
House vacation rentals in Chesterfield
Find and book unique houses on Airbnb
Quick stats about house rentals in Chesterfield

Total vacation rentals
Explore 10 vacation rentals in Chesterfield

Nightly prices starting at
Chesterfield vacation rentals start at G$8,366 GYD per night before taxes and fees

Verified guest reviews
Over 80 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Chesterfield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesterfield rentals

4.8 Average rating
Chesterfield stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Chesterfield
Guests agree: these houses are highly rated for location, cleanliness, and more.

Pacific Palace, super unique!
The Pacific Palace is unlike any other Airbnb! Located in the heart of downtown Pacific, Missouri - only 2 minutes from Highway 44 and 10 minutes from Purina. This house is an incredible one of a kind treasure with lots of unique features including: outdoor gazebo, fish pond, all original cedar interior design, two second story balconies, two large bat tubs (one located in the main bedroom) and so much more!!! Private parking and a gate for added privacy. Just minutes from Six Flags. Book today

301 Guesthouse- Historic Main street-Katy Trail
Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

Private Oasis w/hot tub
Wonderfully renovated 2 bedroom brick bungalow in highly desirable South city location. This home sits on a double lot, which has been completely private, featuring exterior shower with hot and cold, oversized hot tub, stamped concrete, gas fire pit, barbecue pit, and plenty of seating for up to 6 guests. Inside you’ll find home has been completely gut rehabbed featuring exposed brick walls, updated kitchen w/ center island. Two large bedrooms w/ king size beds, all new furnishings throughout.

Tompkins Street Retreat
Relax in this two-bedroom, two-bath house with a backyard patio and firepit with a privacy fence. Walk to unique shopping and entertainment on Historic St. Charles Main Street. Local wineries and St. Louis attractions are a short drive away. Enjoy a comfortable living room with a large TV and a fully equipped kitchen for special meals. Unwind after an active day with a meal, drinks under the pergola, and a great night's sleep in our king-size bed. We also offer FREE off-street/garage parking.

Cozy Cottage in a Quiet City Neighborhood!
Please inquire for longer stay rates. This 650sq.ft quaint cottage has EVERYTHING! Centrally located this sought after historical neighborhood, DOGTOWN!, is just minutes from Forest Park and a short drive to all of STL's BEST ATTRACTIONS! This charmer has all the amenities you could hope for @ your HOME away from home! 2 Bedrooms with a Queen Bed in each, 3 Smart TV's, a backyard patio, KEYLESS Self Entry, fully equppied kitchen with SS appliances, MAIN FLOOR LAUNDRY and fully UPDATED BATH!

Family/4bd/2bth/Huge Yard/Playset/Ping-Pong/Arcade
Our freshly updated and furnished house is ready for the family with kids, the adult getaway, and wedding parties from Stone House event venue across the street! Boasting tons of privacy, a huge yard with a playset and games, a fully stocked kitchen with everything you could want for a Thanksgiving dinner, and a large basement with arcade boxes, ping pong, weights, and seating areas. A very safe and secluded location that is close to amazing parks, restaurants, wineries, and shopping.

Bright & Cozy Shotgun DPX 1 Block from Historic DT
Admire this unique historic home's design with brand new amenities and antique details that give a fresh and charming feel. Built in the late 1800's, this half of the duplex has a typical shotgun layout with ten-foot ceilings giving a spacious feel. The front door leads directly to the living room, then into the bedroom, both of which have the original hard wood floors. The back of the house has the kitchen, with exposed brick, a dining area, and a bathroom with a washer and dryer.

Great Fam Friendly Home w/ Lrg Deck & Yard
**FAMILY FRIENDLY** (See details for the items avail for families) This 2 bedroom home has everything you need for a relaxing trip! Fully updated with stylish and comfortable furniture and decor. Fully equipped kitchen and an amazing backyard/deck. Quiet street by one of the best Mexican restaurants in St. Louis - Hacienda - (can walk 2 min there) Close to everything! 13 minutes to the St. Louis Zoo 10 minutes to The Magic House 15 minutes to Busch Stadium & Union Station

Cottage on Historic Main St- Low Cleaning Fee
MESSAGE FOR DISCOUNT ON SHORT STAY Walk to EVERYTHING in Historic St. Charles! Updated 2BR/1BA just steps from Main Street dining, shops, nightlife & Ameristar Casino. Only 12 mins to STL Airport. Fast Wi-Fi, Smart TV, full kitchen, free parking & keyless entry. Perfect for couples, business trips & weekend getaways. Safe, stylish & unbeatable location. Sits right on Main Street, plenty of parking. Walkout the front door and you are on Main Street! Checkout the reviews!

Little House By Main St -5 4K TV's- 1-75 Inch -1GB
Little House By Main St -5 4K TV's- 1-75 Inch -1GB Internet- No location has better access to so much. All the best amenities on both sides of Main Street St Charles! Walking distance from the Ameristar Casino, Texas Road House, Main Street (Honky Tonk, Big A's, Q, Thirstys), Starbucks, Taco Bell, Buffalo Wild Wings, McDonald's and the Bars / Restaurants on Main. An Awesome Location for all of the Festivals in St Charles! And secured parking in the 1 car garage!

Blair's Jungle House w/ Hot Tub - Game Room
Welcome to Blairs Jungle House in St. Peter's, MO. Bring the family, plenty of room to spread out and relax. Newly renovated 4 Bed 3 full Bath with Game Room in LL & Hot Tub! Please come and enjoy your stay. Kitchen is fully stocked with all the essentials for casual cooking or thanksgiving dinner. Whether you're in the mood to relax or hang out in the Game Room, Blair's House has you covered. Close I-70 & 364 Check out our profile for more listings.

Family Friendly Home Near Parks and Dining
Enjoy a relaxing experience at our conveniently located home in St. Peters. This 3 bedroom 2.5 home is fully stocked and ready for your family to visit. The neighborhood is quiet and within walking distance of a lovely park with walking trails, a playground, and ball fields. We are also minutes away from groceries, dining, and the St. Peters Recplex. We cannot wait to welcome you to our space for your next get away!
Popular amenities for Chesterfield house rentals
House rentals with a pool

Willow Creek: Mid-Century Oasis

T | Pool · Hot Tub · Arcade · 4BR Luxury Retreat

Arch View Luxury: Hottub-Pool-Sauna-Wine &Brkfst

"The Villa" at Villa Augusta in MO wine country

Spacious Home - Heated Pool Open - Amenity Packed

Roomy Oasis with hot tub on the Hill!

Sunset Mountain Privacy

Secluded Property w Pool and Hot Tub
Weekly house rentals

Freshly remodeled house "on The Hill"

Cottleville Corner

Cozy & Comfortable home in a quiet neighborhood.

American Spirit

Charming Historic Retreat in Old Town St. Charles

3+ acres, fast wi-fi, garage parking, Koi pond

St. Louis Home away from Home!

Westhoff Cottage
Private house rentals

Serene Stay in St Louis, MO

Schoolhouse: Dog-friendly, Large Yard, near Purina

Modern Soulard Loft w/ Cozy Firepit Patio

The Niederschulte House

St. Charles Manor | 4BR Reunion Home+HotTub+GameRm

Classy + Fun 4bd/1.5bth | Patio Dining | Game Room

Luxurious, spa-like retreat steps from Main St.

Stunning Modern Home|Kbed |10 min Creve Coeur Lake
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- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- Enterprise Center
- St. Louis Aquarium at Union Station
- The Dome at America's Center
- City Museum
- Missouri Botanical Garden
- Hidden Valley Ski Resort
- Meramec State Park
- Gateway Arch
- Gateway Arch National Park
- Forest Park
- Castlewood State Park
- Washington University in St Louis
- Saint Louis University
- The Pageant
- Saint Louis Science Center
- Cathedral Basilica of Saint Louis
- Saint Louis Art Museum
- Missouri History Museum
- Soulard Farmers Market
- Meramec Caverns





