Vacation rentals with outdoor seating in St. Charles County

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, 736 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, 296 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.

4.9 out of 5 average rating, 116 reviews

A private hot tub is illuminated with soft blue lights, surrounded by a wooden fence. String lights hang overhead, enhancing the evening ambiance. The area offers seating options, creating a cozy space for relaxation.

Cottage in Augusta

Romantic Augusta Cottage-Relax & get away!

This cottage is designed to strengthen and refresh couples looking for a getaway from busy life. Relax in the comfortable Living room or prepare a meal in the recently updated fully furnished kitchen. Enjoy your nights in the spacious bedroom furnished with a California King sized bed and TV in the room. Enjoy the private hot tub just steps from the door or use the BBQ pit to create a meal to enjoy together. Area restaurants, wineries & golf are just minutes away! You are sure to enjoy!

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, 187 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.

Townhouse in Saint Charles

A cozy living room features dark leather sofas with decorative pillows and soft throw blankets. A television is positioned on a wooden console. Natural light enters through partially covered windows, and a patterned area rug adds texture. Stairs lead to the upper level.

4.93 out of 5 average rating, 201 reviews

Cozy 2 bedroom townhome in the heart of St Charles

This cozy 2 bedroom, 2 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.

4.94 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.

Superhost

A cozy living area is presented with a gray sofa layered with patterned cushions. A light gray coffee table is centered on a soft area rug, while a dark stone fireplace serves as a focal point. Natural light filters through two windows covered by bamboo shades.

4.89 out of 5 average rating, 153 reviews

Updated 1913 Home in Historic Saint Charles

Walking distance to Main Street, Saint Charles puts you close to restaurants, shops, and antique stores. A lovely coffee shop and breakfast restaurant are right around the corner. This home sits on a spacious double lot which gives you plenty of room to enjoy the backyard and amenities. Please note: although we have 4 queen beds and 1 queen pull-out couch, there is only 1 bathroom. This home is over 100 years old, we hope you will enjoy it, but keep that in mind! Permit #23-0478

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, 259 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).

4.98 out of 5 average rating, 382 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! 🚲

4.92 out of 5 average rating, 151 reviews

Apartment in St. Louis

Rustic Lodge • Walk to Bars • Fiber WiFi • Laundry

Escape to Rustic Retreat in the heart of Soulard—St. Louis’ most walkable historic neighborhood. This cozy 1BR blends cabin-style charm with modern comfort: plush Queen bed, premium linens, fast fiber WiFi, Smart TV, full kitchen w/ Keurig, and in-unit washer/dryer. Step outside to Soulard Farmers Market, top bars, live music, and restaurants. Minutes to downtown, Busch Stadium, and the Arch. Perfect for couples, business travel, or weekend escapes. Walk Score 90. Book now!

Bungalow in Saint Charles

4.85 out of 5 average rating, 320 reviews

Historic Bungalow

1929 Historic Bungalow. This historic 4 Bdrm house , 2 bedroms are on the main level, with the full size bathroom, 2 bedrooms are on the top level, has a fully equipped kitchen, a family room, laundry facility is in the lower level, covered patio. There is easy access from parking to entering the house. Central Heat and a/c, Wifi, 2 smart tvs with roku, comfybeds, very clean,4 blocks from Historic Main Street, Katy trail, Chicken n Pickle Convention center is close too!

The living room area features a comfortable couch adorned with colorful cushions. A large television is mounted on the wall, while a small bar area with high stools provides a transition to the kitchen, which is visible in the background.