Vacation rentals in Saint Charles

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.

4.98 out of 5 average rating, 616 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, 347 reviews

The exterior of a rustic log cabin is depicted at night, showcasing weathered wooden walls and large windows. A welcoming porch with a swing is adorned with a decorative red, white, and blue bunting. Lush greenery surrounds the cabin, illuminated gently by outdoor lighting.

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!

4.9 out of 5 average rating, 240 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.

Apartment in Saint Charles

The image captures a charming brick-paved street lined with storefronts, featuring signs for local businesses. Seasonal decor, including pumpkins and hay bales, adds a festive touch. Lush plants and flowers enhance the inviting atmosphere, complementing the historic character of the buildings.

4.94 out of 5 average rating, 348 reviews

Historic Old St. Charles ~ Pop Lucks Guest Suite

Welcome to Pop Luck's Guest Suite! This adorable gem represents everything you love about Old St. Charles. This cozy suite is just steps away from the heart of Main Street, restaurants, and all the action St. Charles has to offer. Pop Luck's is a charming one-bedroom, with an open and airy living room and kitchen. It has natural light and high ceilings throughout. It's farmhouse cottage decor makes for a relaxing place to rest. Also, check out our sister suite The Ella Rose, right next door.

A bathroom countertop displays a light-colored granite surface adorned with a potted orchid and a wooden tray. The tray holds H2O skincare products, including four tubes and a bar of soap. A fluffy towel hangs in the background, and a small plant is visible in a wire basket.

4.98 out of 5 average rating, 151 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.

4.97 out of 5 average rating, 316 reviews

Cottage in Saint Charles

The Rose Cottage -a short walk to Historic Main St

The Cottage has a 2 guest maximum Updated 1 bedroom home a three minute walk from historic Main Street and festivals like Oktoberfest, Christmas Traditions and Festival of the Little Hills, the Lewis and Clark Boat House, Foundry Arts Center, Katy Trail and more! Located 10 minutes from the airport , 2 minutes from Ameristar Casino and Bass Pro Shop. 25 minutes from downtown St. Louis, The Arch, Forest Park, Zoo, Art Museum, History Museum and Busch Stadium-home of Cardinals Baseball!

Townhouse in Saint Charles

A wooden shelving unit is positioned in a well-lit area, displaying neatly organized towels and toiletries. Soft white towels are stacked on the bottom two shelves, while baskets contain smaller items. Two decorative plants add a touch of freshness to the top shelf.

4.92 out of 5 average rating, 159 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.

4.98 out of 5 average rating, 197 reviews

Charming Bungalow in Historic St. Charles, MO

This charming bungalow is located in the heart of Historic St. Charles, Missouri. Just blocks from Historic Main Street where you can enjoy dining & shopping from a variety of local businesses, as well as Frontier Park & the Katy Trail which are perfect for a stroll or bike ride! The bungalow is steps away from Lindenwood University, a short drive to Streets of St. Charles & Ameristar Casino, a 15 minute drive to St. Louis Lambert Airport, and a 30 minute drive to downtown St. Louis!

The welcoming porch features a spacious entry with white steps leading to a door framed by large windows. Two columns support the roof, while a decorative chair and potted plants add a touch of greenery on either side of the entrance.

4.95 out of 5 average rating, 309 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.

4.9 out of 5 average rating, 323 reviews

The exterior of a historic building is visible, featuring large glass doors framed by green trim. The facade is painted in warm earthy tones, complemented by large windows displaying the interior. The street slopes gently, and a sign indicating the presence of a nearby ice cream shop can be seen.

Loft in Saint Charles

Amazing Historic Loft

Historic loft centrally located along the St. Charles riverfront, on the north end of Main Street and just south of Frenchtown. Enjoy Frontier Park, shops, restaurants, and night scene - all within walking distance. The newly renovated 2 bedroom and 2 full bathroom apartment can easily accommodate groups of six. The completely updated kitchen has granite countertops, stainless steel appliances, and a dishwasher. Convenient in-house washer and dryer available for extended stays.

A kitchen space features modern appliances including a stainless steel stove and dishwasher. Exposed brick is contrasted by light cabinetry and a butcher block countertop. Windows allow natural light, highlighting the marble-patterned flooring, while a doorway provides access to a separate laundry area.

4.96 out of 5 average rating, 263 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.

4.95 out of 5 average rating, 153 reviews

A row of modern houses is visible along a calm canal, with their reflections clearly mirrored in the water. The buildings feature large windows and porches, creating a tranquil scene complemented by greenery along the bank.

Condo in Saint Charles

Cozy Studio in Beautiful New Town St. Charles

Stay at this cozy studio centrally located in the amazing community of New Town St. Charles. New Town is a large scale new urbanist community built on the edge of suburbia. You never have to leave New Town with its walkability to restaurants, bars, a market, coffee shops, ice cream, food kiosk, canals, lakes, parks and tree lined streets. If you do leave its only a few miles from historic St. Charles Main street, The Streets of St. Charles, and 25 miles to Downtown St. Louis.

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Other great vacation rentals in Saint Charles

4.83 out of 5 average rating, 6 reviews

Luxurious couples retreat just steps from Historic

NiaRating, 5 stars1 week ago

beautiful home. everything was clean and well cared for and had the most beautiful spa

Apartment in Saint Charles

A white washing machine is positioned in a compact laundry area, surrounded by light-colored walls. A bucket and additional storage containers are visible in the corner. The flooring appears simple and functional, complementing the minimalist design of the space.

4.87 out of 5 average rating, 52 reviews

The Wild West Getaway

LindseyRating, 5 stars5 days ago

This place was nothing short of fun! Decorations were on point and you could walk to multiple bars! Perfect if you want to have a fun place to stay while you have a night out with friends! The host answers quickly and is very friendly!

5 out of 5 average rating, 157 reviews

Clark Corner Guest House, in Historic St. Charles

ScottRating, 5 stars6 days ago

A beautifully, tastefully remodeled older home very close to downtown, Main St, Katy Trail and the Missouri River. This home has a modern kitchen and bathrooms while still maintaining the aesthetics and charm of an early 20th century home. Everything was well appointed: Plenty of dishes, utensils, towels and bath and kitchen amenities. Living room had lots of comfy couches with recliners and a large flat screen. Huge dining table, perfect for large groups. Backyard was immaculate. Host went out of their way to accommodate us. We've stayed in several places in St. Charles, this is, by far, the best, hands down.

Apartment in Saint Charles

A spacious exterior view of a green house surrounded by lush greenery. The yard features multiple rocking chairs arranged neatly, inviting relaxation. The two-story structure showcases a balcony on the second floor, with large windows that provide ample natural light.

4.91 out of 5 average rating, 11 reviews

Mint Suite @The Painted House

KyleeRating, 5 stars2 months ago

My friend and I LOVED the Mint Suite. it was decorated so cute, very comfy and had everything you could dream of inside! The whole property was gorgeous and safe neighborhood. And Upshot Coffee down the road, OMG SO GOOD

4.85 out of 5 average rating, 46 reviews

The cabin's elevated deck is supported by a sturdy metal frame, providing ample space for leisure. A grass-covered area is visible below, leading to an open field with trees in the background. Sturdy steps provide access from ground level to the deck.

Cabin in Saint Charles

Chase's Cabin in The Sky

RonnieRating, 5 stars2 weeks ago

This place was the perfect stay for a small getaway! We had an amazing time!

4.93 out of 5 average rating, 60 reviews

The Frenchtown Inn | 2BR Charmer

HectorRating, 5 stars5 days ago

We had a wonderful stay! The host went above and beyond with thoughtful little touches—like a handwritten note and cookies from a local shop, which made us feel instantly welcomed. The space was cozy, clean, and very comfortable. Everything was easy to access and use, and the location was in a great neighborhood with plenty to do nearby. We also appreciated the board games and local recommendations—it showed real care and attention to detail.

4.89 out of 5 average rating, 169 reviews

A serene view of rolling hills stretches across the horizon, with a sparkling pool situated in the foreground. Lush greenery surrounds the scene, providing a sense of tranquility under a clear blue sky dotted with clouds.

Home in Gray Summit

Sunset Mountain Forest Privacy

SusanRating, 5 stars3 weeks ago

We had such a wonderful stay. The surroundings and view are just amazing, and you couldn’t ask for a kinder hostess. We made the decision to make it a retreat and stay at the property the entire time. We were celebrating a friend’s birthday, and Rebecca so kindly offered to make it special for her. We invited her to join us, and we had a wonderful evening—dinner, a beautiful and delicious cake, and a relaxing evening of watercolor painting. It really is a beautiful and comfortable home, and the view even more amazing than the pictures!