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Condo vacation rentals in Chesterfield

Find and book unique condos on Airbnb

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Popular amenities for Chesterfield condo rentals

Weekly condo rentals

Guest favorite
The exterior of the building displays a blend of red brick and modern design. A private balcony is visible on the second floor, accompanied by seating arrangements on the patio. A welcoming entrance with steps leads into the condo, featuring a lamp post and an American flag.
Condo in Saint Charles
4.98 out of 5 average rating, 86 reviews

Beautiful Condo in New Town St. Charles

BrittanyRating, 5 stars1 month ago
The condo was beautiful. Loved that there was a bathroom in each bedroom. Attention to detail was great and it showed in the small amenities that the host supplied (q tips, coffee, coffee creamer, makeup remover, etc). New town is an amazing location and I would definitely stay here again.
Guest favorite
The exterior of a historic brick building is presented, featuring large, arched doorways and rectangular windows. The façade is characterized by a rich red color, while the sidewalk is paved and leads up to the entrance. The overall design reflects the architectural style of the Soulard area.
Condo in Soulard
4.92 out of 5 average rating, 321 reviews

(1st Floor) LUXE Suite - Historic Soulard District

CjRating, 5 stars3 weeks ago
Great place to stay! Clean, not far from anything, and close to some good restaurants. I especially appreciated the towels and other daily necessities a home would need that were provided.
Superhost
A rustic bar area showcases a polished stone counter, with wooden stools lining one side. Soft lighting is provided by pendant fixtures hanging from the ceiling, while large windows allow natural light to illuminate the space.
Condo in Innsbrook
4.64 out of 5 average rating, 14 reviews

Aspen Heights by Innsbrook Vacations!

DeborahRating, 5 stars33 months ago
We needed a place somewhat close to home for a quick getaway to celebrate our 40th anniversary. Dane’s place was perfect!! Inviting and comfortable, close to the water, very peaceful!!
Superhost
A serene view of Lake Aspen framed by lush trees and grassy areas, showcasing the natural beauty of the surroundings. The lake reflects the sky, while a sandy beach is visible in the distance, offering a glimpse of recreational activities and boat access.
Condo in Innsbrook
4.79 out of 5 average rating, 19 reviews

Lake Aspen Overlook by Innsbrook Vacations!

ShannonRating, 5 stars7 months ago
Great location by the beach! Carpets desperately need replacement or cleaned. Overall, I’d stay again, but only at a lower price point. I don’t believe for the size, lack of updates and amenities in this unit., it was overpriced.
Superhost
Condo in Innsbrook
4.83 out of 5 average rating, 6 reviews

Geneva View Pt. IV by Innsbrook Vacations

MelissaRating, 5 stars9 months ago
Peaceful place to relax! This townhouse is in a beautiful and very quiet spot. The 3.5 bathrooms was a dream for a getaway with extended family that included teenage girls. The bedrooms are spacious with comfortable beds. The kitchen is full of dishes and pans for cooking. There is onsite parking. Easy access into the townhouse. I will be back for a longer visit!!!
Superhost
A rustic bar area features sturdy wooden stools arranged around a stone-topped counter. Pendant lights hang from the ceiling, casting a warm glow, while large windows provide views of the outdoor surroundings. The space reflects a natural wood aesthetic with a cozy and inviting atmosphere.
Condo in Innsbrook
4.85 out of 5 average rating, 13 reviews

Geneva Cove Condo by Innsbrook Vacations!

MingRating, 5 stars11 months ago
This unit is spacious, clean and cozy, much beyond our expectation.
Guest favorite
The inviting bar area features rustic wooden stools lined along a stone counter, illuminated by pendant lights. A cozy seating arrangement is visible in the foreground, with a round table draped in a light fabric. Large windows allow natural light to illuminate the space.
Condo in Innsbrook
4.91 out of 5 average rating, 23 reviews

Serene Seebach Sights by Innsbrook Vacations!

ReedRating, 5 stars1 month ago
It was off season so the location was very quiet and peaceful. I very much enjoyed the silence of the surroundings. The condo was very nice, clean and fulfilled all my needs. I did not participate in the Innsbrook offerings as that was not the purpose of my visit. Only to be close to my family in New Melle, that I visited daily.
Superhost
A rustic bar area is showcased with wooden and stone accents. Multiple high-back chairs provide seating around a stone-top counter, while pendant lights hang above, illuminating the space. Large windows allow natural light to fill the room, creating an inviting atmosphere.
Condo in Wright City
4.75 out of 5 average rating, 8 reviews

The Geneva Villa by Innsbrook Vacations!

ShaneRating, 5 stars4 months ago
Easy check in process. Beautiful location! Had a large group that stayed on on site and it was easy to get to and form the other houses and condos. Talking about booking a summer stay.

Pet-friendly condo rentals

Superhost
Condo in Lindenwood Park
4.76 out of 5 average rating, 91 reviews

Bright & Updated 1 Bedroom 1 Bath

SusanRating, 5 stars4 weeks ago
The owners were very responsive and cheerfully helped with a last minute change. The area is very walkable, beautiful and a friendly neighbor hood. Great parks, short walk to world famous Ted Drew’s Close to Metro-link station and was easy get to and attend Opening day with the StL Cardinals!⭐️⭐️⭐️⭐️⭐️ Highly recommend🌟🌟🌟
Superhost
The inviting living room features a cozy gray sofa paired with colorful accent ottomans. A mounted television is visible on the wall, while a beautiful floral artwork adds a touch of color. Doorways lead to additional spacious areas, enhancing the open layout.
Condo in Lafayette Square
4.8 out of 5 average rating, 45 reviews

Beautiful 4BR Apartment Historic Lafayette Square

JessicaRating, 5 stars12 months ago
Great location. Apartment is clean, spacious, and as described. There was always street parking right outside the door. The construction across the street is pretty much finished, so it was generally quiet. Definitely recommend for a trip to St. Louis!
Guest favorite
A living room is depicted with a dark grey couch and a light-colored armchair positioned beside it. A white throw blanket is draped over the couch. A coffee table with a wooden tray sits in front, and artwork featuring blue and gold hues is mounted on the wall.
Condo in St. Louis
4.84 out of 5 average rating, 32 reviews

Cozy and charming 2bdrm condo

KristinaRating, 5 stars2 months ago
I had the pleasure of staying at Keisa's home as I visited town for a friend's wedding. Is a lovely place, will have to keep my eye on it for when I come back again!
Guest favorite
The living room features a warm brown sofa and a cozy armchair, both arranged around a black coffee table. A flat-screen TV is situated on a black stand, with decorative artwork displayed above a white fireplace. Light filters through the space, enhancing its welcoming ambiance.
Condo in Shaw Historic District
4.96 out of 5 average rating, 51 reviews

Cozy 1BR Fully Stocked & Pet-Friendly

RoxanneRating, 5 stars4 months ago
Loved our stay! Perfect location- right next to the park and the botanical gardens. Place was wonderful- just like pictures. Comfy bed and linens, very clean. Loved the coffee, and all the details. Even the little electronic candles were helpful. Great little backyard for the pup. Would return!
Guest favorite
A welcoming living space features a light-colored rug beneath a round coffee table made of natural wood. A comfortable armchair is positioned nearby, with a small lamp providing soft lighting. An open doorway leads to a bedroom, where a spacious bed is visible.
Condo in Washington
4.85 out of 5 average rating, 13 reviews

2 Blocks 2 Everything!

JasonRating, 5 stars4 months ago
Great location downtown Washington. We were mostly out and about all week but the first day we were there we got out and enjoyed the nice weather all around the town. Everyone slept great in their beds every night.
Guest favorite
The welcoming exterior of a historic brick building is showcased, featuring a red-tiled roof and large windows. A well-maintained lawn surrounds the entrance, with landscaped hedges and path lights illuminating the walkway leading to the front door.
Condo in St. Louis Hills
4.92 out of 5 average rating, 93 reviews

Spacious | Quiet | 1 bedroom duplex with parking!

GeorgeRating, 5 stars3 weeks ago
Connor was extremely responsive to us. Location is perfect for walks to the park minutes from dining. Highly recommended.
Condo in Downtown East St. Louis
4.84 out of 5 average rating, 64 reviews

MARVELOUS - Teams (Sleeps 24 |Walk to Attractions)

MiriamRating, 5 stars5 months ago
The place was so fun with all the marvel comic characters It was great for a group of colleagues and we were able to host a dinner

Condo rentals with a pool

Guest favorite
A spacious living area features large windows offering views of the lake. A stone fireplace is positioned beneath a flat-screen television. Comfortable seating is arranged around a coffee table, complemented by a light-colored rug underfoot.
Condo in Innsbrook
5 out of 5 average rating, 10 reviews

Gorgeous Remodeled Waterfront Condo on Aspen Lake!

Robert JRating, 5 stars5 months ago
We enjoyed our stay at this lovely condo overlooking one of the largest lakes in the Innsbrook community. It was centrally located, comply and cozy with excellent views of the surroundings. We were there for a wedding and Kelly was so accommodating allowing us early check in so we could prepare for the rehearsal dinner as well as a bit later check out to make sure the banquet room was in order before we departed. I can very much recommend this unit and this host for sure. Thank you Kelly!
An open layout living area features a soft gray carpet and neutral walls. A sleek television stands on a modern console. A ceiling fan is visible above, while a cozy sofa and dining area are arranged towards the back, with natural light streaming from a window.
Condo in Lake Saint Louis
4.57 out of 5 average rating, 21 reviews

30 Day Stay Lake Saint Louis 3 Mins. From GM Plant

AmyRating, 5 stars1 month ago
Jemery was very quick to respond to any of my questions and attitive to my needs..easy to work with
Top guest favorite
A welcoming living area features a light gray sofa and matching armchair, complemented by decorative pillows. A circular coffee table sits on a soft area rug, and a television is mounted above a white fireplace. Natural light floods the space from the sliding glass door.
Condo in Innsbrook
5 out of 5 average rating, 9 reviews

Lakefront Studio Condo

PaulRating, 5 stars1 month ago
This Airbnb was absolutely enchanting! The romantic vibe was felt in every little detail, from the cozy atmosphere to the thoughtful touches throughout the space. One of our favorite surprises was the indoor s’mores setup, it added such a fun and intimate moment to our stay. The host also stocked the place with extra essentials like soap, toothpaste, and even floss, small things that are easy to forget, and while we didn’t need them, it was so comforting to know they were there. The estate itself was stunning, with a peaceful lake just steps out the back door, it truly felt like our own private escape. Our host was incredibly kind and responsive, even allowing us to check in early since we were planning to check out a bit early as well. We felt so welcomed and cared for. We can’t wait to come back!
Guest favorite
Two children are seen walking hand-in-hand on a swim platform located in a calm, wooded cove. The platform is surrounded by still water, reflecting the lush greenery of trees that line the bank. A ladder leads from the platform into the water.
Condo in Innsbrook
4.94 out of 5 average rating, 66 reviews

Lake Aspen Condo, Beach, Cove, Kayak, Fishing,SUP!

BrentRating, 5 stars6 months ago
The views around the condo were beautiful and there were plenty of hiking trails and lake activities. It was within a private community which was great for a quiet, secluded space. The condo itself was clean, spacious, and great for our group of two families with small kids.

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