Holiday rentals in Maryland Heights

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Quick stats about holiday rentals in Maryland Heights

  • Total holiday rentals

    Explore 110 holiday rentals in Maryland Heights

  • Verified guest reviews

    Over 3,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    100 of Maryland Heights holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Lake access, Gym and BBQ grill across Maryland Heights rentals

  • 4.7 Average rating

    Maryland Heights stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Maryland Heights

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Home in Saint Charles
4.97 out of 5 average rating, 754 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!

Guest favourite
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
4.88 out of 5 average rating, 200 reviews

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!

Top guest favourite
Home in Saint Charles
4.91 out of 5 average rating, 303 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.

Top guest favourite
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.
Flat in St. Charles Historic District
4.94 out of 5 average rating, 423 reviews

Pop Lucks Guest Suite 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 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
4.88 out of 5 average rating, 139 reviews

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!

Guest favourite
A charming two-story house features a gray exterior, framed by vibrant trees in autumn hues. Large windows allow natural light to enter, and a welcoming entrance hints at the cozy space within. A stone pathway leads up to the home, surrounded by a rustic landscape.
Tiny home in Saint Ann
4.88 out of 5 average rating, 278 reviews

Forest Edge Tiny House | 8 Min to Airport

Welcome to a private hidden gem 8 minutes from the airport with an oasis of an acre of woods surrounding the property! It’s a quiet getaway from the hustle and bustle of the city but only 8 min to the Airport, 15 miles to down town. 15 min to St. Charles area and 10 min to Hollywood Casino Amphitheatre. Perfect for couples, small family or single visitor to St. Louis! Dogs are welcome to stay for an additional fee. Early checkin/checkout available for $15/hour as availability allows.

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 Fairview Heights
4.87 out of 5 average rating, 136 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.

Top guest favourite
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.
Home in Saint Charles
4.94 out of 5 average rating, 432 reviews

*NEW HotTub* The Jewel on 5th-2br2b-near 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.

Guest favourite
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.
Home in Saint Charles
4.96 out of 5 average rating, 324 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.

Top guest favourite
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
4.98 out of 5 average rating, 385 reviews

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! 🚲

Guest favourite
Flat in Soulard
4.92 out of 5 average rating, 156 reviews

Rustic Lodge • Walk to Bars • Fast WiFi • Laundry

Escape to Rustic Retreat in the heart of Soulard—St. Louis’ most walkable historic neighborhood. This cozy 1BR blends cabin-style charm with modern comfort: plush Queen bed, premium linens, fast fiber WiFi, Smart TV, full kitchen w/ Keurig, and in-unit washer/dryer. Step outside to Soulard Farmers Market, top bars, live music, and restaurants. Minutes to downtown, Busch Stadium, and the Arch. Perfect for couples, business travel, or weekend escapes. Walk Score 90. Book now!

Top guest favourite
The exterior of the house features a well-maintained lawn with shrubbery and a covered porch. A cozy seating area with a modern coffee table is shown, complemented by a sectional sofa. A well-equipped kitchen with appliances and a dining table set for six are also visible. A serene bedroom showcases a spacious bed with soft linens.
Home in Saint Charles
4.99 out of 5 average rating, 232 reviews

Little House By Main St -5 4K TV's- 1-75 Inch -1GB

Little House By Main St -5 4K TV's- 1-75 Inch -1GB Internet- No location has better access to so much. All the best amenities on both sides of Main Street St Charles! Walking distance from the Ameristar Casino, Texas Road House, Main Street (Honky Tonk, Big A's, Q, Thirstys), Starbucks, Taco Bell, Buffalo Wild Wings, McDonald's and the Bars / Restaurants on Main. An Awesome Location for all of the Festivals in St Charles! And secured parking in the 1 car garage!

Popular amenities for Maryland Heights holiday rentals

When is the best time to visit Maryland Heights?

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Frequently Asked Questions

  • What are the best places to stay in Maryland Heights?

    Stays near Creve Coeur Lake Memorial Park and around entertainment venues are frequently suggested for convenience and access to local attractions. Many neighborhoods in Maryland Heights are welcoming and offer diverse options.

  • What are the best things to do in Maryland Heights with kids?

    Families often explore Creve Coeur Lake Memorial Park, attend performances at local theaters, and visit indoor play spaces and community centers. Maryland Heights has family-focused attractions and seasonal activities.

  • What are some of the best things to do in Maryland Heights?

    Explore the trails at Creve Coeur Lake Memorial Park, attend performances at local theaters, and experience seasonal festivals. Many visitors enjoy outdoor recreation and cultural events throughout the year.

  • How is the weather in Maryland Heights?

    Maryland Heights has cold winters, with temperatures ranging from 24–40°F (-5–5°C), and warm summers near 71–90°F (22–32°C). Spring and fall see mild temperatures and moderate rainfall, making those seasons often recommended for exploring local parks.

  • When is the best time to visit Maryland Heights?

    Spring and fall are often recommended for visiting Maryland Heights, with mild temperatures and vibrant outdoor events. Summer draws crowds for concerts and festivals, while winter activities appeal to those who enjoy cooler weather.

  • What are the best places to visit in Maryland Heights?

    Creve Coeur Lake Memorial Park is frequently suggested for outdoor activities, and Hollywood Casino Amphitheatre draws crowds for performances. Many also enjoy community centers and local dining spots.

  • What are some hiking trails in Maryland Heights?

    Maryland Heights has trails at Creve Coeur Lake Memorial Park, where visitors often walk or cycle around lakeside paths and forested sections. Many enjoy exploring natural areas nearby for wildlife and water views.

  • What are some family activities we can do in Maryland Heights?

    Explore the trails and picnic areas at Creve Coeur Lake Memorial Park, visit interactive museums nearby, and attend local family events. Recreation centers and playgrounds provide options for active days.

  • What are some of the best day trip ideas from Maryland Heights?

    Many visitors explore urban attractions in nearby St. Louis, experience cultural museums, or enjoy natural reserves just outside Maryland Heights. Wine trails and small town markets are popular around the metropolitan area.

  • Are there any pet friendly accommodations available in Maryland Heights?

    Many accommodations in Maryland Heights welcome pets, especially around neighborhoods near parks and green spaces. Outdoor options and welcoming hosts make traveling with pets easy for some visitors.

  • What are some local tips for visiting Maryland Heights?

    Exploring parks and outdoor spaces is popular, and bringing layers is suggested due to changing weather. Many enjoy local dining, and festivals around seasonal shifts are frequently suggested for a community atmosphere.

  • What is Maryland Heights known for?

    Maryland Heights is known for its parks, local events, and live entertainment venues. The area frequently draws visitors to outdoor recreation and community gatherings.

  • What are the best hidden gems to explore in Maryland Heights?

    Locals often suggest exploring lesser-known sections of Creve Coeur Lake Memorial Park and enjoying local eateries with regional specialties. Art installations and small community markets around the city add to the experience.

  • What are the best foods to try in Maryland Heights?

    Maryland Heights has local staples like toasted ravioli, barbecue, and regional sandwiches. Many enjoy exploring family-owned restaurants for classic American fare and Midwestern specialties.

  • What should I bring for a trip to Maryland Heights?

    Pack comfortable shoes for exploring parks and trails, and bring layers to adjust to varying temperatures. A reusable water bottle is often recommended for outdoor activities, and lightweight rain gear can be useful in spring and fall.

  • What is the nightlife in Maryland Heights like?

    Maryland Heights has live music venues, casual bars, and entertainment spaces with performances. Many nightlife options center around community gathering spots and cultural attractions.

  • What are the most popular events or festivals in Maryland Heights?

    Outdoor concerts at Hollywood Casino Amphitheatre and seasonal community festivals, such as those during spring and autumn, are often recommended. Maryland Heights also hosts arts events and food gatherings throughout the year.

  • Are there family friendly vacation rentals in Maryland Heights?

    Family friendly vacation rentals are common in Maryland Heights, with many homes and apartments near parks, attractions, and entertainment venues. Hosts often provide amenities to support a comfortable stay for families.