House holiday rentals in St. Charles County

4.97 out of 5 average rating, 105 reviews

BEAUTIFUL Historic 3 Bedroom Upscale Guesthouse!!

Spacious luxury three bedroom home in historic St. Charles. Minutes away from Main Street, Frenchtown, Streets of St. Charles, shopping, and more. The bright, fully equipped chef's kitchen features a gas range, spacious counters, and upscale appliances for all your dining and entertainment needs. Bedrooms include luxury DreamCloud Mattresses and upscale bedding. Full size washer/dryer, walk in closet, and Roku. Dream bathrooms with soaker tub. Backyard features outdoor relaxation and playhouse.

A light-filled seating area is showcased, featuring a soft gray sofa adorned with several pillows. In front, a glass-topped coffee table rests on a textured area rug. A decorative cabinet with shelves creates a focal point, highlighted by ambient lighting.

4.83 out of 5 average rating, 172 reviews

Main Street Hideaway

This house is located on historic Main Street in Saint Charles, Missouri. This means we are within walking distance of dozens of restaurants and boutique shops. We are in the wedding district and three wedding venues are within a 5 minute walk: The Old Stone Chapel & LaBelle Couer. This is the perfect spot for bridal parties and families. This unique house, is a perfect spot for a bridal party to get ready and prepare for the big day. Brand new bath added in 2024. Outdoor patio new in 26

4.99 out of 5 average rating, 275 reviews

A charming farmhouse is framed by lush green trees, displaying a welcoming front porch. The exterior showcases a muted gray siding with white accents, while a well-maintained lawn surrounds the home, enhancing the sense of tranquility in this rural setting.

Home in Augusta

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!

The charming front porch features a white wicker chair and a decorative wreath, inviting relaxation. Greenery surrounds the entryway, complemented by a well-maintained lawn. A gravel pathway leads from the porch to the driveway, creating a welcoming entrance to the guest house.

4.97 out of 5 average rating, 740 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!

4.91 out of 5 average rating, 297 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.

A charming exterior is shown, featuring a light blue façade with white trim. Windows are framed with dark shutters. A small white picket fence surrounds the front yard filled with greenery and plants, while a wreath decorates the door, enhancing the home's welcoming appearance.

4.95 out of 5 average rating, 189 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.

A bright dining area features a wooden table set with clear glasses and fresh flowers, adjacent to a door leading to an outdoor space. The brick wall and contemporary cabinetry create a welcoming ambiance, complemented by overhead pendant lighting.

4.93 out of 5 average rating, 122 reviews

Charming 2-Bed Brownstone in The Heart of New Town

Our Airbnb is in the heart of New Town, just steps away from the coffee shop & restaurants! It's within 5 miles of historic Main Street, the Katy Trail, Lindenwood University, & 22 minutes away from STL International Airport. It has everything you need for your trip & perfect for a romantic getaway, with a beautiful view of the canal. You’ll love the open floor on the main level & private bathrooms in each bedroom. You’ll have fast Wi-Fi & easy self-check-in. This place is truly a gem!

The exterior of a charming century home showcases a covered front porch with white railings and a welcoming entrance. Lush greenery and flower beds line the stone steps leading to the porch, enhancing the inviting character of the property.

4.94 out of 5 average rating, 421 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.

A cozy living room features a large gray sectional sofa, complemented by two wooden chairs. Natural light enters through sheer window coverings, illuminating the space. A light-colored rug adds texture underfoot while artwork decorates the walls, enhancing the room's comfortable atmosphere.

4.85 out of 5 average rating, 172 reviews

Family/4bd/2bth/Huge Yard/Playset/Ping-Pong/Arcade

Our freshly updated and furnished house is ready for the family with kids, the adult getaway, and wedding parties from Stone House event venue across the street! Boasting tons of privacy, a huge yard with a playset and games, a fully stocked kitchen with everything you could want for a Thanksgiving dinner, and a large basement with arcade boxes, ping pong, weights, and seating areas. A very safe and secluded location that is close to amazing parks, restaurants, wineries, and shopping.

A living room features exposed brick walls, a comfortable gray couch, and a black wicker chair. A flat-screen television is mounted on one wall, while natural light fills the space through two windows. A vibrant area rug adds color to the hardwood floor.

4.96 out of 5 average rating, 320 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 late 1800'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.

4.97 out of 5 average rating, 106 reviews

A charming two-story chalet features a pink exterior with decorative trim and multiple windows. A garage door is visible on the right side, complemented by a landscaped area with stone accents. The home is surrounded by trees, indicating a serene hillside setting.

Home in Elsah

Elsah’s Finn Inn-new restaurant across the street!

Welcome to Elsah’s Finn Inn ! This quaint chalet is located in the historical town of Elsah . Our home is nestled on a hillside with a deck off the second story with views to the river . The location is a desirable 5 minute drive to all of the Grafton bars and restaurants . Our home can accommodate a group of 6 with 2 bedrooms on the second level and a separate loft space over the garage . Note: All bedrooms are on second level so guests will need to be able to negotiate stairs

A vibrant green wall adorned with various plants serves as a backdrop for a glowing neon sign reading 'Cheers!' A stylish bar cart with glasses is placed in front, enhancing the welcoming atmosphere of the living space.