House vacation rentals in Chesterfield

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Popular amenities for Chesterfield house rentals

House rentals with free parking

Guest favorite
Home in Richmond Heights
4.99 out of 5 average rating, 157 reviews

ZOO, Wash U, close to Clayton,Parking & Safe!

NancyRating, 5 stars3 months ago
We stayed at Beth’s house while. Visiting family over Thanksgiving. The location was perfect. Right in the middle between Forest Park and Creve Coeur. The house was spotless! Lots of room and a well stocked kitchen with condiments, pots and pans, plates and silverware. Lots of clean towels and extra blankets as well. Beth was very responsive when we had questions. I hope this place will be available next time we visit St. Louis!
Guest favorite
Home in Fenton
5 out of 5 average rating, 130 reviews

Safe home in a quiet neighborhood near I 44

RyanRating, 5 stars1 month ago
Great hosts and great home for our long weekend getaway. Good location and home / neighborhood was exactly as described. Would not hesitate to stay here on future visits.
Guest favorite
Home in St. Louis
4.91 out of 5 average rating, 386 reviews

Sunny South City Guest House

ShaneRating, 5 stars2 weeks ago
The place was exactly as advertised, and I really appreciated the health and quantity of the plants. This place exceeded my expectations.
Guest favorite
Home in Augusta
5 out of 5 average rating, 118 reviews

Augusta Haus

HilaryRating, 5 stars2 months ago
The house was very comfortable and well equipped. We were there for Christmas and the house had been very tastefully decorated throughout which made it extra special for us as we were visiting family locally.
Guest favorite
Home in Roxana
4.92 out of 5 average rating, 138 reviews

The House Next Door

LaurenRating, 5 stars2 weeks ago
This house was a great option for a larger family. Plenty of sleeping spaces! Convenient to small town amenities and the St Louis or Edwardsville area. Happy this spot was open for us. Thank you!!
Guest favorite
Home in Alton
4.97 out of 5 average rating, 107 reviews

Cozy renovated 2 bdrm cottage w/ dedicated office

JeannieRating, 5 stars1 week ago
I will always pick this cottage to stay at. It was clean-back deck was great to relax-location worked for us. And Amy was a delight to deal with!
Guest favorite
Home in St. Louis
4.98 out of 5 average rating, 122 reviews

Cozy Entire Home/King Bed/3 Beds

CalleyRating, 5 stars1 week ago
PERFECT for a young parents respite!! My husband and I were in town for a show and I had a whole weekend of activities planned. The first night we got in was at 5pm, but the house was SO welcoming that we just stayed in and ordered food and relaxed from the long drive. The couch and the bed were the *COMFIEST* couch and bed I've ever sat on. Very homey and easy feel at ease with a quiet neighborhood. We genuinely had the best time and talked multiple times about returning before we had even left. High quality stay! If you're looking in St. Louis and want something safe and quiet, but local enough to be close to things, this is the spot. Everywhere we went was only 15 minutes or less from us and I felt like we really trekked around the city. They had LOTS of recommendations and a magazine of restaurants in the area also. We were si pleased with our stay and our extremely gracious hosts!
Guest favorite
Home in Soulard
4.99 out of 5 average rating, 168 reviews

Historic Soulard | Next to Budweiser | Walkable

MarkRating, 5 stars1 week ago
We loved Gary's place! It was so welcoming, clean and spacious! The pictures were exactly how we found the home. Great location! He provided several suggestions on places to go, things to do and places to eat. He was also very quick to respond to any questions we had. We look forward to staying with him again.

House rentals with a pool

Guest favorite
Home in Ballwin
4.95 out of 5 average rating, 127 reviews

Private indoor pool & sauna

JoanRating, 5 stars1 week ago
The owner went above and beyond to make our stay wonderful. We were celebrating a birthday and she had birthday decorations and treats all over the house. We will definitely stay there again
Guest favorite
Home in Saint Charles
4.92 out of 5 average rating, 154 reviews

Clark Brick House w/ Pool | Historic St. Charles

MichelleRating, 5 stars2 months ago
Very nice home and super clean we appreciate everything! Would definitely stay here again! Thank you for such a nice home.
Guest favorite
Home in Creve Coeur
4.96 out of 5 average rating, 52 reviews

Blair's Pool House - Creve Couer Hot Tub Game Room

StephanieRating, 5 stars2 months ago
The house was perfect for our family. It had a great living room so that we could all be together hanging out. We would definitely rent it again.
Superhost
Home in Washington
5 out of 5 average rating, 7 reviews

Mill Haus - Heated Swimming Pool, Hot Tub, Dog Fri

KristinaRating, 5 stars6 months ago
Amazing experience. We had a girls trip planned and our other airbnb fell through at the last minute. Somehow, this home was still available and it really became a blessing in disguise! The home is absolutely gorgeous and the hosts are so so helpful! Answered every question I had before the trip very quickly. We had trouble connecting to the wifi and I sent the host a text and he called me right away to assure us he was on it and it was fixed within the hour! Would’ve loved to book this home again for my wedding but it’s already booked for that weekend.
Guest favorite
Home in Dittmer
4.95 out of 5 average rating, 457 reviews

Honeymoon Suite Camp Skullbone In The Woods

RochelleRating, 5 stars4 weeks ago
The best getaway near St. Louis. This is our 6th trip and we always return.
Guest favorite
Home in Gray Summit
4.88 out of 5 average rating, 152 reviews

Sunset Mountain Privacy Retreat

LindseyRating, 5 stars1 week ago
Appreciate Rebecca’s willingness to accommodate our checkin time and request to be left completely alone. Booking a shared space is usually a no-go for us, but in this case, Rebecca ensured we’d have complete privacy, and we didn’t regret it! Snacks on the table at checkin and a well-stocked kitchen and home were so inviting and appreciated—TY for a great stay, Rebecca!
Superhost
Home in St. Louis
4.79 out of 5 average rating, 85 reviews

Pool/Speakeasy/Spaceship/Beach/pool/Costumes.

CharlieRating, 5 stars6 days ago
The place was the coolest house I have ever been too. So many cool features to explore. The host was also incredibly helpful and friendly with everything.
Superhost
Home in Warrenton
4.82 out of 5 average rating, 39 reviews

The Hiding Place - Private Pool and Spa, sleeps 16

RachelRating, 5 stars3 months ago
The hiding place is a cute, historic home with enough bedrooms for our family Thanksgiving/Christmas with 10 adults and 6 kids. We booked this place because it was the most affordable option with as many bedrooms as we needed, and it ended up being a great find! We loved our stay! It is an old home with old home charm and quirks (don't put a level on the floor), but bathrooms are updated and the house was CLEAN! I can tell Robyn continues updating, because a new stove was installed right before our visit. Being an older home, it is not open concept, so there was no one room that fit everyone at the same time. This was really only a concern when we did our Christmas gift exchange. Some people stood in the doorways. Between the breakfast room and the dining room, there was the perfect separation for a kids table and an adult table for meals. The basement was a nice open space for the kids to play! Very easy access to I-70, but far away enough that it is definitely residential.

Weekly house rentals

Superhost
Home in Overland
5 out of 5 average rating, 3 reviews

Cute and Quaint Bungalow

AlexRating, 5 stars5 months ago
Loved the e place. Pictures matched exactly. I would definitely stay there again if I’m ever in town.
Guest favorite
Home in Ballwin
5 out of 5 average rating, 23 reviews

Perfect Getaway 3BR/3BA Home

LaurieRating, 5 stars1 month ago
The house is very clean and spacious, which we appreciated for having 3 of us staying, and a few local family members over for a visit. It was great having the lower level for the little ones, and the kitchen with the island bar plus dining table made preparing and serving food very user friendly. We also appreciated the 3 bathrooms and garage. Most of all we appreciated the prompt and friendly responses to our questions. The location was excellent for proximity to our dad in a nearby hospital, and other siblings living locally. We all enjoyed the daily deer visits, too!
Guest favorite
Home in Central West End
4.95 out of 5 average rating, 154 reviews

3,000 SF 4+ bdrm Private Home in Central West End

BridgetRating, 5 stars1 month ago
We are very appreciative of the host Ann, who was able to make her place available immediately for us when our original AirBnB cancelled our reservation at the last minute. The door code was provided within minutes of reaching out to Ann, and the house was perfect for our family gathering of 11. There was lots of a space, including a third floor with a bunch of bunk beds and a separate living room that was ideal for the kiddos in our group. The dining room had tables and chairs for our entire group to eat together. Everything, including the kitchen, was set up well and easy to find what we needed. The residential neighborhood had plenty of parking but there was also a car port for 2 cars. The back patio and yard seemed nice but it was too cold outside for us to use it. Overall great stay!
Superhost
Home in Marthasville
5 out of 5 average rating, 4 reviews

HappyApples BicycleBunkhouse-WholeHouse-Sleeps 23

EmilyRating, 5 stars8 months ago
The house was as described and the perfect place to stay with our crew of 7 adults and 10 kids. The kids enjoyed the outside space and exploring the different bunk rooms.
Guest favorite
Home in St. Louis
4.83 out of 5 average rating, 191 reviews

Beautiful and Spacious 3BR Newly Renovated Home

PaulaRating, 5 stars1 month ago
Absolutely beautiful house accommodated our girls trip perfectly we will be back!!!
Guest favorite
Home in The Hill
4.99 out of 5 average rating, 167 reviews

Spacious Bungalow on "The Hill"

SpencerRating, 5 stars2 weeks ago
Had an absolute wonderful stay at Nancy's. The home is a cozy little spot right in the heart of The Hill. Short, enjoyable walks to many neighborhood locations and it is located on a very peaceful, quiet street. There was ample parking right in front of the home. I would recommend this location if you not only want to visit this historic neighborhood, but want to be within short distance of other St. Louis attractions. The host was helpful, attentive, and you can certainly see they take pride in keeping such a lovely home. I hope to return again soon!
Guest favorite
Home in The Hill
4.8 out of 5 average rating, 104 reviews

Fragola House

PamelaRating, 5 stars1 month ago
We loved this roomy house with a great location for The Hill and WashU area! The living room and bed room had comfortable furniture for us to hang out in. We loved the kitchen with its strawberry decor and tasty snacks. My daughters loved the Keurig. We would definitely consider staying here again
Superhost
Home in Saint Ann
4.88 out of 5 average rating, 17 reviews

Charming quiet 2 bedroom duplex

KaylaRating, 5 stars1 week ago
I loved the place I stayed 4 nights it was nice & clean and smelled good and nice neighbors . Felt exactly like home definitely would book again 💕 Me and my Babyfather and daughter enjoyed the stay !

Quick stats about house rentals in Chesterfield

  • Total rentals

    20 properties

  • Total number of reviews

    230 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    St. Louis Premium Outlets, Faust Park, and Chesterfield Mall

Destinations to explore