Holiday rentals in Crestwood

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Top-rated holiday rentals in Crestwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Home in St. Louis
4.9 out of 5 average rating, 498 reviews

Sunny South City Guest House

Newly-rehabbed & cozy guest house. Everything you need is located here in the historic Bevo Mill neighborhood. In the heart of south St. Louis city, you’re steps away from local businesses, including the picturesque, historical Das Bevo. Step into a vintage-styled oasis, featuring large windows with plenty of natural light, tall vaulted ceilings, comfy queen bed, unique fridge, breakfast bar, sizable bathroom with a large walk-in shower. Hang outside at the picnic table under cute string lights.

Top guest favourite
Home in St. Louis
4.95 out of 5 average rating, 80 reviews

Home Sweet Fully-Furnished Home!

Hello! Whether you're here for a few days or long term, this quiet, fully-furnished house on a private driveway is waiting for you! Conveniently located in St. Louis County, you're close to hospitals, highways, shopping and fun! Enjoy streaming service tv's that include thousands of movies and tv shows on demand! Keyless entry, fully-equipped kitchen, and full size washer and dryer in the basement add convenience. You might even see deer in the wooded backyard! Book now for a relaxing stay!

Top guest favourite
A spacious living area features two comfortable sofas and an accent chair, arranged around a central coffee table. Soft lighting is provided by lamps beside the sofas. A large piece of artwork adorns one wall, and access to the kitchen and dining area is visible in the background.
Home in St. Louis
4.99 out of 5 average rating, 143 reviews

NO PARTIES, VERY QUIET NEIGHBORS. 3 BEDROOM 2 BATH

Two minutes from highways I270, I55, I44 which is within 15 minutes of downtown St. Louis. Busch Stadium, St Louis Blues, Zoo, Aquarium, Forest Park, Wash U, Soulard, Central West End, Missouri Botanical Garden, Anheuser-Busch. Other close attractions- Laumeier Sculpture Park, Children’s Magic House, Museum of Transportation, Grant's Farm. We are within one mile of Mercy South Hospital if you are working or visiting. MO Baptist, Mercy, BJC, Children's hospital all 15 minutes. 20 min/airport.

Top guest favourite
A well-lit bedroom features a spacious bed adorned with soft linens and decorative pillows. A wooden nightstand holds a small vase with flowers. Natural light filters through two windows, framed by dark curtains, illuminating the warm tones of the wooden flooring.
Home in Dogtown
4.93 out of 5 average rating, 227 reviews

Cozy Cottage in a Quiet City Neighborhood!

Please inquire for longer stay rates. This 650sq.ft quaint cottage has EVERYTHING! Centrally located this sought after historical neighborhood, DOGTOWN!, is just minutes from Forest Park and a short drive to all of STL's BEST ATTRACTIONS! This charmer has all the amenities you could hope for @ your HOME away from home! 2 Bedrooms with a Queen Bed in each, 3 Smart TV's, a backyard patio, KEYLESS Self Entry, fully equppied kitchen with SS appliances, MAIN FLOOR LAUNDRY and fully UPDATED BATH!

Guest favourite
Flat in Kirkwood
4.94 out of 5 average rating, 140 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.

Guest favourite
Flat in St. Louis
4.89 out of 5 average rating, 777 reviews

Historic, Rustic, safe, central 1st floor apt

NEWLY REMODELED, 1st floor, private studio in the safe Southwest Gardens neighborhood 1 block from the famous Hill area of South St. Louis. Minutes from downtown, this rustic cabin is walking distance from dozens of the best Italian restaurants St. Louis has to offer. Queen bed and sofa sleeper sleeps 4. No smoking inside. ***We have 3 other private 5-star listings in the same location. See my profile and scroll down to see them. You wont be disappointed with any of our listings

Guest favourite
The exterior of a light blue Lustron home is featured, complemented by a vibrant yellow trim and front door. A large pink hippo sculpture stands prominently in the front yard, alongside green grass and white fencing, creating a playful and welcoming entry.
Home in St. Louis
4.94 out of 5 average rating, 87 reviews

The HIPPO House! All 1950s Mini-Golf! MCM Lustron

Welcome to a unique 3-bedroom Lustron home in St. Louis, where retro charm and quirky details await! Greeted by Chelsea, our giant pink hippo, every guest steps into a rare mid-century gem—one of only 1,200 remaining Lustrons and even rarer with three bedrooms. Iconic steel walls, built-in cabinetry, and 1955 decor immerse you in history, while Wi-Fi ensures comfort. A backyard 9-hole mini-golf course adds some family fun. Book today to enjoy Chelsea’s welcome and a slice of history!

Guest favourite
Home in St. Louis
4.96 out of 5 average rating, 189 reviews

Great Fam Friendly Home w/ Lrg Deck & Yard

**FAMILY FRIENDLY** (See details for the items avail for families) This 2 bedroom home has everything you need for a relaxing trip! Fully updated with stylish and comfortable furniture and decor. Fully equipped kitchen and an amazing backyard/deck. Quiet street by one of the best Mexican restaurants in St. Louis - Hacienda - (can walk 2 min there) Close to everything! 13 minutes to the St. Louis Zoo 10 minutes to The Magic House 15 minutes to Busch Stadium & Union Station

Guest favourite
Flat in Soulard
4.92 out of 5 average rating, 155 reviews

Rustic Cabin • Walk to Bars • Fiber WiFi • Laundry

Escape to Rustic Retreat in the heart of Soulard—St. Louis’ most walkable historic neighborhood. This cozy 1BR blends cabin-style charm with modern comfort: plush Queen bed, premium linens, fast fiber WiFi, Smart TV, full kitchen w/ Keurig, and in-unit washer/dryer. Step outside to Soulard Farmers Market, top bars, live music, and restaurants. Minutes to downtown, Busch Stadium, and the Arch. Perfect for couples, business travel, or weekend escapes. Walk Score 90. Book now!

Top guest favourite
A lush landscaped garden features a meandering brick patio, framed by greenery. A small round table is accompanied by two cushioned chairs, inviting relaxation. In the background, hints of a peaceful deck area are visible, surrounded by vibrant plants and flowers.
Home in St. Louis
4.97 out of 5 average rating, 704 reviews

Koi Cottage Garden~ Safe Private Parking - Rare !

Mindfully renovated cozy bungalow offering a lush vibrant landscaped garden, meandering brick patio & deck overlooking waterfall pond w/ Koi fish. We lovingly restored our efficient space with a mix of old & new furnishings and updated appliances. A Romantic luxurious vibe ❤️ The perfect nest for two! Our quiet safe neighborhood is home to fabulous restaurants, bars, coffee shops and galleries. Close to everything including Hwys 40, 44, 55 . PLUS safe private parking

Guest favourite
Home in The Hill
4.96 out of 5 average rating, 147 reviews

The Chocolate Suite - Walkable and Peaceful

 The Space and Amenities * Built in 1918, this charming, century-old house features original character and is located in the historic "Little Italy" of The Hill. * The master suite includes a super plush queen-size bed, TV, Blu-ray player, large closet, and a dedicated workspace with a desk and supplies. * A second bedroom is available via a queen-size sofa sleeper in the living room, which can be made private with French doors and room-darkening shades .

Guest favourite
An inviting outdoor space is showcased, featuring a wooden deck with a dining area, lounge chairs, and a hot tub. String lights create a warm ambiance, while a fire pit adds a cozy element to the setting. The surrounding fence ensures privacy.
Bungalow in St. Louis
4.83 out of 5 average rating, 638 reviews

“HOT TUB” Oasis in the heart of the city!

Wonderfully renovated Bungalo in highly desirable Carondelet neighborhood. This home is surrounded by mini mansions on a very quiet safe street. 65” smart 4K tv, with Netflix and Hulu. high speed WiFi, and electric fireplace. There are two bedrooms one has a 12” gel king mattress bed the other has a full and a twin bunk bed style. All the furnishings are brand new! Inclosed porch to enjoy morning coffee. Large privacy fenced lot with hot tub and deck.

Popular amenities for Crestwood holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. St. Louis County
  5. Crestwood