
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 €44 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
4.92 out of 5 average rating, 249 reviews
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.
4.99 out of 5 average rating, 130 reviews
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.
4.87 out of 5 average rating, 101 reviews
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).
4.88 out of 5 average rating, 223 reviews
*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.
4.95 out of 5 average rating, 449 reviews
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.
4.96 out of 5 average rating, 331 reviews
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.
4.93 out of 5 average rating, 128 reviews
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!
4.92 out of 5 average rating, 129 reviews
Spacious Home - Heated Pool Open Until November
Heated Pool is Open through end of October! Exceptionally updated sprawling home w/ 2400 sqft of living space inside with multiple entertainment areas and rooms well spread out. This is the perfect house for multiple families or generations to enjoy together! The house is amenity packed and offers a stunning kitchen, large backyard, pool house/detached office, and plenty of privacy! Located in the perfect central location within 5-15 minutes of the cities main attractions!
4.83 out of 5 average rating, 163 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!
4.99 out of 5 average rating, 254 reviews
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.
4.91 out of 5 average rating, 195 reviews
Great Location Fam Friendly Home w/Lrg Fenced Yard
Newly finished basement with 4th bedroom (King bed), large play/relaxation space & large 120-inch projector screen and separate large speaker for movie nights! Beds are all brand new comfortable memory foam! This house is in such a great and convenient area! Freshly renovated with all brand new beds and furniture, a fully stocked kitchen for cooking and baking and a fenced in pet friendly backyard! TONS of kids and baby items!
4.95 out of 5 average rating, 149 reviewsPopular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Convenient and newly renovated cozy private home
4.73 out of 5 average rating, 173 reviews
2bed/2bath Walk Main St Shops Eateries & Bars!
4.96 out of 5 average rating, 113 reviews
Cozy Mid-Century Modern Townhome
4.95 out of 5 average rating, 159 reviews
Cozy Cottage in a Quiet City Neighborhood!
4.93 out of 5 average rating, 231 reviews
Dogtown Century home near Forest Park & Maplewood
4.99 out of 5 average rating, 183 reviews
Tranquil three-bedroom home in central St. Louis
4.92 out of 5 average rating, 158 reviews
Charming family friendly house overlooking park
4.98 out of 5 average rating, 162 reviews
The Little House.
4.87 out of 5 average rating, 1094 reviewsPet-friendly home rentals with a pool

Roomy Oasis with hot tub on the Hill!
4.96 out of 5 average rating, 157 reviews
Lodge at Camp Skullbone In The Woods
4.98 out of 5 average rating, 139 reviews
Heated Saltwater Pool+Hot Tub! Great location!
4.88 out of 5 average rating, 192 reviews
Lakefront w/ Canoes, Fire pit, Ping Pong, Fishing
4.93 out of 5 average rating, 165 reviews
Cabin+LAKE! Fish-swim-kayak*Near Purina & SixFlags
4.95 out of 5 average rating, 55 reviews
Home with Game Retreat, 8 min STL Airport/Westport
4.76 out of 5 average rating, 90 reviews
Modern Retreat w/King Bed • 5 Min Creve Coeur Park
4.8 out of 5 average rating, 85 reviews
Hickory Hill 5b/3.5b home next to Sunset Bluffs
4.99 out of 5 average rating, 68 reviewsPrivate, pet-friendly home rentals

Route 66 Cozy Cottage
4.9 out of 5 average rating, 773 reviews
Cottleville Corner
4.97 out of 5 average rating, 34 reviews
Cozy Home 15 min to Main St or the Amphitheater
5.0 out of 5 average rating, 5 reviews
Your Quiet Home in the St. Louis Suburbs Awaits
4.93 out of 5 average rating, 42 reviews
The Farmhouse Inn
4.99 out of 5 average rating, 79 reviews
Music & Meme House + Arcade
4.95 out of 5 average rating, 37 reviews
Vivid Luxe Retreat | Luxury 2BR Townhouse
5.0 out of 5 average rating, 4 reviews
Close by parks & concert venues
4.58 out of 5 average rating, 45 reviewsDestinations to explore
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