Family-friendly vacation rentals in Maryland Heights

A well-organized kitchen features dark cabinetry and a light countertop, providing ample workspace. A comfortable couch is positioned in the living area, absorbing natural light from the window. Decorative elements, including a round wall mirror and soft furnishings, add a touch of warmth to the space.

4.93 out of 5 average rating, 122 reviews

Cottage on Main Street- Low Cleaning Fee

MESSAGE FOR SHORT STAY DISCOUNT Stay in the heart of Historic Downtown St. Charles! WALK EVERYWHERE at this beautifully updated 2BR/1BA blends modern comfort with charm just steps from Main Street. Walk to award-winning restaurants, unique boutiques, coffee shops, festivals, and riverfront views. Directly across from the Katy Trail, perfect for biking and morning strolls. Minutes to Ameristar Casino and 12 minutes to STL Airport. Fast Wi-Fi, cozy beds, and an unbeatable location. See you soon!

FamilyKitchenLaundry

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, 181 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

FamilyIndoor spacesNearby

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.

4.96 out of 5 average rating, 768 reviews

301 Guesthouse- Historic Main street-Katy Trail

Our small 301 Guest House was 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!

Indoor spacesFamilyAccess

Apartment in Maryland Heights

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.

4.87 out of 5 average rating, 206 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!

Indoor spacesKitchenDecor

Apartment 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, 432 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.

FamilyKitchenAccuracy

4.91 out of 5 average rating, 312 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.

KitchenIndoor spacesAmenities

4.97 out of 5 average rating, 303 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.

Indoor spacesKitchenAccess

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.'

4.88 out of 5 average rating, 146 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!

KitchenFamilyView

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.

4.78 out of 5 average rating, 186 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.

KitchenFamilyLocation

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, 443 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.

FamilyKitchenCondition

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, 327 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.

Indoor spacesFamilySolo travel

4.98 out of 5 average rating, 389 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! 🚲

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Popular amenities for Maryland Heights family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 115 reviews

The exterior of a single-story house is illuminated by soft evening light, showcasing a manicured lawn and a paved driveway. Trees line the background, and the front porch is accented by neatly trimmed shrubs, creating an inviting entrance.

Home in St. Peters

Blair's Jungle House w/ Hot Tub - Game Room

Indoor spacesFamilyAccuracy

4.87 out of 5 average rating, 100 reviews

Getaway House | St Charles 4BR Sleeps 11 Game Room

FamilyIndoor spacesTV

4.95 out of 5 average rating, 153 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!

KitchenIndoor spacesHot tub

4.93 out of 5 average rating, 101 reviews

A well-lit kitchen features grey cabinetry and stainless-steel appliances. A wooden dining table with black stools is positioned centrally, adorned with a vase of sunflowers. Natural light floods in through a large window, providing a view of the outdoor landscape.

Home in Des Peres

Cul De Sac - next to the best shopping in STL

KitchenIndoor spacesCheck-in

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.

4.87 out of 5 average rating, 346 reviews

Private Oasis w/hot tub

FamilyKitchenTV

An outdoor pool area features a circular pool with clear blue water, surrounded by a textured stone patio. Comfortable seating is available under a covered gazebo, and the house displays large glass doors with multiple windows, allowing natural light to brighten the space.

4.87 out of 5 average rating, 191 reviews

Heated Saltwater Pool+Hot Tub! Great location!

KitchenFamilyQuiet

4.92 out of 5 average rating, 106 reviews

A spacious living area features a vibrant teal sectional sofa facing a large flat-screen television mounted on a dark wall. A glass coffee table sits in front of the sofa, while a modern ceiling fan provides overhead lighting. The open layout leads to a dining area visible in the background.

Home in Soulard

The Soulard Atelier- Hot Tub!

KitchenFamilyBackyard

Home in Tower Grove South

A charming bedroom features a spacious bed layered with colorful pillows and a textured throw. Brightly painted walls are adorned with an array of artwork and photographs. Natural light filters in through large windows, while a ceiling fan adds a touch of elegance to the vibrant decor.

4.97 out of 5 average rating, 155 reviews

Elevated Retreat | Concierge + Hot Tub | Historic

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Family- and pet-friendly home rentals

4.92 out of 5 average rating, 128 reviews

The Frenchtown Inn | 2BR Charmer

FamilyIndoor spacesWalkability

4.91 out of 5 average rating, 245 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!

Indoor spacesFamilyCleanliness

4.83 out of 5 average rating, 162 reviews

Spacious Home - Heated Pool Open Until November

FamilyIndoor spacesLocation

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, 155 reviews

Cozy Mid-Century Modern Townhome

KitchenIndoor spacesNearby

4.97 out of 5 average rating, 146 reviews

Great Location Fam Friendly Home w/Lrg Fenced Yard

KitchenIndoor spacesCondition

A living area is presented with two blue armchairs positioned beside a small coffee table adorned with a plant and decor items. Natural light filters through sheer curtains, highlighting the wooden floor. A wall-mounted circular decor piece adds a subtle touch to the space.

4.87 out of 5 average rating, 751 reviews

The Benton House - With fenced yard!

KitchenFamilyParks

4.97 out of 5 average rating, 138 reviews

An open floor plan features a comfortable grey couch adorned with patterned throw pillows. A spacious kitchen showcases dark cabinetry and stainless-steel appliances, while a rustic wooden dining table accommodates six. Natural light fills the area, highlighting the modern decor and wooden beams.

Home in St. Peters

Family Friendly Home Near Parks and Dining

KitchenFamilyCheckout

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, 110 reviews

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

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Family-friendly home rentals with a pool

4.91 out of 5 average rating, 158 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

FamilyKitchenPool

Apartment in University City

A spacious kitchen features white cabinetry and granite countertops, complemented by stainless steel appliances. An island with two black stools provides additional seating. A window allows natural light to brighten the area, while modern fixtures enhance the kitchen's functionality.

4.99 out of 5 average rating, 167 reviews

Large U. City Apt 4 BR, 2 Bath, Pool, near Wash U.

Indoor spacesKitchenCheck-in

4.88 out of 5 average rating, 221 reviews

Home in Gray Summit

Sunset Mountain Privacy

Indoor spacesKitchenLayout

4.92 out of 5 average rating, 108 reviews

Tower Grove Oasis #1 + King Bed + Queen Bed+ Patio

KitchenIndoor spacesBackyard

Apartment in Maryland Heights

5.0 out of 5 average rating, 3 reviews

T Sweet St. Louis Airport 1 Bedroom Apartment

Indoor spacesCleanlinessLocation

5.0 out of 5 average rating, 3 reviews

Clark Manor

Indoor spacesKitchenOutdoor spaces

4.76 out of 5 average rating, 90 reviews

The basement game room features a foosball table in the foreground with colorful player figures. A cozy fireplace is displayed on a large screen mounted on the wall, while bar stools are positioned around a counter. The room is brightly lit with a modern design.

Home in Maryland Heights

Home with Game Retreat, 8 min STL Airport/Westport

Indoor spacesFamilyNearby

A two-story brick home is framed by a well-maintained lawn, with shrubs and plants enhancing the entrance. The driveway leads to a spacious three-car garage, providing ample parking. Clear blue skies create a bright atmosphere around the property.