House holiday rentals in Saint Charles

4.97 out of 5 average rating, 106 reviews

BEAUTIFUL Historic 3 Bedroom Upscale Guesthouse!!

Spacious luxury three bedroom home in historic St. Charles. Minutes away from Main Street, Frenchtown, Streets of St. Charles, shopping, and more. The bright, fully equipped chef's kitchen features a gas range, spacious counters, and upscale appliances for all your dining and entertainment needs. Bedrooms include luxury DreamCloud Mattresses and upscale bedding. Full size washer/dryer, walk in closet, and Roku. Dream bathrooms with soaker tub. Backyard features outdoor relaxation and playhouse.

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, 172 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, 744 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, 297 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.

4.97 out of 5 average rating, 290 reviews

Sweet Escape Near Historic Main St, 4BR, 2 Baths

Discover your Sweet Escape in this charming 4-bedroom bungalow, just a 3-minute drive (or 20-minute walk) to Historic Main Street’s cobblestone streets, boutique shops, dining, and events. Now featuring two full bathrooms, including a newly added second-floor bath for extra convenience. Enjoy a game-filled basement with pool table, ping-pong, foosball, and darts, plus yard games, a fire pit, and cozy nights with board games and DVDs. Sleep soundly on plush beds with room-darkening curtains.

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.

4.93 out of 5 average rating, 122 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, 141 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.

4.94 out of 5 average rating, 424 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, 321 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.

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, 157 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

4.95 out of 5 average rating, 115 reviews

The Frenchtown Inn | 2BR Charmer

Welcome to the Frenchtown Inn on the corner of Third and French! Experience the best of St. Charles in this charming 2-bedroom, 2-bathroom house situated in the heart of Frenchtown. This delightful space offers a perfect blend of comfort, convenience, and a touch of history, ideal for an unforgettable stay. We are dog friendly, complete with a fenced in yard. The Frenchtown Inn awaits you. Come experience a memorable, relaxing getaway with family or friends in our inviting home!

A vibrant green wall adorned with various plants serves as a backdrop for a glowing neon sign reading 'Cheers!' A stylish bar cart with glasses is placed in front, enhancing the welcoming atmosphere of the living space.

4.96 out of 5 average rating, 105 reviews

2bed/2bath Walk Main St Shops Eateries & Bars!

The "Lion House" is a completely restored charming 1930s home located in the heart of St. Charles’ National Historic District & has tons of amenities. Explore all that St. Charles has to offer…perfect place to stay (Lindenwood University - only 1 mile away) and play as you are only steps from the walkable historic Main Street lined w/boutiques, eateries, gourmet shops, Katy Trail (bike trail & rentals), pubs & nightclubs! This unique place has a style all its own.

Popular amenities for Saint Charles house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 153 reviews

An indoor pool is illuminated by soft blue lighting, showcasing the inviting water. The pool is surrounded by large glass panels, creating a sense of openness. A handrail is visible at one end for easy access, and various pool floats can be seen in the water.

Home in Ballwin

Private indoor pool & sauna

4.95 out of 5 average rating, 84 reviews

Home in Creve Coeur

Blair's Pool House - Creve Couer Hot Tub Game Room

5 out of 5 average rating, 4 reviews

T | Pool · Hot Tub · Arcade · 4BR Luxury Retreat

4.79 out of 5 average rating, 28 reviews

Home in Fairview Heights

Arch View Luxury: Hottub-Pool-Sauna-Wine &Brkfst

4.83 out of 5 average rating, 151 reviews

Home in St. Louis

Spacious Home - Heated Pool Open - Amenity Packed

4.95 out of 5 average rating, 142 reviews

A well-lit bedroom features a spacious bed with soft bedding and decorative pillows. Two nightstands flank the bed, each with a lamp. A stylish rug lies beneath the bed, and artwork adorns the wall. Natural light filters in through the window, covered by navy curtains.

Home in The Hill

Roomy Oasis with hot tub on the Hill!

4.88 out of 5 average rating, 213 reviews

Home in Gray Summit

Sunset Mountain Privacy

4.8 out of 5 average rating, 87 reviews

A serene outdoor space is illuminated at night, featuring an in-ground pool surrounded by a wooden deck. A gazebo with sheer curtains provides a shaded seating area, while soft garden lights enhance the ambiance. Lush greenery and a privacy fence contribute to a peaceful atmosphere.

Home in St. Louis

Cozy 4 BR/2 Bath Home South of Downtown St. Louis

Weekly house rentals

Home in St. Charles Historic District

An open living and dining area showcases natural light streaming through large windows. A cozy sofa faces a gas fireplace, while a wooden dining table is positioned near a window adorned with patterned curtains. The kitchen area features maple cabinetry, complementing the warm wood flooring.

5 out of 5 average rating, 100 reviews

5 Star Wild Rose Cottage with Movie Theater

4.88 out of 5 average rating, 329 reviews

An outdoor space is presented with a spacious layout, featuring a gas fire pit at the center, surrounded by seating for six. An oversized hot tub is visible nearby, with decorative string lights overhead illuminating the area. A barbecue pit and a seating area enhance the space.

Home in St. Louis

Private Oasis w/hot tub

A historic building featuring a red brick exterior topped with a multi-toned shingle roof. Three dormer windows add character to the upper level, while an American flag gently flutters, suggesting a welcoming ambiance. Large windows line the ground floor, enhancing natural light.

4.99 out of 5 average rating, 105 reviews

Norma’s House 2

4.92 out of 5 average rating, 225 reviews

The exterior of the Pacific Palace showcases a unique wooden design with ornate decorations. Brightly colored adirondack chairs invite relaxation on the porch, while a stone pathway leads to the front door beneath a gabled awning. Lush greenery frames the playful architecture.

Home in Pacific

Pacific Palace, super unique!

The exterior of a two-story Folk Victorian house is visible, featuring white siding and decorative shingles. A covered front porch is adorned with hanging plants and surrounded by vibrant landscaping, including a bush of pink flowers. Light greenery offers a tranquil setting.

5 out of 5 average rating, 177 reviews

Clark Corner Guest House, in Historic St. Charles

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

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.

4.84 out of 5 average rating, 173 reviews

Family/4bd/2bth/Huge Yard/Playset/Ping-Pong/Arcade

4.99 out of 5 average rating, 229 reviews

Charming Bungalow in Historic St. Charles, MO

Private house rentals

4.92 out of 5 average rating, 126 reviews

A spacious living area is characterized by a high ceiling and a mix of textures. A stone fireplace serves as a focal point, complemented by a wooden coffee table and a large television. Comfortable seating includes a brown leather chair and a grey sofa.

Home in Florissant

Cheerful 4-bedroom home with fireplace

4.98 out of 5 average rating, 48 reviews

*NEW* La Maison Douceur in Historic St. Charles

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.

4.98 out of 5 average rating, 42 reviews

Luxurious, spa-like retreat steps from Main St.

Home in St. Charles Historic District

4.9 out of 5 average rating, 84 reviews

Victorian Gem Steps from Main St - Sleeps 9 & Pets

4.82 out of 5 average rating, 66 reviews

St. Charles Manor | 2BR Hot Tub Chalet | 1.2 Acres

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.

4.92 out of 5 average rating, 75 reviews

American Spirit

4.83 out of 5 average rating, 29 reviews

Charming Historic Retreat in Old Town St. Charles

The exterior of the home is shown, featuring a light-colored façade with green shutters. Two small front windows are adorned with awnings, and a welcoming front door is positioned in the center, framed by two potted plants. A grassy area leads to the entrance.