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
Home in Boston
4.96 out of 5 average rating, 134 reviewsPeacefield - Blue Ridge views near Culpeper
Home in Wintergreen Resort
4.87 out of 5 average rating, 127 reviewsLily Pad - 5 Br/4 Ba Wintergreen Family Retreat
Home in McGaheysville
4.97 out of 5 average rating, 167 reviewsHot Tub! Spacious & Relaxing! Child/Dog Friendly!
Home in Afton
4.94 out of 5 average rating, 141 reviewsFarmhouse on Working Vineyard
Home in McGaheysville
4.91 out of 5 average rating, 138 reviewsHot Tub~2 Primary Bedrooms~Grill~Walk to Park
Home in Wintergreen Resort
4.89 out of 5 average rating, 54 reviews4min to Ski! Mntn View Hot Tub EV Charger Grill
Home in Wintergreen Resort
4.97 out of 5 average rating, 176 reviewsSki-In/Ski-Out Renovated Chalet on Lower Tyro
Home in Roseland
4.98 out of 5 average rating, 144 reviewsDove's Landing at Wintergreen Resort
Condo rentals with a pool
Condo in Wintergreen Resort
4.98 out of 5 average rating, 181 reviewsCozy getaway w/ heated floors, dog friendly
Condo in Wintergreen Resort
4.9 out of 5 average rating, 96 reviewsBlue Ridge Retreat: Your Cozy Mountain Getaway
Condo in Wintergreen Resort
4.98 out of 5 average rating, 99 reviewsSki-In/Ski-Out ~ King Suite ~ Mountain Views
Condo in Wintergreen Resort
4.96 out of 5 average rating, 170 reviewsSki-in/Ski-out Wintergreen Highlands Condo -Views!
Condo in Wintergreen Resort
4.9 out of 5 average rating, 207 reviewsLight Filled Awe-Inspiring Views from Every Window
Condo in Roseland
4.92 out of 5 average rating, 48 reviewsNature’s Haven 1 Bedroom Condo Wintergreen Resort
Condo in Wintergreen Resort
4.94 out of 5 average rating, 234 reviewsCozy, clean mountain condo- King bed, dog friendly
Condo in Wintergreen Resort
4.9 out of 5 average rating, 134 reviewsCozy Comfort with a View - Wintergreen Resort
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
820 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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