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Holiday rentals with a pool in Windsor County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Windsor County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Windsor County rentals with a pool
House rentals with a pool
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Home in Norwich
5 out of 5 average rating, 16 reviewsLuxury Countryside Escape - pool, pond, any more!
![](https://a0.muscache.com/im/pictures/miso/Hosting-923854349715405208/original/d827f2e8-2b4d-48a8-8aae-858441a67c05.png?im_w=720)
Home in Hartford
5 out of 5 average rating, 23 reviewsCozy, Renovated Quechee Treehouse
![](https://a0.muscache.com/im/pictures/miso/Hosting-837765164954943319/original/4cfaeae8-25ae-4b2c-b405-fd3e43ea2b24.jpeg?im_w=720)
Home in Hartford
4.89 out of 5 average rating, 37 reviewsQuechee Mountain Home w/Jacuzzi, Gym and Game Room
![](https://a0.muscache.com/im/pictures/91ca0e2d-46f8-474c-b8f5-2f54d57aae4e.jpg?im_w=720)
Home in Woodstock
4.96 out of 5 average rating, 56 reviewsDana Road House Sunlit VT Country Home w/HotTub
![](https://a0.muscache.com/im/pictures/91085253-7851-426b-94e2-4b40b92b5125.jpg?im_w=720)
Home in Bridgewater
4.91 out of 5 average rating, 43 reviewsLuxurious family retreat home in the mountains
![](https://a0.muscache.com/im/pictures/miso/Hosting-25623925/original/a7800a8f-4c44-458a-8a34-5cd8b70278e8.jpeg?im_w=720)
Home in Chittenden
4.9 out of 5 average rating, 82 reviewsComfortable, relaxing large country home
![](https://a0.muscache.com/im/pictures/miso/Hosting-943359130088112235/original/1c70b764-1334-4446-8bac-2ea6ffb02d33.jpeg?im_w=720)
Home in Killington
4.98 out of 5 average rating, 57 reviewsGlamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6OTk4NTIwNTY2MTczMDI2MDg2/original/feb743c2-0b87-4a64-b227-cd9b323a989a.jpeg?im_w=720)
Home in Mendon
4.92 out of 5 average rating, 12 reviewsJam House:Renovated Luxury+Pool+Land+Hot Tub+Sauna
Apartment rentals with a pool
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Apartment in Ludlow
4.8 out of 5 average rating, 152 reviewsEnjoy a Ski-On/Ski-Off Okemo Ski Getaway
![](https://a0.muscache.com/im/pictures/ce6f129a-f4d3-4b1d-a266-c25f5beb7dbc.jpg?im_w=720)
Apartment in Killington
4.95 out of 5 average rating, 185 reviewsBike to Lifts/2BR @ Mt. Green Resort next to Golf!
![](https://a0.muscache.com/im/pictures/miso/Hosting-46524505/original/b1fba8cb-3c1d-4bd1-a824-412b7784e739.jpeg?im_w=720)
Apartment in Killington
4.9 out of 5 average rating, 120 reviewsCozy & Convenient Ski Home Condo
![](https://a0.muscache.com/im/pictures/miso/Hosting-3992562/original/a033c030-e62e-47ff-b3d8-5eabaea217e7.jpeg?im_w=720)
Apartment in Killington
4.82 out of 5 average rating, 250 reviewsSki, Ride, Walk On/Off Condo On Pico at Killington
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Apartment in Mendon
4.88 out of 5 average rating, 100 reviews105 Fox Hollow Village Pvt - Red Fox - Unit B-4
![](https://a0.muscache.com/im/pictures/105928046/8e1abd29_original.jpg?im_w=720)
Apartment in Killington
4.78 out of 5 average rating, 163 reviewsAmazing,Ski, Golf, Hike, Bike, Adventures
![](https://a0.muscache.com/im/pictures/6a9a59a5-6169-4c33-857c-07f8eb77923f.jpg?im_w=720)
Apartment in Killington
4.86 out of 5 average rating, 107 reviewsSki in - Near Resort 4 Bedroom
![](https://a0.muscache.com/im/pictures/miso/Hosting-802722164183490759/original/17d2de38-48a4-43b2-a62d-5fe7f183f798.jpeg?im_w=720)
Apartment in Killington
4.95 out of 5 average rating, 39 reviewsWalk to lift, Ski home, Sunny with loft
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