Photo by Michelle E

Search Holiday Rentals in Chesterfield

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Chesterfield

Amazing Soulard STL Unit, 713a

2.0 star property
8.2 out of 10, Very good, (22)
"Property was clean and had everything we needed for our stay. Close to dining options and farmers market!"
The price is £224
includes taxes & fees
13 Jul - 14 Jul
Amazing Soulard STL Unit, 713a

Brand New! Soulard Charmer - Pet Friendly.

9.6 out of 10, Exceptional, (19)
"Within walking distance to a lot of bars and pubs. Perfect stay for Taste of Soulard festivities."
The price is £206
includes taxes & fees
21 Jul - 22 Jul
Brand New! Soulard Charmer - Pet Friendly.

House in Soulard near Downtown, Arch, Busch Stadium and anheuser busch brewery

10.0 out of 10, Exceptional, (51)
"Great location, very organized place with everything I needed."
The price is £168
includes taxes & fees
13 Jul - 14 Jul
House in Soulard near Downtown, Arch, Busch Stadium and anheuser busch brewery

House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery

10.0 out of 10, Exceptional, (85)
"Great communication, nice clean place, perfect location for our schedule of events "
The price is £168
includes taxes & fees
13 Jul - 14 Jul
House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery

Historic building in Soulard near Downtown, Arch, and Busch Stadium

10.0 out of 10, Exceptional, (49)
"Great - enjoyed the location and property"
The price is £340
includes taxes & fees
15 Jul - 16 Jul
Historic building in Soulard near Downtown, Arch, and Busch Stadium

3 King Beds/Charm in Historic STL by StayStlouis

9.6 out of 10, Exceptional, (14)
"Location was great for our stay. Property was very clean and had everything we needed. Our kids loved the foosball table!"
The price is £285
includes taxes & fees
4 Aug - 5 Aug
3 King Beds/Charm in Historic STL by StayStlouis

King Beds/3Baths Renovated Spacious By StayStLouis

10.0 out of 10, Exceptional, (23)
"House is amazing the host is very easy to get ahold of I will most definitely book again "
The price is £286
includes taxes & fees
21 Jul - 22 Jul
King Beds/3Baths Renovated Spacious By StayStLouis

Historic First Floor Unit STL 1W

9.6 out of 10, Exceptional, (10)
"Nice location, check in was easy and host is very responsive."
The price is £169
includes taxes & fees
6 Aug - 7 Aug
Historic First Floor Unit STL 1W

Chic Ultramodern Minimalist Studio Loft + Patio

9.2 out of 10, Wonderful, (11)
"My stay in St. Louis was amazing for just 2 days, awesome host great communication will definitely recommend!"
The price is £127
includes taxes & fees
15 Jul - 16 Jul
Chic Ultramodern Minimalist Studio Loft + Patio

Chic Ultramodern Studio Loft w/ Designer Features

10.0 out of 10, Exceptional, (4)
"The apartment had everything we needed. The location was convenient and close to most everything of interest. We enjoyed our stay!"
The price is £144
includes taxes & fees
15 Jul - 16 Jul
Chic Ultramodern Studio Loft w/ Designer Features

Chic Ultramodern Studio Loft w/ Designer Features

9.8 out of 10, Exceptional, (18)
"Really enjoyed our short weekend in this Loft. It was minutes to downtown and right next to the venue we were seeing a concert at. "
The price is £143
includes taxes & fees
14 Jul - 15 Jul
Chic Ultramodern Studio Loft w/ Designer Features

Chic Ultramodern Studio Loft w/ Designer Features

10.0 out of 10, Exceptional, (10)
"Great place - easy check in and nice space. "
The price is £146
includes taxes & fees
15 Jul - 16 Jul
Chic Ultramodern Studio Loft w/ Designer Features

Chic Ultramodern Studio Loft w/ Designer Features

9.6 out of 10, Exceptional, (4)
"This is my second time staying at the location and it was great. Host was quick to respond to any concerns and the facilities were well maintained. The room was exactly as advertised and the entire stay was stress free and easy."
The price is £125
includes taxes & fees
15 Jul - 16 Jul
Chic Ultramodern Studio Loft w/ Designer Features

Gorgeous Ultramodern 2BR Corner Loft + Workspace

9.6 out of 10, Exceptional, (8)
"The Nash loft was exactly what we needed for our time in St. Luis. Excellent communications with the property manager as well."
Gorgeous Ultramodern 2BR Corner Loft + Workspace

Chic Ultramodern Loft Suite w/ Designer Features

9.8 out of 10, Exceptional, (19)
"We love the apartments. The location is perfect. Downtown is minutes away. The area is very walkablerestaurant"
The price is £158
includes taxes & fees
14 Jul - 15 Jul
Chic Ultramodern Loft Suite w/ Designer Features

Chic Ultramodern Loft Suite w/ Designer Features

9.8 out of 10, Exceptional, (23)
"We always count on staying at the Nash"
The price is £140
includes taxes & fees
14 Jul - 15 Jul
Chic Ultramodern Loft Suite w/ Designer Features

Ultramodern 2BR Corner Loft w/Designer Features

9.6 out of 10, Exceptional, (16)
"Enjoyed our stay and will be our go to when in town!!!"
The price is £185
includes taxes & fees
15 Jul - 16 Jul
Ultramodern 2BR Corner Loft w/Designer Features

Funky mini loft in fox park! Pet friendly!!

7.6 out of 10, Good, (74)
"Funky and fun place."
The price is £113
includes taxes & fees
16 Jul - 17 Jul
Funky mini loft in fox park! Pet friendly!!

South City Historic Home w/ private carport

9.0 out of 10, Wonderful, (40)
"It was so amazing at home, and host was wonderful. I will definitely be booking."
The price is £289
includes taxes & fees
21 Jul - 22 Jul
South City Historic Home w/ private carport

Stunning & Luxurious 4-story house. 5BDR. Rooftop Deck w/ views of the Arch!

10.0 out of 10, Exceptional, (111)
"We really enjoyed our stay here and how convenient it was to many STL attractions!"
The price is £628
includes taxes & fees
19 Jul - 20 Jul
Stunning & Luxurious 4-story house. 5BDR. Rooftop Deck w/ views of the Arch!
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

Frequently asked questions

Can I find holiday rentals in Chesterfield?

Yes, there are holiday rentals in Chesterfield close to Sophia M. Sachs Butterfly House, 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?

Centrally located in the Tower Grove East neighborhood!: This holiday home rental outside of Chesterfield is equipped with a selection of books, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, an oven and a microwave.

How many holiday rentals are there in Chesterfield?

Choose from 13 Expedia holiday rentals in Chesterfield for a memorable holiday.

What can I see and do in Chesterfield?

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

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.