
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.

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

Gorgeous condo in HEART of STL! Gourmet kitchen✨
This St. Louis Retreat has everything you need in a PRIME location! Enjoy shops, casual & fine dining, and more right outside your door. Just minutes away is Forest Park, public transportation, major hospitals, Saint Louis Zoo, & Washington University. ✨ All new designer finishes 🏨 Sleeps 4 with Queen bed and sleeper sofa 🌅 Lots of sunlight throughout 🏫 Desk/workspace ☕ Coffee maker 👕 Washer/Dryer in unit 📶 Wifi 📣 Secured entry with video-monitor intercom 🍝🍹Walk to restaurants & shops

Cherokee Street • King • Fast WiFi • Laundry
Stay in the heart of Cherokee Street’s vibrant arts district! This stylish 1-bedroom retreat blends 1890s charm with modern comfort, featuring a luxurious King bed, 4K Smart TV, fiber WiFi, and a fully equipped kitchen stocked with essentials. Perfect for work or play, you’re steps from galleries, vintage shops, live music, and top-rated dining. Enjoy premium linens, in-unit laundry, and a Walk Score of 88 for easy exploration. Just minutes from downtown, the Arch, and the airport. Book today!

Comfy King 1BR Heart of Soulard
Cozy, renovated 1BR apt in the heart of historic Soulard neighborhood, 5 min from Busch Stadium. Very walkable, close to restaurants, nightlife, farmer's market, & more. Sleeps 4 with King master and two twin foldaways for additional sleeping options. You’ll love the amazing location, amenities, and warm vibes. Enjoy a night out and come home to a safe, clean, modern apt. Fast wifi and ample, free street parking. A great place for couples, solo adventurers, business travelers, & small families.

The Boho-Grove Apartment
Enjoy a stylish experience at this centrally-located place. Warm colors and good vibes offer a retreat after a long day at work. Recharge your batteries on the ultra comfortable memory foam mattress, comfy couch with big screen, and loungy kitchen to entertain guests. If cooking is your zen, the cupboards are filled with all you need to design your next meal-creation. The Grove is in close proximity to Forest Park, BJC, Wash-U, SLU & The Central West End, Botanical Gardens & Tower Grove Park.

Historic, great area, French country comfort
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.

Safe Garage Parking Stylish Apt Mins to The Zoo
Welcome to our stylish two-bedroom 2nd floor apartment in the heart of The Grove, St. Louis! Located on a quiet street just steps away from the vibrant atmosphere of The Grove district & Forest Park, it’s the perfect base for your St. Louis adventure. This unit features ultra comfortable beds, a fully equipped kitchen, and a walkable location that puts you in close proximity to the area’s best dining, nightlife, and cultural attractions. You’ll find everything you need right at your doorstep!

Charming Pop Lucks Guest Suite in 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.

The Zen Den - Centrally Located, Calm and Tranquil
The Zen Den was conceptualized out of a desire to create a calm and peaceful oasis centrally located in the North Hampton neighborhood of St. Louis where parks, cafés, restaurants, and entertainment are only minutes away. The space features modern appliances, contrasted with soft light features and natural building materials, such as reclaimed lumber, to convey a sense of calm and tranquility. Ideal for those guests seeking to retreat at the end of a busy day exploring or remote working.

Cozy 1BR Apartment the "Ferner Flatette"
This unique, minimalistic apartment is located in the historic Benton Park neighborhood. A stroll away from restaurants, coffee shops, antique row and the park complete with lakes and walking paths. Recently renovated, its just minutes from downtown attractions: the Gateway Arch, Busch Stadium, Enterprise Center and Union Station Aquarium. Strict capacity of 2 persons. Window unit A/C, central heat. No pets, no smoking, no local guests. Government issued photo ID required prior to checkin.

2026 Sale! 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.

Chic Garden Hideaway - Heart of Walkable CWE
Nestled in the heart of the most cosmopolitan and walking friendly neighborhood in St Louis, this fully updated garden apartment is steps from all that the Central West End (CWE) has to offer: the historic charm of McPherson Ave’s ornate front patios, mature oak trees, and within steps of numerous cafes, bars, parks, shops, and art galleries. All within blocks of the apartment! Walking distance to Barnes Hospital campus and free street parking is available.
Popular amenities for Chesterfield apartment rentals
Weekly apartment rentals

Apartment in University City

No Cleaning Fee | Stylish South City Apartment

The Bleu Guitar Suite

Classic Tower Grove Park Apartment

NEW Historic Bevo Mill I 2bd + Cozy Retreat

Unwind here! Great for long stay

Luxury Modern Apt| KingBed| 5 Min Creve Coeur Lake

Blue Suite @The Painted House
Private apartment rentals

It's Always Sunny in Shaw

Terrific 1 Bedroom Apartment

1 Bedroom Abode In Charming St. Louis Neighborhood

2026 Sale! Cozy Kirkwood (2) Bedroom

Inviting Mediterranean Retreat

Neon Dreamz - 2 Bedroom Deluxe

*Modern 1bd Central Soulard APT*

Vibrant Loft in St. Louis| Pool| Free Parking| Gym
Apartment rentals with a hot tub

Hong Kong Room in Historic Hostel with Hot Tub

The Funky Flat STL

Amsterdam Room in Historic Hostel with Hot Tub

Resort Style Burb Suite 20mins/DT/Extended Stays

Italian Room in Historic Hostel with Hot Tub

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

Colombian Café Room in Historic Hostel & Hot Tub

*LUX* MINS to *Mercy Hospital* & *SSM* St. Lukes*
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 £22 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
- Busch Stadium
- Six Flags St. Louis
- Enterprise Center
- Saint Louis Zoo
- City Museum
- Missouri Botanical Garden
- St. Louis Aquarium at Union Station
- Cuivre River State Park
- Pere Marquette State Park
- Castlewood State Park
- Hidden Valley Ski Resort
- Meramec State Park
- Grafton Winery the Vineyards
- The Winery at Aerie's Resort
- Cathedral Basilica of Saint Louis
- Bellerive Country Club
- Raging Rivers WaterPark
- Norwood Hills Country Club
- Saint Louis Science Center
- Adventure Valley Zipline Tours and Paintball Park
- Noboleis Vineyards
- Missouri History Museum
- Old Warson Country Club




