House holiday rentals in Chesterfield

Find and book unique houses on Airbnb

Top-rated house rentals in Chesterfield

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Guest favourite

Home in Bevo Mill

4.91 out of 5 average rating, 433 reviews

Sunny South City Guest House

Newly-rehabbed & cozy guest house. Everything you need is located here in the historic Bevo Mill neighborhood. In the heart of south St. Louis city, you’re steps away from local businesses, including the picturesque, historical Das Bevo. Step into a vintage-styled oasis, featuring large windows with plenty of natural light, tall vaulted ceilings, comfy queen bed, unique fridge, breakfast bar, sizable bathroom with a large walk-in shower. Hang outside at the picnic table under cute string lights.

Guest favourite

Home in Pacific

4.92 out of 5 average rating, 178 reviews

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

Top Guest favourite

Home in Ballwin

4.99 out of 5 average rating, 104 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.

Top Guest favourite

Home in Saint Charles

4.98 out of 5 average rating, 650 reviews

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!

Superhost

Home in Fenton

4.83 out of 5 average rating, 263 reviews

Fenton Oasis

Lovely, fully furnished private basement over 1800 sq ft in a single-family home. Features include a private heated pool, kitchen, bathroom with tub/shower, living room with fireplace and TV, bedroom with egress window, and a second sleeping area. Close to parks with canoeing, hiking, and biking trails. Easy access to Hwy 44, 270 & 30, restaurants, downtown St. Louis, and the airport. Close to hospitals. just 13 miles from Six Flags St. Louis and 18 miles from Hollywood Casino St. Louis.

Guest favourite

Home in Saint Charles

4.95 out of 5 average rating, 341 reviews

*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.

Top Guest favourite

Home in Dittmer

4.95 out of 5 average rating, 527 reviews

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!

Guest favourite

Home in O'Fallon

4.95 out of 5 average rating, 120 reviews

Beautiful 2 bedroom ranch home

The whole group will enjoy easy access to everything from this centrally located ranch home. This home has everything you will need for a cozy, relaxing stay. Our home is located in the middle of everything such as shopping, entertainment, restaurants, and hospital's. You can also enjoy staying in and cooking your own meals with a full kitchen. If this property isn't available for the dates you are needing I have another property listed under The Ladybug Inn in Wentzville Missouri.

Top Guest favourite

Home in Ballwin

4.95 out of 5 average rating, 177 reviews

Entire lower level of our home w/Paris Theme

Our home is located in a quiet West St. Louis County neighborhood. The lower/walkout of this place is your home away from home. It has a private entrance from a walk around sidewalk to the backyard. You will have the entire lower level of our home. We live in the upstairs or first floor of this home. Our place is best suited for one couple, solo adventurers, business travelers, and one family (with kids). This space has been recently remodeled with a French Parisian theme!

Guest favourite

Home in St. Louis

4.95 out of 5 average rating, 152 reviews

Cozy Fam Friendly Home-Large Fenced Yard & Deck

**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

Guest favourite

Home in Gray Summit

4.88 out of 5 average rating, 185 reviews

Sunset Mountain Forest Privacy

Nowhere else will you find a jacuzzi tub, private pool with an amazing view, gas fireplace, 3 bedrooms and 2 full bathrooms on the main floor with private entrance, spacious living room, kitchen, and covered deck, plus free laundry for this price! Host stays in separated lower level and the only places shared are the laundry room and outdoors. Great for dog owners attending Purina Farms, 3 individuals, 3 couples, or a couple and 2-5 kids. Great for weekend getaways!

Top Guest favourite

Home in Saint Charles

4.95 out of 5 average rating, 106 reviews

Blair's House in St. Charles - Game Room - Hot Tub

Cute Historic 3 Bedroom 2 Full Bath Home located in Downtown St. Charles, Missouri. Fully stocked home from the kitchen to the bedrooms, ensures a cozy stay every day. You can relax on the front porch swing or cozy coach in the living room. Play bags or washers in the private back yard or ping pong, air hockey or foosball in the game room. Try out the new hot tub! Cook Thanksgiving dinner and serve the dining room! Short walk to downtown St. Charles.