House holiday rentals in Chesterfield

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!

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.

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...

Sparkling Vintage Charmer, King Bed, Quiet Comfort

The Fairview is a vintage modern 2BR home in desirable North Hampton (south StL city). We've taken special care to offer a unique, memorable experience while providing the convenient, clean comfort you expect in an overnight stay. You'll have easy access to two major highways which means most StL attractions will be minutes away. (The drive to Barnes Hospital is less than 10 min.) The Fairview is nearby restaurants, coffee shops and shopping––it's the perfect place to live like a local!

*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.

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!

Entire home-King bed-2 Bedroom-Close to Everything

Kick back and relax in this calm, stylish space. Located in one of the safest neighborhoods in St. Louis, this home is just a short walk or drive from parks, restaurants, and local attractions. Take in all of St. Louis as you'll be only minutes away from everything! This beautiful, single family home is full of warm and welcoming boho chic decor. Both king and queen beds are memory foam hybrids. Fully equipped kitchen and coffee bar. Wifi, laundry, and parking are included.

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!

Little House By Main St -5 4K TV's- 1-75 Inch -1GB

Little House By Main St -5 4K TV's- 1-75 Inch -1GB Internet- No location has better access to so much. All the best amenities on both sides of Main Street St Charles! Walking distance from the Ameristar Casino, Texas Road House, Main Street (Honky Tonk, Big A's, Q, Thirstys), Starbucks, Taco Bell, Buffalo Wild Wings, McDonald's and the Bars / Restaurants on Main. An Awesome Location for all of the Festivals in St Charles! And secured parking in the 1 car garage!