Holiday rentals in Maryland Heights

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, 165 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

A view from the doorway reveals a spacious patio area, featuring two chairs positioned around a small round table. A well-maintained green lawn stretches out beyond the patio, framed by trees and greenery, creating a serene outdoor setting.

4.97 out of 5 average rating, 718 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!

4.99 out of 5 average rating, 139 reviews

A log cabin with a dark metal roof is featured, accompanied by a covered porch area containing two chairs. Surrounding landscaping includes a well-maintained lawn and decorative stones, providing a natural setting that complements the cabin's rustic design.

Cabin in Pacific

Catch The Dream:; An Immersive Equestrian Escape

Welcome to the most serene and immersive equine retreat in the area! We are so happy you decided to stay with us. We want you to feel relaxed and at home as you enjoy the equine activities as well as the cozy log cabin and all its features and amenities! Enjoy views of the lush property and relax as you watch the horses graze and roam. We offer customized horsemanship opportunities that accommodate each person's level of comfort and ability. Cost: $75 for two hours, maximum of two lessons/day

4.98 out of 5 average rating, 375 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!

4.88 out of 5 average rating, 190 reviews

A well-lit living area features a dark leather sofa adorned with colorful cushions, complemented by a wooden coffee table and a blue area rug. Artwork and decorative accents enhance the space, with sunlight filtering through the windows, creating a warm, inviting atmosphere.

Flat in Maryland Heights

Stunning Modern Apt| King-bed 5 min CreveCoeurLake

Experience luxury and style in our St. Louis home. This second-floor residence features 2 modern bedrooms, a cozy living room, a fully equipped kitchen, a stylish bathroom, and a dedicated workspace with high-speed WiFi- blending comfort and elegance. Located in a secure Maryland Heights community, just minutes from Creve Coeur Lake, Westport Plaza, Hollywood Casino & Amphitheatre, and historic St. Charles. With plush bedding, premium amenities, and ample parking, we promise a seamless stay!

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.

4.91 out of 5 average rating, 288 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, 406 reviews

Charming Pop Lucks Guest Suite in 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.

4.91 out of 5 average rating, 128 reviews

A grey sectional sofa is positioned next to a circular glass table, creating a comfortable seating area. Natural light floods the space through large glass doors leading to the outside. A potted plant adds greenery, while wall decor spells out 'HOME.'

Home in St. Louis

St. Louis Home away from Home!

Our property is the perfect place for anyone looking for a peaceful stay in STL! This 4BR, 2.5 BA house gets amazing natural light throughout the day, and is nearly too cozy! Located 12 minutes from the airport, and near many of STL’s top attractions, our home is sure to leave you feeling refreshed after your stay! We’re a family that is dedicated to ensuring our guests enjoy the best experience possible. As local hosts, you can rest peacefully knowing that we are just a phone call away!

Superhost

The modern home features a spacious wooden deck with steps leading to a well-maintained garden. Large glass doors dominate the front facade, allowing natural light to flood the interior. Lush trees provide a serene backdrop, complementing the inviting outdoor space.

Home in Caseyville

4.88 out of 5 average rating, 120 reviews

Wooded Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

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.

4.95 out of 5 average rating, 404 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, 311 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.

Loft in St. Charles Historic District

A living area is showcased with a gray sofa adorned with colorful cushions, complemented by a warm throw blanket. Antique brick walls provide texture, while natural light enters through a nearby window. A ceiling fan adds comfort, and a staircase leads to the upper level.

4.91 out of 5 average rating, 384 reviews

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.

Popular amenities for Maryland Heights holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Maryland Heights

4.96 out of 5 average rating, 24 reviews

The exterior of the home features a brick facade, lush green lawn, and a shaded tree in the front yard. A driveway leads up to a garage with a white door, and large windows allow natural light to fill the interior.

Home in Olivette

Zoey's House in Olivette

4.98 out of 5 average rating, 82 reviews

Home in Creve Coeur

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

A cozy living room features a comfortable sofa with decorative pillows and an armchair. Natural light enters through a window adorned with blue curtains. Bar stools are positioned at a nearby counter, and a large mirror enhances the space. A coffee table and an ironing board are visible.

Home in Maryland Heights

4.67 out of 5 average rating, 27 reviews

Family-Friendly 2BR Cottage Near Creve Coeur Lake

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, 62 reviews

American Spirit

The spacious living area features a large sectional couch and a wooden entertainment unit with a flat-screen TV. A dining table for six is visible in the background, alongside bar stools positioned at a counter. Natural light streams through the window, enhancing the inviting setup.

Home in Maryland Heights

4.79 out of 5 average rating, 108 reviews

Lots of Space! Central to St. Charles & STL

Superhost

4.86 out of 5 average rating, 21 reviews

Charming Historic Retreat in Old Town St. Charles

4.84 out of 5 average rating, 135 reviews

A two-story house is depicted with a welcoming front deck. Large windows allow natural light to fill the spaces, while potted plants adorn the entrance. The front door is centered and accented by a light fixture, enhancing the inviting appearance of the home's exterior.

Home in St. Louis

Modern, Cozy House In the Center of St. Louis Co.

A welcoming living area features a combination of light hardwood floors and neutral walls. A comfortable leather sofa faces a wooden media console below a flat-screen television. Natural light enters through two windows, while a ceiling fan adds to the fresh ambiance of the space.