Chesterfield Holiday Rentals

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Our top choices for Chesterfield holiday rentals

The price is AU$655
includes taxes & fees
8 Mar - 9 Mar
3 BR Colonial Revival in 2 Acres, 5 min to State Park. Family & Pet Friendly!
10.0 out of 10, Exceptional, (4 reviews)
"Visiting friends "
United States
Todd K.
The price is AU$374
includes taxes & fees
11 Mar - 12 Mar
Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

Houseboat in Richmond

Cookie B
3.0 star property
9.6 out of 10, Exceptional, (8 reviews)
"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "
United States
Reshelle
The price is AU$422
includes taxes & fees
4 Apr - 5 Apr
Cookie B

Houseboat in Richmond

MV GiaMaria
3.5 star property
9.2 out of 10, Wonderful, (16 reviews)
"We liked the coziness of the boat, the views of the river, the surrounding areas were beautiful. The only negative thing we could say was that due to the ran/wind the boat creaked and it made it hard to sleep for one of our nights."
United States
warren
The price is AU$370
includes taxes & fees
27 Mar - 28 Mar
MV GiaMaria
9.4 out of 10, Exceptional, (229 reviews)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
The price is AU$303
includes taxes & fees
5 Mar - 6 Mar
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
3.0 star property
8 Mi to Vcu: City Explorer's Base in Richmond
The price is AU$909
includes taxes & fees
7 Mar - 8 Mar
Spacious 4-bedroom house in awesome Midlothian with AC
9.8 out of 10, Exceptional, (28 reviews)
"The host was an excellent communicator and house was quite unique and fun."
United States
Paul N.
The price is AU$993
includes taxes & fees
20 Mar - 21 Mar
A Clean, Safe, House full of steel balls & vintage game consoles

Apartment in Church Hill

The Studio@ Eanes Drug
10.0 out of 10, Exceptional, (62 reviews)
"Room was wonderful, very clean & cozy. Great location!"
United States
Kirk
The price is AU$244
includes taxes & fees
5 Mar - 6 Mar
The Studio@ Eanes Drug

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$421
includes taxes & fees
8 Mar - 9 Mar
Luxury Stay! 10 min away from Fort Lee.
9.2 out of 10, Wonderful, (78 reviews)
"Great location and very comfortable property."
United States
Patricia M.
The price is AU$625
includes taxes & fees
5 Mar - 6 Mar
Lovely 2 Bedroom in the Heart of The Fan
9.6 out of 10, Exceptional, (19 reviews)
"Great place to stay. "
United States
Brian K.
The price is AU$777
includes taxes & fees
9 Mar - 10 Mar
Midlothian 3 Bedroom getaway for up to 8 guests!

Holiday Home in Southern Barton Heights

Charming Getaway in the Heart of RVA-No Cleaning Fee
10.0 out of 10, Exceptional, (2 reviews)
"House was perfect. "
United States
Sovi T.
The price is AU$870
includes taxes & fees
5 Mar - 6 Mar
Charming Getaway in the Heart of RVA-No Cleaning Fee
10.0 out of 10, Exceptional, (4 reviews)
"Had a great stay while fishing the james river. "
United States
Travis D.
The price is AU$197
includes taxes & fees
5 Mar - 6 Mar
Charming 1-bedroom apartment in Mechanicsville
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$473
includes taxes & fees
13 Mar - 14 Mar
Superb 3-bedroom house. Minutes away from major hospitals. Close to VUU and VCU.

Holiday Home in Downtown Richmond

Spacious Duplex, Near VCU, 5 Free Parking, Fenced
10.0 out of 10, Exceptional, (5 reviews)
"Great place and a great host! Would stay there again!"
United States
Paul M.
The price is AU$1,655
includes taxes & fees
10 Mar - 11 Mar
Spacious Duplex, Near VCU, 5 Free Parking, Fenced
9.8 out of 10, Exceptional, (39 reviews)
"Lovely place, super comfortable beds, roomy, very clean and classy. Luke was very responsive and helpful and even showed up in person to make sure everything was okay. The back space was so nice with the fire pit! Although the fire did run out of fuel after about 20 minutes. Also we love the neighborhood, it's very close to where we went to high school, the beautiful and historic Maggie Walker building. We would definitely come here again."
United States
Elizabeth S.
The price is AU$788
includes taxes & fees
5 Mar - 6 Mar
City Life Richmond, Escape and Relax, Free Parking
9.8 out of 10, Exceptional, (28 reviews)
"It is a great place to stay in Richmond. Very accessible to Carytown, VMFA and other places in Richmond."
United States
Richard W.
The price is AU$232
includes taxes & fees
14 Mar - 15 Mar
Carytown cozy nest private room Fenced Yard

Holiday Home in Northern Barton Heights

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
9.6 out of 10, Exceptional, (14 reviews)
"I loved 100 recommended "
United States
Milton O.
The price is AU$558
includes taxes & fees
22 Mar - 23 Mar
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
10.0 out of 10, Exceptional, (6 reviews)
"Great property. Great host. "
United States
Noah H.
The price is AU$862
includes taxes & fees
29 Mar - 30 Mar
Modern 3-bedroom 3 bathroom Retreat
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

Find out more about Chesterfield

Everything you need to know about Chesterfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chesterfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterfield holiday rentals we have selected for you start as low as AU$244 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Chesterfield?

Yes, there are holiday rentals close to the most popular sights in Chesterfield, or you can select a more secluded option if you're looking for a relaxing stay. Chesterfield is known for its shopping and golf courses. Make sure you have time to check out the parks and museums during your trip.

What are some of the best holiday rentals that Chesterfield has to offer?

Super Location. Close to about everywhere .Great value.Over 200 reviews!!: This holiday home rental outside of Chesterfield is located on a river, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Chesterfield?

Expedia has 7 holiday rentals for your stay in Chesterfield.

What can I see and do in Chesterfield?

While exploring the area, visit family-friendly sights like Iron Bridge Sports Park, or get outside and enjoy nature at Appomattox River. Castlewood and Pocahontas State Park are other places to visit while you're in town.

What are holiday rentals like in Chesterfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesterfield. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for families.