House holiday rentals in Chesterfield

Find and book unique houses on Airbnb

Top-rated house rentals in Chesterfield

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite

Home in Pacific

4.91 out of 5 average rating, 170 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 Saint Charles

4.98 out of 5 average rating, 641 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!

Top guest favourite

Home in Kirkwood

4.98 out of 5 average rating, 225 reviews

A Kirkwood Cottage, Quaint Suburb of St Louis

Quaint cozy cottage on a “No Thru Street”. The best place to stay in Kirkwood.This was my childhood home. Only 1/2 mile to downtown Historic Kirkwood with its many shops & restaurants,Farmers Market, Kirkwood Park & Pool & Train Depot. A couple of miles to Museum of Transport,Powder Valley Nature Center & Magic House Museum is a MUST if you have children. Home has steps to entry & is 4th house from railroad tracks that are up on the hill at end of street.Close easy access to all major highways

Guest favourite

Home in Saint Charles

4.9 out of 5 average rating, 256 reviews

Tompkins Street Retreat

Relax in this two-bedroom, two-bath house with a backyard patio and firepit with a privacy fence. Walk to unique shopping and entertainment on Historic St. Charles Main Street. Local wineries and St. Louis attractions are a short drive away. Enjoy a comfortable living room with a large TV and a fully equipped kitchen for special meals. Unwind after an active day with a meal, drinks under the pergola, and a great night's sleep in our king-size bed. We also offer FREE off-street/garage parking.

Guest favourite

Home in Fenton

4.83 out of 5 average rating, 259 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.

Top guest favourite

Home in Ballwin

5 out of 5 average rating, 103 reviews

Pet & Child Friendly*Great Location*Ideal 4 Groups

Welcome to Stay Awhile! This fun & eclectic home is located in a fantastic neighborhood, and no more than a 30 minute drive to almost anywhere in St. Louis. Perfect for families, groups & furry friends alike. Recently updated-everything is new from the super comfy memory foam beds to the Keurig. If you are looking for a relaxing & fun stay, filled with amenities, we have you covered! We have even incorporated a fun little “eye spy” game into the design of the house Intrigued? Read on...

Guest favourite

Home in St. Louis

4.94 out of 5 average rating, 104 reviews

St. Louis Home away from Home!

Our property is the perfect place for anyone looking for a peaceful stay in STL! This 4BR, 2.5 BA house gets amazing natural light throughout the day, and is nearly too cozy! Located 12 minutes from the airport, and near many of STL’s top attractions, our home is sure to leave you feeling refreshed after your stay! We’re a family that is dedicated to ensuring our guests enjoy the best experience possible. As local hosts, you can rest peacefully knowing that we are just a phone call away!

Guest favourite

Home in Saint Charles

4.95 out of 5 average rating, 333 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.

Superhost

Home in O'Fallon

4.83 out of 5 average rating, 132 reviews

Spacious*Large Outdoor Space*Family*Modern*Artsy

Enjoy a stylish experience at this super conveniently-located home in the St. Louis area! This unique and private 4 bedroom/3 bath residential home boasts updated kitchen and baths, and a huge outside dining area and yard. Extremely quiet location that is close to wonderful restaurants, wineries, shopping, museums, bike trails and parks, aquatic centers, airport, and historic districts. All new and comfortable mattresses and bedding await to provide you with the BEST night of sleep!

Guest favourite

Home in St. Louis

4.95 out of 5 average rating, 147 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 Saint Charles

4.96 out of 5 average rating, 277 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 1930'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.

Guest favourite

Home in Gray Summit

4.87 out of 5 average rating, 180 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!