
Family-friendly vacation rentals in Chesterfield
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Chesterfield

Total vacation rentals
Explore 20 vacation rentals in Chesterfield

Nightly prices starting at
Chesterfield vacation rentals start at G$8,359 GYD per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesterfield rentals
Top-rated family-friendly rentals in Chesterfield
Guests agree: these family-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!

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!

NO PARTIES, VERY QUIET NEIGHBORS. 3 BEDROOM 2 BATH
Two minutes from highways I270, I55, I44 which is within 15 minutes of downtown St. Louis. Busch Stadium, St Louis Blues, Zoo, Aquarium, Forest Park, Wash U, Soulard, Central West End, Missouri Botanical Garden, Anheuser-Busch. Other close attractions- Laumeier Sculpture Park, Children’s Magic House, Museum of Transportation, Grant's Farm. We are within one mile of Mercy South Hospital if you are working or visiting. MO Baptist, Mercy, BJC, Children's hospital all 15 minutes. 20 min/airport.

Charming Cottage Near Forest Park in Quiet Area
Welcome to our home! It is a cozy brick bungalow from 1929. It is a quiet neighborhood. Partially fenced backyard. We're located close to historic Route 66, coffee shops, shops, restaurants. 15 minute drive from Gateway Arch National Park, Busch Stadium, Forest Park, Enterprise Center, Washington University, St. Louis University, Zoo, Art Museum, and Botanical Gardens. Smoking is not allowed inside or outside. Any smoke odor will result in a $150 fine. Noise monitoring device on property.

The Blue Door in Creve Coeur
Perfect location for quick access to everything StL. Come home to a peaceful and spacious smokefree property. Sit on the patio and watch deer and squirrels running around. The main area is large and open concept. Bedrooms are big and comfortable, with their own fireplace heater. There is plenty of closet room. Laundry room included with a folding table and an iron. Spacious bathroom with a large shower with a seat! The Walkway to the frontdoor is down a small incline. please see pictures.

Treehouse Spa Suite
Treehouse Day Spa is nestled on 3 wooded acres in St.Charles County. There is a subdivision next to me but I have my trees!!! Get away from it all while being close to it all at the same time. Augusta wineries, Main Street St. Charles and the Streets of Cottleville are all within minutes of the location! There are two rental units in the treehouse: The spa suite and the penthouse. They each have a separate entrance and are private spaces. Recharge your battery! Regroup Relax Refresh

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.

The Round Room Tower at Moy Mell Farm
Reconnect with nature at this unforgettable escape. Unique, round mini house attached to main house. You will feel like you are far away from the world! We are at the end of a long drive, and in the middle of a small, sustainable farm. We have vegetable market gardens on the premises as well as a variety of farm animals, honeybees, and lots of nature! Even though you will feel isolated and secluded here, we are only minutes away from wineries, a distillery, brewery and art galleries.

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

Serenity Valley• Secluded Escape • No Cleaning Fee
Discover Serenity in this 675 sq ft Studio cottage on a private wooded lot. Cozy space with 1 queen bed & optional sofa queen bed for up to 4 guests. Relax on the patio, enjoy a bubble bath in the vintage clawfoot tub, or take in the panoramic woods view on the couch. Amenities include WIFI, washer/dryer, fully stocked kitchen, pack&play. Just 60 mins from downtown STL, 15 mins from Washington, 20 minutes from Six Flags. Your tranquil escape awaits! No pets allowed.
Popular amenities for Chesterfield family-friendly rentals
Family-friendly home rentals with a hot tub

“HOT TUB” Oasis in the heart of the city!

*HotTub* The Jewel on 5th-2br2b-near Historic Main

Cedar Hot Tub & Cedar Sauna, Chalet at Innsbrook

Honeymoon Suite at Camp Skullbone In The Woods

Blair's Jungle House w/ Hot Tub - Game Room

Roomy Oasis with hot tub on the Hill!

Romantic Augusta Cottage-Relax & get away!

Cul De Sac - next to the best shopping in STL
Family- and pet-friendly home rentals

The Benton House - With fenced yard!

2bed/2bath Walk Main St Shops Eateries & Bars!

ArtBnB: Enjoy the Curated Comforts of Home

Main Street Hideaway

Family Friendly Home Near Parks and Dining

Tranquil three-bedroom home in central St. Louis

The Ladybug Inn

Pet & Child Friendly*Great Location*Ideal 4 Groups
Family-friendly home rentals with a pool

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

Pool, Hot Tub and Dog Paradise

First floor pet friendly family suite near Purina

Early Check-in, Late Check-out on Weekends 8AM-8PM

Peaceful Lakefront Chalet w/Dock and Boats!

Pura Vida Chalet - Lakefront on Lake St. Gallen

Sunset Mountain Privacy

Innsbrook Luxe Escape - Spacious Retreat, Hot Tub
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- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- Enterprise Center
- The Dome at America's Center
- St. Louis Aquarium at Union Station
- Gateway Arch
- City Museum
- Missouri Botanical Garden
- Washington University in St Louis
- Meramec State Park
- Hidden Valley Ski Resort
- Forest Park
- Gateway Arch National Park
- Castlewood State Park
- Meramec Caverns
- Saint Louis University
- The Pageant
- Saint Louis Science Center
- Cathedral Basilica of Saint Louis
- Saint Louis Art Museum
- Soulard Farmers Market
- Westport Plaza





