House vacation rentals in Chesterfield

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Top-rated house rentals in Chesterfield

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Guest favorite

Home in Kirkwood

4.98 out of 5 average rating, 199 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, railroad tracks up on the hill at the end of street. Close easy access to all major highways. Construction in area M-F

Guest favorite

Home in Saint Charles

4.95 out of 5 average rating, 251 reviews

*HotTub* The Jewel on 5th-2br2b-near Historic Main

A true gem 15 mins from St Louis Lambert Airport-enjoy a well equipped, century home with a short walk to Historic Main and a HOTTUB. The large stocked kitchen is great for entertaining. Master bedrm w/luxurious, king sized, 4 poster bed and ensuite bathrm awaits you. In the private, queen suite you’ll find its own bathrm 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. This charming jewel accommodates 6.

Guest favorite

Home in St. Louis

4.92 out of 5 average rating, 362 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 favorite

Home in Augusta

4.99 out of 5 average rating, 243 reviews

Katy Trail Farmhouse - 3 bd/2.5 bath - Amazing!

DIRECTLY ON THE KATY TRAIL! Quaint 1943 farmhouse on 7 private acres in Missouri wine country - halfway between Klondike Park & the town of Augusta. Loads of farmhouse charm w/ the amenities & comforts of home. Spacious & well-appointed, 3 bedrms/2.5 baths. Walk-in/out or bike-in/out to KATY trail -- the location is perfect. Enjoy a sunset dinner & live music at one of the many wineries – or relax on one of the two screened-in porches & clear your mind. No other place like it in Augusta!

Guest favorite

Home in Saint Charles

4.98 out of 5 average rating, 554 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!

Guest favorite

Home in Saint Charles

4.98 out of 5 average rating, 125 reviews

Charming 2/1 in St Charles Historic Main Street

Come relax and play! Half a block from historic Main Street in City of St Charles. This stay is everything you could want. Cozy, charming, private with outdoor area for seating and dinning table. Off-street parking, laundry. Go shopping in the historic downtown shops, go to concerts, casinos or just stay in and enjoy! Walk to restaurants and the Katy Trail! Come be our guest! Or stay in put and cook the kitchen has everything you need! We are a strictly non smoking stay, inside or outside.

Guest favorite

Home in Saint Charles

4.9 out of 5 average rating, 206 reviews

Tompkins Street Retreat

Relax in this 2 bedroom, 2 bath house with backyard patio and firepit with privacy fence. Walk to unique shopping and entertainment on Historic St. Charles Main Street. Augusta wineries and St Louis area attractions are a short drive away. Enjoy the comfortable living room with large TV, the fully equipped kitchen for special meals. Unwind after an active day with a meal under the pergola and drinks around the fire pit. The spacious main bedroom is perfect for a quiet restful night.

Guest favorite

Home in Ballwin

4.95 out of 5 average rating, 161 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 favorite

Home in Saint Charles

4.97 out of 5 average rating, 226 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 favorite

Home in St. Louis

4.98 out of 5 average rating, 572 reviews

Garden Cottage-Safe Private Parking!

Mindfully renovated cozy bungalow offering a lush vibrant landscaped garden, meandering brick patio & deck overlooking waterfall pond w/ Koi fish. We lovingly restored our efficient space with a mix of old & new furnishings and updated appliances. A Romantic luxurious vibe ❤️ The perfect nest for two! Our quiet safe neighborhood is home to fabulous restaurants, bars, coffee shops and galleries. Close to everything including Hwys 40, 44, 55 . PLUS safe private parking!

Guest favorite

Home in Gray Summit

4.88 out of 5 average rating, 140 reviews

Sunset Mountain Privacy

9 rooms on the main floor with private entrance, kitchen, and covered deck are all yours in this shared property. Host stays in lower level and the only places shared are the laundry room & outside. Great for families and dog owners attending Purina Farms. I allow birthday & graduation celebrations, baby & bridal showers, meetings & conferences, classes & reunions with a maximum capacity of 25 people or 9 vehicles. Let me help make your special occasion one to remember.

Guest favorite

Home in Dittmer

4.95 out of 5 average rating, 427 reviews

Honeymoon Suite Camp Skullbone In The Woods

Romantic quiet cozy chalet for two! Vintage décor with all the modern amenities of home. Relax inside to unwind, kick back and watch a movie, surf the web via free wi-fi, curl up with a good book, open up a board game for a friendly challenge or share a drink with that special someone. Want some fresh country air? Lace-up those hiking boots and take like Camp Skullbones. . Enjoy the stars on the intimate deck with the glow from the gas fire pit.