
Vacation rentals in Chesterfield County
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Top-rated vacation rentals in Chesterfield County
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Popular amenities for Chesterfield County vacation rentals
Other great vacation rentals in Chesterfield County

Home in Richmond
4.81 out of 5 average rating, 455 reviewsPool/Hot tub/Entire House 2100 Sq ft
EliRating, 5 stars6 days 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 favorite

Private room in Colonial Heights
4.99 out of 5 average rating, 365 reviewsTravel and Explore, enjoy this home with Heart
EugeneRating, 5 stars4 days ago
Jane seems to rent to rent out the room for the purpose of serving and pleasing her guests. She saw us looking at deer and brought bread so Heidi could feed them. She knew when a cloud burst dumped rain on our walk and met us at the door with large towels for each of us, like a doting mother would do. And she literally gets up so early that she made muffins for us by 6:30 AM each morning! We have been to many Airbnbs and find this one to be tops for our personal enjoyment.

Home in Amelia Court House
5 out of 5 average rating, 3 reviewsEastern Amelia Cattle Farm
RichardRating, 5 stars1 month ago
Absolutely incredible if you love open spaces and peace and quiet. Beautiful, spotlessly clean space and the farm animals were fun to sit and watch from the porch in the morning!
Guest favorite

Townhouse in Richmond
5 out of 5 average rating, 6 reviews5-Star Comfort, 16 Minutes from Richmond Downtown
KirstenRating, 5 stars1 month ago
You won’t be disappointed staying here clean and at ease. Jose was very responsive to my message and informative. The place was as described. It had everything we needed for a few nights stay. We would definitely stay again if in the area once again.

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.
Guest favorite

Home in Midlothian
4.84 out of 5 average rating, 45 reviewsElegant & Spacious Family Home
LisaRating, 5 stars2 weeks ago
This home is just cozy and quaint and the surrounding area is beautiful. We had everything we needed .
Guest favorite

Private room in Richmond
4.91 out of 5 average rating, 738 reviewsCharming Suite in little Farm with Goats & Alpacas
AshishRating, 5 stars3 weeks ago
We had a lovely overnight stay at the farm — peaceful, comfortable, and a perfect break in our journey. Maria and Ed were wonderful hosts. We especially enjoyed the morning farm tour where we got to meet the goats, chickens, and alpacas — such a fun experience! Ed also gave us some great brunch spots and local recommendations. Highly recommend if you’re looking for a unique and relaxing stopover.
Top guest favorite

Private room in Richmond
4.98 out of 5 average rating, 254 reviewsCharming - 9 mins to downtown
MadisonRating, 5 stars3 days ago
Easy same day booking, decided to take a last minute 1 night trip. Got booked right away, Nancy is super sweet and met me when I got there. She also made me coffee the morning I was leaving. I had no issue with sharing the bathroom or noise. Cute little home that is perfect for a short and sweet stay!
Destinations to explore
- Condo rentals Chesterfield County
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- Fitness-friendly rentals Chesterfield County
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- Rentals with breakfast Chesterfield County
- Rentals with pools Chesterfield County
- Smoking-friendly rentals Chesterfield County
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- Rentals with a home theater Chesterfield County
- Rentals with lake access Chesterfield County
- Rentals with a patio Chesterfield County
- Rentals with outdoor seating Chesterfield County
- Rentals with a kayak Chesterfield County
- Rentals with an EV charger Chesterfield County
- Rentals with a fireplace Chesterfield County
- Waterfront rentals Chesterfield County
- Rentals with a hot tub Chesterfield County
- Kid-friendly rentals Chesterfield County
- House rentals Chesterfield County
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- Carytown
- Kings Dominion
- Pocahontas State Park
- Brown's Island
- Jamestown Settlement
- Science Museum of Virginia
- Royal New Kent Golf Club
- Hollywood Cemetery
- Independence Golf Club
- The Country Club of Virginia - James River
- The Foundry Golf Club
- Kinloch Golf Club
- Libby Hill Park
- Kiskiack Golf Club
- The Poe Museum
- Grand Prix Raceway
- NGCOA Mid-Atlantic