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Vacation rentals with a pool in Chesterfield County

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Popular amenities for Chesterfield County rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Top guest favorite
The exterior of a historic home is showcased, featuring a welcoming porch adorned with columns. Lush greenery surrounds the property, complemented by a manicured yard. Large windows provide a glimpse into the inviting interior, while the façade reflects a blend of classic architectural details.
Home in Richmond
5 out of 5 average rating, 21 reviews

Historic Blanton Getaway

IngridRating, 5 stars4 days ago
Richard went above and beyond to ensure that my family was comfortable and at home. He was highly communicative and responsive and the information provided before and during the stay was extremely helpful. I booked this home for family who visited the area during my wedding week and, as a local, can say that the house is in a prime location between parks and the river park system and a vibrant shopping and restaurant district. A fantastic stay in a well provisioned, unique space that is meant to be enjoyed!
Guest favorite
A two-story home features a muted exterior with light grey siding and black shutters. The front porch is accessible via a set of white steps, flanked by neatly trimmed shrubs. A driveway leads to a dark garage, surrounded by a grassy lawn and mature trees.
Home in Midlothian
5 out of 5 average rating, 8 reviews

A house you wish you called home

JessicaRating, 5 stars17 months ago
I've stayed at quite a few AirBnbs. Some have been ultra luxe, some have been bare minimum types where I couldn't wait to check out. Others, like Jennifer's, feel like my own house. This place is just so comfortable. It reminds me of what AirBnb is supposed to be: people opening up their homes for others so that a stay away from home still feels like home. My family and I loved staying here. It was close to everywhere we wanted to get to and my kids loved the pets, which were easy to care for. It was nice to have exercise equipment available and the fenced backyard and trampoline and playground were a big plus for my kids. Jennifer was a flexible host who made sure I had all the info available to me that I needed. I'd stay here again in a heartbeat.
A welcoming living space is highlighted by a ceiling fan and a cozy fireplace. Two comfortable sofas are arranged around a glass coffee table on an area rug with geometric patterns. Natural light pours in through nearby windows, enhancing the relaxed atmosphere.
Home in Sandston
4.86 out of 5 average rating, 14 reviews

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

WarrenRating, 5 stars5 months ago
As described and exactly what we needed.
An expansive resort-style home features a lush backyard with a natural stone pool surrounded by greenery. Comfortable seating areas are visible near the water, with large windows highlighting the elegant architecture of the home in the background.
Home in Chesterfield
4.82 out of 5 average rating, 33 reviews

Lakefront Resort

JamesRating, 5 stars1 month 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.
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