
Vacation rentals with a pool in West Windsor
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in West Windsor
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for West Windsor rentals with a pool
House rentals with a pool

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
Can I say it? The word is: PERFECT. Perfect house. Perfect location (calm, beautiful, convenient). Perfect aesthetics. Perfect hosts (honestly, I feel Denise and Josh are true friends). BOOK NOW!!!!

The Brick House on Washington Street
Beautiful, historic home in a lovely neighborhood close to downtown Keene. Charming and cozy inside and out. Comfortable beds and furniture. Wonderful artwork by Ruth throughout her home. Large bright kitchen with everything you’d need to stay. Enjoyed the architecture and restaurants in Keene. Highly recommend Ruth’s home to stay in this area!

“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!

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!

Luxurious family retreat home in the mountains
Andreas place was gorgeous and looked just like the pictures. The house was clean and organized and the backyard was wonderful to relax in.

Elegance Meets Rustic Charm: Vermont 3-Bed Retreat
Our stay was a family group of six adults and my two grandchildren who are ages seven and eight. We decided to spend the week in Queechee with the second weekend being a family wedding. We loved the peace and comfort of a private home and especially enjoyed the backyard deck playing cornhole and barbecuing. Being tucked away up off of Willard Road was worth the very slight inconvenience of an extra five minutes or so drive to get back into Queechee proper. The owners were very responsive to any concerns or questions I had about the property during our stay. The home is spacious and lovely with attractive and comfortable furnishings. The kitchen is open to the main level and very well equipped for cooking all your meals if you choose. our granddaughters enjoyed the games that are stashed away in the front closet Highly recommended!
Condo rentals with a pool

¤5-15 Mins to Ski Slopes | Fast WiFi | Fireplace¤
Host was incredibly proactive and communicative. Check in process was simple and easy, the place was smaller than expected but was actually perfect for what we were looking for - Incredibly cozy space, temperature and lighting controls were easy to get to. We had no idea about there were boot warmers, but those came to the rescue so we ‘re incredibly thankful for that feature. All in all - really nice, cozy, and a perfect spot to return to after an epic day up in the mountains. Would definitely return for future stays 👌

Summer Dream! The Handle Lodge at Snowtree Condos
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.

Location + Spa! - Cozy 2BR Condo - Mountain Side
We had an amazing stay at this place! The location was perfect—just a short walk to all the incredible relaxation amenities like the pool, steam room, and sauna, which made our trip feel like a true escape. Going for a walk while taking in the views of the mountains were absolutely stunning and made every morning feel special. The unit itself was spotless and had everything we needed for a comfortable, short stay. The kitchen was well-stocked, the bed was cozy, and everything felt thoughtfully arranged. It was the perfect home base for exploring Killington and unwinding after a day of adventure. Would absolutely recommend and may come back during the Peak of the Snow Sport Season!

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!
Amazing experience! Will be back soon!!

Winterplace - Steps away from Slopes
A short walk to the ski slopes. The host was very helpful and proactive recommending where to go to ski based on your skill level. The place is functional and spacious. my favorite two things was proximity to the ski lifts/slopes and very comfortable mattresses/beds. When I ski, I need a nice rest and this place is a great for that. I would recommend this place and I would stay at Andrew's place again. Thank you Andrew for a great vacation!

Renovated 1BR, Walk to Lifts, Covered parking
I took my 13 yo son for a weekend visit to ski Killington for the first time and Gregory’s condo made our stay worthwhile! It was easy to access, clean, and equipped with all necessities. We will be sure to return!!

Beautifully renovated spacious 2 room 2 BA suite
great place to stay Joanne was a great host and responded quickly if I need anything

Killington Summer Retreat | Bike • Golf • Pool
This condo has a great location, and the unit itself is extremely pleasant. If you're going to Killington I highly recommend it
Quick stats about vacation rentals with a pool in West Windsor
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ477 before taxes and fees
Total number of reviews
110 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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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