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Chesterfield, MO accommodations
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95 Lodgings in Chesterfield, MO

Our Favorite Family-Friendly Accommodations in Chesterfield, MO

Choosing a lodging built for families in Chesterfield, MO means city attractions are within easy reach, ensuring a much smoother trip for everyone.

Vivid Luxe Retreat | Luxury 2br Townhouse - Chesterfield, MO
Chesterfield, MO
08/22 – 08/25
$355/nighttotal: $1065 (3 )

Vivid Luxe Retreat | Luxury 2br Townhouse

1 6
house , Maryland Heights
This Maryland Heights rental home is located 3 miles from Highway 270 and a 5-minute drive to Creve Coeur Park, offering proximity to outdoor activities, shopping, and dining.
This pet-friendly, family-friendly house accommodates up to 6 guests with a fully stocked kitchen, air conditioning, a garden, a game room, a custom selfie wall, and outdoor seating with a BBQ grill.
Lots Of Space! Central To St Charles And Stl. Newly Remodeled. Large Backyard! - Chesterfield, MO
8.6 28 reviews
Chesterfield, MO
08/22 – 08/25
$633/nighttotal: $1899 (3 )

Lots Of Space! Central To St Charles And Stl. Newly Remodeled. Large Backyard!

5 6
apartment , Maryland Heights
This 5-bedroom apartment is located in Maryland Heights, conveniently situated off Highway 270, near the Hollywood Casino Amphitheatre and Fox Theater.
The 2,200 square foot apartment features a spacious layout with 6 queen beds, two large living rooms, a fully equipped kitchen, a fenced-in backyard with a patio, and a foosball table, accommodating up to 14 guests.
Private Entry Basement Suite  Pond View  Quiet Home  Pet Friendly Stays - Chesterfield, MO
9.8 9 reviews
Chesterfield, MO
10/11 – 10/18
$165/nighttotal: $1155 (7 )

Private Entry Basement Suite Pond View Quiet Home Pet Friendly Stays

1 2
apartment , Cottleville
This St. Peters guesthouse, near Mid Rivers Mall Drive and a short drive from Highways 70 and 364, offers easy access to St. Charles (20 minutes) and Downtown St. Louis (40 minutes).
The 900-square-foot property features a private bedroom, living room with a 65-inch Smart TV, full kitchen, and can accommodate up to four guests, with additional sleeping arrangements available; enjoy nearby walking trails, the Hollywood Casino Amphitheatre, and other attractions.
Blue Boho Music And Meme House Four Bedroom Home With Arcade Near Westport Plaza - Chesterfield, MO
10 1 review
Chesterfield, MO
10/11 – 10/18
$421/nighttotal: $2947 (7 )

Blue Boho Music And Meme House Four Bedroom Home With Arcade Near Westport Plaza

1 2
house , Maryland Heights
This four-bedroom house near Westport Plaza in Maryland Heights, Missouri offers convenient access to shopping and dining.
The 1,260-square-foot home sleeps up to 19 guests and features a fully equipped kitchen, free Wi-Fi, private parking, a flat-screen TV, and an on-site arcade.

Best Chesterfield, MO lodging with a pool

Among the 95 accommodations in Chesterfield, MO, here are the 4 best ones with a pool

Family House - Chesterfield, MO
Chesterfield, MO
08/22 – 08/25
$949/nighttotal: $2847 (3 )

Family House

1 6
apartment , Creve Coeur
This Creve Coeur apartment is located in a well-established St. Louis County suburb, a 5-minute drive from Creve Coeur Lake Memorial Park and close to shopping and dining.
This family-friendly rental offers 4 bathrooms, accommodates up to 8 guests, and includes internet, a kitchen, air conditioning, and a swimming pool, making it a functional base for exploring the St. Louis metropolitan area.
T | Pool · Hot Tub · Arcade · 4br Luxury Retreat - Chesterfield, MO
10 2 reviews
Chesterfield, MO
08/22 – 08/25
$575/nighttotal: $1725 (3 )

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

1 6
apartment , Weldon Spring
This Weldon Spring condo is located in a district blending modern comfort and entertainment, offering convenient access to local attractions.
This 4-bedroom, 3-bathroom condo accommodates up to 10 guests and features a private seasonal outdoor pool, hot tub, and a neon-lit arcade game room, perfect for group getaways and celebrations.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Chesterfield, MO
Chesterfield, MO
08/22 – 08/25
$258/nighttotal: $774 (3 )

Condo ∙ 2 Bedrooms ∙ 6 Guests

2 6
apartment , O'Fallon
This 2-bedroom suite in O'Fallon offers convenient access to the August A. Busch Memorial Conservation Area, just an 8-minute drive away, as well as Progress West Hospital and the Hollywood Casino Amphitheater.
This family-friendly accommodation features a full kitchen with a stove, microwave, dishwasher, refrigerator, and coffee machine, a laptop-friendly workspace, complimentary Wi-Fi, parking, a heated outdoor pool, fitness center, and hosts social evenings with light bites and beverages Monday through Wednesday.
The Family Getaway - Chef's Kitchen + View + Pool - Chesterfield, MO
10 6 reviews
Chesterfield, MO
08/22 – 08/25
$1254/nighttotal: $3762 (3 )

The Family Getaway - Chef's Kitchen + View + Pool

1 6
apartment , Wildwood
This 5-bedroom, 3-bathroom farmhouse rental in Wildwood, Missouri, offers a secluded 16-acre retreat with rolling hills and wildlife views, located approximately 5-10 miles from Hidden Valley Ski Resort and 10-15 miles from Six Flags and St. Albans.
This spacious accommodation comfortably sleeps 13 guests and features a saltwater swimming pool, a chef's kitchen with a Viking oven and granite island, a family room with a wood-burning fireplace, a pool table room, and a lower-level TV lounge, with outdoor amenities including a firepit and ample space for activities.

Frequently Asked Questions about accommodations in Chesterfield, MO

  • What are the top attractions and must-see sites in Chesterfield, MO?

    Chesterfield is known for its beautiful parks and green spaces. The Chesterfield Valley is home to the popular Chesterfield Amphitheater, where you can catch concerts and events throughout the year. The Faust Park is another great spot for families, with a playground, a lake, and a nature center. And if you're looking for some retail therapy, the Chesterfield Mall is a popular destination.
  • What are the best accommodations in Chesterfield, MO?

  • Which cultural festivals and seasonal events should visitors attend in Chesterfield, MO?

    The Chesterfield Festival of the Arts is a popular event that takes place every summer. It features live music, art exhibits, and food vendors. The city also hosts the Chesterfield Fall Festival in October, which features a parade, live music, and a pumpkin patch.
  • What are the best accommodations with a pool in Chesterfield, MO?

  • What are the most convenient modes of transportation within Chesterfield, MO?

    Chesterfield has a good network of roads, making it easy to get around by car. If you're looking for public transportation, the MetroBus system has several routes that serve the city. For shorter distances, you can also use ride-sharing services like Uber and Lyft.
  • What are the best accommodations with a jacuzzi in Chesterfield, MO?

  • What types of accommodations are available in Chesterfield, MO?

    Chesterfield offers a range of lodging options. You can find everything from budget-friendly hotels to upscale resorts. There are also several vacation rentals available, including houses, apartments, and condos.
  • What are the best accommodations for families and kids in Chesterfield, MO?

  • When is the best time to visit Chesterfield, MO?

    The best time to visit Chesterfield is during the spring or fall, when the weather is mild and the crowds are smaller. Summer can be hot and humid, but it's a great time to enjoy the city's outdoor activities. Winter can be cold and snowy, but it's a beautiful time to see the city covered in snow.
  • What are the best pet friendly accommodations in Chesterfield, MO?

  • What local dishes and culinary experiences are a must-try in Chesterfield, MO?

    Chesterfield has a diverse culinary scene. You can find everything from traditional American fare to international cuisine. Be sure to try some of the local barbecue, which is a staple in the area. You can also find plenty of great restaurants serving up pizza, burgers, and other comfort food.
  • What are the best accommodations with parking in Chesterfield, MO?

  • In which part of Chesterfield, MO should you consider renting accommodation?

    The best place to stay in Chesterfield depends on your preferences. If you want to be close to the action, consider staying near the Chesterfield Mall or the Chesterfield Valley. If you're looking for a more peaceful and quiet setting, you can stay in one of the city's many residential neighborhoods.

Destinations nearby

Best Chesterfield, MO accommodation with a garden

Bellerive Hangout With Hot Tub By Staylage - Chesterfield, MO
10 1 review
Chesterfield, MO
10/11 – 10/18
$472/nighttotal: $3304 (7 )

Bellerive Hangout With Hot Tub By Staylage

1 2
house , Creve Coeur
This Fernridge rental house is approximately 20 miles from the St. Louis Gateway Arch, 7.9 miles from Hollywood Casino St. Louis, and 8.7 miles from St. Louis Lambert International Airport.
This 1570 square foot home offers 3 bedrooms, 2 bathrooms, air conditioning, a Jacuzzi, and a fully equipped kitchen, with on-site water park access and proximity to Six Flags St. Louis (24 miles) and Forest Park (12 miles).
1790's Renovated Barn, Main Street St. Charles, Hot Tub In Private Backyard! - Chesterfield, MO
10 229 reviews
Chesterfield, MO
08/22 – 08/25
$296/nighttotal: $888 (3 )

1790's Renovated Barn, Main Street St. Charles, Hot Tub In Private Backyard!

2 6
apartment , Maryland Heights
The Red Barn Guest House is located in the St. Charles Historic District, a short walk from the charming shops and restaurants of Historic St. Charles. This charming accommodation has received excellent user ratings and is perfect for families or groups.
The farmhouse has 2 bedrooms, 1 bathroom, and can accommodate up to 6 guests. It offers a blend of modern amenities and rustic charm, including a private hot tub, a kitchenette with stainless steel appliances, and a variety of entertainment options.
Lots Of Space! Central To St. Charles & Stl - Chesterfield, MO
9.6 111 reviews
Chesterfield, MO
08/22 – 08/25
$604/nighttotal: $1812 (3 )

Lots Of Space! Central To St. Charles & Stl

5 6
apartment , Maryland Heights
This five-bedroom, two-bathroom house, conveniently located off Highway 270 in Maryland Heights, offers easy access to area attractions.
The 14-guest home features two living areas, a fully equipped kitchen with a dishwasher, a fenced backyard with a patio, six TVs, and amenities like a foosball table and game table, perfect for families or groups.
3br Family+game Retreat 8 Min Stl Airport/westport - Chesterfield, MO
9.7 71 reviews
Chesterfield, MO
08/22 – 08/25
$374/nighttotal: $1122 (3 )

3br Family+game Retreat 8 Min Stl Airport/westport

1 6
apartment , Maryland Heights
This Maryland Heights house rental is conveniently located ten minutes from Lambert International Airport and near various restaurants.
The newly renovated three-bedroom, two-and-a-half-bathroom home sleeps seven guests and features a game room with foosball, Jenga, an electronic dartboard, and a smart TV, plus a fully equipped kitchen and in-unit laundry.

Best Chesterfield, MO accommodation with a kitchen

Fifth Street Retreat By Staylage - Chesterfield, MO
9.0 3 reviews
Chesterfield, MO
08/22 – 08/25
$275/nighttotal: $825 (3 )

Fifth Street Retreat By Staylage

2 6
house , Bridgeton
Fifth Street Retreat, a recently renovated vacation home in St. Charles, offers convenient access to both local amenities and attractions like the Hollywood Casino St. Louis (5.7 miles away) and the Gateway Arch (25 miles away).
This 800-square-foot house features two bedrooms, one bathroom, and sleeps up to 11 guests, boasting amenities such as free Wi-Fi, a fully equipped kitchen with a dishwasher, and outdoor seating; nearby cycling opportunities are also available.
2 Queen Beds | Mobil Access Tub Nsmk Kitchen - Chesterfield, MO
10 43 reviews
Chesterfield, MO
10/11 – 10/18
$110/nighttotal: $770 (7 )

2 Queen Beds | Mobil Access Tub Nsmk Kitchen

1 2
apartment , Maryland Heights
This Studio 6 Extended Stay apartment is located on a lake in Maryland Heights, 6 miles from Hollywood Casino St. Louis and 5 miles from St. Louis Lambert International Airport.
This 300 square foot studio unit accommodates up to 4 guests with a sofa bed, features a full kitchen with a fridge, microwave, oven, and stovetop, and offers complimentary WiFi and air conditioning.
Newly Reno! 11 Sleeps, Game Room, Picturable Walls - Chesterfield, MO
10 2 reviews
Chesterfield, MO
06/28 – 06/29
$493/nightfor 1 night

Newly Reno! 11 Sleeps, Game Room, Picturable Walls

4 2
apartment , Maryland Heights
This newly renovated 4-bedroom home in Maryland Heights is located less than 1 mile from Westport Plaza and the Hollywood Casino Amphitheatre, offering convenient access to Lambert Airport.
This pet-friendly house accommodates up to 12 guests with a spacious basement game room featuring foosball and board games, a fully stocked kitchen, and an outdoor grill.
St. Charles 1860's Gem - Sleeps 6! - Chesterfield, MO
9.7 367 reviews
Chesterfield, MO
10/11 – 10/18
$188/nighttotal: $1316 (7 )

St. Charles 1860's Gem - Sleeps 6!

2 2
apartment , Bridgeton
This family-friendly vacation home is located in St. Charles, just a short walk from SSM Health St. Joseph Hospital and Historic Main Street, making it a great choice for travelers seeking a blend of convenience and history. The property has earned excellent ratings for cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The 1,220 square foot house features two bedrooms and one bathroom, providing ample space for families or small groups. Amenities include a fully equipped kitchen, free Wi-Fi, a private garden, a spa, and parking, allowing guests to relax and enjoy their time in Bridgeton.
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