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Vacation Homes in Chester

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

9.8 out of 10, Exceptional, (122)
"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. "
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (64)
"Enjoyed everything but couldn’t get in the pool.The people that came before us had a party. "
$347 nightly
The price is $444
Aug 19 - Aug 20
Total includes taxes and fees
Amazing Private House Rental w/ pool! Richmond, VA

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

10.0 out of 10, Exceptional, (2)
"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!"
$712 nightly
The price is $769
Aug 31 - Sep 1
Total includes taxes and fees
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

The Henrico Hideaway: Firepit, Close to Everything

10.0 out of 10, Exceptional, (8)
"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. "
The Henrico Hideaway: Firepit, Close to Everything

The Grace Escape

10.0 out of 10, Exceptional, (23)
"We enjoyed our stay here. House was clean and it had everything we needed."
The Grace Escape

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

10.0 out of 10, Exceptional, (214)
"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."
Great Location. Close to about everywhere .Can't beat the value. Check reviews!

Charming 2-bedroom house with WiFi, AC, & Patio in the heart of Richmond!

10.0 out of 10, Exceptional, (4)
"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!"
$233 nightly
The price is $299
Aug 18 - Aug 19
Total includes taxes and fees
Charming 2-bedroom house with WiFi, AC, & Patio in the heart of Richmond!

Charming Retreat w/ Pool Table in Chesterfield!

10.0 out of 10, Exceptional, (1)
"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."
Charming Retreat w/ Pool Table in Chesterfield!

Charming 1-bedroom suite with WiFi and AC in Bon Air

10.0 out of 10, Exceptional, (4)
"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 "
$168 nightly
The price is $201
Aug 12 - Aug 13
Total includes taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air

Charming 3-bedroom townhome with WiFi in delightful Richmond

10.0 out of 10, Exceptional, (3)
"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. "
$275 nightly
The price is $352
Aug 13 - Aug 14
Total includes taxes and fees
Charming 3-bedroom townhome with WiFi in delightful Richmond

Grand Retreat with VMFA Views + Large Groups

9.8 out of 10, Exceptional, (8)
"Perfect short stay. "
$539 nightly
The price is $690
Aug 25 - Aug 26
Total includes taxes and fees
Grand Retreat with VMFA Views + Large Groups

Erin's Oasis in Richmond

9.8 out of 10, Exceptional, (54)
"wonderful property"
Erin's Oasis in Richmond

Carytown Charm: 1BR with King Bed/fully fenced

9.8 out of 10, Exceptional, (27)
"The house was clean. Just a few steps from several restaurants and coffee shops. "
$179 nightly
The price is $201
Aug 25 - Aug 26
Total includes taxes and fees
Carytown Charm: 1BR with King Bed/fully fenced

Cozy walkable downtown retreat, 3 minutes to VCU

9.4 out of 10, Exceptional, (15)
"Great stay."
$375 nightly
The price is $480
Aug 12 - Aug 13
Total includes taxes and fees
Cozy walkable downtown retreat, 3 minutes to VCU

Fly-In Style: Charming Townhome 6 Mins from RIC!

2.0 star property
9.4 out of 10, Exceptional, (3)
"Our family was adequately accommodated during our stay. The residence provided a homely ambiance and was well-equipped with all the necessary amenities to cater to our requirements."
Fly-In Style: Charming Townhome 6 Mins from RIC!

3-Bed Grace Street Getaway in Museum District

10.0 out of 10, Exceptional, (15)
"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."
3-Bed Grace Street Getaway in Museum District

Spacious Duplex, Near VCU, 5 Free Parking, Fenced

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great place and a great host! Would stay there again!"
$1,200 nightly
The price is $1,389
Aug 12 - Aug 13
Total includes taxes and fees
Spacious Duplex, Near VCU, 5 Free Parking, Fenced

Luxe Cottage - South Chesterfield Stylishly renovated, w/ large master suite

10.0 out of 10, Exceptional, (9)
"The check in was easy. It is a lovely house and perfect for what we needed. "
Luxe Cottage - South Chesterfield Stylishly renovated, w/ large master suite

Beautiful Three Bedroom one story house on quiet street

9.8 out of 10, Exceptional, (18)
"Spacious house. Close access to 64 and multiple destinations. "
Beautiful Three Bedroom one story house on quiet street

Beautiful 3-bedroom house with WiFi, AC

10.0 out of 10, Exceptional, (3)
"The property was great. Plenty of space for me and my dog. HUGE backyard! The only issue was the AC - it got a bit warm in the afternoons.I'd consider staying here again in the future. "
Beautiful 3-bedroom house with WiFi, AC
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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Top Chester Hotel Reviews