Apartment vacation rentals in Chesterfield

Find and book unique apartments on Airbnb

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 ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 50 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

  • 4.5 Average rating

    Chesterfield stays receive an average rating of 4.5 out of 5 from guests

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
The exterior of a historic two-family brick home is visible, featuring a spacious front porch with seating and a vibrant red door. Lush greenery and landscaped bushes frame the steps leading to the entrance, while neighboring buildings exhibit classic architectural style.
Apartment in St. Louis
4.94 out of 5 average rating, 601 reviews

3-bdrm apt near Pageant, Wash U, Forest Park, Loop

Three bdrm, top floor apt. with private entrance in our home. Roomy, comfy, well-furnished with everything you need. Walk to Pageant, Delmar Hall, WashU, Blueberry Hill, Salt&Smoke, MagicMiniGolf. CVS, grocery, restaurants and shops on the Delmar Loop. Or stroll our leafy streets to Forest Park, built 1904 for a World’s Fair, now a first-class museum, zoo, golf course, boat rental. Easy access via metro train or Uber/Lyft to airport, baseball, hockey, live music clubs, City Museum, the Arch.

Top guest favorite
The living room features a cozy arrangement with a dark gray sectional couch adorned with cushions and a throw blanket. A wooden console table holds a table lamp, while natural light filters in through large windows, illuminating the textured area rug and simple decor.
Apartment in St. Louis
5 out of 5 average rating, 273 reviews

Centrally Located Mid-Century Modern Retreat

Make yourself at home in the thoughtfully restored historic apartment located in the heart of St. Louis City which boasts both historic and modern elements. You will be minutes away from all major highways, eateries, attractions, and entertainment the city has to offer. "Come stay at this mid-century modern retreat, you'll be central to everything St. Louis has to offer and I'm committed to making your stay the best and safest possible using an enhanced cleaning process! " - Sean, Your Host

Guest favorite
A well-lit living area features a dark leather sofa adorned with colorful cushions, complemented by a wooden coffee table and a blue area rug. Artwork and decorative accents enhance the space, with sunlight filtering through the windows, creating a warm, inviting atmosphere.
Apartment in Maryland Heights
4.88 out of 5 average rating, 201 reviews

Stunning Modern Apt| King bed 5 min CreveCoeurLake

Experience luxury and style in our St. Louis home. This second-floor residence features 2 modern bedrooms, a cozy living room, a fully equipped kitchen, a stylish bathroom, and a dedicated workspace with high-speed WiFi- blending comfort and elegance. Located in a secure Maryland Heights community, just minutes from Creve Coeur Lake, Westport Plaza, Hollywood Casino & Amphitheatre, and historic St. Charles. With plush bedding, premium amenities, and ample parking, we promise a seamless stay!

Top guest favorite
The living area features a comfortable sofa angled towards a decorative fireplace. An elegant armchair is positioned nearby, and a dining area with a chandelier is visible through an archway. Large windows framed by dark curtains allow natural light to fill the room.
Apartment in St. Louis
4.93 out of 5 average rating, 400 reviews

Historic Victorian comfort, safe 2nd fl apt

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

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
4.93 out of 5 average rating, 426 reviews

Pop Lucks Guest Suite 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.

Guest favorite
An open-concept living area features a plush sectional sofa arranged around a coffee table. Large windows provide ample natural light and views of downtown. A modern kitchen with a sleek island complements the space, while exposed concrete ceilings enhance its contemporary design.
Apartment in Downtown West St. Louis
4.94 out of 5 average rating, 134 reviews

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!

Guest favorite
A modern kitchen area features exposed brick and a tiled ceiling, with sleek cabinetry and a quartz-waterfall island. A cozy seating arrangement includes a dark sofa and a leather chair, while soft lighting creates a warm ambiance, highlighting a neon sign on the wall.
Apartment in Soulard
4.86 out of 5 average rating, 436 reviews

This Must Be The Place | Soulard

This MUST be the place- the perfect combination of historic and modern luxury! The original hardwood floors, exposed brick and tiled ceiling pair wonderfully with the quartz-waterfall island, LED lighting, soft-close cabinetry and all the other contemporary updates. From your front door you can walk to Dukes Sports Bar, 1860s Saloon for live music, Molly's Night Club, Bogarts BBQ, and everything else Soulard offers. Take a <5min Uber downtown to Cardinals, Blues and STL City soccer games!

Guest favorite
Apartment in Kirkwood
4.93 out of 5 average rating, 145 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 modern living area is displayed, featuring a white sectional sofa and a sleek, low-profile coffee table. A sauna is positioned prominently, with a large flat-screen television mounted on the wall. The space is illuminated by natural light streaming through windows.
Apartment in Soulard
4.95 out of 5 average rating, 153 reviews

Soulard King 1BR - Personal Gym and Sauna Oasis!

King 1BR apt with private gym and sauna in the heart of historic Soulard neighborhood, 5 min from Busch Stadium. Very walkable, close to restaurants, nightlife, farmer's market, & more. Sleeps up to 4 with King bed, foldaway twin mattress in closet, and single futon in living room. You’ll love the amazing location, amenities, and warm vibes. Enjoy a night out and come home to a safe, clean, apt with all you need to stay in shape while you travel. Fast wifi and ample, free street parking.

Top guest favorite
A cozy living room features a green sectional sofa adorned with decorative pillows. A round coffee table sits at the center, and a wooden side table complements a vintage lamp. The vibrant blue walls are accented by floral curtains, enhancing the relaxed atmosphere.
Apartment in St. Louis
4.99 out of 5 average rating, 153 reviews

Beautiful apartment in STL's Shaw neighborhood

Welcome to Saint Louis's historic Shaw Neighborhood! This is a spacious and comfortable two-bedroom apartment, freshly renovated with modern comforts while respecting the historical period of this 1898 house. Guests will enjoy a beautiful new bathroom, a chef-ready kitchen, two comfortable bedrooms, and a cozy living room and dining area. Plus, its central location makes for easy access to all of Saint Louis's amazing attractions and business districts.

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
4.89 out of 5 average rating, 127 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
Apartment in Soulard
4.91 out of 5 average rating, 109 reviews

Exposed Brick • Bar Next Door • Laundry• Free WiFi

Brick & Bourbon blends upscale comfort and luxury with Soulard’s iconic nightlife and charm. This stylish 1BR features exposed brick, bourbon-inspired design, luxury Queen bedding, fast fiber WiFi, 4K Smart TV, full kitchen, and in-unit laundry. Walk to Soulard Farmers Market, top bars, restaurants, and live music spots. Perfect for couples, weekend getaways, business travelers, or remote work stays. Walk Score 88.

Popular amenities for Chesterfield apartment rentals