of 5 average rating, 170 reviews

Fred Eddy Farmhouse

You will be renting an apartment in a renovated 1800’s farmhouse. The apartment is newly renovated with all the modern amenities. The place has a lot of charm but that being said the “main house” still needs to be completed. It’s not a brand new house, the exterior of the house has the rustic charm, there are windows waiting to be replaced, in the old farmhouse side I just wanted to make it clear pre-booking!

May 6 – 13

G$30,482 GYD per night

Guest favorite

Apartment in Claremont

4.88 out of 5 average rating, 111 reviews

Beautiful 1 bedroom apartment with balcony

Bienvenue chez nous! Experience comfort and modern beauty in this completely renovated apartment attached to a historic Victorian home. The one bedroom apartment has a private bathroom and your own balcony to enjoy. Close to popular skiing areas of Mt Sunapee (20 minutes) and Okemo (35 minutes), in addition to enjoying local hiking and cycling at Mt Ascutney, Moody Park, and Arrowhead.

Jan 3 – 10

G$18,371 GYD per night

Guest favorite

Apartment 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".

May 6 – 13

G$19,576 GYD per night

Guest favorite

Apartment in Andover

4.98 out of 5 average rating, 386 reviews

Private Hilltop farm apartment

Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!

Sep 25 – Oct 2

G$23,450 GYD per night

Guest favorite

Apartment in Woodstock

4.94 out of 5 average rating, 229 reviews

River St Apt. 3 min walk to Woodstock Village

Built in 1849 our house is located in the historical village of Woodstock, VT. With cedar roofing and brown clapboard siding it stands as a greek revival relic of the state's classic farmhouses. 3 minute walk and you're in town!

May 17 – 24

G$38,663 GYD per night