House holiday rentals in Chesterfield

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Top-rated house rentals in Chesterfield

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Guest favourite

Home in Saint Charles

5.0 out of 5 average rating, 229 reviews

Rustic Handcrafted Japanese-Style Home by OldTown

Enter into the tranquility of a Japanese-style home interior near historic Old Town St Charles. The house is a symphony of handcrafted woodwork. The floors are polished bamboo and maple; mahogany, teak, mango, and oak furnishings. After taking a walk through Old Town or watching a movie in our home theater (theater seating, 86inch LG screen, Sony sound) or cooking a meal in our fully-equipped kitchen, you can drift to sleep in luxury bedding, Sleep2Win 14" mattresses and soft stone-washed sheets

Guest favourite

Home in Kirkwood

4.98 out of 5 average rating, 177 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 favourite

Home in St. Louis

4.91 out of 5 average rating, 320 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 Saint Charles

4.98 out of 5 average rating, 501 reviews

301 Guesthouse SuperHost/Shop Discounts/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 St. Louis

4.81 out of 5 average rating, 111 reviews

Cheerful 1-bedroom, red brick, historic home

Keep it simple at this peaceful, historic, and centrally-located place. This red brick home is a piece of long-standing history (built in 1928), on a quiet one way street. It is just 5 minutes away from the airport & University of Missouri Saint Louis, and just 15 minutes from down town and central west end. It is literally central to just about any place you wish to visit in the Saint Louis area! There’s convenient and free on-street parking too! Come enjoy your time at The Ruby Brick Stay!

Guest favourite

Home in St. Louis

4.93 out of 5 average rating, 321 reviews

Charming Cottage Near Forest Park in Quiet Area

Welcome to our home! It is a cozy brick bungalow from 1929. It is a quiet neighborhood. Partially fenced backyard. We're located close to historic Route 66, coffee shops, shops, restaurants. 15 minute drive from Gateway Arch National Park, Busch Stadium, Forest Park, Enterprise Center, Washington University, St. Louis University, Zoo, Art Museum, and Botanical Gardens. Smoking is not allowed inside or outside. Any smoke odor will result in a $150 fine. Noise monitoring device on property.

Guest favourite

Home in Saint Charles

4.91 out of 5 average rating, 160 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 favourite

Home in Ballwin

4.94 out of 5 average rating, 139 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 Saint Charles

4.97 out of 5 average rating, 185 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 St. Louis

4.98 out of 5 average rating, 521 reviews

Garden Cottage-Safe Private Parking!

Thoughtfully 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 favourite

Home in Dittmer

4.95 out of 5 average rating, 362 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.

Guest favourite

Home in Belleville

4.98 out of 5 average rating, 152 reviews

The Pool House 1-Bedroom Home with Hot Tub & Pool

Soak in the hot tub or relax poolside at The Pool House! Its rural setting is perfect for a relaxing stay, romantic getaway, business trip or spending time with your family. Enjoy a full kitchen, electric fireplace and spacious bedroom. No pets allowed. No smoking allowed. No photo shoots are allowed. We do not have a TV, but do have wifi. **Military discount is available. Please message us first by clicking "Contact host".