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
4.89 out of 5 average rating, 502 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.

Superhost
A spacious living room features comfortable seating arrangements, complemented by a decorative area rug. Exposed brick accents are visible in the background, while additional dining space is accessible through an archway. Natural light fills the area from nearby windows.
Home in St. Louis
4.86 out of 5 average rating, 837 reviews

Centrally Located Family Home - Park Like Yard

Cozy & charming home in super safe central location just 1-3 miles from the Zoo, Aquarium, Wash U, Forest Park, etc! Historic home with modern renovations! Thoughtfully decorated and designed for your comfort. Exceptional family amenities and full kitchen, BBQ. Stocked with family friendly amenities like pack and play, high chair, fold out cots, etc. Super safe area within walking distance to bars & restaurants. Easy on/off street parking. Secure garage & parking pad. New couches coming in fall!

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, 145 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.

Guest favourite
A modern living area features two stylish sofas in rich colors, surrounded by vibrant green plants. A glass coffee table sits atop a bold patterned rug, and artwork adorns the walls. A bright kitchen area is visible in the background, emphasizing an open layout.
Home in St. Louis
4.93 out of 5 average rating, 235 reviews

The Avant Gallery.

This home is a living gallery. Where modern design, art, and greenery breathe together. Every detail is curated to feel calm, intentional, and quietly inspiring. No stairs, no rush, just space to arrive. Evenings unfold on the private patio, lit by fire and soft glow, with a 50” smart TV and in-ground fire pit setting the mood. Nestled in a peaceful neighborhood just 10 minutes from downtown St. Louis. A place to rest, create, and let the world slow down. My personal home I created from love.

Top guest favourite
The living room features a cozy arrangement with a dark gray sectional couch adorned with cushions and a throw blanket. A wooden console table holds a table lamp, while natural light filters in through large windows, illuminating the textured area rug and simple decor.
Flat in St. Louis
5 out of 5 average rating, 272 reviews

Centrally Located Mid-Century Modern Retreat

Make yourself at home in the thoughtfully restored historic apartment located in the heart of St. Louis City which boasts both historic and modern elements. You will be minutes away from all major highways, eateries, attractions, and entertainment the city has to offer. "Come stay at this mid-century modern retreat, you'll be central to everything St. Louis has to offer and I'm committed to making your stay the best and safest possible using an enhanced cleaning process! " - Sean, Your Host

Guest favourite
Flat in Kirkwood
4.94 out of 5 average rating, 143 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
Home in St. Louis
4.96 out of 5 average rating, 194 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

Top guest favourite
An outdoor living space features a spacious flagstone patio surrounded by lush greenery. A wooden picnic table sits center stage, complemented by vibrant flower planters. Adjacent to the house, double doors offer access to the interior, framed by an inviting pergola.
Home in St. Louis
4.97 out of 5 average rating, 310 reviews

1902 Garden House Private Safe Parking!

Welcome! We lovingly restored our beautiful 1902 home to reflect the period in which it was built. By incorporating modern comforts & functionality we created a truly unique stay! Interior is spacious & inviting. Our home boasts a gorgeous outdoor living space to relax and feel miles away from the city , yet we are perfectly situated to arrive at all of STL attractions within minutes. Location is near all major hwys. Note: we aren’t a place to entertain. Booked guests only.

Superhost
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, 641 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.

Guest favourite
A comfortable living room features a blue sofa, accompanied by a green chair and a wooden dining table. Natural light enters through a window with patterned drapes, illuminating the neutral walls and a decorative area rug. A wall clock and framed art complete the space.
Flat in St. Louis
4.88 out of 5 average rating, 238 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!

Top guest favourite
A modern red barn-style building features a gray roof and white trim. A large garage door is visible at the front, complemented by a set of external stairs leading to an upper level. Surrounding greenery is present, creating a serene environment.
Guest house in St. Louis
4.99 out of 5 average rating, 705 reviews

Cozy Barndominium Loft in Friendly Neighborhood

A modern, but cozy, 562-sq.-ft. loft apartment with full kitchen and bath, queen bed (with a Winkbeds Luxury Firm mattress)a twin Murphy Bed / desk, living room, walk-in closet, FireStick, Roku, DVD player, WiFi and more. Note that the barn is in our back yard and part of our home, so we don't allow instant book. We know it's a bit of a pain, but hope everyone will understand given that we live here too.

Guest favourite
Home in Oakville
4.99 out of 5 average rating, 112 reviews

spacious, cozy home in st. louis

Relax at this peaceful and spacious home with your family. 3 bedroom, 2 bathroom split-level home. Newly and beautifully decorated. Located very close to majority of convenience stores. 5 minutes from south county mall, 7 minutes to Dierbergs, 10 to Aldi, etc. Also, this house is in a quiet and secure neighborhood. This house includes a spacious backyard + patio, along with a spacious basement.

Popular amenities for Crestwood holiday rentals

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