
Holiday houses in Crestwood
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Top-rated holiday rentals in Crestwood
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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!

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.

Historic Victorian comfort, safe 2nd fl apt
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

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.

Roomy Oasis with hot tub on the Hill!
5 min walk to the Hill’s best! Come experience the Florence like charm and see why this community beams with pride! Smell fresh baked bread as you walk to get famous coffee and partake in St. Louis’s finest dining. You’ll feel as if you’ve stepped back in time as you adorn these 1900’s homes and nostalgic buildings. 10 min drive to all St Louis attractions. Bike to forest park, zoo or hospital. Ditch car and be walking distance to groceries etc. Relax in hot tub or cool off in pool n bbq.

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

Rustic Cabin • Walk to Bars • Fast 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!

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

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 .

Warriors Rest and Repose in St. Louis Hills
This first floor apartment is part of a 4-unit building on Jamieson. It is in St. Louis Hills neighborhood, a community with grocery and retail stores on the main drags – Chippewa and Hampton, with easy reach to city parks and the River Des Peres Greenway Trail. It is well-placed for all city visitors, here for excursions or family get-togethers, medical visits or business travelers, where visitors can rest and repose for another day of fun!

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.
Popular amenities for Crestwood holiday rentals
Stay near Crestwood's top sights
Other great holiday rentals in Crestwood

A Kirkwood Cottage, Quaint Suburb of St Louis

Anni's Attic

Stylish Family Home with a Fully Fenced Yard

Hill Retreat in Prime Location

Welcome home! Private and tranquil bungalow

The Avant Gallery.

Cheerful and spacious 2 bedroom home with parking

Studio in Clayton, MO
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- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- Enterprise Center
- The Dome at America's Center
- St. Louis Aquarium at Union Station
- Gateway Arch
- City Museum
- Missouri Botanical Garden
- Washington University in St Louis
- Meramec State Park
- Hidden Valley Ski Resort
- Forest Park
- Gateway Arch National Park
- Castlewood State Park
- Meramec Caverns
- Saint Louis University
- The Pageant
- Saint Louis Science Center
- Saint Louis Art Museum
- Cathedral Basilica of Saint Louis
- Soulard Farmers Market
- Westport Plaza





