
Apartment vacation rentals in West Windsor
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Top-rated apartment rentals in West Windsor
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Weekly apartment rentals

Steps away from lift- Okemo 1B
Excellent location for skiing. I do not think I have ever stayed this close to the lift. Being able to stop by the apartment for lunch, or simply to warm up is a huge perk. It can be a bit loud from the lift and the groomers but it wasn’t an issue for us. The apartment is very comfortable for 2 adults and 2 kids.

River and Lakeside Apartment
A very comfortable abode. Would recommend. Was concerned about our uke music and voices disturbing residents above us. Especially liked the nearby rail trail for walking and biking.

Cozy, Private Sunapee Hideaway
We had such a wonderful stay at Peter’s place this weekend! It was one of the nicest Airbnbs we’ve ever stayed in. Very clean, cozy and super welcoming. We were so happy to be able to bring our pup along and the location was perfect. It was close to the lake and great local restaurants. The view from the deck was absolutely beautiful!

49 River Street
Immaculate place. Everything you might need! Very charming town. Close to Green Mountain and Appalachian trail hiking. This was our second stay here and we love it. Also, definitely go to Sweet Birch coffee shop while in town. :)

Bread and Butter Apartment
We were in Vermont for a wedding and James and Vicky's Air BnB was close by to the festivities. James and Vicky have a really nice place that's comfortable, clean and has everything you need. They are super responsive and proactive and we enjoyed our stay. We wished the weather could have been better so we could have hiked and experienced more of Vermont's natural beauty but this made the comfort of the apartment even more important. Highly recommend.

Red Rooster Air BnB
We enjoyed our stay here, very convenient location with lots of good food around. The place had all the amenities you would need for an extended stay.

Vermont Studio Getaway in historic Woodstock VT
Great little place for a couple or a small family (at most 2 toddlers). Lots of stuff near by to everyone to do. The bedroom and the living room are a common room which was great for us because we all fell asleep at the same time after a fun and busy day!

Light filled Lebanon Loft
Briana's place was such a welcome refuge after long days at the hospital. It was quiet, comfortable, and the kitchenette was great! She was very accommodating to an earlier check-in time and responsive to my messages. Very recommended !
Private apartment rentals

Okemo Mountain Retreat
Perfect location for Okemo - true ski-in ski-out - literally steps away from the Clocktower base lodge and Lift B. Amazing to be able to take lunch break back at in the condo. The unit was clean, roomy, well-furnished - pictures are accurate. Beds (Qn and bunk) are located in the same room but felt like it could work easily for close family/friends. Lucky to find the place for a late season trip up from NYC. Thanks for a wonderful stay and I look forward to future stays!

Apartment in Sunapee
Perfect stay for us . We were able to ski as well as watch movies on the Roku tv during some windy , cold weather . Comfortable beds . Electric fireplace made the living area very cozy . We were able to visit family in the area and continue on to Ice Castles a bit north . We will be back when we can . Plenty of storage for bulky ski jackets and pants in coat closet . Didn’t use the washer and dryer but definitely would if we stayed longer . Thanks Tracy and Ryan . Ps very attentive snow removal during quite a storm. Also reached out to let us know they had some backup power ready to run the fridge and heat just incase. Super hosts indeed .

Minimal organic hideaway inspired by nature
Katherine’s space was so cozy! It was exactly what I needed for a retreat from daily life. I found both the loft and the daybed very comfortable. There were dimmers on most of the light fixtures, which was important to me because I like low-light settings. The kitchen included a counter with stools and was really quite beautiful. This Airbnb was within walking distance to a local restaurant, the general store and a food co-op. I decided not to rent a car because I was there for R&R., however , if you had a car, just a few minutes outside of town you would see beautiful trees all with leaves in there spring splendor. You could get to Brattleboro in about 20 minutes if you’re looking for more choices of restaurants.. (I decided to take the train up so I took a taxi to the Airbnb from the train and back to the train at the end of my trip.). Although it rained most of the time I was there, it was perfect for my goal of R&R.

Killington ski resort condo
i have rented from him for 5 wks plus.. he is always accomodtating and gracious and easy to work with. A delight as always. thanks tom

Castleton Cottage
April’s Place was very easy to find. The unit it self was immaculate, clean, & modern. April was a pleasure and super responsive. Very likely to stay again when in the Castleton area.

Fairview Terrace Upstairs Condo w/ Loft
Very spacious and amazing location. Everything was walking or 15 min drive max to the places were wanted to go to. Would definitely come back here if I’d be in the area.

2 BR pets ok, amazing view, swimming hole
If you want a private, peaceful, stay ....you found it. Close to so many sights of interest and hiking trails. Grey & Susan are fabulous hosts. They are super kind & friendly. They really care about their guests. Enjoyed seeing their farm animals. Oh, don't miss the Sparkle Barn, a gift shop nearby. This store has a really groovy, fun upstairs that any child would love. Really, if this Airbnb is available, you should snag it while it's available 😁

Cozy Lakeside Apartment
We had an amazing stay at the apartment in Sunapee. We highly recommend! It had everything we needed and more. Very clean. Such a cozy, relaxing place to stay. Angela was very responsive and helpful. We will be back!
Apartment rentals with a hot tub

Apartment in the Woods
Perfect getaway for the weekend. Quiet, beautiful view, and all of the accommodations were just as described/expected.

Dog heavenly! Private, beautiful and relaxing.
Our second stay here was great, river was a little higher but we wanted a peaceful weekend with friends and dogs. Apartment was warm given the unseasonable cold weather and we had all the amenities we needed even dog towels for wet pups. Did not see the host during our stay but she was in contact as needed.

Mojo Dojo Winter Casa Condo at Mountain Green
What a perfect Killington rental! This unit has been wonderfully renovated to feel so cozy and aesthetically pleasing. The beds were super comfortable and the kitchen had everything we needed to cook a lovely dinner. The amenities at the club are also great with a newly renovated pool, steam room, hot tub, and saunas. A perfect weekend getaway and late season ski trip for our family. We can’t recommend this location enough!

Cozy Killington Condo
We loved how close the hot tub and pool were to the condo.

Lovely Southern Vermont Getaway for 2.
If we could give this spot more than five stars, we would! Every aspect of Jo & Dan’s place showed thoughtfulness and care. From providing robes and flip-flops to get to the hot tub, to the keurig coffee and tea selection, to the movie and game collection, we felt so taken care of. The place was spacious, and the amenities were top notch and up-to-date, but the decor created a cozy atmosphere. The hot tub is big, has fun lights and jets, and was a great way to relax after skiing. The place is even better than the pictures show.

New Resort Condo Close to Lifts
We had a great stay here. It has everything you need in a decent sized charming space. Would highly recommend.

Trailcreek 2 Bedroom Condo
The apartment was well furnished and fully equipped, with everything we needed, from kitchen essentials to seasonings, which made our stay very convenient. Everything was in working order, and the apartment was large and comfortable. The location was fantastic, just a short walk to the ski rentals and lifts, and a few minutes drive to restaurants. We really enjoyed the nearby hot tubs, pool and sauna. We had a wonderful experience and would definitely recommend this place. Howard was very responsive and pleasant. Thank you Howard.

Perfect Get-Away in VT +HOT TUB+
Everything was great!
Quick stats about apartment rentals in West Windsor
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ551 before taxes and fees
Total number of reviews
30 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Wifi availability
20 properties include access to wifi
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Monadnock State Park
- Owl's Nest Resort
- Pico Mountain Ski Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Dorset Field Club
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Bretwood Golf Course
- Hooper Golf Course