
Apartment holiday rentals in Chesterfield
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Chesterfield
Guests agree: these apartments are highly rated for location, cleanliness and more.

KingBed Comfort-Prime Location Near CreveCoeurLake
Discover your ideal retreat in this newly renovated 2-bedroom apartment, nestled in a charming and cozy building in Maryland Heights. Just moments from Creve Coeur Lake, West Port Plaza, Hollywood Casino & Amphitheater, and the historic charm of St. Charles, this inviting space offers easy access to top dining and entertainment options. Whether you're visiting for a weekend getaway or an extended stay, every detail has been thoughtfully designed to ensure your comfort, relaxation, and enjoyment.

The Loft on 11th
This rustic themed modern Soulard home has brand new everything to the studs! Some of many features include: -65in Samsung 4K TV w FREE NETFLIX -Free next door shuttle to all home Cardinals, Blues, STL FC and Battlehawk games -Walk to Dukes sports bar, McGurks patio, Mollys night club, Chavas mexican, Goshen coffee, Hammerstones brunch, Famers Market, etc. -Walk in shower w custom tile, massive shower head + relaxing seat -Professionally designed -Fully equipped kitchen -In unit washer/ dryer

Edwardsville Apartment - The Woodland Suite
The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

Historic Victorian comfort Safe Neighborhood
First, check out all 4 of our private 5 Star listings that creatively combines the old with the new. If one is unavailable, check the others by going to “My Profile” and scrolling down until you see all 4. This Historic building; built in 1896 has changed missions through the years; From church, to merc. Trade, to grocery store; quite the history have graced these walls. You’ll love our safe, Southwest Gardens area; next to the famous “Hill” offers unmatched restaurant, shops, bakeries

Christmas Getaway 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.

Luxurious Downtown Loft Steps From City Museum
You and your group will adore this stunning & spacious downtown 4th floor loft located right on the popular Washington Avenue in St. Louis! You will be in a prime location and can walk to so many restaurants, cafes, shops, bars, and even attractions like The City Museum and Union Station! Cozy up on the plush couch, turn on the gas fireplace, and enjoy a gorgeous sunset view right from the living room! With a spa tub, luxury bedding/towels/bath robes, and furnishings…you won’t want to leave!

Charming Kirkwood (2) Bedroom
Welcome to this cozy home-away-from-home, designed with the Airbnb guest in mind! Minutes from downtown Kirkwood and 20 minutes from downtown STL it is perfect for those traveling for work or fun! Guests are provided internet, hotel linens, & laundry access. Settle in & enjoy cooking in the kitchen, relaxing in the living room, and resting in your hotel-inspired bedrooms. This listing was converted from a shared apartment to a full unit in August 2024. Prior reviews are for one bedroom.

First floor cozy, central spot, pets welcome
La Maison Parc is the perfect cozy getaway for two. Unwind in St. Louis at this lovely apartment that overlooks Gravois Park. This superb one-bedroom retreat features a cozy queen bed, a fully equipped kitchen, and a sleek bathroom with a hairdryer. Guests can enjoy modern conveniences while relaxing in the gorgeous living space or step outside to explore the vibrant city. Just minutes from Tower Grove Park, cultural activities downtown, and the Gateway Arch National Park.

Cozy, Old World Charm Apartment in Benton Park!!!
RATED TOP 10 AIRBNB'S IN MISSOURI by Saint Louis Magazine!!! This place is close to great views, restaurants, family-friendly activities, and nightlife. You’ll love our place because of the high ceilings, the views, the location, the people, and the ambiance. It is nestled in the heart of the city where the streets are lined with our famous red brick homes dating back to mid-1800s! Notice: The place is up a flight of stairs with a landing. Please consider before booking.

Garage Parking | Central West End near Hospitals
Come stay in our professionally designed and cozy 1 bedroom, 1 bathroom Airbnb in the central west end of St. Louis! Our apartment features a comfortable living room, a fully equipped kitchen, a queen-sized bed, and a stocked bathroom. High-speed Wi-Fi and all the amenities included. Located in a great neighborhood with plenty of nearby shops and restaurants. The perfect home away from home. We are just minutes away from many hospitals and walking distance to Forest Park.

The Amelia
Cozy studio apartment in Saint Louis close to the Saint Louis International Airport. You’ll be approximately 20 minutes from almost anywhere in Saint Louis: Downtown, Delmar Loop, Zoo, Science Center, Aquarium, shopping centers, and SO much more! With a gated entrance to the property, private keypad entrance, and security cameras this is a perfect place for those looking for a secure place to stay while visiting Saint Louis!

Elbert haus
The entire 2nd floor reserved to just one set of guest. Just three blocks from the Missouri Riverfront, historic downtown Washington, and near many fine restaurants. This early 1900s fully restored brick home offers a perfect place to lay your head after an exciting day. The house is located within walking distance of the Amtrak train station, close to the hospital and the trans Missouri Katy bicycle Trail.
Popular amenities for Chesterfield apartment rentals
Weekly apartment rentals

No Cleaning Fee | Stylish South City Apartment

The Bleu Guitar Suite

1 Bedroom Abode In Charming St. Louis Neighborhood

Bella Nido

Cozy Quiet St. Louis County Apt

5 Star Stay!AWESOME Location!WashU/LOOP/Pageant

*Modern 1bd Central Soulard APT*

Steps Away Soulard Flat.1stfloor
Private apartment rentals

Terrific 1 Bedroom Apartment

Classic Tower Grove Park Apartment

Stay, Work & Play, 2bd w/office near Downtown

Stylish Central West End Getaway

Steps from Cherokee Street! In Unit Laundry—WiFi—S

Arch View from private deck, 2 BR 2 BA sleeps 6

Charming Cozy Studio Suite

The Historic Bricks on Main
Apartment rentals with a hot tub

Private Basement - Two King Beds and Hot Tub

Pleasure Suite

The Funky Flat STL

Cozy 2 Bedroom King bedroom, queen bed, sofa beds

Resort Style Burb Suite 20mins/DT/Extended Stays

Modern 1BR w/Balcony Near Forest Park, WashU &SLU

'Foxes Den' w/ Hot Tub, Pool Table & Fire Pit!

LUX Home* MINS to *Barnes-Jewish Hospital* & Zoo*
Quick stats about flat rentals in Chesterfield

Total holiday rentals
Explore 10 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Chesterfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesterfield rentals

4.7 Average rating
Chesterfield stays receive an average rating of 4.7 out of 5 from guests
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- Central West End
- Six Flags St. Louis
- Busch Stadium
- Saint Louis Zoo
- Enterprise Center
- City Museum
- Missouri Botanical Garden
- St. Louis Aquarium at Union Station
- Cuivre River State Park
- Pere Marquette State Park
- Castlewood State Park
- Meramec State Park
- Hidden Valley Ski Resort
- The Winery at Aerie's Resort
- Grafton Winery the Vineyards
- Cathedral Basilica of Saint Louis
- Norwood Hills Country Club
- Raging Rivers WaterPark
- Bellerive Country Club
- Saint Louis Science Center
- Adventure Valley Zipline Tours and Paintball Park
- Missouri History Museum
- Noboleis Vineyards
- Old Warson Country Club




