
Pet-friendly vacation rentals in Chesterfield
Find and book unique pet-friendly homes on Airbnb
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 ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 280 verified reviews to help you choose

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

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 pet-friendly home rentals in Chesterfield
Guests agree: these pet-friendly homes 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
Outdoor spacesPetsTV

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.
WalkabilityPetsComfort

Getaway House | St Charles 4BR Sleeps 11 Game Room
DUE TO DEMAND - MUST READ: Starting August 31st, we're adding a second master ensuite - king bed, private full bath - and expanding the game room by 500 sq ft to a full 900 sq ft of pure entertainment: pool, arcade, and a big screen. We're closed September and October to build it, then reopening November 1st, completely brand new. All of our fall and winter dates are open right now, and holiday weekends at a house this size always go very quickly, so book yours before somebody else grabs them.
PetsSleep qualityAir conditioning

Sunset Mountain Privacy
Along Route 66, just 4 minutes from Purina Farms, this shared property is dedicated to your privacy, where you’ll enjoy a jacuzzi tub, private deck, 3 bedrooms, 2 full baths, gas fireplace, fully stocked kitchen, fenced in area for dogs, relaxing garden areas, walking trails through the woods, fire pit, and an above ground pool in the summer months. Great for weekend getaways and anyone wanting to unplug. I stay in lower level with my husband and 11 year old son (who is usually gone weekends).
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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!
WalkabilityOutdoor spacesHeating

*NEW HotTub* The Jewel on 5th-2br2b-near 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.
WalkabilityOutdoor spacesKitchen

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.
PetsWalkabilityCheckout

Cottage on Main Street- Low Cleaning Fee
MESSAGE FOR SHORT STAY DISCOUNT Stay in the heart of Historic Downtown St. Charles! WALK EVERYWHERE at this beautifully updated 2BR/1BA blends modern comfort with charm just steps from Main Street. Walk to award-winning restaurants, unique boutiques, coffee shops, festivals, and riverfront views. Directly across from the Katy Trail, perfect for biking and morning strolls. Minutes to Ameristar Casino and 12 minutes to STL Airport. Fast Wi-Fi, cozy beds, and an unbeatable location.
WalkabilityOutdoor spacesIndoor spaces

The Frenchtown Inn | 2BR Charmer
Welcome to the Frenchtown Inn on the corner of Third and French! Experience the best of St. Charles in this charming 2-bedroom, 2-bathroom house situated in the heart of Frenchtown. This delightful space offers a perfect blend of comfort, convenience, and a touch of history, ideal for an unforgettable stay. We are dog friendly, complete with a fenced in yard. The Frenchtown Inn awaits you. Come experience a memorable, relaxing getaway with family or friends in our inviting home!
WalkabilityOutdoor spacesLocation

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!
Outdoor spacesWalkabilityTV

Cul De Sac - next to the best shopping in STL
Watch the snow cover the trees on this wooden landscape on a quiet cul-de-sac. Within 10 minutes to West County Mall, restaurants, great shops, corporate headquarters, tennis courts + parks, and entertainment. EASY highway access within 2 minutes, 15 minutes from downtown St. Louis. House has multiple places to entertain indoors and great hot tub, yard games, fire places and BBQ. Family friendly and enough beds for the kids and family to stay!
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The Ladybug Inn
This stylish place to stay is perfect for group trips. I have personally renovated this entire ranch style home. It has plenty of room for the whole family! You will find everything you need for a comfortable stay. Conveniently located near the heart of Wentzville. I also have another location in O'fallon Missouri if this property is not available for the dates you are needing it. Please search Beautiful 2 bedroom ranch home in O'Fallon MO.
PetsOutdoor spacesKitchen
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Convenient and newly renovated cozy private home
Outdoor spacesWalkabilityWifi

The Benton House - With fenced yard!
WalkabilityPetsGrill

Dogtown Century home near Forest Park & Maplewood
PetsOutdoor spacesLaundry

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

Cozy Mid-Century Modern Townhome
Outdoor spacesPetsGrill

The Little House.
Outdoor spacesWalkabilityCondition

Charming family friendly house overlooking park
Outdoor spacesPetsParks

Tranquil three-bedroom home in central St. Louis
Outdoor spacesPetsSleep quality
Pet-friendly home rentals with a pool

Spacious Home - Heated Pool Open Until November
WalkabilityPetsBathroom

Lakefront w/ Canoes, Fire pit, Ping Pong, Fishing
Outdoor spacesPetsCondition

Cabin+LAKE! Fish-swim-kayak*Near Purina & SixFlags
Outdoor spacesWalkabilityAir conditioning

Home with Game Retreat, 8 min STL Airport/Westport
Outdoor spacesPetsAccess

Hickory Hill 5b/3.5b home next to Sunset Bluffs
Outdoor spacesWalkabilityValue

Holly Hills hidden gem
WalkabilityPetsDecor

Romantic escape with horses you’ll never forget.
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Arch View Retreat: Pool-Hottub-Sauna-Wine &Brkfst
Outdoor spacesFamilyGetting around
Private, pet-friendly home rentals

Route 66 Railroad Shanty, a cozy artsy small space
Outdoor spacesWalkabilityQuiet

Route 66 Cozy Cottage
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Free for pets. No fees. Private. Keyless entry.
PetsOutdoor spacesDecor

Completely Renovated Home in St. Charles, Missouri
WalkabilityOutdoor spacesHospitality

Country Quiet Suburban Haven
Outdoor spacesWalkabilityLocation

Cozy & Comfortable home in a quiet neighborhood.
WalkabilityPetsComfort

Your Quiet Home in the St. Louis Suburbs Awaits
Outdoor spacesPetsGetting around

Westhoff Cottage
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