Chesterfield Holiday Rentals from €161: Search Short-Term Rentals

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

The Grace Escape : This holiday home rental outside of Chesterfield offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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In two weeks

In two months

In three months

In four months

Our top choices for Chesterfield holiday rentals

Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

Chesterfield

Todd K.

includes taxes & fees

1 Apr - 2 Apr

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

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

Chesterfield County

Diane L.

includes taxes & fees

1 Apr - 2 Apr

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

Richmond

Alexis S.

includes taxes & fees

29 Mar - 30 Mar

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Richmond

deirdre b.

includes taxes & fees

1 Apr - 2 Apr

MV GiaMaria

Richmond

warren

includes taxes & fees

27 Mar - 28 Mar

The Farmhouse Retreat

Mechanicsville

Travis D.

includes taxes & fees

29 Mar - 30 Mar

Luxury Stay! 10 min away from Fort Lee.

Prince George

Cindy M.

includes taxes & fees

7 Apr - 8 Apr

8 Mi to Vcu: City Explorer's Base in Richmond

Richmond

includes taxes & fees

31 Mar - 1 Apr

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Top Chesterfield Hotel Reviews

The Commonwealth

10/10 Excellent

"Hotel was very clean and staff were all very nice"

Hilton Richmond Downtown

2/10 Terrible

"The quote literally made us wait until exactly 4 to check in after a two hour drive. We specifically chose this hotel for the location and hot tub availability. Extremely disappointed to find it was not working. No one told us, and there wasn’t a sign so we got dressed and went down stairs to step into an ice cold “hot tub”. Then we found one of the water bottles for purchase they leave on the desk in the room had been drank from. Very disappointing and frankly gross. "

Omni Richmond Hotel

8/10 Good

"Lovely hotel and conveniently located within the town of Richmond and also as one who arrived by car. Staff was superior. Not only friendly, but extremely helpful with any request - front desk, room service, bellman and valet attendant. All worked efficiently and with professionalism. Our room was small and had an unappealing view, but the reservation was last minute and well priced. In-room info was well thought out and graciously displayed. Was pleasantly surprised that the room service cuisine was VERY good, as even many fine hotels’ renditions of classics only pay lip service to in-room dining. I did have one serious complaint and that was the overpowering smell in the room. The AC was on at arrival but the air was heavy and dank (mildew, mold) which never dissipated. As our stay was a quick turnaround, the easiest solution was to turn off the AC and call it a night. The air remained bothersome, but slightly improved. The room furnishings seemed ever so slightly dated, and needed attention to a few scratches, and perhaps that spot on the rug near the AC unit, but nothing that made one uncomfortable. All in all, had it not been for the air in the room and the sad view, I would have rated it a 5. "

Drury Plaza Hotel Richmond

10/10 Excellent

"This place is always top notch. It is always clean and you can even smell the cleanliness. When I checked in on the 2nd floor, the room across from me was being cleaned by a housekeeper. She spent ample time in there. When I went back out after going in my room, she was still cleaning. Outstanding work. "

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, apart-hotels, 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 favorite 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 depends 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 €161 per night. Entering your travel dates in the search wizard you might find 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?

The Grace Escape: This holiday home rental outside of Chesterfield offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 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 8 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. Pocahontas State Park and Castlewood 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.

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Check prices for these dates

Our top choices for Chesterfield holiday rentals

Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

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

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations