
Pet-friendly holiday rentals in Chesterfield
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Top-rated pet-friendly home rentals in Chesterfield
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Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Deluxe Barndominium | King bed + Pkg
Ray was super responsive and understanding. He accommodated an early check in. The place is very clean and such a cool spot to stay!

Cheerful 4-bedroom home with fireplace
Our stay was for 4 nights. We were there for my Son’s wedding, and Spring was very quick to communicate and was very kind and helpful. There was an iron, ironing board, and a steamer which came in extremely handy! The porch was a wonderful and private place to sit with a cup of coffee or just to visit with family. The appliances, kitchen utensils, pans, plates, etc were more than adequate and made it easy to store and prepare food. The beds were comfortable and the bathrooms were stocked with thoughtful extras. Our stay was wonderful and I highly recommend Spring and her home if you need a place in the St. Louis area!

Main Street Hideaway
Main Street home was perfect for our family. Peaceful area and with in walking distance of several restaurants and cute shops.

Tranquil three-bedroom home in central St. Louis
Cozy home in a charming neighborhood … Fabulous hosts!!

Cozy, Family Friendly at Zoo & Forest Park
Had a great week here with four kids, four adults, and one infant! Traveling with kids is really difficult to start with and even harder when trying to find a place to stay that will help meet all their needs but this place had everything we needed!! We hardly had to bring any baby/kid gear because Sara and Dan already had it all there and it just made the trip that much better not to have to haul it all!! I also loved the backyard with well manicured lawn, pretty plants and a great play set and sandbox for the kids to play in! The beds were really comfortable and everything was very clean!! (Which is surprising considering the sandbox outside!) the location was great too in terms of all the major attractions were about 5-15 minutes away! And even though we were in the heart of the city, the neighborhood felt very quiet and peaceful! I’d recommend this place to anyone traveling with kids with easy accessibility to all the major St Louis sites. We had a great time and would stay again!

Granny's DOG House - KING BED - One of a Kind!
Me and my friends booked this space for a concert that was in town. We are from out of town and wanted to enjoy St Louis. We wanted something different, something out of the box. This space was just that and soooooo much more. With a rare blend of unique, comfort, and quirky. It set the bar really high for the rest of the vacation. We are the type to stay on the go and not be in our room when on vacation. This place challenged that as it was so hard to leave sometimes. Host is just as amazing. Im not the best with modern tech and stuff of that nature. The host went out of their way to help. The host was accommodating in more ways than one. They provided some really solid recommendations for the city upon our request. Thats another thing, the host is probably one of the nicest, most responsive, helpful host Ive ever had. "The Dawg House" as we called it is now a staple in our travel plans to St. Louis. Do yourself a favor and book this place now before you miss out.

Pet & Child Friendly*Great Location*Ideal 4 Groups
Exceeded expectations in every way! This beautifully decorated four bedroom, one story home, had everything we needed for an effortless nine day stay. All appliances and TV’s were state of the art, the house was super clean, the beds comfortable, and the kitchen was fully equipped. We’re in our mid seventies and appreciated how accessible everything is in this home. Highly recommend.

2BR Cottage Short Drive To Major Attractions
Francis Mabel's place was perfect for our family. Cute, clean house. Easy check in and check out. Host was thoughtful and helpful.
Pet-friendly home rentals with a pool

Willow Creek: Mid-Century Oasis
The house was even better than we imagined it would be! It felt more like a retreat than an Airbnb experience! The location was beautiful and easy to get around. The yard was beautiful and private. The beds were comfortable. The kitchen was stocked and clean. The washer dryer combo was also a cool feature. We loved our stay and will be back for sure!

Updated 4b/3b+loft Chalet, on lake w/hottub
Our large group had a wonderful Memorial Day Weekend at Stacy's beautiful home! The spacious kitchen, large dining area, and cozy living room were perfect for gathering and spending time together. Although the weather was cooler than usual and we didn’t get to enjoy the water, we made the most of our stay with plenty of other IBK activities—pickleball, the 5K/2-mile fun run, relaxing in the hot tub, and the Sunday night concert were all highlights. This was our 17th year renting at IBK, and Stacy's home had the best kitchen and entertaining space we've experienced so far! The lower-level bunk area and large sectional couch were ideal for our teenagers to sleep and hang out. We’re already looking forward to the chance to rent Stacy’s place again!

Welcome to your ideal stay!
⭐️⭐️⭐️⭐️⭐️ I had a great stay at Reda’s place! The home was clean, comfortable, and exactly as described in the listing. Check-in was smooth and communication with Reda was quick and helpful the entire time. The neighborhood felt safe and was conveniently located near everything I needed. I appreciated the little touches that made the space feel welcoming — definitely a spot I’d stay at again. Thanks for the hospitality, Reda!

Arch View Luxury Home:Sauna,Pool,Free Wine &Brkfst
Great location, all the amenities you could ask for, loved the bath tub and hot tub! Super clean and comfy! Our family loved it! It was the perfect get away after a busy day in the city!

Cedar Hot Tub & Cedar Sauna, Chalet at Innsbrook
We had a wonderful time staying at the cabin. It was so private and peaceful surrounded by all the beautiful green trees. It rained most of the time that we were there, but that didn’t really matter as it was still lovely to soak in the cedar tub and spend time in the sauna and outside on the deck. The inside of the house was very cozy. We really enjoyed our time kayaking on the lake in Innsbrook and the drive around the property was beautiful.

Sunset Glamper #2
We needed a quick, quiet, and convenient stay overnight on our way back to Georgia. That's exactly what we got. The location was great, the RV was immaculate, and if we had time I would have LOVED to take a dip in the pool. Highly recommend for 1-3 people, and our dogs were welcomed, which made all the difference.

Roomy Oasis with hot tub on the Hill!
We vacationed in many condos and homes. Mostly off an alternative site. This place was in the tops. Great neighborhood the Hills. Fantastic restaurants and coffee shops in walking distance. Would stay here again if ever in the area again.

Romantic escape with horses you’ll never forget.
I can’t say enough good things about Our Fathers Farm! We loved every second we spent there. Feeding the animals, relaxing by the fire, fishing, and just exploring the whole property. The personal touches Steve has made to the place are incredible, we felt like we knew him and his family before leaving even though we only spent 5 min with him. Can’t wait to go back!
Private, pet-friendly home rentals

Country Living RV near Purina Farms & MO wineries
Moving and driving across the country is a tiring feat, but this spot was perfect in every way, and allowed us to max out our time on the road, get rest, and get back at it first thing. Plenty of space to park our truck and U-Haul. The location is quiet, easy to find, and our hosts communicated beautifully the whole time. Had so many helpful and thoughtful amenities for a small space. The perfect place to stay if you need a spot close to the highway or St. Louis but don’t want to stay in the busyness of downtown. Thanks so much for making our trip easier!

Separate Entry Basement Apartment 1BR, 1BA
My family and I stayed here for a month & we loved it. Meghan & Ryan were both responsive, kind & helpful. It was located in a quiet neighborhood- peaceful, homey, friendly and great for our dogs. Added bonus our son absolutely loved the swing in the back. Wi-Fi was great too if you like to game the Wi-Fi kept up. Also, their father who stays upstairs was very friendly & hospitable. My wife & I enjoyed the conversation with him. Only negative we had was we found out we couldn’t stay longer.

Garden of Life in Eureka 73
Such a beautiful home. We had two families come together and this place was perfect! With and without power lol. There was a storm that had taken out power for a day and a half. Completely out of everyone’s control and Abraham was a great host. We will definitely be back 🥰

2bed/2bath Walk Main St Shops Eateries & Bars!
Kimberly's place was very clean, cozy, and comfortable, and the house had everything we needed. The location was very quiet with little or no traffic noise, nice neighbors, and was just a couple of easily-walkable blocks to the historic main street of St. Charles, with lots of great shops and restaurants. It was also a very short drive to the Streets of St. Charles with many more shops and restaurants. Also, Kim was a great hostess, and I'd highly recommend this house!

Historic, Americana, great area, 1st fl Apt
This is a great little studio, had everything you could need for a night away. We Loved the patriotic theme. Jene and Tom were both very friendly and easy to talk to. I would definitely stay again if we get back to St Louis.

12 Sleep, 2 King Bed @ safe Neighborhood
We enjoyed our stay here. It was clean, in a safe neighborhood and had plenty of restaurants and shopping close by. The drive into St. Louis was only about 25 minutes so we were able to go to the arch and City Museum. So much fun! Our kids enjoyed the game room!

Beau’s Bungalow
Sophie's place was in a quiet part of South St. Louis near Carondelet Park. It was a small house with two bedrooms, a nice kitchen, and a very nice back room that was like a porch. Mornings were nice there-- very quiet, no traffic. There is a very nice touch in the living room--an enormous picture of a Highland cow, that sort of set off the house itself.

Bohemian Humble Abode
I had a wonderful experience staying at Gifted By Design’s place. The space was clean, comfortable, and exactly as described in the listing. Check-in was smooth, and the host was responsive and helpful throughout my stay. The location was great close to downtown and some family we had lived really close by. I really appreciated the cozy decor, well-stocked kitchen, my kids really loved the basement tv area. We are from Texas and we don’t have basements and they thought the couch and tv was their own private batcave. Would absolutely stay here again!
Quick stats about holiday rentals that are pet-friendly in Chesterfield
Total rentals
20 properties
Total number of reviews
150 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Busch Stadium
- Six Flags St. Louis
- Saint Louis Zoo
- Central West End
- Enterprise Center
- Gateway Arch National Park
- Missouri Botanical Garden
- City Museum
- St. Louis Aquarium at Union Station
- Cuivre River State Park
- Pere Marquette State Park
- Meramec State Park
- The Winery at Aerie's Resort
- Saint Louis Science Center
- Castlewood State Park
- Cathedral Basilica of Saint Louis
- Missouri History Museum
- Grafton Winery the Vineyards
- St. Louis Country Club
- Norwood Hills Country Club
- Hidden Valley Ski Resort
- Adventure Valley Zipline Tours and Paintball Park
- Boone Valley Golf Club
- Raging Rivers WaterPark