
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

Cozy 5-bedroom home for large gatherings.

Peacefield - Blue Ridge views near Culpeper

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites

Epic Sunrise Views • 2 Decks • Game + Billiards Rm

Farmhouse on Working Vineyard

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

Sunset Retreat a cabin off the beaten path

Hottub Ski In/Ski Out Renovated Chalet Lower Tyro
Condo rentals with a pool

The Modern Mountain Condo

Five Minute Walk to Everything!

Eight Minute Walk to Everything

Massanutten Woodstone 2-BR, 2 Bath

New Construction! 1 Bed/2 Bath, pet friendly

Tips Up: Cozy Slopeside Retreat w/ Fireplace

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

Cozy, clean, quiet mountain condo- King bed
Other vacation rentals with a pool

Suite August- Charlottesville

Luxurious Cabin By the Creek! Inground pool! Spa!

Private Studio Apt Retreat

The Red Cabin at Estouteville Farm

The Farmhouse at Bailey's Retreat

An Escape to Cottonwood Pond

Heated Pool & Tub | Book Tgiving 4 FREE Turkey

Charming Cottage on Historic 1780’s Farm
Quick stats about vacation rentals with a pool in Charlottesville
Total rentals
60 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Rentals with pools Albemarle County
- Rentals with pools Virginia
- Rentals with pools United States
- Massanutten Resort
- Luray Caverns
- Early Mountain Winery
- Lake Anna State Park
- Ash Lawn-Highland
- Prince Michel Winery
- The Foundry Golf Club
- Chisholm Vineyards at Adventure Farm
- Massanutten Ski Resort
- Frontier Culture Museum
- Spring Creek Golf Club
- Car and Carriage Caravan Museum
- The Plunge Snow Tubing Park
- Wintergreen Resort
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Little Washington Winery
- Glass House Winery
- Hermitage Country Club
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards
- Cardinal Point Winery