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Compare 258 Vacation Homes in Chesterfield with updated reviews, rates, and availability.

Recline at Timberline! Family friendly!

9.4 out of 10, Exceptional, (35)
"The house is very cozy. The kitchen was clean and well stocked. There are Roku TVs in the living room and bedroom. Nice backyard with a swing set if you have kids. There were bowls for pets in the downstairs closet. "
Recline at Timberline! Family friendly!

Private Romantic Bungalow for Artists & Writers, 7 Mins to Downtown Richmond,

9.6 out of 10, Exceptional, (4)
" As q, m "
Private Romantic Bungalow for Artists & Writers, 7 Mins to Downtown Richmond,

Great Location. Close to about everywhere .Can't beat the value. Check reviews!

10.0 out of 10, Exceptional, (191)
"It is true, the home is in a great location. The home has historical charm plus modern updates that made it a comfortable stay for our family of 5. We enjoyed our stay and visit to Richmond!"
Great Location. Close to about everywhere .Can't beat the value. Check reviews!

Beautiful and Spacious home w/Outdoor Kitchen

10.0 out of 10, Exceptional, (26)
"The owner is amazing small piece of holiday paradise "
Beautiful and Spacious home w/Outdoor Kitchen

Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF

9.8 out of 10, Exceptional, (8)
"This was our second stay, with all the same expectations met in cleanliness and accommodations. Had one surprise when I let my dog out back, half the back fence was gone! Heads up for any pet owners, looks like owners might be transitioning backyard to parking spaces, which is fine since the front yard is fenced and works great as well. It was just a change from last stay and I was lucky my dog isn't a runner!"
The price is SAR 485
SAR 1,043 total
includes taxes & fees
7 Jan - 8 January 2025
Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF

Richmond Home w/ Fire Pit - 12 Mi to Downtown

9.8 out of 10, Exceptional, (15)
"Tidy home in a great location. "
Richmond Home w/ Fire Pit - 12 Mi to Downtown

Luxury home in the historic Fan District

10.0 out of 10, Exceptional, (9)
"we "
Luxury home in the historic Fan District

The Greenhouse – In the Heart of Midlothian - King Bed

9.8 out of 10, Exceptional, (22)
"Quiet neighborhood, close to plenty of restaurants, very clean, and quick communications with the property manager. Happy with our stay!"
The Greenhouse – In the Heart of Midlothian - King Bed

E2 Centrally located in Carytown fully fenced

9.8 out of 10, Exceptional, (44)
"Great location, walking distance to restauarants, bars, grocery stores and shopping"
The price is SAR 368
SAR 791 total
includes taxes & fees
6 Jan - 7 January 2025
E2 Centrally located in Carytown fully fenced

Royal Retreat: Luxurious House with 4 King Beds!

9.8 out of 10, Exceptional, (9)
"We stayed in this lovely home during Thanksgiving. My husband and I, our daughter and her husband, and our two grandchildren loved the spaciousness of the home, the large bedrooms, convenient bathrooms and the layout, especially the breakfast room-kitchen-family room combination. The property was super clean and nicely furnished in a quiet neighborhood, located about 20 minutes from everything we wanted to do and see. The property manager was very responsive to any questions I had and we...
Royal Retreat: Luxurious House with 4 King Beds!

Large Home, 2 Blocks from Lake/ Park, Outdoor Dining + Parking

9.2 out of 10, Wonderful, (5)
"This property was exactly as photographed. It is close to the park where the holiday fun run was happening. The beds were comfortable. The host accommodated a specific request I had, which I greatly appreciated. We would come back!"
Large Home, 2 Blocks from Lake/ Park, Outdoor Dining + Parking

Large City Center House - 7 BEDS/2 BA w/ parking

9.6 out of 10, Exceptional, (5)
"This was a nice location to use Richmond as a half-way point when gathering family for Thanksgiving. The property had a unique character and a lot of bedrooms, which was a plus for our group. There was also a good amount to see and do within walking distance, even if the area did sometimes feel deserted, probably because VCU was on break. The one drawback for our group was that the two common areas (kitchen and living room) were small, making it difficult to all gather in one place."
Large City Center House - 7 BEDS/2 BA w/ parking

3-Bed Grace Street Getaway in Museum District

9.8 out of 10, Exceptional, (9)
"My sister and I visited together. Perfect location to store, shops and restaurants The house was clean and just a pefect size. Jason was a great host. We will use this Vrbo again. Thanks!!! "
3-Bed Grace Street Getaway in Museum District

Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks

9.8 out of 10, Exceptional, (27)
"We stayed here for a close location yo a field hockey tournament. It was so clean, close and in a safe area! It was dark on the way home so it took some getting used to! Lol. But place was clean, well lit and well stocked for 2 moms and 2 teen girls. Would definitely use again! "
The price is SAR 748
SAR 1,555 total
includes taxes & fees
2 Jan - 3 January 2025
Cozy Get-A-Way in Neighborhood On 3 Lakes, With Fishing Docks, Firepit, Kayaks

The Black Pot - Free parking

9.4 out of 10, Exceptional, (31)
"My wife, son, and 2 dogs stayed here over Thanksgiving and enjoyed our stay. Communication with Delores was easy and she was very responsive. The back yard was great, my son and 2 dogs had a blast playing in all the leaves and there was plenty of space for them to run around. The inside of the home is dated and because of that can seem not as clean as it actually is. We would absolutely recommend others stay here and if we're ever back in the area wouldn't hesitate to come back. Thanks...
The price is SAR 368
SAR 769 total
includes taxes & fees
26 Dec - 27 Dec
The Black Pot - Free parking

Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!

10.0 out of 10, Exceptional, (55)
"The unit was awesome near our family. It would have been nice to have had an ice cube tray available, maybe a firmer mattress "
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!

Idlewood Hive, the Heart of Richmond

9.6 out of 10, Exceptional, (38)
"Had everything we needed. One shower was a problem, did not get hot. Main door handle needs work, kept falling off. Multiple birds in the tree in the back covere the vehicles with droppings. Otherwise all good"
Idlewood Hive, the Heart of Richmond

The Cozy Rancher | Petersburg | King Bed

10.0 out of 10, Exceptional, (27)
"We had 4 adults and this cozy place was nice. Very clean, great host and nice location. I would stay again with no hesitation. I live in NJ but grew up in Petersburg. This was my first VRBO experience in my home town and I was very please. Small but very nice. Four to five adults no problem."
The price is SAR 582
SAR 1,377 total
includes taxes & fees
27 Dec - 28 Dec
The Cozy Rancher | Petersburg | King Bed

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 SAR 1,893
SAR 3,726 total
includes taxes & fees
23 Dec - 24 Dec
City Life Richmond, Escape and Relax, Free Parking

Home w/ Hot Tub < 2 Mi to Downtown Richmond!

9.6 out of 10, Exceptional, (52)
"Our extended family of all ages plus one small dog greatly enjoyed our stay in this home! Plenty of space for everyone to sleep, extra bathrooms, and a functional kitchen. The fenced-in back yard is perfect for pets and children. Street parking was easy and a nice playground at the end of the block and a small store a few blocks over were nice to have nearby. We would stay here again!"
Home w/ Hot Tub < 2 Mi to Downtown Richmond!
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

8.8 out of 10, Excellent, (3)
"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 SAR 751
SAR 1,478 total
includes taxes & fees
26 Dec - 27 Dec
🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living

Charming Cul-de-sac Retreat | Double Master + Garage + Home Office

9.6 out of 10, Exceptional, (23)
"House is great for a large family or two couples and some kids. All bedrooms upstairs. TVs in all rooms except twin beds bedroom. Quiet neighborhood. Within a couple miles of grocery store and 10-15 minutes from restaurants and shopping areas. Nice place to stay. Pets are an up charge but allowed. "
Charming Cul-de-sac Retreat | Double Master + Garage + Home Office

Recline at Timberline! Family friendly!

9.4 out of 10, Exceptional, (35)
"The house is very cozy. The kitchen was clean and well stocked. There are Roku TVs in the living room and bedroom. Nice backyard with a swing set if you have kids. There were bowls for pets in the downstairs closet. "
Recline at Timberline! Family friendly!
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.