Holiday Homes in Chesterfield County

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Featured Holiday Homes in Chesterfield County

"This property had all the amenities, modern and clean decor, nice friendly neighborhood atmosphere, a little park a block away to walk the dog, and within walking distance to the many features of RVA. "

"Enjoyed everything but couldn’t get in the pool.The people that came before us had a party. "

includes taxes & fees

19 Aug - 20 Aug

"Communication was great from the initial booking. Spacious, clean, and very private. Great accommodations and up to date appliances/furniture. Canoe is a lovely addition that we took pretty far down the river to explore. Would absolutely return and recommend to others!"

"This house was perfect for what we needed! The beds were comfy (the master was my fave!) Communication with the host was great! Very timely. Great experience overall. "

"We enjoyed our stay here. House was clean and it had everything we needed."

"Josh's house was perfect for our family stay in Richmond for our daughter's wedding. Josh is a great host, the house was clean and comfortable with everything we needed."

"This place was just perfect for our stay. Beautiful historic home, plenty of room, great kitchen. We just loved it. Would come back and stay again and again!"

includes taxes & fees

19 Aug - 20 Aug

"The location was excellent for travel needs and was close to shops that were needed. The house and yard was overall clean. Check in was easy. James was accessible if needed. We felt safe in the neighborhood it was quiet and there were cameras that made us feel extra safe."

"It was a nice stay the host was prompt and answered any questions or concerns right away, she was very polite and helpful to me and family "

includes taxes & fees

18 Aug - 19 Aug

"Thanks for a great stay! We loved the property!"

includes taxes & fees

18 Aug - 19 Aug

"Townhouse was awesome. Plenty of room for 6 people. Pet friendly. Quiet neighborhood. Host Jordan was very helpful and available when needed. We all loved our stay. Would stay again. "

includes taxes & fees

18 Aug - 19 Aug

"We needed a place close to my grandchildren, and this home did not disappoint. Very clean, with plenty of room inside and outdoors to host a family day and barbecue. Also, you do not feel like a renter, but as a guest. Shampoo, conditioner, body cream, toothpaste surprisingly provided! The owners are gracious and always available, if needed. We would love to make this rental our home away from home when visiting."

"Perfect short stay. "

includes taxes & fees

27 Aug - 28 Aug

"wonderful property"

"Love this property! We've stayed there a few times but this was the first time we had the whole family, plus our dog. The house is well-equipped, the neighborhood is incredible. Everything was perfect!"

includes taxes & fees

17 Sept - 18 Sept

"This place is awesome so much room and activities. Mostly adults stayed but it would be great with smaller children as well. Very nice pool they would enjoy. Great neighborhood and peaceful. Definitely would stay again. Host was very responsive as well. Thank you!"

"Great stay."

includes taxes & fees

18 Aug - 19 Aug

"Great place to stay"

includes taxes & fees

18 Aug - 19 Aug

"We stayed here mid move and it was lovely. Communication was incredible and the graciousness of hosts was beyond appreciated. Home is very well maintained, our dogs loved the fenced in yard, and everyone had their own space. Thank you for a great experience. "

"Great location, spacious, and the private parking was a plus! The area was quiet and comfortable yet walking distance to museums, conveniences and eateries. I had an enjoyable stay."