Holiday houses in Saint Charles

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

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

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.

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

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!

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.

4.84 out of 5 average rating, 112 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.

4.9 out of 5 average rating, 323 reviews

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.

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.

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Other great holiday rentals in Saint Charles

Apartment in Saint Charles

4.91 out of 5 average rating, 321 reviews

The Ella Rose Guest Suite ~Historic Old St Charles

JacquelineRating, 5 stars1 week ago

Super cute AirBNB, and the hosts were amazing with communication. My 12 yr old and I drove 12 hrs from Colorado to attend the SZA/Kendrick concert in St Louis. We decided to stay in ST Charles because we love the old town idea. It was the best decision. The AirBNB was homie and cute. Parking was not an issue. & we both felt safe. The old town shops & restaurants are right down the street and we also took a Vollyball to the state park 2 blocks away and played Vollyball and hung out for a few hours! Definitely recommend the stay here 🫶🏻

5 out of 5 average rating, 13 reviews

American Spirit

DavidRating, 5 stars5 days ago

Sherri’s Airbnb home is well maintained even though an older home. It was very clean and in a good location. I would recommend it for the great value.

Private room in Saint Charles

5 out of 5 average rating, 7 reviews

Comfortable Master bedroom

DeidreRating, 5 stars6 days ago

Cosy, homy, comfy.

Hotel room in Saint Charles

5 out of 5 average rating, 4 reviews

The Owl Suite at Divine Otter

SusanRating, 5 stars2 weeks ago

This is the absolute best location on Main Street St. Charles. The bed was comfortable and the decor was very nice. We were right next to everything we wanted to do and loved that we could walk right out of the front door! It was also nice to have a small deck in back and space to park. We would definitely stay here again.

4.94 out of 5 average rating, 294 reviews

Private room in O'Fallon

Treehouse Penthouse in the Trees

MaceyRating, 5 stars4 days ago

Perfect place to stay with your significant other! Amazing back deck, could sit outside for hours watching the birds and the squirrels. When you pull through make sure look out for the beautiful kitty kitkat.

4.98 out of 5 average rating, 53 reviews

Loft in Saint Charles

Lovely Couples Escape on Mississippi River!

PattiRating, 5 stars2 months ago

Our 4th stay and as always such a delight. We love the peacefulness of this getaway. The location is close enough to drive to St. Charles for a delicious dinner. Cozy is the best description for this property. Hosts are always in touch prior to arrival and instructions are clear. Well maintained and very clean. We will return again!