
House holiday rentals in West Windsor
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Top-rated house rentals in West Windsor
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Popular amenities for West Windsor house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington
Very nice place easy access to routes 4 and 100 with plenty of things to do

Golf, Bike, Fish, or Hike!
Ashley was super friendly and responsive and her place was as described with everything I need and more to make me feel right at home. Would love to stay here again. Thank you so much for letting us stay at your beautiful place!

Ski-In/Ski-Out Hike Okemo Mountain Condo
Words can’t describe the experience we had this weekend. Linda was the best host we have ever worked with and the place was extraordinary to say the least! Extremely clean, comfortable and well located! Kid friendly and close to downtown! We will highly recommend it to friends and family and if we could leave more stars than a 5-star review we would! Looking forward to booking this place again in the near future! Thank you Linda for your amazing hospitality!

Ranch at Mendon Mt Orchards
We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!

Beautiful & Bright Eastman Home
Beautiful and spacious home. Everything was clean and at any point I would message Denise she would respond right away. The area was beautiful as well. I would definitely book her home again.

The Brick House on Washington Street
Great stay and was exactly what we needed for our entire family for a weekend wedding!

Dana Road House Sunlit VT Country Home w/HotTub
Kat’s house on Dana road was the perfect place for our vacation to Vermont. Our family appreciated the clear instructions, helpful hints, and well thought out amenities. We really liked the Whisper Hill products in the bathrooms and made sure we went to the store in Quechee to buy some of the lotion before we left. We have stayed at a lot of AirBnB’s, but the house on Dana road was the most well equipped out of all of our stays!

“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
We thoroughly enjoyed our stay at the Big Red house in New London! The host, Chris, was so helpful in working with our dates. We traveled to New London for my mother-in-law's celebration of life, and I could not think of a better place to stay with my family and close family friends. The children (and adults!) enjoyed the game room and other amenities such as the screened porch and hot tub. We would have used the sauna/cold plunge if we had more time. The house was spacious, comfortable, and very private but easy access and close to downtown New London which was perfect for us. Again, I must highlight how gracious and helpful the host was - it was one of the best experiences I had so far with Airbnb. Please consider staying here - you will love it!
Weekly house rentals

Ludlow Lake & Ski Cottage - Adventure Awaits!
Exceptional experience! This is one of the relaxing place I have ever been! Large windows give you sense of experience living in nature. The stunning view gives you awesome feeling in any weather conditions.The house is nice, clean and equipped with pretty much everything. They have all the utensils for cooking and lots of toys for kids both indoor and outdoor. They also have paddles boat and kayak to use at anytime ! In addition, Brian is very respectful, responsible and quick to respond for any questions. All together Feel like you live in your own house. Great vacation spot without any doubt.

Quaint Cottage
David was very friendly and responsive. We enjoyed the location and the peaceful atmosphere. I was with my sister. The stay was a great experience and felt well worth it. Just a note—one bedroom is accessed via a spiral staircase, another by a ladder, and there’s a sleeper couch in the living room. Would definitely recommend!

VT Cabin near Okemo & Killington
We had a wonderful stay at Matthew‘s place. The house is beautifully decorated and well appointed – perfect for a family ski weekend. There were a total of 10 of us that stayed in the house and we fit comfortably. The house was perfect for gathering for meals and game night, but large enough that we can spread out if needed. We hope to return again next year!

The Cornish Cottage
As advertised and super comfortable stay. Power was unfortunately out the first night because of weather but the host had a generator set up for us so we had power and lights. Super responsive and super accommodating. We would definitely revisit!

Cozy 1BR Hilltop Getaway minutes from Okemo
Great experience - perfect size for our group of 4 and super close to Okemo. Very clean and cozy.

Private & Cozy Farmhouse in New Hampshire
This was our second stay at the farmhouse. We love this place! Wes and Lindsey are so nice and welcoming. The house is roomy, clean, and the property is beautiful. We most enjoyed walking our dog on the path out back, and spending time with family we have in the area. Hope to stay many more times!

The Brook House
I can't say enough great things about Jeff and this beautiful rental. The house is gorgeous with every amenity we could have wished for. The property was breathtaking with manicured gardens, fire pit area and the roaring brook right outside the windows. The water was pretty high when we were there due to all the rain, but it made for the most peaceful background sound. Linens were high end, beds were comfortable, the house was spotless, Jeff was super responsive and accommodating to our large group. I could go on. Would love to rent again in the future! Thank you Jeff!

Farmhouse in Okemo valley
We enjoyed our stay at Karen’s house in Cavendish. It is conveniently located 10-12 minutes from the Okemo Clock Tower parking lot. There is a large mud room for ski equipment storage. The living room was very comfortable to enjoy one of the many movies in the DVD collection. There is a private driveway and parking area with plenty of space. We would definitely recommend this house to other guests.
Private house rentals

Lakeview | Family-friendly | Stargaze | Relax
Absolutely beautiful stay! The place was spotless, with an amazing lake view that made for a perfect, peaceful getaway. The beds were all very comfortable, and the amenities provided truly made it feel like being at home. There were plenty of towels, toilet paper, and paper towels, which was a thoughtful touch. Communication with the host was smooth, and check-in and check-out were super easy. A great spot to decompress and relax. I highly recommend!

Fabulous Log Home in the Woods
The log cabin is very comfortable with great flow. Loved the sunroom and upstairs den. Heated floors in bathrooms and sunroom were great touches. Not conventional decor: maximally furnished with an interesting blend of western, contemporary abstract art and figurative paintings and knick- knacks. We thought it fun and loved our stay.

The Bluebird Day Chalet 2 bed dtwn Ludlow Village
Great place! Right downtown near everything and super walkable. Nice rooms, clean and tidy! Would recommend, perfect for a weekend get away.

Ski Sunapee or Pat’s Peak Look To The Mountain
Beautiful place with a mountain view like no other! Much needed peace and quiet.. Very affordable and Judith is a wonderful host. Very responsive to my messages. I will definitely be looking for availability next time I'm in town! Thanks for being so accommodating!

BEST OF LAKE FRONT LIVING, HOT TUB & FIREPIT !!
Absolutely loved staying here for our anniversary. It had everything we needed to unwind and relax. The views were beautiful from just about every spot on the property and every detail was included to make the stay feel more at home.

Private, Large 4BR home | Pet friendly | 10 Acres
The place was in a wonderful quiet setting and the owners had left a thoughtful gift bag. They were great about communicating throughout and would definitely recommend the place

Four Season River Retreat: Private beaches & more!
We had a great stay. Everyone really loved the farmhouse feel. Check in was easy and Jarad was very responsive and accommodating. We would have loved to use the outdoor space and bar but it was just too cold this visit, we will be back to give that all a shot when the weather warms up. There was a great local grocer not to far away and the ski mountain was just a short drive. This was a great place to stay and it had the first indoor toilet in cavadish (at least according to the previous owner)

Vermont Mountain Escape
The house is fantastic and I highly recommend it to anyone who’s planning a trip to the area. Austin’s place is very stylish, comfortable and has everything that’ll make your stay an enjoying experience. You’ll find nice touches and well-thought details throughout the house the moment you step in. Location is also amazing to have a safe and peaceful stay with beautiful surroundings while being close to all nearby actions. We had a great ski trip overall and already planning to be back.
Quick stats about house rentals in West Windsor
Total rentals
20 properties
Nightly prices starting at
$200 NZD before taxes and fees
Total number of reviews
760 reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Monadnock State Park
- Owl's Nest Resort
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- The Shattuck Golf Club
- Ragged Mountain Resort
- Dorset Field Club
- Autumn Mountain Winery
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Hooper Golf Course
- Brattleboro Ski Hill
- Bretwood Golf Course