
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.

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.

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.

Urban oasis cottage in the city
Take it easy at our tranquil getaway. Quaint English cottage charm near highway 44 for central access to local landmarks and restaurants and shopping. Quiet safe neighborhood. Bike or walk to Ted Drew’s. Park at nearby Shrewsbury metro to take downtown to Busch Stadium or the Gateway Arch. Minutes from Forest Park attractions museums and World class Muny Theatre. Schnucks, Target, Walmart, STL Bread Co and many local cuisine nearby. Host on site. Self check in. Security monitored front door.

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.

Historic, Rustic, central, safe 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

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

Koi Garden ~ Private Safe Parking !
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

Gateway City Cottage
Beautifully restored single family home close to River City Casino and minutes from Soulard and Downtown St. Louis. Easy access to Hwy 55 and 270. All new furnishings and appliances, with king size bed and queen- sized pull out sofa. Full size washer/dryer. Sleeps 4 comfortably. 2 large screen tvs with apps. Fully alarmed. Quiet neighborhood within walking distance of St. Louis best burger and additional restaurants and bars. Owners are your next door neighbors.

Freshly remodeled house "on The Hill"
This one bedroom newly updated house is the perfect location for discovering all that "The Hill" has to offer. Within walking distance to some of the finest restaurants in all of STL. ( Zia's being our personal favorite) Enjoy a great meal and walk to one of the many well known bakeries, Italian markets, Shops, Coffee Bistro, Gelato and Bars. What more could you ask for? Only a short drive to downtown to see the City Museum or catch a Cardinals or Blues Game.

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.

King Suite • Art District • Fast WiFi • Laundry
Experience the energy and flair of Cherokee Street from this stylish 1BR in the heart of STL’s arts district. Funky Flat blends original 1890s character with modern comfort, featuring a plush King bed, luxury linens, fiber WiFi, 4K Smart TV, full kitchen, and in-unit laundry. Walk to galleries, vintage shops, live music, coffee spots, and top local dining. Minutes from downtown, Busch Stadium, and the Arch. Walk Score 88.
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

The Avant Gallery.

Quite little comfortable city nook.

Cozy Full Home Near Grants Farm

Cheerful and spacious 2 bedroom home with parking

Lovely 2 bedroom rental unit with a patio.

Cozy SoCo Nest | Minutes to Mercy South & Highways
Destinations to explore
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- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- Enterprise Center
- St. Louis Aquarium at Union Station
- The Dome at America's Center
- City Museum
- Missouri Botanical Garden
- Hidden Valley Ski Resort
- Meramec State Park
- Gateway Arch
- Gateway Arch National Park
- Forest Park
- Castlewood State Park
- Washington University in St Louis
- Saint Louis University
- The Pageant
- Saint Louis Science Center
- Cathedral Basilica of Saint Louis
- Saint Louis Art Museum
- Missouri History Museum
- Soulard Farmers Market
- Meramec Caverns





