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Vacation rentals with a pool in Charlottesville
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Charlottesville
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Charlottesville rentals with a pool
House rentals with a pool
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Home in Lovingston
4.95 out of 5 average rating, 181 reviewsCottage on The Knoll w/ private pool and hot tub
![](https://a0.muscache.com/im/pictures/miso/Hosting-44160638/original/254e8a71-0f4c-4081-ab3a-c09a431eac65.jpeg?im_w=720)
Home in Robertson
4.92 out of 5 average rating, 192 reviewsOne Of A Kind Home in VA Wine Country on 50 acres
![](https://a0.muscache.com/im/pictures/42d15323-ffb1-4dd6-8d88-4d13f2bde41e.jpg?im_w=720)
Home in Nellysford
5 out of 5 average rating, 105 reviews151Escape | 5☆ Group Fun! Game Room/Bar/Deck/4kTVs
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Home in Lovingston
4.85 out of 5 average rating, 285 reviewsSecluded Mountain Cabin w/ Pool, Trails & Winery ❤️
![](https://a0.muscache.com/im/pictures/111164390/d8da0b3b_original.jpg?im_w=720)
Home in Afton
4.94 out of 5 average rating, 136 reviewsFarmhouse on Working Vineyard
![](https://a0.muscache.com/im/pictures/miso/Hosting-47747530/original/2c65f1f4-d119-46b8-aef9-a3345d405ddd.jpeg?im_w=720)
Home in Wintergreen Resort
4.97 out of 5 average rating, 159 reviewsSki-In/Ski-Out Renovated Chalet on Lower Tyro
![](https://a0.muscache.com/im/pictures/2f02f85a-e507-41c0-a55a-0da6f637463d.jpg?im_w=720)
Home in Lyndhurst
4.97 out of 5 average rating, 101 reviewsOak Tree Cottage - beautiful farm, mountain views.
![](https://a0.muscache.com/im/pictures/57168416-db74-4f4a-93d6-1bdf10142c0a.jpg?im_w=720)
Home in Boston
4.97 out of 5 average rating, 122 reviewsPeacefield - Blue Ridge views near Culpeper
Condo rentals with a pool
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Condo in Wintergreen Resort
4.9 out of 5 average rating, 183 reviewsA True Mountain Getaway! Ski in/Ski out!
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Condo in Wintergreen Resort
5 out of 5 average rating, 175 reviewsWintergreen: Mountain View for Miles Sunset Vista
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Condo in Wintergreen Resort
4.95 out of 5 average rating, 177 reviewsNew Construction! 1 Bed/2 Bath, pet friendly
![](https://a0.muscache.com/im/pictures/82bb1aee-910e-4422-b277-0c714000d0e4.jpg?im_w=720)
Condo in Wintergreen Resort
4.9 out of 5 average rating, 113 reviewsPanoramic Peak: Wintergreen Condo with Views
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MjYxMDEwMjM%3D/original/9fc7f4ee-810e-488c-9a88-247e2d937f1a.jpeg?im_w=720)
Condo in Wintergreen Resort
4.9 out of 5 average rating, 196 reviewsLight Filled Awe-Inspiring Views from Every Window
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Condo in Wintergreen Resort
4.96 out of 5 average rating, 162 reviewsThe Modern Mountain Condo w/pool access
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Condo in Wintergreen Resort
4.96 out of 5 average rating, 159 reviewsSki-in/Ski-out Wintergreen Highlands Condo -Views!
![](https://a0.muscache.com/im/pictures/miso/Hosting-23699931/original/a78cbde7-266a-4843-90e2-4b17092f6802.jpeg?im_w=720)
Condo in Wintergreen Resort
4.94 out of 5 average rating, 227 reviewsCozy, clean mountain condo- King bed, dog friendly
Quick stats about vacation rentals with a pool in Charlottesville
Total rentals
50 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
780 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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