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Compare 257 Vacation Homes in Chesterfield with updated reviews, rates, and availability.

Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
Property has wrap around driveway with plenty of parking.
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
10.0 out of 10, Exceptional, (18)
"Loved the home and the area. Nice extra touches! Good communication from the host. Clean home, beautiful property. Thanks"
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
Richmond Home w/ Fire Pit - 12 Mi to Downtown
Richmond Vacation Rental | 3BR | 2BA | 1,081 Sq Ft | Stairs Required
Richmond Home w/ Fire Pit - 12 Mi to Downtown
10.0 out of 10, Exceptional, (14)
"Nice place, I would recommend it. "
Richmond Home w/ Fire Pit - 12 Mi to Downtown
The Cozy Rancher | Petersburg | King Bed
Living Room
The Cozy Rancher | Petersburg | King Bed
10.0 out of 10, Exceptional, (24)
"We had 6 adults and everyone was comfortable. The house is clean!¡"
The price is AED 533
AED 1,300 total
includes taxes & fees
14 Nov - 15 Nov
The Cozy Rancher | Petersburg | King Bed
Retro bungalow minutes away from historic Old Towne Petersburg!
Exterior
Retro bungalow minutes away from historic Old Towne Petersburg!
9.0 out of 10, Wonderful, (4)
"Nice clean property just a shifty neighborhood"
Retro bungalow minutes away from historic Old Towne Petersburg!
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks
1st Lake In Neighborhood
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks
9.6 out of 10, Exceptional, (25)
"Great spot to spend the weekend for a family wedding in Va. Close to the venue and a beautiful lake to walk around before heading to the wedding "
The price is AED 731
AED 1,521 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks
Idlewood Hive, the Heart of Richmond
Private kitchen
Idlewood Hive, the Heart of Richmond
9.8 out of 10, Exceptional, (36)
"With family from points north, south and west the more than adequate sleeping arrangements made our stay lovely. There is a fully stocked kitchen and laundry. Decor is appealing to most!"
Idlewood Hive, the Heart of Richmond
The Bamboo House! Dog-Friendly Home n RVA Sleeps 8
Welcome to the Bamboo House! Spacious living room, dining area, kitchen with island and more.
The Bamboo House! Dog-Friendly Home n RVA Sleeps 8
9.6 out of 10, Exceptional, (14)
"We had a great time at the Bamboo house. The home was clean, stocked with some essentials and comfortable. Great location for our visit to UR. James was a wonderful host. I would stay here again. "
The Bamboo House! Dog-Friendly Home n RVA Sleeps 8
Private Boho Bungalow 10 Minutes to Downtown RVA!
Living room with Smart TV and games.
Private Boho Bungalow 10 Minutes to Downtown RVA!
9.8 out of 10, Exceptional, (10)
"Clean, well, equipped and easy check-in. Will stay again when in the Richmond area. "
Private Boho Bungalow 10 Minutes to Downtown RVA!
Spacious, Vibrant Home 'n Central Richmond, VA!
Beautiful dining room with seating for six.
Spacious, Vibrant Home 'n Central Richmond, VA!
9.8 out of 10, Exceptional, (9)
"This was a beautiful, historic home; immaculately clean with hotel-like features such as a guest book and welcome basket :). The downside was that much like a hotel, there were no extra linens or blankets. The house is near the corner of a main street in a “transitional” neighborhood, and although we felt safe enough to enjoy the front porch, some of the neighboring lots lacked maintenance."
Spacious, Vibrant Home 'n Central Richmond, VA!
Lovely Carytown Home: Walk to Shops + Restaurants
Richmond Vacation Rental | 2BR | 1.5BA | Stairs Required | 1,400 Sq Ft
Lovely Carytown Home: Walk to Shops + Restaurants
10.0 out of 10, Exceptional, (2)
"Very cute and cozy place. Dog friendly was great. Short walking distance to shops and restaurants. Will definitely stay here again."
Lovely Carytown Home: Walk to Shops + Restaurants
Retreat Zen/fully fenced/private parking/FIRE-PIT/RF
Retreat Zen/fully fenced/private parking/FIRE-PIT/RF
9.8 out of 10, Exceptional, (7)
"Spacious home with modern touches in a great location. Welcome goodie basket upon arrival. Very dog friendly with a fenced in large back and front yard. Neighborhood is lovely, picturesque and walkable. Enjoyed the fire-pit as well, but there was glare from tall fluorescent street lamps out back that borders Broad Street. Very quiet comfortable stay. Would definitely return! "
The price is AED 404
AED 931 total
includes taxes & fees
2 Dec - 3 Dec
Retreat Zen/fully fenced/private parking/FIRE-PIT/RF
Royal Retreat: Luxurious House with 4 King Beds!
Primary bedroom with king size bed, flat screen TV, dresser storage, additional seating and ceiling fan. Includes ensuite master bathroom.
Royal Retreat: Luxurious House with 4 King Beds!
9.8 out of 10, Exceptional, (8)
"Great place. Centrally located to Richmond and quiet. The host is a great communicator. We had a very pleasant stay and will definitely use again. "
Royal Retreat: Luxurious House with 4 King Beds!
Modern Richmond Home w/ Deck, Close to Downtown!
Richmond Vacation Rental | 4BR | 2.5BA | Stairs Required | 1,520 Sq Ft
Modern Richmond Home w/ Deck, Close to Downtown!
9.8 out of 10, Exceptional, (10)
"Very convenient location, comfortable and clean accommodations for family of 5. In town for a family member celebration of life service."
Modern Richmond Home w/ Deck, Close to Downtown!
Peaceful & spacious home near Carytown fully fenced
Peaceful & spacious home near Carytown fully fenced
10.0 out of 10, Exceptional, (1)
"Really great stay! The host was easy to communicate with but not overbearing. The beds could maybe use an upgrade, but no real complaints. Thanks for the stay!"
The price is AED 364
AED 885 total
includes taxes & fees
9 Dec - 10 Dec
Peaceful & spacious home near Carytown fully fenced
Beautiful and Spacious home w/Outdoor Kitchen
Kitchen
Beautiful and Spacious home w/Outdoor Kitchen
10.0 out of 10, Exceptional, (23)
"Tina's home was so clean, so well equipped and just super comfortable! My family enjoyed it immensely, cooked a wonderful meals for elderly relatives who we were visiting and loved the screened in porch. Would stay here again in a minute!!!"
Beautiful and Spacious home w/Outdoor Kitchen
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Private kitchen
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
10.0 out of 10, Exceptional, (51)
"The property was great with incredible views! The apartment was comfortable & has a lot of walkable options for food/drinks! "
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Recline at Timberline! Family friendly!
Large dining rom
Recline at Timberline! Family friendly!
9.4 out of 10, Exceptional, (33)
"Great place"
Recline at Timberline! Family friendly!
Colonial Heights Home w/ Large Yard & BBQ Grill!
Colonial Heights Vacation Rental | 3BR | 1.5BA | 1,090 Sq Ft | 4 Steps Required
Colonial Heights Home w/ Large Yard & BBQ Grill!
9.6 out of 10, Exceptional, (5)
"Great stay and convenient."
Colonial Heights Home w/ Large Yard & BBQ Grill!
City Life Richmond, Escape and Relax, Free Parking
Kitchen
City Life Richmond, Escape and Relax, Free Parking
9.8 out of 10, Exceptional, (27)
"Stayed one night with family for wedding in Richmond. Wonderful accommodations. Lovely themes in each room and Carver Historic District so convenient to everything Patio setting an A+ for visiting and relaxing. Would recommend to anyone looking for cozy, clean, and good accommodations in Richmond. "
The price is AED 1,020
AED 2,429 total
includes taxes & fees
14 Nov - 15 Nov
City Life Richmond, Escape and Relax, Free Parking
Central Located Near VCU -2 Beautiful Suites
Living area
Central Located Near VCU -2 Beautiful Suites
9.0 out of 10, Wonderful, (19)
"Clean, spacious, well-equipped vrbo. Centrally located. Would definitely stay here again."
Central Located Near VCU -2 Beautiful Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chesterfield

🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living
Terrace/patio
🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living
10.0 out of 10, Exceptional, (2)
"My teenage son and I stayed here for a 4 day swim meet at SwimRva which was conveniently about 5 minutes away. The basement apartment was very clean and extremely well put put together!. The apartment was comfortable and my son certainly enjoyed the video games on the giant tv! Sharon was extremely communicative and even left out snacks for us every morning! I would highly recommend this property!"
The price is AED 735
AED 1,194 total
includes taxes & fees
14 Nov - 15 Nov
🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks
1st Lake In Neighborhood
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks
9.6 out of 10, Exceptional, (25)
"Great spot to spend the weekend for a family wedding in Va. Close to the venue and a beautiful lake to walk around before heading to the wedding "
The price is AED 731
AED 1,521 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks
Downtown Living in Richmond's Amazing Shockoe Bottom
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Downtown Living in Richmond's Amazing Shockoe Bottom
9.0 out of 10, Wonderful, (20)
"My biggest complaints would be that there were dirty dishes in the cupboards so I ended up washing most of them before using them. There were several lights out or not working in the apartment. The kitchen is very small which is okay but not well pictured in the listing. No extra toilet paper just the single half roll you get when arriving. The ‘free’ parking is at max two spaces in front of the building. Which were always full. The parking lot next to it is very dirty, broken glass and full of...
Downtown Living in Richmond's Amazing Shockoe Bottom
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.