Holiday rentals in Crestwood

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Top-rated holiday rentals in Crestwood

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Guest favourite

Home in Millstadt

4.93 out of 5 average rating, 228 reviews

Deluxe Barndominium | King bed + Pkg

Enjoy the unique historical setting of this recently remodeled Barndominium, just 5min away from DT Millstadt and 20min from DT St. Louis. Learn the old Illinois ways by relaxing in a contemporary decorated barn that was once an honor system farm stand. Blend of comfort, stylish décor & a rich amenity list are there to satisfy your every need. ✔ 2 Comfy Bedrooms (King Bed, Single over Double Bunk) ✔ Fully Equipped Kitchen ✔ Open Living Area ✔ 55’’ Flat-Screen TV ✔ Fast internet See more below

10–17 Dec

$197 SGD per night

Guest favourite

Home in Kirkwood

4.98 out of 5 average rating, 174 reviews

A Kirkwood Cottage, Quaint Suburb of St Louis

Quaint cozy cottage on a “No Thru Street”. The best place to stay in Kirkwood.This was my childhood home. Only 1/2 mile to downtown Historic Kirkwood with its many shops & restaurants,Farmers Market, Kirkwood Park & Pool & Train Depot. A couple of miles to Museum of Transport,Powder Valley Nature Center & Magic House Museum is a MUST if you have children.Home has steps to entry, railroad tracks up on the hill at the end of street. Close easy access to all major highways. Construction in area M-F

24 Nov – 1 Dec

$217 SGD per night

Guest favourite

Cottage in Eureka

4.92 out of 5 average rating, 236 reviews

Beautiful Cottage on Large Private Lot

This lovely rural cottage is nestled back in the woods on its very own private acre of land. It offers guests a beautiful getaway experience while walking the property or hanging out on the large covered front porch; while at the same time being just a 7 minute drive from downtown Eureka with its many delicious restaurants and adorable boutiques. If Six Flags is your goal you can enjoy the hustle bustle of the amusement park during the day and relax after a 15 minute drive back to the cottage.

23–30 Aug

$220 SGD per night

Guest favourite

Flat in Kirkwood

4.87 out of 5 average rating, 137 reviews

Private Fully Furnished Top Floor Apartment

Fully Furnished apartment located in Kirkwood! Top Floor with vaulted ceilings and easy access to downtown St. Louis via interstate 44 and 1 mile from interstate 270! The units is equipped with AC, dishwasher, microwave, ceiling fans, full-size washer and dryer, marble fireplace plus private storage unit. The floor plan offers 1,000 square feet, ample closet space and a fully-functional kitchen, even a private balcony! Also, you will have full access to the pool (Memorial Day until Labor Day)!

22–29 Aug

$170 SGD per night

Superhost

Loft in St. Louis

4.84 out of 5 average rating, 152 reviews

Lovely 3 bedroom penthouse with street parking

Do not miss out on this Saint Louis Hill's landmark. This is an awesome penthouse right next door to Willmore Park( there is a dog park there) and walking distance away from Francis park. Penthouse has an open floor plan with 2 floors, a work space, family room on both floors, full bar, 3 bedrooms and one and a half bath. Downtown is about a 10/15 minute drive. Food places in area include Salt and Smoke, Donut Drive In, Mom's Deli, Legrands, Rockwell Beer Garden in Francis park and much more.

1–8 Dec

$140 SGD per night

Guest favourite

Home in Ballwin

4.94 out of 5 average rating, 136 reviews

Entire lower level of our home w/Paris Theme

Our home is located in a quiet West St. Louis County neighborhood. The lower/walkout of this place is your home away from home. It has a private entrance from a walk around sidewalk to the backyard. You will have the entire lower level of our home. We live in the upstairs or first floor of this home. Our place is best suited for one couple, solo adventurers, business travelers, and one family (with kids). This space has been recently remodeled with a French Parisian theme!

27 Aug – 3 Sep

$137 SGD per night

Guest favourite

Guest suite in St. Louis

4.94 out of 5 average rating, 290 reviews

Family Suite/Private/Cozy/Spacious

A NEIGHBORHOOD with a small town vibe; great for work travelers; safe for children; PRIVATE ENTRY & SUITE in basement of my home; PRIVATE Bath & Kitchenette; my Laundry Area, Yard and Patio are private during your stay; walk to Historic Route 66, restaurants, coffee shops, shopping, churches, parks/playgrounds/trails; 10-20 minutes from Lambert Airport, Downtown STL, historic neighborhoods, and major attractions; minutes to 4 major US Highways. SEE ALL PHOTOS FOR MORE DETAILS!!

24–31 Aug

$61 SGD per night

Guest favourite

Guest suite in Webster Groves

4.99 out of 5 average rating, 160 reviews

Webster Groves, MO - Private Suite at Peg's Place

Relax in this peaceful, private home/office. Fast internet, separate office, comfy sleeping and living spaces make this the perfect place for visiting and/or work. Close to Webster University (1.5 m) and located in the center of WG, Peg's Place erases travel-time as you assist children getting settled at WU or visit with your WG family & friends. City certified, you can rest assured it stands up to strict standards. Guarantee your booking and receive a 10% discount!

10–17 Jan

$152 SGD per night

Guest favourite

Home in Dittmer

4.95 out of 5 average rating, 356 reviews

Honeymoon Suite Camp Skullbone In The Woods

Romantic quiet cozy chalet for two! Vintage décor with all the modern amenities of home. Relax inside to unwind, kick back and watch a movie, surf the web via free wi-fi, curl up with a good book, open up a board game for a friendly challenge or share a drink with that special someone. Want some fresh country air? Lace-up those hiking boots and take like Camp Skullbones. . Enjoy the stars on the intimate deck with the glow from the gas fire pit.

6–13 Oct

$209 SGD per night

Guest favourite

Cabin in Imperial

4.97 out of 5 average rating, 312 reviews

Serenity Log Inn - Log Out and Log Inn to Serenity

Welcome to Serenity Log Inn. This authentic 1930s log cabin is located one mile from the historical town of Kimmswick and 25 miles from St. Louis with easy access to major highways. There is a $30.00 fee per use of the historical fireplace. Fee covers set up, dry wood for burning, fire starter and maintenance, and $18.00 fee first use to cover clean up. To prevent infestation of insects, no outside wood allowed. 24 hr notice required.

13–20 Aug

$157 SGD per night

Guest favourite

Cottage in Maplewood

4.98 out of 5 average rating, 366 reviews

Weaver Guest House

This charming, light-filled cottage feels like its own private hideaway, yet it's close to everything St. Louis has to offer. Tucked between trees in a quiet Maplewood neighborhood, it's a 15-minute walk to the MetroLink and a 10-minute drive to Washington University, Webster University, Fontbonne University, Forest Park, and Clayton. Business travelers and families alike will appreciate the washer/dryer, fast WIFI and cable TV.

27 Sep – 4 Oct

$151 SGD per night

Superhost

Home in Kirkwood

4.79 out of 5 average rating, 185 reviews

Woodbine-Cozy Kirkwood Home - 30 Day Rental

This cozy little cottage will make you feel right at home. Nestled in the beautiful town of Kirkwood with its historical train station and Magic House Kids Museum with easy access to 270 and 44. The home has an updated kitchen with everything you need to cook and serve your meals along with a nice updated bathroom and a washer and dryer for your convenience.

16–23 Aug

$217 SGD per night