
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.

Ella Rose Guest Suite ~ In Historic Old St Charles
Welcome to The Ella Rose 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. The Ella Rose 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. Come sit and listen to the music of our outdoor bubbler rock.

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

Soulard Lodge • Queen • Fast WiFi • Laundry
Rustic Retreat in Soulard – Walk to Bars & Farmers Market! Unwind in this cozy 1-bedroom escape in the heart of Soulard, where rustic charm meets modern comfort. Enjoy a plush Queen bed with premium linens, fiber WiFi (500 Mbps), and a fully stocked kitchen with Keurig. The spacious living area is perfect for relaxing, and the in-unit washer/dryer adds convenience. Just steps from Soulard’s vibrant nightlife, top restaurants, and the historic Farmers Market, with a Walk Score of 90. Book today!

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.

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!

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.

Large airy apt, walk to downtown Maplewood.
Great centrally located apartment in a 100+ year-old building with great light. Enjoy quaint surroundings with new amenities within walking distance to all of Maplewood’s attractions. Enjoy short trips to all great St Louis attractions on a quiet street. Apartment was fully renovated in 2009 with additional updates in 2019. Easy access to Hwy 100, 64, and 44. Michael’s restaurant is a 3 Minute walk from your front door. Side project brewing (voted second best US brewery) is 15 min walk.

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.

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.

Gwen's Getaway off Cherokee St. in South St. Louis
2nd Floor Apartment Restoration half block off Cherokee street. There is one flight of stairs. All amenities for a comfortable extended stay. Please message host regarding monthly discounted rates. Easy drive to many city hospitals and attractions. Private access and monitored alarm service for added security. This apartment is located in a diverse thriving neighborhood. If a city environment makes you nervous (you know who you are), this may not be the location for you.

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.

Fresh Studio in North Hampton Neighborhood
Come solo or with a friend or partner and enjoy a stylish experience at this freshly renovated and centrally-located place. Quiet space within 15 minutes of the St. Louis Arch, Cardinals baseball, Blues hockey, and the night life of Downtown, Soulard, and The Hill to name a few. Perks: Free parking, high speed internet, queen size bed, coffee, and more. Thanks in advance for funding my addiction to the many flavors of gooey butter cake from Russell’s Cafe and Bakery.
Popular amenities for Chesterfield apartment rentals
Weekly apartment rentals

Apartment in University City

No Cleaning Fee | Stylish South City Apartment

The Bleu Guitar Suite

2026 Sale! Cozy Kirkwood (2) Bedroom

Classic Tower Grove Park Apartment

1 Bedroom Abode In Charming St. Louis Neighborhood

NEW Historic Bevo Mill I 2bd + Cozy Retreat

Unwind here! Great for long stay
Private apartment rentals

It's Always Sunny in Shaw

Terrific 1 Bedroom Apartment

Stylish Home w/Game Loft | Walk to Downtown STL

Inviting Mediterranean Retreat

Neon Dreamz - 2 Bedroom Deluxe

Charming Cozy Studio Suite

Artful Retreat with 2 King Beds & Balcony

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

English Tea Room in Historic Hostel with Hot Tub

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
Quick stats about apartment rentals in Chesterfield

Total holiday rentals
Explore 10 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at $45 AUD per night before taxes and fees

Verified guest reviews
Over 30 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Chesterfield holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Chesterfield rentals

4.5 Average rating
Chesterfield stays receive an average rating of 4.5 out of 5 from guests
Destinations to explore
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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
- Hidden Valley Ski Resort
- Forest Park
- Castlewood State Park
- Meramec State Park
- Soulard Farmers Market
- Cathedral Basilica of Saint Louis
- Saint Louis Science Center
- Missouri History Museum
- Meramec Caverns
- Laumeier Sculpture Park
- Anheuser-Busch Brewery
- The St. Louis Wheel
- Fabulous Fox
- Ameristar Casino Resort Spa St. Charles
- Westport Plaza
- The Sophia M. Sachs Butterfly House




