Holiday rentals with outdoor seating in St. Charles County

A spacious dining area features a large wooden table with seating for ten. Accent chairs are arranged nearby. A decorative fireplace, adorned with seasonal decor, adds warmth to the space, while light filters through the nearby window.

4.99 out of 5 average rating, 157 reviews

The Welcoming Retreat 8 Beds 5BR 2.5Bathroom

Centrally Located Home in Historical St. Charles MO. Perfect for guest seeking to be close to everything. Near Lindenwood University, Historic Main Street, Katy Trail & Streets of St. Charles, with a diverse choice of Restaurants & daily activities. You will feel right at home in this private 8 Beds, 5BR, 2.5 Bath getaway. The Welcoming Retreat is set up for Weekend Escapes Multi-Family get togethers Sporting Events, Special Occasions or Groups. Close access to HWY 70 & St. Louis Lambert Airport

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, 165 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

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, 715 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!

4.98 out of 5 average rating, 375 reviews

The exterior of a historic log cabin features a welcoming yellow door and a decorated porch with a small table and chairs. Lush greenery surrounds the cabin, while vibrant flowers add a touch of color. The structure is complemented by the clear blue sky.

Cabin in Saint Charles

Camp Mill Pond: Historic Cabin Near Main Street

*St. Louis Magazine A-List Winner!* ***PRESS: DESIGN STL, STL MAG, AND FOX2NEWS*** Camp Mill Pond is a throwback to the slow and easy rhythm of hot summer days. This circa 1835 cabin offers easy access to our historic area, including Main Street, Katy Trail for biking, and Frenchtown, without sacrificing modern comforts! This 180-year-old historic cabin sits on a beautiful lot, shared with our 1865 three-story home and a two-story carriage house. Ask about renting bikes and a golf cart!

The exterior view of a charming brick house highlights a traditional design with two dormer windows and a bright blue front door. An American flag hangs proudly from the porch, surrounded by well-maintained landscaping that enhances the welcoming appearance.

4.91 out of 5 average rating, 288 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, 182 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.

4.94 out of 5 average rating, 114 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 living room showcases a blend of seating options, including a black futon and a brown leather sofa, complemented by a colorful area rug. Natural light filters through patterned curtains, illuminating the space which features a television and decorative touches.

4.95 out of 5 average rating, 133 reviews

Cozy Mid-Century Modern Townhome

This comfy 2 bedroom, 1.5 bath townhome is perfect for up to 5 guests. Luxury King bed in bedroom 1 and luxury Queen bed in bedroom 2. A futon in the living room can be used for a 5th guest. A pack-n-play is available upon request. This dynamic location is 5 minutes from bars, restaurants, shopping, Lindenwood University, and Ameristar Casino. It's only 2 miles from St. Charles, historic, Main Street, and it's only 15 minutes from the airport, and about 30 minutes from downtown St. Louis.

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.

4.95 out of 5 average rating, 404 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, 162 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 charming historic home features a welcoming front porch with floral planters on either side. The porch is equipped with seating and colorful striped blankets are draped over the benches. The exterior showcases red brick walls under a clear blue sky.

4.92 out of 5 average rating, 252 reviews

Historic Home in STC - Walking distance to Main

Quaint historic home that is walking distance to historic main street, restaurants, an escape room across the street and coffee shops. Although historic, it is updated with all the modern amenities, including 2 flat screen smart TVs, high speed internet, keyless entry, stocked kitchen and a washer and dryer. Convenient location to Highway 70 and Highway 370, Lindenwood University, hospitals, Streets of St. Charles, Ameristar & Hollywood Casino and Lambert St. Louis Airport (STL).

The exterior of the house features a well-maintained lawn with shrubbery and a covered porch. A cozy seating area with a modern coffee table is shown, complemented by a sectional sofa. A well-equipped kitchen with appliances and a dining table set for six are also visible. A serene bedroom showcases a spacious bed with soft linens.