Family-friendly holiday rentals in Maryland Heights

4.99 out of 5 average rating, 167 reviews

The living room features a brown leather sofa with decorative yellow pillows and a coffee table with a rustic wooden top and slender metal legs. A cozy armchair is positioned nearby, accompanied by a soft throw blanket. Natural light illuminates the space through sheer curtains.

Home in Dogtown

Near Museums, The Hill, Zoo WashU-Private Backyard

Backyard is private, large, fully fenced. Sitting area w/ solo stove & Adirondack chairs. Cleaned & maintained by host. Inside 1 bedroom you will find comfy king bed, queen sofa in living room. Modern amenities, fully stocked kitchen, & coffee bar. First floor laundry. Centrally-located, newly updated near The Hill & Forest Park. 1 min. from highway & no more than 10 mins from most everything STL-restaurants, downtown, hospitals, zoo, science center, coffee shops, stadiums & more! Dogs allowed!

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, 746 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!

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.

4.88 out of 5 average rating, 199 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!

4.92 out of 5 average rating, 133 reviews

A vibrant living area features bright green sofas with pink accent pillows positioned around a colorful area rug. An archway leads to a dining space with orange chairs, while blue walls and purple curtains add modern charm.

Bungalow in St. Louis

Near Airport • Fenced Yard • Hwy Access

9 minutes to STL Lambert Airport. With easy access to I-70, 170, 270 & 364. Comfortable home with fenced yard, fast WiFi, free parking, and self check-in. Quiet neighborhood ideal for work stays or travel. Fully equipped kitchen, washer/dryer, 2 smart TVs, and dedicated workspace. Close to dining and shopping, 20 minutes to downtown St. Louis. *Stays over 28 days require a signed lease, SD(refundable), $250 cleaning fee, & $200 per pet fee. Longer stays are welcome, inquire for more info!

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!

5 min walk to the Hill’s best! Come experience the Florence like charm and see why this community beams with pride! Smell fresh baked bread as you walk to get famous coffee and partake in St. Louis’s finest dining. You’ll feel as if you’ve stepped back in time as you adorn these 1900’s homes and nostalgic buildings. 10 min drive to all St Louis attractions. Bike to forest park, zoo or hospital. Ditch car and be walking distance to groceries etc. Relax in hot tub or cool off in pool n bbq.

Guest suite in Dardenne Prairie

A treehouse-style rental is nestled among vibrant autumn foliage, with wooden steps leading up to the entrance. The structure features a private front porch, framed by surrounding trees and a gravel path, conveying a natural and serene atmosphere.

4.88 out of 5 average rating, 329 reviews

Treehouse Spa Suite

Treehouse Day Spa is nestled on 3 wooded acres in St.Charles County. There is a subdivision next to me but I have my trees!!! Get away from it all while being close to it all at the same time. Augusta wineries, Main Street St. Charles and the Streets of Cottleville are all within minutes of the location! There are two rental units in the treehouse: The spa suite and the penthouse. They each have a separate entrance and are private spaces. Recharge your battery! Regroup Relax Refresh

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 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, 428 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 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.

4.92 out of 5 average rating, 109 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 easy access to everything.

4.98 out of 5 average rating, 383 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! 🚲

4.95 out of 5 average rating, 116 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!

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

4.83 out of 5 average rating, 636 reviews

An inviting outdoor space is showcased, featuring a wooden deck with a dining area, lounge chairs, and a hot tub. String lights create a warm ambiance, while a fire pit adds a cozy element to the setting. The surrounding fence ensures privacy.

Bungalow in St. Louis

“HOT TUB” Oasis in the heart of the city!

4.99 out of 5 average rating, 116 reviews

Home in St. Louis

Spacious home with entertainment room and hot tub

4.92 out of 5 average rating, 141 reviews

Cottage in Grafton

Main Street Cottage with Hot Tub

4.97 out of 5 average rating, 107 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

4.9 out of 5 average rating, 116 reviews

A private hot tub is illuminated with soft blue lights, surrounded by a wooden fence. String lights hang overhead, enhancing the evening ambiance. The area offers seating options, creating a cozy space for relaxation.

Cottage in Augusta

Romantic Augusta Cottage-Relax & get away!

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

4.94 out of 5 average rating, 144 reviews

A serene lake scene is presented, reflecting vibrant colors of a sunset. Trees line the shore, silhouetted against the sky, while their shapes are mirrored in the still water, creating a peaceful ambiance.

Cottage in Millstadt

Secluded Lakeside Lodge Minutes from St. Louis

4.89 out of 5 average rating, 234 reviews

A living area features a stylish gray sofa and a patterned armchair. A modern console table stands against a textured wall, accented by a wavy light installation. A green plant adds a touch of nature to the space, alongside decorative items on the table.

Tiny home in Alton

Romantic tiny home w/ hot tub

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 273 reviews

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

Forest Edge Tiny House | 8 Min to Airport

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!

4.94 out of 5 average rating, 1,257 reviews

An artistic space features vibrant murals and wall art, including a striking circular installation illuminated by blue and purple lights. The decor showcases a blend of abstract designs, providing a unique atmosphere. A polished pole stands at the center, complemented by geometric patterns on the wall.

Home in St. Louis

ArtBnB: Enjoy the Curated Comforts of Home

Home in Tower Grove South

A wooden bookshelf is filled with an assortment of dog-themed figurines and decorations, arranged alongside a framed portrait of a dog. Pink wallpaper with a dog print serves as the backdrop, while small lace doilies add a decorative touch. A collection of DVDs is neatly displayed below.

4.96 out of 5 average rating, 180 reviews

Granny's DOG House - KING BED - One of a Kind!

4.92 out of 5 average rating, 153 reviews

A spacious bathroom features a freestanding bathtub surrounded by natural stone walls. A walk-in shower with a glass panel is visible alongside a modern sink. Warm lighting hangs above, and a potted plant adds a touch of greenery, enhancing the serene atmosphere.

Home in University City

Tranquil three-bedroom home in central St. Louis

4.92 out of 5 average rating, 226 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!

4.92 out of 5 average rating, 359 reviews

A charming rural cottage features a large covered front porch with two hanging swings. The home is elevated, supported by white pillars, and surrounded by lush greenery. Steps lead up to the porch, emphasizing the spacious outdoor area for relaxation.

Cottage in Eureka

Beautiful Cottage on Large Private Lot

4.99 out of 5 average rating, 169 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, 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

4.87 out of 5 average rating, 23 reviews

The view from the window reveals a verdant landscape dotted with trees and a grassy area. A parking lot and buildings are visible in the distance under a sky filled with white clouds and blue patches, creating a sense of calmness in the surroundings.

Apartment in Oakville

Welcome to your ideal stay!

4.96 out of 5 average rating, 209 reviews

A spacious hot tub is positioned on a wooden deck, featuring bubbling water and ergonomic seating. The surrounding fence offers privacy, while the brick wall of the house is visible in the background. A cover is partially closed above the hot tub.

Guesthouse in Lebanon

Pool, Hot Tub and Dog Paradise

4.83 out of 5 average rating, 151 reviews

Home in St. Louis

Spacious Home - Heated Pool Open - Amenity Packed

4.96 out of 5 average rating, 46 reviews

A living area is shown with neutral-toned seating positioned around a wooden coffee table. Light wood flooring complements the simple decor, which includes wall art featuring animals. The adjacent dining area and kitchen are visible, enhancing the open layout of the space.

Guesthouse in Barnhart

Summit View Guest House