Apartment holiday rentals in Chesterfield

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Top-rated apartment rentals in Chesterfield

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Guest favourite
A modern kitchen boasts wooden cabinetry and ample counter space, complemented by a dining area with a table for two. Natural light filters through the windows, highlighting the light-colored walls and the warm wooden floors. An inviting, patterned rug adds a touch of comfort.
Flat in Soulard
4.91 out of 5 average rating, 1,081 reviews

Historic Elegance in the Heart of St. Louis City!

Classical elegance with a modern twist. This apartment is nestled in the heart of St. Louis City. Walking distance to Anheuser-Busch, amazing restaurants and bars. Very short Uber ride to the historical Cherokee Antique Row shopping district and only 5-10 min ride to downtown! Free parking in front makes arriving easy. We live in the area and can respond/resolve to any questions or concerns you may have. Notice: Laundry is down slightly steep stairs to basement, please consider before booking!

Top guest favourite
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.
Flat in West End
4.94 out of 5 average rating, 576 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 favourite
A spacious living area features exposed brick walls and large windows with light-filtering shades. A comfortable gray sofa is positioned in front of a wooden coffee table adorned with decorative items. An air hockey table is visible in the background, adding to the recreational atmosphere.
Flat in The Hill
4.97 out of 5 average rating, 275 reviews

Lofty fun for all at King of the Hill

Welcome to the "King of the Hill"—the ultimate "game room," and "fan-cave" for families, couples, and solo travelers, in the heart of St. Louis' "Little Italy": The Hill! The open, industrial-chic loft space has exposed brick, all new kitchen appliances, polished concrete counters, slate bathroom, spacious deck, comfy queen master, and twin-over-full bunk bed. The unit was recently updated with a central HVAC unit. Fun includes Pac-man, Kid Friendly Darts, Atari, Air-hockey & board games!

Top guest favourite
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.
Flat in North Hampton
5 out of 5 average rating, 255 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 favourite
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.
Flat in Maryland Heights
4.88 out of 5 average rating, 188 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 favourite
A cozy living room is highlighted by a vintage-style mirror and decorative fireplace. Comfortable seating, including a golden armchair, is arranged around a central coffee table. Large windows allow natural light to flow in, complemented by patterned curtains and a detailed area rug.
Flat in Southwest Garden
4.93 out of 5 average rating, 363 reviews

Historic Victorian comfort Great safe nghbhd

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 favourite
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.
Flat in St. Charles Historic District
4.94 out of 5 average rating, 404 reviews

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.

Guest favourite
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.
Flat in Downtown West St. Louis
4.94 out of 5 average rating, 115 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!

Superhost
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.
Flat in Soulard
4.86 out of 5 average rating, 416 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 favourite
Flat in Kirkwood
4.93 out of 5 average rating, 126 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 favourite
A bright studio apartment features a spacious bed with neutral linens, complemented by two decorative pillows. A comfortable sofa sits nearby, and framed artwork adorns the walls. A modern light fixture hangs from the ceiling, providing soft illumination throughout the space.
Flat in The Hill
4.92 out of 5 average rating, 105 reviews

Bella Nido

Fully renovated and stylish studio apartment centrally located in the heart of the historic Hill neighborhood in the City of St. Louis. Walk out the front door and explore the coffee shops, Italian markets, and restaurants that this wonderful neighborhood has to offer. The Hill neighborhood is located within a short drive to most St. Louis area attractions including, The Arch, Cardinal Baseball, Blues Hockey, City Soccer, St. Louis Zoo, Forest Park, Botanical Gardens, Museums, and more!

Top guest favourite
An arched entry leads into a dining area that features a wooden table surrounded by white chairs. A modern light fixture hangs above the table, while large windows with purple curtains provide natural light. Art pieces are displayed on the walls, enhancing the space.
Flat in Tower Grove South
4.97 out of 5 average rating, 117 reviews

1st Flr -Tower Grove Artsy Apt

Artsy PRIVATE 1st-floor apartment in S. Grand/Tower Grove. GREAT LOCATION! This flat is part of a two-family building. Both flats are Airbnb rentals. Fully-loaded kitchen, 2 bedrooms, private garage parking, use of beautiful back yard. Living Room has a comfy queen-size pull-out bed. Less than 1 block off S. Grand with lots of cafes & shops. 3 blocks from Tower Grove Park. LGBTQ friendly! If booked in advance, both flats in this house can be booked at the same time.

Popular amenities for Chesterfield apartment rentals

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 $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 30 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

  • 4.5 Average rating

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

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