Holiday rentals in Saint Charles

Guest suite in Saint Charles

A rustic living area features a large stone fireplace with a cozy fire and a wall-mounted television displaying a program. Comfortable seating includes a grey sofa and a round table for dining. Decorative items add character to the room.

4.93 out of 5 average rating, 112 reviews

The Luxury Lodge in St. Charles

The Luxury Lodge is a Private Residence at Rear of Property with Private Keypad Door Entrance, Private Parking, Outdoor Deck, Dog Run Line and 1/2 acre Fenced Backyard. Kick back & relax in this serene, spotlessly clean, stylish luxury & country living in St. Charles, MO w/ Great Scenic View. Dog friendly, comfy Queen Size Bed, Love Seat, Queen Sleeper Sofa, Large Stone Fireplace, Huge Bathroom, Rain Shower, Private Powder Room, Large Screen TV, Cable & Streaming, Kitchenette, Fridge & Dresser.

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, 666 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, 360 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.

4.9 out of 5 average rating, 269 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.

Flat in St. Charles Historic District

A modern kitchen area features white cabinetry and a kitchen island with three cushioned stools. Pendant lights hang above the island, illuminating the space. A doorway leads to another room, with a glimpse of additional kitchen appliances visible in the background.

4.94 out of 5 average rating, 386 reviews

Christmas Getaway in Historic Old St. Charles

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.

Superhost

A charming outdoor area features a cobblestone pathway leading to a gazebo and an entrance. Lush greenery is presented through potted plants and landscaping, with trees providing shade. Soft natural light enhances the inviting ambiance of the space.

4.9 out of 5 average rating, 163 reviews

🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟

New Carpet! Adorable turn of the century home is located in Midtown St. Charles Historic District and sleeps 7. You won’t want to miss this St. Charles Charmer! Updated, fully stocked kitchen, dining room with Keurig coffee bar, living room w/75" SmartTV and plenty of seating throughout, SmartTV in 2 Bedrooms, 2 full bath, washer & dryer, outdoor gazebo w/table & chairs. Street & driveway parking. Close to area attractions: Historic Main Street, Ameristar Casino, & Lindenwood University.

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, 120 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.

Bungalow in St. Charles Historic District

A well-appointed bedroom is featured, with a spacious bed adorned with soft linens and a decorative accent pillow. Two bedside lamps are positioned on either side, providing additional lighting. A window allows natural light to filter in, while a wall-mounted air conditioning unit enhances comfort.

4.97 out of 5 average rating, 249 reviews

Patio House, secluded in heartbeat of Main Street

The Patio is nestled in the heart of historic St. Charles a few steps from Main Street, Katy Trail, Missouri River, Antique and Boutique Shopping, Restaurants Bars and More, Several Wedding venues are within walking distance of the property as well. In addition to your well appointed unit, this property has as much outside as it does in. Take your coffee, wine, water and enjoy our patio, complete with fire table, dining table edged with lush plantings for privacy. PLEASE NOTE NO SMOKING

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.

4.96 out of 5 average rating, 364 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 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, 290 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.

Apartment in Saint Charles

A charming exterior view of the Rue Royale Condominiums features a covered entrance with black railings and outdoor seating. Potted plants add greenery to the space. An American flag is displayed beside the entrance, and a lamppost is visible, providing a welcoming ambiance.

4.94 out of 5 average rating, 166 reviews

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.

Bungalow in Saint Charles

4.85 out of 5 average rating, 316 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!

Popular amenities for Saint Charles holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Saint Charles

A bright bedroom is visible featuring a queen bed dressed in white linens. Two nightstands with lamps are positioned on either side of the bed. A painting hangs above the bed, and natural light streams in through window treatments.

5 out of 5 average rating, 7 reviews

Separate Entry Basement Apartment 1BR, 1BA

Home in St. Charles Historic District

A cozy bathroom features a freestanding tub positioned near large windows, allowing natural light to illuminate the space. Rustic wooden beams create a warm ceiling overhead, while stone walls add textural contrast. A wooden stool holds decorative jars and a soft towel, enhancing the serene atmosphere.

4.95 out of 5 average rating, 22 reviews

Luxurious, spa-like retreat steps from Main St.

A spacious bed is centered in the room, accompanied by modern bedside tables and lamps. Above, a vibrant artwork of a chandelier adds visual interest. Natural light filters through large windows adorned with light curtains, complementing the exposed brick wall in the background.

Flat in St. Charles Historic District

4.84 out of 5 average rating, 116 reviews

The Historic Bricks on Main

A historic home is showcased at night, with an American flag waving in the front yard. The exterior features warm lighting that highlights the entrance and surrounding landscape, offering a welcoming appearance. Nearby trees with minimal foliage add depth to the overall scene.

4.91 out of 5 average rating, 43 reviews

American Spirit

Guest house in St. Peters

A well-equipped kitchen area features warm wood cabinetry and a modern black appliance set. A dining table with six wooden chairs sits beside a blue sofa. A plant offers a touch of greenery, enhancing the inviting ambiance of the space.

4.98 out of 5 average rating, 89 reviews

Maple Tree Enchanted Guest House 1 bedroom 2 beds

Superhost

5 out of 5 average rating, 4 reviews

Charming Historic Retreat in Old Town St. Charles

4.87 out of 5 average rating, 77 reviews

A spacious sleeping area features a king size bed with a textured white coverlet. Soft black cushions add contrast. A full-length mirror reflects light, while an air conditioning unit is mounted on the wall. Minimalist shelving and a dark seating area are positioned along the far wall.

Loft in Saint Charles

City Loft in Saint Charles

A bright bedroom features a spacious bed adorned with a floral bedding set. Two large windows provide natural light, framed by sheer curtains. A decorative chair is positioned beside a small table, and framed photographs decorate the wall above the bed, creating a cozy atmosphere.