
Pet-friendly vacation rentals in Chesterfield
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chesterfield
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Route 66 Railroad Shanty, a cozy artsy small space
This 536 s.f. house, believed to have once been a sleeping shanty for railroad crews switching shifts for the night. Fully renovated and updated in 2021 by a local artist, you will find custom metal art throughout, granite countertops and a very warm cabin feel featuring a kitchen and bathroom finished with locally sourced Missouri dark red cedar, 10 minutes from six flags, Purina farms 15 min from hidden valley and 45 min from downtown this place is in a great location and will not disappoint!

Cozy Home in Wentzville Sleeps 6 + Game Room
Welcome to your home away from home in Wentzville, Missouri! Families and furry friends are welcome to our cozy, centrally located home. Sleeps 6- 1 King , 1 Queen, and 1 Sleeper Sofa Full sized bed Fully equipped Kitchen with everything you need to create a delicious meal, or a cup of coffee Game room and Laundry located in the basement- 60 game free play arcade machine and foosball! Roku friendly TV located in both bedrooms, living room and on the Patio Fully Fenced Yard with Fire Pit

Cherokee Arts District • King • WiFi • Laundry
Stay in the heart of Cherokee Street’s vibrant arts district! This stylish 1-bedroom retreat blends 1890s charm with modern comfort, featuring a luxurious King bed, 4K Smart TV, fiber WiFi, and a fully equipped kitchen stocked with essentials. Perfect for work or play, you’re steps from galleries, vintage shops, live music, and top-rated dining. Enjoy premium linens, in-unit laundry, and a Walk Score of 88 for easy exploration. Just minutes from downtown, the Arch, and the airport. Book today!

Pet & Child Friendly*Great Location*Ideal 4 Groups
Stay Awhile is more than a place to stay—it’s a memory maker! This spacious St. Louis vacation rental is tucked in a fantastic neighborhood & less than 30 minutes from top St. Louis attractions-like the Zoo & Arch! Designed for families, groups & pets, it offers cozy beds, a well-stocked kitchen & plenty of space for everyone. A one-of-a-kind Eye Spy game is hidden throughout the décor, making the home part of the adventure. Perfect for those who love comfort, convenience & a touch of whimsy.

Stunning Modern Apt| King-bed 5 min CreveCoeurLake
Experience luxury and style in our St. Louis home. This second-floor residence features 2 modern bedrooms, a cozy living room, a fully equipped kitchen, a stylish bathroom, and a dedicated workspace with high-speed WiFi- blending comfort and elegance. Located in a secure Maryland Heights community, just minutes from Creve Coeur Lake, Westport Plaza, Hollywood Casino & Amphitheatre, and historic St. Charles. With plush bedding, premium amenities, and ample parking, we promise a seamless stay!

Wooded Oasis with Free Bottle of wine+brkfst
Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

*HotTub* The Jewel on 5th-2br2b-near Historic Main
A true gem only a 15 min drive from the STL Airport. Enjoy a well equipped, century home a short 12 min walk to Historic Main and a HOTTUB. The large stocked kitchen is great for entertaining. Master bedroom w/luxurious, king sized, 4 poster bed and ensuite bathroom awaits you. In the private, queen suite you’ll find its own bathroom and another door leading onto the deck. The chair off the kitchen folds out to a standard twin and bedding is provided for the sofa as well. Can sleep 6.

Honeymoon Suite at Camp Skullbone In The Woods
Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

ArtBnB: Enjoy the Curated Comforts of Home
With easy highway access, and conveniently situated equidistance from Soulard, Lafayette Square, Tower Grove South, and Cherokee St, this custom designed space is not only an experience on its own, but a perfect base for exploring The Gateway City. Surround yourself with art, literature, and the homie comforts that set ArtBnB aside from staunch hotel chains. A lightly stocked kitchen, library, garden, patio, deck, grill, fire pit, wine rack, kennel, and toiletries are all included.

Family Friendly Cozy Home w/ Lrg Fenced 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

Family friendly 3bd home! Longer stays available
Peaceful, 3 bed, 2 bath on court in O’Fallon MO. Furnished kitchen, deck grill/dining, tv in bdrms/living space, lower level living area & ping pong. Serene, fenced in back yard for your morning coffee. Located near shopping, restaurants, bars, casinos, wineries, gyms, hospitals, sports complexes & major highways. Just a 30 minute drive to downtown St. Louis, Enterprise Center, Busch Stadium, Forest Park, Zoo & Arch, 15 minutes from Lambert Airport, Hollywood amphitheater..

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!
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

*Historical* Aletha-Marie Krog Guest House

Cheerful 4-bedroom home with fireplace

Dogtown Century home near Forest Park & Maplewood

Fenced Yard - <1 mile from Purina - No Cleaning Fe

The Ruby/Close to St. Louis and Waterloo Downtown

The Frenchtown Inn | 2BR Charmer

Near Major Attractions Family Home 2 Bedroom

Paw-some Retreat: Fenced Yard, Near Hospitals, W/D
Pet-friendly home rentals with a pool

Route 66 SuperHost Retreat • Hot Tub • 6 Acres

Updated 4b/3b+loft Chalet, on lake w/hottub

Innsbrook Falls Hideaway - Roomy lakefront Chalet

Sunset Glamper #2

Spacious Home - Central Location - Amenity packed

Miami Beach themed suite for 10 with pool.

Roomy Oasis with hot tub on the Hill!

Sunset Mountain Forest Privacy
Private, pet-friendly home rentals

Travel w/ Kids | Modern Spacious 3-Story STL Home

Perfect Getaway 3BR/3BA Home

Cottleville Corner

Cozy & Comfortable home in a quiet neighborhood.

Centrally Located Mid-Century Modern Retreat

Serene & Cozy Cabin + LAKE! Near Purina & SixFlags

Westhoff Cottage

The Farmhouse Inn
Quick stats about vacation rentals that are pet-friendly in Chesterfield

Total vacation rentals
Explore 20 vacation rentals in Chesterfield

Nightly prices starting at
Chesterfield vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 240 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Chesterfield vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesterfield rentals
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- Busch Stadium
- Central West End
- Six Flags St. Louis
- Enterprise Center
- Saint Louis Zoo
- St. Louis Aquarium at Union Station
- City Museum
- Missouri Botanical Garden
- Hidden Valley Ski Resort
- Gateway Arch National Park
- The Dome at America's Center
- Meramec State Park
- Castlewood State Park
- Gateway Arch
- Cathedral Basilica of Saint Louis
- Washington University in St Louis
- Forest Park
- Saint Louis Science Center
- Saint Louis University
- Stifel Theatre
- Missouri History Museum
- Fabulous Fox
- Laumeier Sculpture Park
- Soulard Farmers Market




