Apartment vacation rentals in Chesterfield

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Top-rated apartment rentals in Chesterfield

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Top guest favorite
A contemporary living area features a gray sofa and an accent chair with a glass coffee table at the center. Natural light filters through numerous windows, illuminating the space. A dining area is visible in the background, complete with a wooden table and stylish chairs.
Apartment in Central West End
4.83 out of 5 average rating, 219 reviews

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

Guest favorite
A spacious living room is highlighted by a blue sofa and a decorative area rug. A modern coffee table sits at the center, with a sleek Smart TV mounted on the wall. Natural light enters through large windows, creating an inviting ambiance.
Apartment in Benton Park Historic
4.91 out of 5 average rating, 174 reviews

King Suite • Cherokee Arts • 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!

Guest favorite
An open kitchen area is showcased with white cabinetry and modern appliances, including an oven and coffee maker. A dining table is set for four, and a cozy living room area is visible in the background, featuring a red couch and artwork on the wall.
Apartment in Soulard
4.95 out of 5 average rating, 195 reviews

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.

Top guest favorite
A charming dining area is highlighted by a glass-top table surrounded by wooden chairs. A window with decorative glass provides natural light, framing a view of greenery outside. The shelves showcase a collection of vintage kitchenware and decorative roosters.
Apartment in Southwest Garden
4.92 out of 5 average rating, 651 reviews

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.

Top guest favorite
A modern kitchen area features white cabinetry and a kitchen island with three cushioned stools. Pendant lights hang above the island, illuminating the space. A doorway leads to another room, with a glimpse of additional kitchen appliances visible in the background.
Apartment in St. Charles Historic District
4.94 out of 5 average rating, 392 reviews

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.

Top guest favorite
A view from the living area into the bedroom, showcasing a serene space with a queen-size bed dressed in crisp white linens and accented by earthy throw pillows. Natural light illuminates the room, complemented by a ceiling fan and light-toned wooden flooring.
Apartment in North Hampton
4.99 out of 5 average rating, 186 reviews

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.

Top guest favorite
A cozy living area features grey walls and stylish furnishings, including a dark leather sofa and a matching armchair. A geometric area rug adds subtle color underfoot. Natural light shines through the window, and a piece of wall art adds character to the space.
Apartment in Benton Park Historic
4.98 out of 5 average rating, 242 reviews

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.

Superhost
Apartment in St. Louis
4.92 out of 5 average rating, 118 reviews

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.

Top guest favorite
A spacious living area is highlighted by large windows allowing natural light to fill the room. A vintage rug covers the hardwood floor, and a glass coffee table is centered on it. Built-in shelves display decorative items, while a television is positioned across from a comfortable seating arrangement.
Apartment in Soulard
4.89 out of 5 average rating, 1,589 reviews

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.

Guest favorite
A bright sleeping area features a spacious bed positioned against a soft blue wall. Two bedside tables with lamps flank the bed. A round mirror hangs above a small armchair in the corner, while a patterned area rug adds warmth to the wooden floor.
Apartment in North Hampton
4.92 out of 5 average rating, 103 reviews

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.

Guest favorite
A cozy sleeping area is presented with a spacious bed covered in dark bedding. A full-length mirror leans against the wall, reflecting the soft overhead light. Thick curtains adorn the window, and a decorative rug covers the floor.
Apartment in St. Louis
4.9 out of 5 average rating, 114 reviews

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!

Top guest favorite
A cozy seating area features an arrangement of two armchairs, one upholstered in blue and the other in green, complemented by a light brown recliner. A wooden coffee table sits at the center, adorned with a decorative tray. Soft lighting is provided by two lamps on either side.
Apartment in Washington
4.96 out of 5 average rating, 466 reviews

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

Quick stats about apartment rentals in Chesterfield

  • Total vacation rentals

    Explore 10 vacation rentals in Chesterfield

  • Nightly prices starting at

    Chesterfield vacation rentals start at G$6,266 GYD per night before taxes and fees

  • Verified guest reviews

    Over 20 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Chesterfield vacation rentals include wi-fi 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