Vacation rentals with a pool in West Windsor

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for West Windsor rentals with a pool

House rentals with a pool

Guest favorite
Home in Killington
4.91 out of 5 average rating, 201 reviews

Luxury Condo Tucked in the Heart of Killington

AshleyRating, 5 stars1 week ago
Comfortable and convenient location. Everything we needed was in the kitchen. We had most of our meals in and took advantage of the kitchen. The sleeping accommodations were very comfortable. It is only a short drive to Killington, where my family skied. We would definitely stay there again.
Top guest favorite
Home in Mendon
4.89 out of 5 average rating, 244 reviews

Ranch at Mendon Mt Orchards

IreneRating, 5 stars1 month ago
I had a great time with some friends here on a ski trip. The house had everything we needed to cook breakfasts and dinners, with a surprisingly spacious living room area. Great location and lovely welcome when we arrived. I’m looking forward to coming back again!
Guest favorite
Home in Jamaica
4.96 out of 5 average rating, 25 reviews

Ski and tennis house by Stratton Ski Resort.

BillyRating, 5 stars1 month ago
We spent our winter break at Adam's condo. This condo experience had all the important Cs: Clean Condo - it was very clean upon arrival. Convenient Condo - the Stratton shuttle stops right outside the door. Communicative Condo Owner - any questions we had were answered in a timely manner. Cost effective Condo - great value Okay I went overboard with the Cs but honestly it was such a great experience. Adam is great host and the condo worked out perfect for us! Hopefully we get a chance to stay here again!
Guest favorite
Home in Dorset
4.95 out of 5 average rating, 22 reviews

Idyllic Dorset Home: Serene Escape w/amazing views

StacyRating, 5 stars1 month ago
My group of 9 had a wonderful stay here! The house was very spacious, clean, and modern and accurately represented in the posting. John was extremely responsive during our process and proactively checked in with us to ensure we were able to check-in to the property smoothly. We had a small issue with one of the stove top burners and when we reached out to John, he followed up immediately to resolve the issue. I highly recommend staying here!
Guest favorite
Home in Hartland
5 out of 5 average rating, 10 reviews

Private Farmhouse with in ground pool!

ChrisRating, 5 stars7 months ago
My family and I truly enjoyed our time spent at the farmhouse. Everything was as expected from the listing. The pictures do not do justice for the property. It's beautiful and well maintained. The pool was nice, warm, and clean. There are yard games readily available and a nice fire pit area. Brin and Maria are super responsive and left very detailed instructions on the property for you. Everything you need is there minus food, which is a 12-minute drive towards a few different grocery stores. The hill is so fun to roll down, too! Thank you so much!
Guest favorite
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars1 month ago
Great spot for a week of skiing! Danielle was very helpful and communicative throughout
Guest favorite
Home in Springfield
4.99 out of 5 average rating, 80 reviews

Luxury Mid-Century Modern Vermont Home, Okemo View

MariamiRating, 5 stars2 months ago
Wonderful Stay with Family – Highly Recommended! We had an amazing stay at this property with our family. The house was spacious, clean, and had all the amenities we needed for a comfortable stay. The host was fantastic – very responsive and always available to help with any questions we had. Communication was seamless, and he made sure we had everything we needed for a smooth experience. We really appreciated his hospitality. I highly recommend this place for anyone looking for a great place to stay. We had a memorable time and would definitely return!
Superhost
Home in Manchester
4.89 out of 5 average rating, 9 reviews

Your country home awaits! Pool, tennis, Dogs loved

RichardRating, 5 stars25 months ago
Great place to stay if you plan to ski or snowboard at Stratton. Close to the center of Manchester (grocery store, shops, etc . . .).

Condo rentals with a pool

Superhost
Condo in Killington
4.86 out of 5 average rating, 91 reviews

1 BR Best Location w/ Pools/Massage Chair/Hottub!

NupurRating, 5 stars2 weeks ago
The Condo Unit: The one bedroom was exactly what I needed. Great wifi and plenty of space. The Complex: Mountain Green is a gem. 10 minute walk to the slopes. Free shuttle. Amazing spa and fitness area- hot tub, steam room, sauna a& heated pool. Plus a very safe area. The Host: Andres was extremely easy to work with and very fast to respond. If anything came up, he was very quick to resolve the issue. What more can you ask?
Guest favorite
Condo in Killington
4.91 out of 5 average rating, 126 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

KateRating, 5 stars5 days ago
Very clean and great location. It was about an 8 minute walk to the Ramshead lodge and we ate at two restaurants within a 5 minute walk. The shuttle was also easy and ran frequently. Would recommend!
Guest favorite
Condo in Killington
4.9 out of 5 average rating, 50 reviews

Killington Mnt Escape Ski/Golf/Bike/Hike/Pool

MichaelRating, 5 stars6 days ago
It was a pleasure staying at Shirley's place for our last trip to Killington this season. The place was nice and clean, the kitchen had everything we needed to cook our meals, and the amenities in the building were great!
Guest favorite
Condo in Killington
4.84 out of 5 average rating, 174 reviews

Skier's Retreat 2bed/1.5 bath condo w/ Amenities

BenRating, 5 stars2 weeks ago
This condo has a great location, and the unit itself is extremely pleasant. If you're going to Killington I highly recommend it
Superhost
Condo in Killington
4.71 out of 5 average rating, 24 reviews

Ski-Home Condo! Renovated 3BR

GabrielRating, 5 stars1 month ago
Jeff and Melissa’s place was the perfect getaway with shuttles to take you to and from the mountain and a trail to ski back to the house. Would definitely stay here again!
Guest favorite
Condo in Stratton
4.94 out of 5 average rating, 18 reviews

Stratton Duplex Condo Steps to Lifts, Village!

johannaRating, 5 stars1 month ago
GREAT condo duplex in the BEST location for Stratton Village. Situated just across the street from the entrance. Five-minute walk to main base lodge and ski lifts. Easy access to restaurants in village. Underground secure indoor parking. Great complex. Fully stocked kitchen with all you need to cook. Cable TV. Can't think of anything missing! Terrific option all around for a family.
Guest favorite
Condo in Killington
4.93 out of 5 average rating, 450 reviews

Pico discounted 1 bedroom 1 nght Ok shuttle

KimberlyRating, 5 stars5 days ago
The place was very clean. Lovely place. Would stay there again. Quiet.
Top guest favorite
Condo in Stratton Mountain
5 out of 5 average rating, 83 reviews

Luxury Condo*Walk to Ski Lifts*Hot Tub*Pool*Sauna!

LisaRating, 5 stars3 weeks ago
We had a great two night stay right across the street from Stratton Mountain ski resort and the village shops. We could walk everywhere. The condo was perfect for the area. It was stocked with everything we needed and some cute extras. The communication and feedback was excellent.

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

Destinations to explore