Vacation rentals with a pool in Chesterfield County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chesterfield County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favourite

Apartment in Richmond

5 out of 5 average rating, 7 reviews

Yummy;kingbed;MovieNight;Pool table;Garage Parking

EdgarRating, 5 stars1 month ago

If you ever coming to richmond for a short or long stay i definitely recommend this place to stay in downtown richmond, Eugene definitely has different listings to encounter as well, the host is very responsive and attentive to anything you might need during your stay, this place is definitely great place and location.

Superhost

Place to stay in Moseley

4.67 out of 5 average rating, 9 reviews

“WaterView" The Pool Pavilion, waterfront property

DitaRating, 5 stars6 months ago

This place was just magical. Our family reunion was so elevated by this incredible property. There are so many fun details and books to discover. The game areas and extra touches provide so many opportunities for spontaneous interaction and fun. Alyson was extremely responsive and helpful and flexible as we navigated adjusting for older family and mobility issues. I would recommend bringing some extra toilet paper and trash bags just in case, but that may have been a fluke for us! Overall I can’t recommend this place highly enough.

Top guest favourite

Home in Richmond

5 out of 5 average rating, 21 reviews

Historic Blanton Getaway

IngridRating, 5 stars1 week 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!

Top guest favourite

Apartment in Richmond

5 out of 5 average rating, 31 reviews

Cute and Cozy

LindseyRating, 5 stars3 weeks ago

We had a wonderful stay at Nelson’s place and would absolutely stay again! Super close to 95 but also tucked away and quiet at night. Nelson has thought of everything and we felt right at home! Nelson was very quick to respond to all of our questions and we couldn’t have asked for a better experience!

Vacation rentals for every style

Get the amount of space that is right for you.

Houses

A space that's all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

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 favourite

Home in Richmond

5 out of 5 average rating, 21 reviews

Historic Blanton Getaway

IngridRating, 5 stars1 week 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 favourite

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.

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.

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.

Show all

Vacation rentals with a pool in Chesterfield County

Top-rated rentals with a pool in Chesterfield County

Vacation rentals for every style

Popular amenities for Chesterfield County rentals with a pool

House rentals with a pool

Destinations to explore