Vacation rentals with a pool in West Windsor

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Popular amenities for West Windsor rentals with a pool

House rentals with a pool

Guest favourite
Home in Killington
4.91 out of 5 average rating, 207 reviews

Luxury Condo Tucked in the Heart of Killington

JillRating, 5 stars1 week ago
So close to many houses king spots.
Superhost
Home in Norwich
4.76 out of 5 average rating, 21 reviews

Pond, Pool, Mountain Views | Au Bout du Chemin

LaurenRating, 5 stars8 months ago
This is a beautiful property tucked away in the hills of farmland above Norwich. It was perfect for an extended family getaway. Kids loved the pool, ping-pong table and pool table and we loved cooking in the well-appointed kitchen. Great little hike with outstanding views about 20 minutes away on Gile Mountain.
Top guest favourite
Home in Mendon
4.89 out of 5 average rating, 245 reviews

Ranch at Mendon Mt Orchards

StephanieRating, 5 stars3 weeks ago
Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay again!
Guest favourite
Home in Jamaica
4.96 out of 5 average rating, 25 reviews

Ski and tennis house by Stratton Ski Resort.

BillyRating, 5 stars2 months 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!
Superhost
Home in Landgrove
4.75 out of 5 average rating, 28 reviews

Private Tavern, Hot Tub, 8-Fireplaces, Spa Baths!

JadeRating, 5 stars8 months ago
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!
Guest favourite
Home in Dorset
4.95 out of 5 average rating, 22 reviews

Idyllic Dorset Home: Serene Escape w/amazing views

StacyRating, 5 stars2 months 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 favourite
Home in Hartland
5 out of 5 average rating, 10 reviews

Private Farmhouse with in ground pool!

ChrisRating, 5 stars8 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 favourite
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars2 months ago
Great spot for a week of skiing! Danielle was very helpful and communicative throughout

Condo rentals with a pool

Top guest favourite
Condo in Killington
4.86 out of 5 average rating, 84 reviews

Mountain Oasis

CynthiaRating, 5 stars1 month ago
Cozy, clean, well appointed condo with great amenities within walking distance of the mountain, wonderful!
Guest favourite
Condo in Killington
4.9 out of 5 average rating, 129 reviews

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

DillonRating, 5 stars3 weeks ago
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!
Guest favourite
Condo in Killington
4.9 out of 5 average rating, 51 reviews

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

MichaelRating, 5 stars4 weeks 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 favourite
Condo in Killington
4.83 out of 5 average rating, 175 reviews

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

BenRating, 5 stars1 month 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
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars2 months ago
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Guest favourite
Condo in Stratton
4.93 out of 5 average rating, 15 reviews

Stratton two bedroom condo on a shuttle

DrewRating, 5 stars1 month ago
Megan’s place was great for a weekend of skiing at Stratton. Right on a shuttle route that picks you up at the front door and is very reliable. Clean and comfortable. Megan was extremely helpful and responsive throughout the whole process from booking to check in and check out.
Superhost
Condo in Killington
4.71 out of 5 average rating, 24 reviews

3BR Whiffletree Condo!

GabrielRating, 5 stars2 months 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 favourite
Condo in Killington
4.93 out of 5 average rating, 453 reviews

Pico discounted 1 bedroom 1 nght Ok shuttle

ScottRating, 5 stars4 days ago
Always a great quiet place to stay

Quick stats about vacation rentals with a pool in West Windsor

  • Total rentals

    20 properties

  • Nightly prices starting at

    $181 CAD 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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