Family-friendly holiday rentals in Maryland Heights

A living room features rustic exposed brick walls and large windows allowing natural light. A comfortable sofa with yellow accent pillows is positioned across from a wooden coffee table. A modern TV is mounted on the wall, and plants add a touch of greenery throughout the space.

4.89 out of 5 average rating, 109 reviews

Duplex - 1BLK from Historic DT

Admire this unique historic home's design with brand new amenities and antique details that give a fresh, peaceful, and charming feel. Built in the late 1800s, this half of the duplex is two stories. The front door leads directly to the living room, with ten-foot ceilings giving a spacious feel. The dine in kitchen is fully stocked and leads to a small closed in porch and there is a fully updated bathroom located downstairs. The second story has two relaxing bedrooms with rustic exposed brick.

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.

4.82 out of 5 average rating, 182 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

4.92 out of 5 average rating, 248 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 Pacific Palace is unlike any other Airbnb! Located in the heart of downtown Pacific, Missouri - only 2 minutes from Highway 44 and 10 minutes from Purina. This house is an incredible one of a kind treasure with lots of unique features including: outdoor gazebo, fish pond, all original cedar interior design, two second story balconies, two large bat tubs (one located in the main bedroom) and so much more!!! Private parking and a gate for added privacy. Just minutes from Six Flags. Book today

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, 772 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!

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, 207 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!

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, 433 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.

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, 148 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!

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.

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, 445 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.

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.

4.92 out of 5 average rating, 129 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!

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.

4.99 out of 5 average rating, 248 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 family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 101 reviews

Getaway House | St Charles 4BR Sleeps 11 Game Room

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

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

4.95 out of 5 average rating, 155 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!

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!

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, 348 reviews

Private Oasis w/hot tub

4.92 out of 5 average rating, 107 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!

4.99 out of 5 average rating, 126 reviews

Spacious home with entertainment room and hot tub

Family- and pet-friendly home rentals

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, 111 reviews

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

4.83 out of 5 average rating, 162 reviews

Spacious Home - Heated Pool Open Until November

4.96 out of 5 average rating, 147 reviews

Great Location Fam Friendly Home w/Lrg Fenced Yard

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, 753 reviews

The Benton House - With fenced yard!

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

4.78 out of 5 average rating, 120 reviews

A light-filled bedroom features a spacious bed layered with a soft blanket and decorative pillows. A vase with flowers sits on the nightstand next to a wall-mounted lamp. Windows dressed with floral curtains provide views of the neighborhood.

Home in St. Ann

Cozy Cottage in the City

4.85 out of 5 average rating, 496 reviews

A fenced yard is illuminated by string lights, creating a welcoming atmosphere. Four metal chairs are arranged around a central table, with a grassy area of vibrant green in the background. The setting includes several trees, enhancing the natural appeal.

Home in The Hill

Cheerful two bedroom home on the Hill

4.99 out of 5 average rating, 181 reviews

A light-filled living room features a comfortable sofa adorned with decorative pillows, complemented by two yellow accent chairs. A glass coffee table sits atop a textured rug, with natural light entering through windows dressed with blinds. The open layout leads to a dining area in the background.

Home in Dogtown

Dogtown Century home near Forest Park & Maplewood

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 159 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

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, 168 reviews

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

4.88 out of 5 average rating, 222 reviews

Home in Gray Summit

Sunset Mountain Privacy

4.92 out of 5 average rating, 109 reviews

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

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

5.0 out of 5 average rating, 3 reviews

Clark Manor

Apartment in Maryland Heights

5.0 out of 5 average rating, 10 reviews

T Sweet St. Louis Airport 2 bedrooms Apartment