
Holiday rentals in Crestwood
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Top-rated holiday rentals in Crestwood
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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.
4.89 out of 5 average rating, 517 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.
4.99 out of 5 average rating, 147 reviews
The St. Louie House in Fenton w/deck & large yard!
Enjoy your stay in our St. Louis themed house. The kitchen is fully stocked with coffee bar, dishes, pots & pans. The three bedrooms, the Cardinals room, the Blues room and the Union Station room each have a queen bed with spacious closets. A large covered deck for BBQ. The full basement is set for family fun! A full sized laundry room is there for your convenience. The Arch, Stadium, Six Flags, Science Center, Zoo, Forest Part, etc are under 30 minutes. Local shopping is within minutes.
4.97 out of 5 average rating, 121 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!
4.93 out of 5 average rating, 231 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.
4.93 out of 5 average rating, 149 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!
4.94 out of 5 average rating, 103 reviews
Free for pets. No fees. Private. Keyless entry.
Bright open studio with two queen beds, full bath, café table for two, and kitchenette with dorm fridge, microwave, coffee maker, and kettle. Private keyless entrance, easy street parking. Near train lines, audible at times. Free 1000 Mbps Wi-Fi. Additional guests beyond 2 are welcome for a small nightly fee, which helps with costs. Please make sure to enter the correct number of guests when booking. There are also two doggie beds for their enjoyment. NEW PRICE INCLUDES ALL FEES.
4.88 out of 5 average rating, 758 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
4.95 out of 5 average rating, 206 reviews
Spacious Home - Heated Pool Open Until November
Heated Pool is Open through end of October! Exceptionally updated sprawling home w/ 2400 sqft of living space inside with multiple entertainment areas and rooms well spread out. This is the perfect house for multiple families or generations to enjoy together! The house is amenity packed and offers a stunning kitchen, large backyard, pool house/detached office, and plenty of privacy! Located in the perfect central location within 5-15 minutes of the cities main attractions!
4.83 out of 5 average rating, 163 reviews
Cozy family bungalow, 3 blocks to The Hill
Three blocks from The Hill, this two-bedroom bungalow was set up for families who need room to spread out. Two queen beds upstairs plus a full sofa sleeper in the finished basement — comfortable for five. Downstairs also holds a small home gym and a desk, so nobody has to skip a workout or a call. The kitchen is stocked well enough to actually cook, and self check-in with a smartlock means no waiting on a host with tired kids in the car. Free parking on site. Pets welcome.
5.0 out of 5 average rating, 5 reviews
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.
4.93 out of 5 average rating, 142 reviews
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!
4.88 out of 5 average rating, 249 reviewsPopular amenities for Crestwood holiday rentals
Other great holiday rentals in Crestwood

Cozy Full Home Near Grants Farm
4.97 out of 5 average rating, 36 reviews
The Little Blue House
4.95 out of 5 average rating, 44 reviews
Home Sweet Fully-Furnished Home!
4.96 out of 5 average rating, 93 reviews
Quite little comfortable city nook.
4.92 out of 5 average rating, 26 reviews
Bricks on Watson | Modern Home w/Garage + Sunroom
5.0 out of 5 average rating, 53 reviews
2026 Sale! Cozy Kirkwood (2) Bedroom
4.84 out of 5 average rating, 82 reviews
Home in Downtown Kirkwood
5.0 out of 5 average rating, 38 reviews
A Kirkwood Cottage, Quaint Suburb of St Louis
4.97 out of 5 average rating, 261 reviewsDestinations to explore
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- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- The Dome at America's Center
- Enterprise Center
- St. Louis Aquarium at Union Station
- Gateway Arch
- City Museum
- Forest Park
- Washington University in St Louis
- Missouri Botanical Garden
- Meramec State Park
- Hidden Valley Ski Resort
- Saint Louis University
- Meramec Caverns
- The Pageant
- Castlewood State Park
- Gateway Arch National Park
- Soulard Farmers Market
- Saint Louis Science Center
- Missouri History Museum
- Westport Plaza
- Saint Louis Art Museum





