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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 June - 21 June
In three months
17 July - 19 July
In four months
14 Aug - 16 Aug

Our top choices for Chesterfield holiday homes

3 bedrooms, desk, iron/ironing board, free WiFi

3 BR Colonial Revival in 2 Acres, 5 min to State Park. Family & Pet Friendly!

3 BR Colonial Revival in 2 Acres, 5 min to State Park. Family & Pet Friendly!
Chesterfield County
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in. House is wonderful. These hosts have thought of everything!!"
United States
Diane L.
The price is AU$603
includes taxes & fees
26 Apr - 27 Apr
3 BR Colonial Revival in 2 Acres, 5 min to State Park. Family & Pet Friendly!
Fridge, microwave, oven, stovetop

Luxury Stay! 10 min away from Fort Lee.

Luxury Stay! 10 min away from Fort Lee.
Prince George
8.4 out of 10, Very good, (16 reviews)
"Very nice home. "
United States
Shannon C.
The price is AU$408
includes taxes & fees
26 Apr - 27 Apr
Luxury Stay! 10 min away from Fort Lee.
Exterior

Steel Magnolias Cozy Main Home in Amelia County

Steel Magnolias Cozy Main Home in Amelia County
Amelia Court House
10.0 out of 10, Exceptional, (13 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
28 Apr - 29 Apr
Steel Magnolias Cozy Main Home in Amelia County
Terrace/patio

Newly finished basement suite in Midlothian. Very clean and spacious.

Newly finished basement suite in Midlothian. Very clean and spacious.
Midlothian
10.0 out of 10, Exceptional, (4 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
9 May - 10 May
Newly finished basement suite in Midlothian. Very clean and spacious.
TV, books, offices

Oaks Retreat Carytown House: Family & Pet Friendly

Oaks Retreat Carytown House: Family & Pet Friendly
Randolph
9.2 out of 10, Wonderful, (15 reviews)
"Clean, comfortable, parking available, great communication with host. "
United States
Glori B.
The price is AU$385
includes taxes & fees
27 Apr - 28 Apr
Oaks Retreat Carytown House: Family & Pet Friendly
Dining

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

Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Downtown Richmond
9.8 out of 10, Exceptional, (79 reviews)
"My fave place to stay! Great location and awesome set up! If i were a young guy getting out of school I would live there! Convenient to walk to many cool places too"
United States
rob
The price is AU$256
includes taxes & fees
28 Apr - 29 Apr
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Living area

The SageBrush Cottage

The SageBrush Cottage
North Highland Park
The price is AU$447
includes taxes & fees
3 May - 4 May
The SageBrush Cottage
Smart TV, fireplace, computer monitors

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

Charming 1-bedroom suite with WiFi and AC in Bon Air
Bon Air
10.0 out of 10, Exceptional, (8 reviews)
"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 "
United States
Jessica H.
The price is AU$454
includes taxes & fees
26 Apr - 27 Apr
Charming 1-bedroom suite with WiFi and AC in Bon Air
TV, offices

The Sweet Retreat RVA • Fenced Yard • Fire Pit • Parking

The Sweet Retreat RVA • Fenced Yard • Fire Pit • Parking
Sauer's Gardens
9.8 out of 10, Exceptional, (66 reviews)
"Wonderful location, well stocked."
United States
Cindy B.
The price is AU$442
includes taxes & fees
30 Apr - 1 May
The Sweet Retreat RVA • Fenced Yard • Fire Pit • Parking
Interior

Relax in beautiful second floor apartment with balcony & private fenced yard.

Relax in beautiful second floor apartment with balcony & private fenced yard.
Northern Barton Heights
The price is AU$537
includes taxes & fees
27 Apr - 28 Apr
Relax in beautiful second floor apartment with balcony & private fenced yard.
Interior

3-bedroom house. Minutes away from major hospitals. Close to RIR, VCU, VUU, VSU.

3-bedroom house. Minutes away from major hospitals. Close to RIR, VCU, VUU, VSU.
Richmond
9.2 out of 10, Wonderful, (5 reviews)
"Host was amazing and the house was excellent. Would book again for sure"
United States
Jon K.
The price is AU$510
includes taxes & fees
28 Apr - 29 Apr
3-bedroom house. Minutes away from major hospitals. Close to RIR, VCU, VUU, VSU.
Exterior

Casa Terra: Pet-Friendly Eco Oasis with Gazebo

Casa Terra: Pet-Friendly Eco Oasis with Gazebo
Broad Rock
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$571
includes taxes & fees
11 May - 12 May
Casa Terra: Pet-Friendly Eco Oasis with Gazebo
Exterior detail

Cozy walkable downtown retreat, 3 minutes to VCU

Cozy walkable downtown retreat, 3 minutes to VCU
Downtown Richmond
9.2 out of 10, Wonderful, (21 reviews)
"Nice furnishings, kitchen small and only a Kei"
United States
Julie Y.
The price is AU$556
includes taxes & fees
27 Apr - 28 Apr
Cozy walkable downtown retreat, 3 minutes to VCU
Interior

Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard

Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
Richmond
10.0 out of 10, Exceptional, (3 reviews)
"Great location! Host responsive!"
United States
Rebekah G.
The price is AU$372
includes taxes & fees
28 Apr - 29 Apr
Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
Fridge, microwave, oven, stovetop

Spacious 5BD 5.5BA house in the Heart of Richmond

Spacious 5BD 5.5BA house in the Heart of Richmond
Newtowne West
10.0 out of 10, Exceptional, (4 reviews)
"House was very clean & spacious. Loved that every room had its own bathroom and great location!! Property manager was responsive and accommodating. "
United States
Rachel L.
The price is AU$677
includes taxes & fees
26 Apr - 27 Apr
Spacious 5BD 5.5BA house in the Heart of Richmond
Smart TV, fireplace, books

Charming Historic Home-Walk to Carytown-Fence-Pet Friendly-Hotel-grade Towels

Charming Historic Home-Walk to Carytown-Fence-Pet Friendly-Hotel-grade Towels
Carytown
10.0 out of 10, Exceptional, (8 reviews)
"Alex was wonderful to work with and the house was great! It was warm and cozy. The beds were great. Very convenient to everything. Would definitely stay again. "
United States
Michael T.
The price is AU$687
includes taxes & fees
30 Apr - 1 May
Charming Historic Home-Walk to Carytown-Fence-Pet Friendly-Hotel-grade Towels
TV, offices

3BR w/ Fenced Yard + Fire Pit | Sleeps 8

3BR w/ Fenced Yard + Fire Pit | Sleeps 8
Monument Avenue Park
9.2 out of 10, Wonderful, (27 reviews)
"Wonderful hosts! Thank you!!"
United States
Michael J.
The price is AU$393
includes taxes & fees
27 Apr - 28 Apr
3BR w/ Fenced Yard + Fire Pit | Sleeps 8
Private kitchen

Historic Modern Walkable to to VCU

Historic Modern Walkable to to VCU
Downtown Richmond
8.8 out of 10, Excellent, (12 reviews)
"The house was clean and stocked. We pretty much only slept there as we were on town visiting family. Would recommend to others."
United States
Anonymous traveller
The price is AU$569
includes taxes & fees
4 May - 5 May
Historic Modern Walkable to to VCU
Interior

Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs

Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
Byrd Park
9.0 out of 10, Wonderful, (17 reviews)
"Very nice staff"
United States
Jessica
The price is AU$378
includes taxes & fees
3 May - 4 May
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
Exterior

The Enchanted Studio

The Enchanted Studio
Huguenot
The price is AU$249
includes taxes & fees
29 Apr - 30 Apr
The Enchanted Studio
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield Hotel Reviews

Studio 6 Richmond Airport

Studio 6 Richmond Airport

8/10 Good
"Was a convenient stay and clean, quiet room for our trip"
John Paul 1-night trip
Posted 1 hour ago
Studio 6 Richmond Airport

Find out more about Chesterfield

Chesterfield Holiday Homes information

Number of reviews
255
Accommodation
324 Holiday Homes
Lowest Price
AU$241
Highest Price
AU$687