Apartment holiday 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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Guest favourite
Flat in Soulard
4.91 out of 5 average rating, 125 reviews

Rustic Soulard • Queen • WiFi • Laundry • Patio

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!

Superhost
A modern kitchen space features sleek white cabinetry and stainless steel appliances. Pendant lights illuminate the kitchen island, where bar stools are positioned. A wooden door leads outside, enhancing natural light alongside a cozy seating area with a woven basket and small potted plants.
Flat in Soulard
4.86 out of 5 average rating, 218 reviews

The BoHo Bungalow in Soulard

This coastal 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

Guest favourite
Flat in Central West End
4.79 out of 5 average rating, 262 reviews

Modern Studio Apartment in Heart of CWE

Welcome to St. Louis! This quiet and safe place is only minutes of walking distance to the Cathedral, Forest park, Barnes Hospital, Zoo, grocery store, and some of the finest restaurants in St. Louis. It is 6 min drive to Delmar loop/The Pageant, 8-min to Clayton, 7 min to downtown. This is a cozy studio apartment on the second floor. You will get a kitchen, dining room, and the living room, which are all clean and tidy. Metrolink stop, bus stops, are close and easy to find in the neighborhood.

Top guest favourite
A living area is configured with a dark brown leather sectional sofa, complementing a round coffee table with a geometric design. Natural light enters through large windows, while a dining table is set for four. The space is adorned with decorative plants and modern lighting fixtures.
Flat in Soulard
4.94 out of 5 average rating, 362 reviews

Classic Soulard 2BD King Master & Private Deck

Classic, well appointed 2BR apt in the heart of historic Soulard neighborhood, 5 min from Busch Stadium. Very walkable, close to restaurants, nightlife, farmer's market, and more. Sleeps up to 6 with King master & 2 doubles in guest BR. You’ll love the amazing location, amenities, and warm vibes. Enjoy a night out and come back home to a safe, clean, modern apartment. Fast wifi & ample, free street parking. A great place for couples, solo adventurers, business travelers, & families with kiddos.

Top guest favourite
A cozy living area features a modern sofa adorned with decorative pillows, complemented by stylish armchairs. A stone fireplace serves as a focal point, with a TV mounted above it. Natural light filters through window shutters, illuminating the warm wooden floor.
Flat in Forest Park South East
4.92 out of 5 average rating, 214 reviews

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.

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, 249 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

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, 342 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

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, 399 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
Flat in St. Louis
4.93 out of 5 average rating, 123 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
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
4.98 out of 5 average rating, 104 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.

Guest favourite
A bright sleeping area features a spacious bed with neatly arranged linens, complemented by bedside lamps. A cozy seating area includes a chair and a small glass table. The room is painted in a calming blue shade, with a doorway leading to a bathroom visible in the background.
Flat in North Hampton
4.79 out of 5 average rating, 106 reviews

Stylish Studio in North Hampton Neighborhood

Come solo or with a friend or partner and enjoy a stylish experience at this relaxing 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, 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 favourite
A comfortable living room features a blue sofa, accompanied by a green chair and a wooden dining table. Natural light enters through a window with patterned drapes, illuminating the neutral walls and a decorative area rug. A wall clock and framed art complete the space.
Flat in Lindenwood Park
4.87 out of 5 average rating, 223 reviews

Warriors Rest and Repose in St. Louis Hills

This first floor apartment is part of a 4-unit building on Jamieson. It is in St. Louis Hills neighborhood, a community with grocery and retail stores on the main drags – Chippewa and Hampton, with easy reach to city parks and the River Des Peres Greenway Trail. It is well-placed for all city visitors, here for excursions or family get-togethers, medical visits or business travelers, where visitors can rest and repose for another day of fun!

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 £22 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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