Family-friendly holiday rentals in Wentzville

Place to stay in Warrenton

The exterior of the renovated schoolhouse features a bright white facade with green trim and a welcoming red door. Two rocking chairs are positioned on the front porch, surrounded by lush greenery and flowering plants. An American flag is displayed, adding a touch of character.

4.97 out of 5 average rating, 103 reviews

1888 Schoolhouse in Wine Country

Right in the middle of Missouri's wine country, this fully renovated 1888 Schoolhouse lets you explore wineries in the area or just sit on the front porch and wave at the locals. Perfect for two or use the fold out couch for additional guests. Pinckney, Missouri was the county seat of Warren County. Danial Boone once sat on the porch of the County Judge right across the street. This quiet street was once the hub of activity due to the Missouri River, now it is a quiet retreat from the noise.

4.94 out of 5 average rating, 125 reviews

A comfortable living room features a sectional couch, light hardwood flooring, and a patterned area rug. A flat-screen TV is mounted above a brick fireplace. Natural light enters through windows adorned with light curtains, while a dining area with chairs is visible in the background.

Home in Wentzville

Cozy Home in Wentzville Sleeps 6 + Game Room

Welcome to your home away from home in Wentzville, Missouri! Families and furry friends are welcome to our cozy, centrally located home. Sleeps 6- 1 King , 1 Queen, and 1 Sleeper Sofa Full sized bed Fully equipped Kitchen with everything you need to create a delicious meal, or a cup of coffee Game room and Laundry located in the basement- 60 game free play arcade machine and foosball! Roku friendly TV located in both bedrooms, living room and on the Patio Fully Fenced Yard with Fire Pit

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, 741 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 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, 327 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

4.95 out of 5 average rating, 107 reviews

The exterior of a round mini house is illuminated by warm light as evening falls. A gentle pink and orange sky serves as a backdrop, highlighting the soft texture of the stucco walls. Nearby, two wooden chairs relax on a grassy area, complementing the serene landscape.

Farm stay in New Haven

The Round Room Tower at Moy Mell Farm

Reconnect with nature at this unforgettable escape. Unique, round mini house attached to main house. You will feel like you are far away from the world! We are at the end of a long drive, and in the middle of a small, sustainable farm. We have vegetable market gardens on the premises as well as a variety of farm animals, honeybees, and lots of nature! Even though you will feel isolated and secluded here, we are only minutes away from wineries, a distillery, brewery and art galleries.

4.99 out of 5 average rating, 165 reviews

Pura Vida Chalet - Lakefront on Lake St. Gallen

Pura Vida Chalet is a lakefront, 2 bedroom + loft, 2 bath A-frame on Lake St. Gallen at Innsbrook Resort. This updated chalet sleeps up to 8 people (6 adults maximum). It sits on a 3-acre, semi-private, lakefront lot with breathtaking views of the lake. Onsite amenities include kayaks, stand-up paddle boards, jon boat with trolling motor, lily pad, fire pit, tree house, large deck and private dock, indoor wood-burning fireplace and screened-in porch. See more on IG @ChaletPuraVida

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, 222 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!

4.84 out of 5 average rating, 107 reviews

A comfortable living area is furnished with a dark green leather sofa and patterned chair. A wooden entertainment unit holds a television, while a lamp provides warm light. Natural wood accents are visible in the ceiling and decorative elements, enhancing a cabin-like ambiance.

Home in Wright City

Country home L Level, private, kitchen, hot tub

Very private country setting just 2 miles south of interstate 70. You’ll likely enjoy some wildlife sightings. Nice private patio seating. Cabin feel, spacious, has full kitchen. Murphy bed in the living room (very comfortable) provides an extra Q bed if needed, otherwise it’s out of the way. Internet was weak so affected some reviews but is super fast now. Nearby destinations are Cedar Lake Winery, Big Joel’s Safari, Long Row Lavender Farm, and Pumpkins Galore.

4.96 out of 5 average rating, 104 reviews

A stylish living room features a navy blue sofa adorned with yellow and gray pillows. A round marble coffee table sits in front, accompanied by a small plant and a book. Framed artwork decorates the wall, complemented by two lamps providing soft lighting.

Home in O'Fallon

Private St Peters Home/Patio/PoolTable

Located in a quiet neighborhood and just a short drive to Busch Stadium, St.Louis Science Center, City Museum, Botanical Gardens,Forest Park, The Arch, Grants Farm,St.Louis Zoo, Six Flags and even The Magic House. St. Peters and neighboring O'Fallon offer multiple city parks and indoor and outdoor swimming facilities, Home offers Full Kitchen,Wi-Fi, 150+ channels of cable TV,4 bedrooms with finished basement and pool table, as well as Patio to Grill and Relax.

4.92 out of 5 average rating, 241 reviews

Home in Lake Saint Louis

Updated Farmhouse 2 bdrm 2bds 1 bath

Updated Farm House on 2 acres, 2 bedrooms with 1 queen bed 1 full size bed, fully equipped kitchen, living room, smart TV , WIFI, a full bathroom with double sinks and a laundry facility this house is a Duplex with 2 separate units,the upstairs is for Airbnb guest, there are 2 sets of stairs to go to the top level, in front on the sidewalk to the front porch, about 12 steps, the Lower unit has a full time tenant, each unit has its own space and entrance.

4.91 out of 5 average rating, 175 reviews

A living area is arranged with a light beige couch and two dark blue armchairs. A small table with a lamp is positioned nearby. The space features natural light filtering through sheer curtains, and artwork adorns the walls, adding a touch of color.

Home in Wentzville

The Ladybug Inn

This stylish place to stay is perfect for group trips. I have personally renovated this entire ranch style home. It has plenty of room for the whole family! You will find everything you need for a comfortable stay. Conveniently located near the heart of Wentzville. I also have another location in O'fallon Missouri if this property is not available for the dates you are needing it. Please search Beautiful 2 bedroom ranch home in O'Fallon MO.

Home in St. Charles Historic District

The living room area features a comfortable couch adorned with colorful cushions. A large television is mounted on the wall, while a small bar area with high stools provides a transition to the kitchen, which is visible in the background.

4.99 out of 5 average rating, 107 reviews

Cottage on Historic Main St- Low Cleaning Fee

MESSAGE FOR SHORT STAY DISCOUNT Walk to everything on Historic Main Street St. Charles! Stay in a stylish 2BR steps from top dining, shops, nightlife & Ameristar Casino. 12 mins to STL Airport. Fast Wi-Fi, Smart TV, full kitchen, free parking & easy self check-in. Perfect for couples, weekend getaways & business stays. Unbeatable location, step outside directly onto Main Street in this vibrant, walkable district. Check out our 5★ reviews!

Popular amenities for Wentzville 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, 635 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!

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, 423 reviews

*HotTub* The Jewel on 5th-2br2b-near Historic Main

Superhost

5 out of 5 average rating, 4 reviews

T | Pool · Hot Tub · Arcade · 4BR Luxury Retreat

4.96 out of 5 average rating, 612 reviews

Home in Dittmer

Honeymoon Suite at Camp Skullbone In The Woods

4.99 out of 5 average rating, 149 reviews

The treehouse is illuminated at night, highlighting its modern architecture nestled among trees. Warm lights glow from the windows, contrasting with the dark sky. Surrounding foliage displays vibrant orange hues, adding a serene ambiance to the outdoor setting.

Treehouse in Hermann

Out On A Limb Treehouse

4.97 out of 5 average rating, 105 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

4.95 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!

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!

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, 104 reviews

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

4.92 out of 5 average rating, 160 reviews

A bell tent illuminated with decorative string lights stands on an elevated wooden deck at dusk. Steps lead up to the tent, surrounded by trees, creating a serene and cozy setting. Nearby, a grilling area is visible on the deck.

Treehouse in Saint Clair

Lady Asha Yurt/Treehouse!

4.98 out of 5 average rating, 130 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

4.94 out of 5 average rating, 348 reviews

A spacious sleeping area features a large bed adorned with plush white pillows. Shelves display vintage cameras and decorative items, while ambient lighting is created by lamps on side tables. The walls are painted a soft blue, adding to the room's calm ambiance.

Tiny home in Pacific

Route 66 Railroad Shanty, a cozy artsy small space

4.92 out of 5 average rating, 224 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!

4.96 out of 5 average rating, 117 reviews

A well-maintained, single-story home is shown from an aerial view. The brick exterior is complemented by a neatly trimmed lawn and mature trees surrounding the property. A small covered porch with seating is visible, along with a driveway leading to a single-car garage.

Home in O'Fallon

Family friendly 4bd home! Longer stays available!

4.97 out of 5 average rating, 107 reviews

A cozy log cabin is set amidst tall trees, featuring a gabled roof and a stone foundation. The front porch is adorned with chairs and a charcoal grill, providing a shaded space. Surrounding greenery creates a tranquil, natural atmosphere.

Cabin in Brighton

Log Cabin with Breathtaking View

4.99 out of 5 average rating, 229 reviews

A cozy living area features a comfortable gray sofa and a stylish pink accent chair beside a small gold side table. A coffee table sits on a colorful area rug that complements the blue walls. Natural light streams through large windows adorned with decorative panes.

Apartment in St. Louis

Stylish Retreat | Cozy Apt. near Top Attractions!

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

The open-concept living area features a wood-paneled ceiling and large windows that allow natural light to fill the space. Comfortable seating arrangements are positioned around a central fireplace, with views of the surrounding woods visible through the expansive glass doors.

4.96 out of 5 average rating, 48 reviews

Updated 4b/3b+loft Chalet, on lake w/hottub

An open living space is highlighted by vaulted wooden ceilings and large windows allowing natural light to flood in. A stone fireplace acts as a focal point, complemented by modern furniture. A staircase leads to a loft area, while polished wooden flooring adds warmth.

4.98 out of 5 average rating, 139 reviews

Early Check-in, Late Check-out on Weekends 8AM-8PM

A deck area is visible, featuring a wooden table with two glasses of wine and a candle. Lounge chairs in shades of blue are positioned nearby, while large windows reveal the interior space of the chalet surrounded by trees.

4.93 out of 5 average rating, 171 reviews

Peaceful Lakefront Chalet w/Dock and Boats!

5 out of 5 average rating, 33 reviews

The outdoor pool area features a serene pool surrounded by a spacious deck. Lounge chairs are positioned around the pool, and a large umbrella provides shade over seating areas. Lush greenery borders the space, creating a peaceful atmosphere.

Home in Augusta

"The Villa" at Villa Augusta in MO wine country

4.83 out of 5 average rating, 151 reviews

Home in St. Louis

Spacious Home - Heated Pool Open - Amenity Packed

4.89 out of 5 average rating, 76 reviews

A living area features a comfortable sofa, two upholstered chairs, and a wall-mounted TV. Natural light fills the room through sliding glass doors that lead to a balcony. A wood-burning fireplace is located below the TV, with a light-coloured area rug on hardwood flooring.

Condo in Innsbrook

Bright Studio Condo on the Water