Apartment holiday rentals in Chesterfield

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Top-rated apartment rentals in Chesterfield

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Top Guest favourite
A corner of the living area features a comfortable black sofa adorned with a decorative pillow. Natural light filters through two windows with blinds, while a stylish clock hangs above a console table. A glossy coffee table sits in front, enhancing the inviting atmosphere.
Apartment in St. Charles Historic District
4.91 out of 5 average rating, 373 reviews

The Ella Rose Guest Suite steps from Main Street

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.

Guest favourite
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
4.84 out of 5 average rating, 227 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

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.
Apartment in Forest Park South East
4.93 out of 5 average rating, 234 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 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, 584 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
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, 261 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.
Apartment in Maryland Heights
4.88 out of 5 average rating, 193 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.
Apartment in St. Louis
4.93 out of 5 average rating, 377 reviews

Historic Victorian comfort, safe central 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

Top 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.
Apartment in Downtown West St. Louis
4.94 out of 5 average rating, 121 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.
Apartment in Soulard
4.86 out of 5 average rating, 421 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
Apartment in Kirkwood
4.93 out of 5 average rating, 131 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.
Apartment in The Hill
4.93 out of 5 average rating, 113 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!

Guest favourite
A living room features exposed brick walls that add character to the space. A comfortable sofa and a blue sofa bed provide seating, while a black coffee table sits in front. Natural light enters through the front door, adding warmth to the atmosphere.
Apartment in St. Louis
4.91 out of 5 average rating, 751 reviews

Come stay in STL’s little Italy, ‘The Hill' NBHD

Renovated flat, In St Louis's 'The Hill' NBHD. This 1-bedroom, 2-bed apt. is centrally located near; Forest Park, BJC Hospitals, Universities, Downtown, & sporting venues. Walk to restaurants, or stay in and cook! Lovely private, bedroom w/ a queen bed. Great living room w/ cool exposed brick, & a comfy sofa & trundle sofa (converts to 2nd queen bed). Beautifully tiled walk-in shower & double sink vanity. In-unit washer/dryer. Private front porch. Chromecast on TV, wifi, & easy check-in

Popular amenities for Chesterfield apartment rentals

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 $69 NZD 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, Wifi and Pool across Chesterfield rentals

  • 4.5 Average rating

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