
Vacation rentals with a pool in Chesterfield County
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Top-rated rentals with a pool in Chesterfield County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Chesterfield County rentals with a pool
House rentals with a pool

Home in Richmond
4.81 out of 5 average rating, 450 reviewsPool/Hot tub/Entire House 2100 Sq ft
EricaRating, 5 stars2 weeks ago
Beautiful and well matained
Top guest favorite

Home in Richmond
5 out of 5 average rating, 23 reviewsHistoric Blanton Getaway
KatherineRating, 5 stars3 weeks ago
Gorgeous period house with beautiful yard and pool! Elegant yet comfortable with terrific amenities. Loved having the space to work, cook, relax and celebrate UR college graduation with family! Super fun game room with Pac Man and pinball machine, piano in dining room, and large TV in living room. Fully outfitted kitchen for gourmet cooking. Perfect amount of space for 6 people. Lovely neighborhood adjacent to parkland and centrally located/convenient to everything in Richmond. Always available parking on street. Richard & Julia were super friendly/helpful, proactive with comms and always quick to respond. Staying @ 900 Blanton made our special weekend even more memorable!
Guest favorite

Home in Midlothian
5 out of 5 average rating, 9 reviewsA house you wish you called home
RebeccaRating, 5 stars11 months ago
Good communication, great value, and flexible with a small adjustment that was needed. I would definitely stay there again.

Home in Sandston
4.86 out of 5 average rating, 14 reviewsSandston Home w/ Private Pool ~ 9 Mi to Richmond!
WarrenRating, 5 stars6 months ago
As described and exactly what we needed.

Home in Chesterfield
4.82 out of 5 average rating, 34 reviewsLakefront Resort
JamesRating, 5 stars2 months ago
This house is awesome. It's huge and priced very competitively. It did have issues, but they didn't bother us too much. If you're expecting perfection from a home this size, at this location at this price, you're not being reasonable. For our needs, it was PERFECT.

Home in Chester
Chester Virginia Fully furnished Apt
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