Holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for West Windsor rentals with a pool
House rentals with a pool
Home in Killington
4.9 out of 5 average rating, 195 reviewsLuxury Condo Tucked in the Heart of Killington
My family and I had a wonderful and quiet stay at Matt’s place. The location is very peaceful yet still close to everything. Perfect for relaxing after a long day of skiing!
Home in Mendon
4.88 out of 5 average rating, 236 reviewsRanch at Mendon Mt Orchards
Jonathan’s place was fantastic! The home is incredibly charming and sits in a beautiful orchard rich with history. The location is perfect close to both Rutland and Killington, making it convenient for exploring the area. Upon arrival, we were warmly welcomed with a delicious apple pie and thoughtful treats for our dogs, which was such a kind gesture. The hospitality and attention to detail made our stay extra special. I highly recommend this wonderful spot and hope to return soon!
Home in Landgrove
4.75 out of 5 average rating, 28 reviewsPrivate Tavern, Hot Tub, 8-Fireplaces, Spa Baths!
Beautiful home and cottage with stunning surrounding scenery. Came here on a getaway from NYC and it was exactly what we needed. The jumbo jet bathtubs and fireplaces give this cozy space a luxurious feel, and the kitchen was downright impressive (brought a chef friend for us who was very impressed). Had to call the host with some questions when I arrived but they were answered immediately. Very clear check in instructions from the host and once we pulled up to the property it was very seamless to get inside and begin unpacking. We had an stress-free stay and checkout thanks to the intention with which these hosts set up their space and rental process. We will be coming back next year!
Home in Dorset
4.95 out of 5 average rating, 21 reviewsIdyllic Dorset Home: Serene Escape w/amazing views
Modern, clean home with great views. Home has somewhat of an unusual layout but it accommodated our group just fine. Nice proximity to Bromley ski resort (15 min). John and Lisa were very responsive when we were having issues with the heat. We loved having the hot tub to soak after a day of skiing! We appreciated the great hospitality.
Home in Hartford
4.91 out of 5 average rating, 35 reviewsBright & Modern Quechee Town House - Self Check-In
Terrific place and Michael is a great host. Would definitely come back again!!
Home in Hartland
5 out of 5 average rating, 10 reviewsPrivate Farmhouse with Pool
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!
Home in Hartford
4.81 out of 5 average rating, 54 reviewsQuechee Mountain Home w/Jacuzzi, Gym and Game Room
My family and I stayed here for new years and had a great stay. Was perfect for our 2 kids. House was very clean and exactly as pictured. Location is great, with the Quechee Club ski hill being great for kids that are learning. Hot tub and game room were nice amenities. Kitchen was well stocked with all of the essentials. Would stay at again.
Home in Ludlow
4.78 out of 5 average rating, 46 reviewsBeautiful Okemo Farmhouse 0.7 mile from base lodge
Lovely farmhouse close to okemo. Tons of space for two families with college age kids to spread out. The hot tub was fantastic after a day of skiing. Would stay again.
Condo rentals with a pool
Condo in Killington
4.85 out of 5 average rating, 79 reviewsMountain Oasis
Steve and Gail were very accommodating and gracious hosts! They provided very clear instructions and helpful tips to navigate the condo complex and local area. Their condo is newly renovated and immaculate!! Everything we needed for a comfortable stay was provided and the kitchen contained everything necessary to cook gourmet meals (even a spice rack!!). There is a great health club right in the same building as their condo with a hot tub, pool, steam room and saunas (this was much needed after vigorous days on the slopes.) The Snowshed lodge and slopes are directly across the parking lot from their building and a shuttle runs regularly. I would highly recommended these great hosts and their amazing two-bedroom condo! -Christian
Condo in Killington
4.86 out of 5 average rating, 85 reviews1 BR Best Location w/ Pools/Massage Chair/Hottub!
My family and I have stayed at Mt. Green condos a few times in the past and this was definitely a nicer unit. Had lots of kitchenware which is very helpful and fresh linens available for pull out. Will be keeping in my saves for future trips.
Condo in Killington
4.91 out of 5 average rating, 117 reviewsLocation + Spa! - Cozy 2BR Condo - Mountain Side
Clean and convenient to the mountain, we would stay again. Great place.
Condo in Killington
4.89 out of 5 average rating, 44 reviewsKillington Mnt 2Br/2Ba Ski/Golf/Bike/Hike/Pool
We stayed at Shirley's condo in January 2025 and we were there to ski at Killington. It was very convenient to the mountain, the ski lockers were well-located, and the pool/hot tub was great for post-ski. The lodge has a great gym (new equipment, clean) and there were free EV chargers in the main Killington lot across the street. I would highly recommend it for families skiing at K.
Condo in Killington
4.83 out of 5 average rating, 160 reviewsSkier's Retreat 2bed/1.5 bath condo w/ Amenities
Scott is super responsive and friendly. Amazing location with a convenient shuttle to the mtn if you dint want to walk. Would definitely stay here again.
Condo in Stratton
4.92 out of 5 average rating, 12 reviewsStratton two bedroom condo on a shuttle
Megan was an excellent host and this condo is spacious and very cozy! We loved every minute of our trip and will absolutely be back! 1st floor was a huge plus!
Condo in Killington
4.83 out of 5 average rating, 18 reviewsRenovated 3BR Ski-Home Condo!
This was a perfect location for skiing at killington. The ski base was likely 10 minutes walk away. The condo was extremely roomy and in good shape. It had all we needed and then some. We have already discussed our return. We loved this stay.
Condo in Killington
4.93 out of 5 average rating, 430 reviewsSki in n out Pico 1 bedroom 1 nite Ok free shuttle
This is our second season staying at Gabe’s place. We keep coming back. The location is great especially for Pico and the apt and building is clean and cozy. There is an elevator and locker downstairs which makes your life easier. Highly recommended!
Quick stats about holiday rentals with a pool in West Windsor
Total rentals
20 properties
Nightly prices starting at
$225 AUD before taxes and fees
Total number of reviews
110 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
Destinations to explore
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Montreal Holiday rentals
- Cape Cod Holiday rentals
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Rentals with pools United States
- Rentals with pools Northeastern United States
- Rentals with pools New York
- Rentals with pools New England
- Rentals with pools Vermont
- Rentals with pools Windsor County
- Rentals with a fireplace West Windsor
- Monthly Rentals West Windsor
- Rentals with a patio West Windsor
- Family-friendly rentals West Windsor
- Fitness-friendly rentals West Windsor
- Rentals with a washing machine and dryer West Windsor
- Pet-friendly rentals West Windsor
- Apartment rentals West Windsor
- House rentals West Windsor
- Rentals with a fire pit West Windsor
- Rentals with outdoor seating West Windsor
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom