Holiday rentals with a pool in Chesterfield County

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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, 456 reviews

Pool/Hot tub/Entire House 2100 Sq ft

EliRating, 5 stars1 week ago
Comfortable home that was exactly what my family needed. The rooms were spacious and beds comfortable. Shower on the first floor is my favorite of any place I’ve stayed. Maria was always responsible and was flexible my with requests.
Top Guest favourite
Home in Richmond
5 out of 5 average rating, 25 reviews

Historic Blanton Getaway

SarahRating, 5 stars3 weeks ago
This place was great! The location makes it easy to get to many places in Richmond quickly and it was a perfect location for a family wedding in nearby Maymont. The house is beautiful and the furnishings very comfortable. The pool was a special bonus - lovely and relaxing with incredible plantings. Clearly a lot of time was spent considering what guests might want. I just wish we'd had more time to enjoy it.
Guest favourite
Home in Midlothian
5 out of 5 average rating, 9 reviews

A house you wish you called home

RebeccaRating, 5 stars12 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 reviews

Sandston Home w/ Private Pool ~ 9 Mi to Richmond!

WarrenRating, 5 stars6 months ago
As described and exactly what we needed.
Home in Chesterfield
4.83 out of 5 average rating, 35 reviews

Lakefront Resort

TeresaRating, 5 stars2 weeks ago
It is an incredible property, pictures and words don’t do it justice. The home, grounds and neighborhood are very well appointed with a wonderful layout. There are multiple outdoor gathering areas, we saw swans daily, the bird and frog songs were enchanting. We walked the neighborhood every day. The pool and landscaping were amazing. The master wing is exceptional. We were there for a family wedding and the “princess” dressing room was very well used. The master bath/ shower room has a steam feature that we enjoyed and the” sparkly” bath and shower were magical for our grandkids ( and the adults.). The art and collections were exotic and everyone, not just the grandchildren were enchanted. We entertained 10-25 guests comfortably each evening. As to previous reviews about cleanliness-it was fine, as per linens, everything was available, clean, folded. PS if you want the St. Regis this property has much more to offer than fluffy robes and slippers. We will be back!

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