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.
Flat in St. Charles Historic District
4.91 out of 5 average rating, 354 reviews

Ella Rose Guest Suite ~ In Historic Old St Charles

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.

Top 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.
Flat 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 favourite
The living area features a plush blue sofa and a mid-century armchair, arranged around a circular coffee table. A colorful area rug adds warmth. A modern kitchen is visible in the background, with sleek appliances and a minimalist design. Unique artwork adorns the walls.
Flat 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 favourite
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.
Flat in Soulard
4.95 out of 5 average rating, 196 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 favourite
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.
Flat in Southwest Garden
4.92 out of 5 average rating, 654 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.

Guest favourite
A modern living area features sleek furnishings, including a light gray sofa and a round wooden coffee table. A flat-screen TV is positioned on a stylish media console. The space is adorned with decorative accents, including a leafy plant and wall art, creating a comfortable atmosphere.
Flat in Forest Park South East
4.89 out of 5 average rating, 132 reviews

Safe Garage Parking Stylish Apt Mins to The Zoo

Welcome to our stylish two-bedroom 2nd floor apartment in the heart of The Grove, St. Louis! Located on a quiet street just steps away from the vibrant atmosphere of The Grove district & Forest Park, it’s the perfect base for your St. Louis adventure. This unit features ultra comfortable beds, a fully equipped kitchen, and a walkable location that puts you in close proximity to the area’s best dining, nightlife, and cultural attractions. You’ll find everything you need right at your doorstep!

Top guest favourite
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.
Flat in North Hampton
4.99 out of 5 average rating, 187 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 favourite
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.
Flat in Benton Park Historic
4.98 out of 5 average rating, 243 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
Flat in St. Louis
4.92 out of 5 average rating, 119 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 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.
Flat in Soulard
4.89 out of 5 average rating, 1,592 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.

Top guest favourite
Flat in Central West End
4.93 out of 5 average rating, 221 reviews

Chic Garden Hideaway - Heart of Walkable CWE

Nestled in the heart of the most cosmopolitan and walking friendly neighborhood in St Louis, this fully updated garden apartment is steps from all that the Central West End (CWE) has to offer: the historic charm of McPherson Ave’s ornate front patios, mature oak trees, and within steps of numerous cafes, bars, parks, shops, and art galleries. All within blocks of the apartment! Walking distance to Barnes Hospital campus and free street parking is available.

Guest favourite
A modern kitchen area features light wood cabinetry and black appliances. Two upholstered stools are positioned at a counter, with a small desk and chair nearby. Natural light pours in through large windows, illuminating the hardwood floor and creating a bright space.
Flat in LaSalle Park
4.93 out of 5 average rating, 529 reviews

Cozy One Bedroom Apt on Soulard

SOULARD - is one of the trendiest neighborhoods in STL. Cozy and updated one bedroom apartment is the perfect retreat if your looking to be in the heart of STL, without the cost of downtown w/ free parking! Minutes from Downtown/Busch Stadium & other lively neighborhoods. I have another AIRBNB one bedroom unit in this building so check that out that is a nightly rental. https://www.airbnb.com/rooms/14261370. NO one night LOCALS booking allowed.

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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