Holiday Homes in Chesterfield

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Our top choices for Chesterfield holiday homes

The price is AU$642
includes taxes & fees
15 Mar - 16 Mar
3 BR Colonial Revival in 2 Acres, 5 min to State Park. Family & Pet Friendly!

Holiday Home in Midlothian

Private bedroom and bath!
10.0 out of 10, Exceptional, (1 review)
"We had a lacrosse tournament at River city sports plex. This was perfect location to stay for us. Friendly and amazing combination with host. Extremely pleased with our stay"
United States
Ridge W.
The price is AU$336
includes taxes & fees
9 Mar - 10 Mar
Private bedroom and bath!

Holiday Home in Fan District

Cupid's Hideout
The price is AU$472
includes taxes & fees
11 Mar - 12 Mar
Cupid's Hideout
10.0 out of 10, Exceptional, (2 reviews)
"Great spot to spend the evening while traveling through! Comfortable space.Host was very helpful through the check in process and my stay.Thanks Pamela!"
United States
Shawn P.
The price is AU$241
includes taxes & fees
18 Mar - 19 Mar
Newly finished basement suite in Midlothian. Very clean and spacious.

Holiday Home in Amelia Court House

Steel Magnolias Cozy Main Home in Amelia County
10.0 out of 10, Exceptional, (12 reviews)
"I would highly recommend Jenny’s VRBO- the house was beautiful, clean, and she was incredibly welcoming and communicative! "
United States
Marissa H.
The price is AU$425
includes taxes & fees
16 Mar - 17 Mar
Steel Magnolias Cozy Main Home in Amelia County

Holiday Home in Northern Barton Heights

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
9.6 out of 10, Exceptional, (15 reviews)
"I loved 100 recommended "
United States
Milton O.
The price is AU$564
includes taxes & fees
16 Mar - 17 Mar
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Holiday Home in Sauer's Gardens

The Sweet Family retreat/Fenced & Free Parking
9.8 out of 10, Exceptional, (62 reviews)
"Good location "
United States
Beth L.
The price is AU$404
includes taxes & fees
11 Mar - 12 Mar
The Sweet Family retreat/Fenced & Free Parking
8.8 out of 10, Excellent, (16 reviews)
"Perfect location within walking distance to lots of eateries and shops. All other essential Richmond spots within quick drive. Great for short weekend with the girls."
United States
Amber V.
The price is AU$367
includes taxes & fees
10 Mar - 11 Mar
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
9.8 out of 10, Exceptional, (74 reviews)
"Loved the apartment, great setup in a historic building in RVA with great restaurants in walking distance. "
United States
David Y.
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
10.0 out of 10, Exceptional, (8 reviews)
"The host was very responsive to any questions I had, responding within a few minutes each time. The space was as advertised with all needed amenities. "
United States
David W.
The price is AU$427
includes taxes & fees
16 Mar - 17 Mar
Charming 1-bedroom suite with WiFi and AC in Bon Air
10.0 out of 10, Exceptional, (3 reviews)
"Host was amazing and the house was excellent. Would book again for sure"
United States
Jon K.
The price is AU$485
includes taxes & fees
12 Mar - 13 Mar
Superb 3-bedroom house. Minutes away from major hospitals. Close to VUU and VCU.
10.0 out of 10, Exceptional, (7 reviews)
The price is AU$610
includes taxes & fees
11 Mar - 12 Mar
Charming Historic Home-Walk to Carytown-Fence-Pet Friendly-Hotel-grade Towels
The price is AU$291
includes taxes & fees
9 Mar - 10 Mar
Spacious Private 2BR Retreat – Kitchen, Living Room & Private Bath”

Holiday Home in Downtown Richmond

Historic Modern Walkable to to VCU
8.8 out of 10, Excellent, (11 reviews)
"I Loved 100% recommended "
United States
Milton O.
The price is AU$583
includes taxes & fees
16 Mar - 17 Mar
Historic Modern Walkable to to VCU

Holiday Home in Prince George

Luxury Stay! 10 min away from Fort Lee.
8.2 out of 10, Very good, (13 reviews)
"The location was excellent as it was central to a lot of places. Raymond was very quick to respond whenever I reached out. Accessing the house was easy. Very quiet neighborhood, besides the fact that everyone speeds on the street that runs along side of the house in case you have children with you. "
United States
Cindy M.
The price is AU$417
includes taxes & fees
22 Mar - 23 Mar
Luxury Stay! 10 min away from Fort Lee.
9.2 out of 10, Wonderful, (13 reviews)
"Clean, comfortable, parking available, great communication with host. "
United States
Glori B.
The price is AU$387
includes taxes & fees
12 Mar - 13 Mar
Oaks Retreat Carytown House: Family & Pet Friendly
9.0 out of 10, Wonderful, (24 reviews)
"Excellent communication and the house was just as it was described."
United States
Claire S.
The price is AU$377
includes taxes & fees
9 Mar - 10 Mar
Richmond Family Retreat: 3BR House, Fire Pit & Parking!
The price is AU$918
includes taxes & fees
12 Mar - 13 Mar
Spacious 4-bedroom house in awesome Midlothian with AC
10.0 out of 10, Exceptional, (4 reviews)
"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. "
United States
Betty C R.
The price is AU$438
includes taxes & fees
10 Mar - 11 Mar
Charming 3-bedroom townhome with WiFi in delightful Richmond
The price is AU$414
includes taxes & fees
9 Mar - 10 Mar
Charming Ranch Home/pet friendly/fenced yard/4TVs
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 Chesterfield Hotel Reviews

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Chesterfield Holiday Homes information

Number of reviews
224
Accommodation
287 Holiday Homes
Lowest Price
AU$241
Highest Price
AU$642