
Apartment holiday rentals in West Windsor
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Top-rated apartment rentals in West Windsor
Guests agree: these apartments are highly rated for location, cleanliness and more.

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. 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 or 4 wheel drive vehicles with good all season or snow tires required in the winter. Not suitable for toddlers or young children.

The Old Farmhouse
This is a farm house style lodging with the apartment as seen,on the second floor accessible with stairs. Bathroom with stand up shower. A furnished Kitchen. 2 Bedrooms with queen beds. There is Wifi ,TV, and a work table. Located in the heart of the Upper Valley. In town on the Main Street. We are 5 miles to Dartmouth College and Hospital. Close to retail,restaurants. We have been vaccinated , boosted, would like to remain contact-free when possible. We are available if you have questions.

Peaceful Ludlow Base 5 minutes to Okemo
Newly renovated, clean 1 BR apt. in historic house 2 blocks to town, 5 minute drive to Okemo, Buttermilk Falls, and 2 minute walk to the Ludlow Farmers Market. Enjoy complimentary coffee and local maple syrup while overlooking the town of Ludlow. Make yourself at home with a full kitchen/bath, wall-mounted flat screen TV, king bed, and comfortable futon. Free EV charging available. Kayaking, hiking, and golfing close by. We are dedicated to ensuring a top-notch experience!

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.

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.

Baby Queens Barbie-core Studio Apt (dog friendly)
Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

Lovely 2 Bedroom Apartment w/deck & pond view
The perfect Vermont getaway. Lovely new apartment behind retail store on main road to Okemo and Killington for winter skiing and summer adventure. Bedroom, living room, bunk room, fully equipped kitchen, laundry and mudroom. Large deck with pond view, easy access to vacation sites, mountain hiking and biking, discovering Vermont small towns. Experienced, welcoming Airbnb Super Hosts providing all the amenities for a comfortable stay.

Cute VT Bungalow With 180 Degree View of NH
Located on a quiet country dirt road you will find this cozy apartment perfect for a weekend getaway. A short walk and you will be amazed at the 360 degree views of Vermont and New Hampshire. Centrally located near Okemo, Sunapee and Killington mountains, ski all 3 mountains in a weekend. Explore covered bridges, walking trails, scenic bike rides, or tubing on the Connecticut River.

Vermont Getaway Apartment
A 2 bedroom apartment attached to our home, close to Stratton, Bromley, Magic, Okemo & Mt Snow Skiing, hiking, fishing, golfing, tennis, outlet shopping and fine dining all close by. Manchester a short drive. Hot tub available from 8am-8pm. Level 2 EV charger available for a $10 cash fee (and give us advance notice if possible so we can open the garage for you).

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!

Cozy Suite in a Historic Building Near Ski Resorts
Located on the second floor of a historical building in the Village of South Londonderry, Vermont, this renovated studio suite features unique touches of modern amenities but with a Vermont feel. Your room will include a 65 inch Smart TV, WiFi, electric fireplace, lush queen bed, full renovated bathroom, small kitchenette, as well as on site parking.

LOG HOME APARTMENT IN WOODST. VILLAGE 3 night min.
While it has all the amenities of your own home (full kitchen, full laundry) you will definitely feel on vacation with the charm of pine and cherry cut from our very own woods. You'll have views of Mt Tom and of our flower garden.
Popular amenities for West Windsor apartment rentals
Weekly apartment rentals

Cozy two bedroom near Manchester

A Peaceful Brookside Vermont Retreat

Quiet Vermont Farmhouse

Hideaway Lodge at Lake Dunmore Cozy VT Retreat

Vermont Country Suite

Charming & Peaceful Upper Valley 1BR Retreat

Apartment in Vermont Historic Home

Doc's Lake House 1st floor, 2 bdrm full apartment
Private apartment rentals

Lovely Duplex with Deck and Central Location

River and Lakeside Apartment

Charming apartment on the Windsor Green

2 BR pets ok, amazing view, swimming hole

Hilltop Hideaway retreat in Woodstock

Cozy Lakeside Apartment

Hebard Hill Hideaway

The Owl’s Nest
Apartment rentals with a hot tub

Newly renovated condo-The Woods

Ski-in/out Jackson Gore Studio w/Kitchen

Apartment in the Woods

Sophia's Place

Empie's Igloo

Canyons Unit: Skyeship Gondola 2 miles w/HOT TUB

LilBear- AC, Pool, Sauna, Hot Tub, Near Resort

A Beautiful Secret Den - with a private hot tub!
Quick stats about flat rentals in West Windsor

Total holiday rentals
Explore 10 holiday rentals in West Windsor

Nightly prices starting at
West Windsor holiday rentals start at £73 per night before taxes and fees

Verified guest reviews
Over 40 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Wifi availability
10 of West Windsor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across West Windsor rentals

5 Average rating
West Windsor stays are highly rated by guests – averaging 5 out of 5!
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- Rentals with a washing machine and dryer West Windsor
- Rentals with a firepit West Windsor
- Rentals with outdoor seating West Windsor
- Rentals with a fireplace West Windsor
- Family-friendly rentals West Windsor
- Fitness-friendly rentals West Windsor
- Pet-friendly rentals West Windsor
- House rentals West Windsor
- Rentals with pools West Windsor
- Rentals with a patio West Windsor
- Flat rentals Windsor County
- Flat rentals Vermont
- Flat rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Pats Peak Ski Area
- Monadnock State Park
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Ragged Mountain Resort
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Dartmouth College
- Middlebury College
- Squam Lakes Natural Science Center
- Montshire Museum of Science
- Emerald Lake State Park
- Mount Sunapee Resort
- Stinson Lake
- Southern Vermont Arts Center
- Warren Falls





