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Holiday Rentals in Chesterfield

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Holiday Rentals in Chesterfield

Kasa Forest Park St. Louis

4.0 star property
9.0 out of 10, Wonderful, (112)
"Super clean and convenient for the price. Would put it against rooms costing a lot more"
Kasa Forest Park St. Louis

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (94)
"Very comfortable and laid back. It was nice to find a place where we felt safe right in the city. "
The price is €177
includes taxes & fees
25 Nov - 26 Nov
White House at Grand Central

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

10.0 out of 10, Exceptional, (192)
"Host and house were both great. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (119)
"Sisters and sisterinlaws who take trips together had a fabulous time! House is great, clean and decorated nicely. Loved walking to shopping. Loved Lewis & Clark restaurant, Magpies, and Bradden 1818."
The St. Charles Guest House, lovely historic home, fun for families and groups

Funky mini loft in fox park! Pet friendly!!

7.4 out of 10, Good, (34)
"I really like how the loft is decorated and we slept great. The owner was very quick to respond to any questions I had. "
The price is €154
includes taxes & fees
29 Nov - 30 Nov
Funky mini loft in fox park! Pet friendly!!

Craigshire Suites

3.0 star property
7.0 out of 10, Good, (1110)
"Great customer service "
The price is €167
includes taxes & fees
24 Nov - 25 Nov
Craigshire Suites

Authentic Log cabin with something for everyone!

9.6 out of 10, Exceptional, (343)
"Great experience with an annual get together of friends. Plenty of room. Great atmosphere. Large table for all of us to gather around. Beautiful surroundings. We’re likely to use again! "
Authentic Log cabin with something for everyone!

Cozy Cottage, we're told it's heavenly!

10.0 out of 10, Exceptional, (171)
"This was our second time staying here. We have loved it both times. They provide everything you would need. Cristina is a very gracious host. "
Cozy Cottage, we're told it's heavenly!

The Lofts of North Main Street

9.6 out of 10, Exceptional, (112)
"Loved the vibe, location couldn’t have been better. The unit was clean and had everything we needed. "
The price is €264
includes taxes & fees
24 Nov - 25 Nov
The Lofts of North Main Street

Spacious Shaw 2 Bedroom - Walk to Botanical Garden & Tower Grove - Pet Friendly

9.8 out of 10, Exceptional, (58)
"We were extremely impressed with this property and its central location. We were within 10 minutes of the places we visited: the Botanical Gardens, the Arch, and the Budweiser plant tour. We had one question during our stay and the homeowner answered our message to him within minutes. We highly recommend this property and homeowner!"
Spacious Shaw 2 Bedroom - Walk to Botanical Garden & Tower Grove - Pet Friendly

Entire Dogtown House near Zoo, Forest Park and Wash U

10.0 out of 10, Exceptional, (194)
"Was in STL for a college soccer game. Great location, safe neighborhood, house is very clean, we enjoyed our stay and hope to visit STL for a longer stay. "
The price is €202
includes taxes & fees
1 Dec - 2 Dec
Entire Dogtown House near Zoo, Forest Park and Wash U

Boho Bungalow with Great Location!

9.8 out of 10, Exceptional, (39)
"Cute bungalow in a quiet neighborhood. Had the basics. Liked the outdoor area with pretty sunset. "
Boho Bungalow with Great Location!

Cowboy Cabin, come sit under the trees

10.0 out of 10, Exceptional, (177)
"This cozy cabin was exactly what we were looking for! Needed a place not terribly far from home to take a pause from our busy everyday life. We enjoyed the wood burning fireplace & the gorgeous surroundings. Met the property owner & her gorgeous pup, very welcoming & inviting. Highly recommend & will consider for future visits to the area!"
Cowboy Cabin, come sit under the trees

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

9.8 out of 10, Exceptional, (120)
"This is a great location to enjoy all the amenities on The Hill, without having to drive. Parking can be a little issue, but doable. Host was easy to communicate with and provided information as needed."
The price is €145
includes taxes & fees
1 Dec - 2 Dec
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

10.0 out of 10, Exceptional, (242)
"We had a nice night in the comfortable property."
The price is €151
includes taxes & fees
4 Dec - 5 Dec
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

St Louis Townhome-Perfect for Groups!

8.0 out of 10, Very good, (33)
"This unit was 1.5 miles away from my granddaughters wedding venue. What a time saver for me and family with the rehearsals and wedding activities. Parking was not an issue as my group had three cars. Easy peasy! Host Dan was very helpful with my check in questions and responded promptly. Sheets were clean, water hot, and truly a wonderful experience for my family. Thanks Dan!"
The price is €221
includes taxes & fees
24 Nov - 25 Nov
St Louis Townhome-Perfect for Groups!

Kasa Central West End St. Louis

4.0 star property
8.8 out of 10, Excellent, (47)
"Great property, enjoyed our stay. "
Kasa Central West End St. Louis

Cozy Soulard 2BR w/ Free Parking

9.6 out of 10, Exceptional, (34)
"Thank you Joe for such a wonder stay!!!"
The price is €167
includes taxes & fees
8 Dec - 9 Dec
Cozy Soulard 2BR w/ Free Parking

South City Historic Home w/ private carport

9.6 out of 10, Exceptional, (33)
"very clean, really big, "
The price is €335
includes taxes & fees
8 Dec - 9 Dec
South City Historic Home w/ private carport

Stylish FoxPark 3BR, King Master

10.0 out of 10, Exceptional, (42)
"Week long stay, no complaints. Comfy beds, well stocked, clean, responsive host. Agree on rough stairs access but the city in general is not well maintained so watch for the potholes outside. "
The price is €179
includes taxes & fees
8 Dec - 9 Dec
Stylish FoxPark 3BR, King Master
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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Other types of properties in Chesterfield you may be interested in

Sonesta ES Suites St. Louis - Chesterfield

3.0 star property
8.0 out of 10, Very good, (1000)
"Easy check in, clean and quiet. "
The price is €99
includes taxes & fees
8 Dec - 9 Dec
Sonesta ES Suites St. Louis - Chesterfield

Drury Plaza Hotel St. Louis Chesterfield

3.0 star property
9.6 out of 10, Exceptional, (1012)
"The desk staff, Jim and Gabe, were amazing and friendly. Attentive to a slight room mishap and provided care packages. The free dinner, happy hour and breakfast was great. New favorite hotel in the area!"
The price is €140
includes taxes & fees
27 Nov - 28 Nov
Drury Plaza Hotel St. Louis Chesterfield

Hyatt Place St. Louis/Chesterfield

3.0 star property
9.4 out of 10, Exceptional, (1000)
"Loved the room. Area around gone down hill. "
The price is €145
includes taxes & fees
24 Dec - 25 Dec
Hyatt Place St. Louis/Chesterfield
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.

Frequently asked questions

Can I find holiday rentals in Chesterfield?

Yes, there are holiday rentals in Chesterfield close to Chesterfield Sports Fusion, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Chesterfield. Make sure you have time to check out the sporting events and museums during your trip.

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

The St. Charles Guest House, lovely historic home, fun for families and groups: This holiday home rental outside of Chesterfield is located on a river, and has a fireplace, a selection of games and air conditioning to put you at ease 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?

Choose from 9 Expedia holiday rentals in Chesterfield for a memorable holiday.

What can I see and do in Chesterfield?

Family-friendly attractions include Chesterfield Sports Fusion and Sky Zone Indoor Trampoline Park - St. Louis, whereas Missouri River and Sophia M. Sachs Butterfly House are a couple of great spots to enjoy the outdoors. Other places in town to visit include Westfield Chesterfield Mall and The Factory.

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 feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family getaway.