Holiday Homes in Chesterfield

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chesterfield holiday homes

2.0 star property
The price is AU$518
includes taxes & fees
27 Jan - 28 Jan
3 BR Colonial Revival in 2 Acres, 5 min to State Park. Family & Pet Friendly!
8.8 out of 10, Excellent, (3 reviews)
"Great Hosts"
United States
Yamiya N.
The price is AU$875
includes taxes & fees
1 Feb - 2 Feb
🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living
2.0 star property
2.0 out of 10, (2 reviews)
"We did not end up staying there. The listing was for the entire home. When we arrived, a white vehicle was parked in the driveway. When we went in, the foyer was not picked up-see photo. The kitchen was not usable because the countertop contained dirty dishes, 3 ears of freshly cooked corn, and a large helping of shredded meat-see photo. There was a small pile of shredded meat beside the stove-see photo. The sink was full of unwashed pots and pans-see photo. Also, the listing was for two...
United States
Theresa H.
The price is AU$130
includes taxes & fees
21 Jan - 22 Jan
PRIVATE 2 BEDROOM w/ BATH/SHOWER COMBO - Chesterfield, VA
10.0 out of 10, Exceptional, (1 review)
"We had a great stay here for two nights! The beds were extremely comfortable and it was quiet and peaceful sleeping there both nights. We enjoyed the backyard very much - both our pets and kids. My son thought the gazebo with twinkle lights out back was so magical. :) We appreciate the cleanliness of the place and would only have appreciated a little space with maybe kids’ books, puzzles, or blocks or something. My young kiddos go crazy for those things when we stay at vacation rentals and it...
United States
Stacie C.
The price is AU$454
includes taxes & fees
28 Jan - 29 Jan
Casa Terra: Pet-Friendly Eco Oasis with Gazebo
10.0 out of 10, Exceptional, (1 review)
"Host was amazing and the house was excellent. Would book again for sure"
United States
Jon K.
The price is AU$487
includes taxes & fees
25 Jan - 26 Jan
Superb 3-bedroom house. Minutes away from major hospitals. Close to VUU and VCU.
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great location! Host responsive!"
United States
Rebekah G.
The price is AU$408
includes taxes & fees
20 Jan - 21 Jan
The Cozy Bungalow: free parking w/fully fenced yard

Holiday Home in Northern Barton Heights

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
9.4 out of 10, Exceptional, (12 reviews)
"Loved it. Plenty of room for grandkids, their parents & I to have fun."
United States
Jane B.
The price is AU$638
includes taxes & fees
1 Feb - 2 Feb
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
9.2 out of 10, Wonderful, (12 reviews)
"Good location, easy to find, no parking issues, clean and comfortable."
United States
Dave F.
The price is AU$377
includes taxes & fees
19 Jan - 20 Jan
Oaks Retreat Carytown House: Family & Pet Friendly
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$248
includes taxes & fees
25 Jan - 26 Jan
Newly finished basement suite in Midlothian. Very clean and spacious.
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$472
includes taxes & fees
21 Jan - 22 Jan
Charming 3-bedroom townhome with WiFi in delightful Richmond

Holiday Home in Amelia Court House

Steel Magnolias Cozy Main Home in Amelia County
10.0 out of 10, Exceptional, (11 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$440
includes taxes & fees
20 Jan - 21 Jan
Steel Magnolias Cozy Main Home in Amelia County
9.6 out of 10, Exceptional, (14 reviews)
"I didn’t love the street parking but other than that it was a nice stay."
United States
K J.
The price is AU$623
includes taxes & fees
3 Feb - 4 Feb
Superb 3BR W/Balcony Near Capitol Center

Holiday Home in Downtown Richmond

Historic Modern Walkable to to VCU
2.0 star property
8.6 out of 10, Excellent, (9 reviews)
"Facility was just right for 5 adults and two children. Older couple appreciated ground floor bedroom and bathroom. One suggestion: please let people know there is no ice machine is the refrigerator and there are no ice trays either, so you must bring bag ice. "
United States
Mark V.
The price is AU$593
includes taxes & fees
22 Jan - 23 Jan
Historic Modern Walkable to to VCU
9.4 out of 10, Exceptional, (3 reviews)
"Big yard."
United States
Michael O.
The price is AU$511
includes taxes & fees
1 Feb - 2 Feb
Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience

Holiday Home in Fan District

Cupid's Hideout
2.0 star property
The price is AU$497
includes taxes & fees
19 Jan - 20 Jan
Cupid's Hideout
8.8 out of 10, Excellent, (13 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$377
includes taxes & fees
27 Jan - 28 Jan
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs

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$353
includes taxes & fees
19 Jan - 20 Jan
Private bedroom and bath!
10.0 out of 10, Exceptional, (2 reviews)
"Great communication with hosts, and the house was nicely stocked with snacks and white noise machines in each room. Perfect amount of space for our group, and great location."
United States
Holly M.
The price is AU$944
includes taxes & fees
26 Jan - 27 Jan
Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups

Holiday Home in Prince George

Luxury Stay! 10 min away from Fort Lee.
8.0 out of 10, Very good, (12 reviews)
"So from the pictures it looks like a beautiful luxury rental. However looks can be deceiving. Check in was easy, but immediately I noticed the spiderwebs covering the door and the porches. When I opened the front door it appeared clean the living room was "
United States
HEATHER W.
The price is AU$444
includes taxes & fees
19 Jan - 20 Jan
Luxury Stay! 10 min away from Fort Lee.
2.0 star property
10.0 out of 10, Exceptional, (9 reviews)
"Great location. My family enjoyed our time here. "
United States
Angela F.
The price is AU$807
includes taxes & fees
21 Jan - 22 Jan
Spacious Carytown Home: 6BR, Free Parking!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chesterfield Hotel Reviews

Find out more about Chesterfield

Chesterfield Holiday Homes information

Number of reviews
95
Accommodation
287 Holiday Homes
Lowest Price
AU$130
Highest Price
AU$944