
Apartment holiday rentals in West Windsor
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Top-rated apartment rentals in West Windsor
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Popular amenities for West Windsor apartment rentals
Weekly apartment rentals

Downtown charming large house
Great place yo stay, clean and plenty of room. I would stay here again if i was in town.

Comfortable In Town Apartment
We had a fantastic stay! The apartment was much more spacious than it appeared in the photos—plenty of room to relax after a day out. The location was perfect: just a short drive to Killington Mountain and close to grocery stores and other essentials. The house was clean, well-equipped, and had all the amenities we needed for a comfortable stay. We really appreciated the thoughtful touches throughout the space. Highly recommend and would definitely stay again!

Views! Sauna Historic | Woodstock Riverside Escape
The location is terrific--overlooking the river and bridge but just a couple blocks to the main street. We were there during fall foliage season, and we were so glad to be able to leave our car and walk everywhere. The house itself looks just like the photos. We didn't use the kitchen or sauna, so no comments on that, but the bedrooms were nice and the beds, pillows, linens, and temperature were PERFECT for a great night's sleep!

1200sq.ft AptAt Home on Hanover St
Wonderful location for time at Dartmouth. Very quiet and spacious. Bed and pillows were perfect.

Cozy Cape
I loved staying here! I would definitely stay again and again. My favorite part of stay was the really nice hot tub!! Second I love the kitchen and gas stove. The only thing I change is hearing less noise from people staying upstairs. I never saw them as their entrance is different, but definitely could hear them moving around.

The Overlook VT by Stratton Mountain : New Listing
Good place, close to a grocery store, and the state park. Paul gave us a few recommendations on what to do around! Notice that the airbnb is below the owners’ house so you can hear them.

The Studio at 57 Main *10 Minutes to Mt Sunapee*
We stayed at this location for 2 weeks and it worked out great! The hosts are really proactive and responsive. The apartment has enough amnesties to be able to "live" (as opposed to have to go out for anything) with an equipped kitchen, towels, etc. It worked great! There is also free parking behind the building. The one downside I would give it, are uncomfortable (squeeshy/uneven) and narrow (slightly smalled than a queen?) bed & pillows. Not great for 2 average adults, but enough to make it through! Overall, fully recommend the place, just watch your back with the bedding :)

Village Flat with Antique Billiards
This was our 2nd time staying. Sheets are clean, beds are comfortable and the pool table is fun.
Private apartment rentals

Dog friendly Okemo village home
Wonderful stay! Everything about our trip was great - responsive host, accommodations as described, walkable to downtown. Donna was extremely responsive and flexible. The house was definitely bigger than the pictures showed, and we had plenty of room for our family of 4. On our next trip to Okemo, I hope Donna's place is available!

Comfortable 3 bedrm. duplex 17 miles to Killington
We had a great trip staying at Tim’s Airbnb. We brought our little one and he was even so nice as to provide baby proofing materials for us! The place is very nice and looks exactly like the pictures. We felt right at home. The only minor complaint is that the shower curtain was a bit on the dirtier side. Otherwise we loved our stay and we appreciated how our host communicated in a timely manner with us. Would definitely stay again!

Cozy Cabin Studio
Adria was lovely and super accommodating! We were able to coordinate for an early check-in and the place was super cute and cozy. She made our stay in Vermont worthwhile.

Private Apartment. Month to month. Self check in!
Great place to stay, Very clean and about 35 min drive to Killington. I also went to Sugarbush which was an hr so still not bad. Will book in the future.

Simply Welcoming, Rutland VT
Jacob’s place is conveniently located just a few minutes from downtown Rutland and about 20 minutes from Killington, making it a great base for a ski trip. As mentioned in the listing, it’s next to a main road, but we found it to be still quiet at night. The space had all the amenities needed for a comfortable short stay. Jacob made the check-in and check-out process super easy, with clear instructions on how to find the place. Overall, a smooth and pleasant experience!

Privacy, View, Amenities, Gym, Garage included too
Each time we've stayed at Laura's place it's like coming home. We spent a year traveling, and Laura's place was the absolute best for working and relaxing. We watched our favorite apps on the large TV from the reclining sofa in the large open living room. The dining room has expansive windows looking out to the hills and beyond. No need to work on the dining table as there are two work stations, one in the den and the other in the second bedroom. Both bedrooms have large TVs. We found every tool and utensil we needed in the spotless kitchen and made use of the full laundry. The beds are comfy, plenty of space and hangers for clothes and luggage. As if this is not enough, you can keep in shape using the equipment in the separate exercise room. The garage has direct access to living quarters. But the best thing about our stay was our hosts, Laura and Steve and their kitties. They were always available for questions and recommendations. We recommend Laura's place without reservation.

Cozy Apartment on Private Road
Our family had a wonderful weekend at Linda’s apartment. The location was perfect with convenient access to skiing and the town of Manchester. The apartment was immaculate and very comfortable. Linda was extremely hospitable and helpful. I hope we have an opportunity to stay there again. Thank you, Linda, – we really appreciate your kindness and hospitality.

Newly Renovated - Free Parking
This place was great! Right in downtown. So many close shops and things to do. The people at the VFW were so helpful and kind. Let us have food and a drink at the bar!! Everyone welcomes us when we came in, they were ready to help with anything we needed. Nicely renovated apartment that we could relax in. We will definitely be starting there our next time in town!
Apartment rentals with a hot tub

Cozy Quarters
We had the best time staying here for a ski weekend! Super convenient location. Clean and comfortable condo. Can’t go wrong! Heather is responsive and friendly.

SnowTree Chalet- Summer monthly discount 50%
Great location easy walk to the ski resort. Beautifully decorated with a very comfortable king bed. Nice amenities with hot tub and gym.

Dog heavenly! Private, beautiful and relaxing.
The place had everything I was looking for. Very peaceful, private and safe 👌🏽 Loved de sound of the river in the backyard and to be able to sit by it and enjoy the sense of peace that it gives. Surrounded by nature, the place is just perfect for that well-needed getaway to unwind and relax 👌🏽 That Superhost title is well-earned! Liz is such a wonderful host 👏🏽 She is super responsive, very attentive, wonderfully helpful and kind 🧡 She helped me make the most of my stay 🧡 Poop Stick is such a lovely dog 🥰 I will definitely be staying again in the future. Highly recommended place ⭐️⭐️⭐️⭐️⭐️

Mt Snow Condo, 2 Bdrm-Perfect for Remote Work
Great place. Cozy apartment next to Mount Snow. Apartment is clean and has everything you need for a great stay. We used it for a snowboarding trip and would recommend to anyone looking for an apartment next to Mount Snow.

Green Mountain Getaway
Great spot in Mt. Snow! The mountain was extremely accessible and the place is even bigger in person than what it seems in the pictures. Loved our stay here and would definitely come back! Robert and Lindsay were very responsive and made our stay easy!

Luxury apartment in Hideaway Chalet best location
We had a great stay. The space is clean and comfortable and close to many amenities. Our host was very responsive and helpful, both before and during our trip. We would gladly stay here again.

One Bedroom to Ski Them All at MG: 1BR/1BA
Appartment is just renovated, combining modern amenities with comfortable touches. The location is fantastic, just a stone’s away from ski base. After skiing it was nice to have access to pool and sauna to relax and unwind.

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.
Quick stats about flat rentals in West Windsor
Total rentals
20 properties
Nightly prices starting at
£113 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
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Pats Peak Ski Area
- Owl's Nest Resort
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Bretwood Golf Course
- Hooper Golf Course
- Dartmouth Skiway
- Veterans Memorial Recreation Area Ski Hill
- Baker Hill Golf Club
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- The Shattuck Golf Club
- Brattleboro Ski Hill