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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Guest favourite
Home in Bevo Mill
4.91 out of 5 average rating, 474 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
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, 135 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 comfortable living area features a gray sofa, patterned chairs, and a round coffee table on a natural fiber rug. Light streams through sheer curtains, highlighting the artwork of bicycles on the wall, creating a relaxed setting for guests.
Home in Kirkwood
4.97 out of 5 average rating, 242 reviews

A Kirkwood Cottage, Quaint Suburb of St Louis

Quaint cozy cottage on a “No Thru Street”. The best place to stay in Kirkwood.This was my childhood home. Only 1/2 mile to downtown Historic Kirkwood with its many shops & restaurants,Farmers Market, Kirkwood Park & Pool & Train Depot. A couple of miles to Museum of Transport,Powder Valley Nature Center & Magic House Museum is a MUST if you have children. Home has steps to entry & is 4th house from railroad tracks that are up on the hill at end of street.Close easy access to all major highways

Superhost
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, 223 reviews

The Gallery Getaway.

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
A log cabin with a dark metal roof is featured, accompanied by a covered porch area containing two chairs. Surrounding landscaping includes a well-maintained lawn and decorative stones, providing a natural setting that complements the cabin's rustic design.
Cabin in Pacific
4.99 out of 5 average rating, 134 reviews

Catch The Dream:; An Immersive Equestrian Escape

Welcome to the most serene and immersive equine retreat in the area! We are so happy you decided to stay with us. We want you to feel relaxed and at home as you enjoy the equine activities as well as the cozy log cabin and all its features and amenities! Enjoy views of the lush property and relax as you watch the horses graze and roam. We offer customized horsemanship opportunities that accommodate each person's level of comfort and ability. Cost: $75 for two hours, maximum of two lessons/day

Guest favourite
The exterior of a quaint cottage features a welcoming blue door surrounded by vibrant potted plants and a white lattice railing. The inviting front porch holds turquoise chairs, while colorful flowers enhance the natural landscaping, providing a charming entrance.
Guest house in Lindenwood Park
4.81 out of 5 average rating, 154 reviews

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.

Top guest favourite
A cozy living room is highlighted by a vintage-style mirror and decorative fireplace. Comfortable seating, including a golden armchair, is arranged around a central coffee table. Large windows allow natural light to flow in, complemented by patterned curtains and a detailed area rug.
Flat in Southwest Garden
4.94 out of 5 average rating, 355 reviews

Historic Victorian comfort Great safe nghbhd

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

Top guest favourite
A bright studio apartment features a spacious bed with neutral linens, complemented by two decorative pillows. A comfortable sofa sits nearby, and framed artwork adorns the walls. A modern light fixture hangs from the ceiling, providing soft illumination throughout the space.
Flat in The Hill
4.92 out of 5 average rating, 102 reviews

Bella Nido

Fully renovated and stylish studio apartment centrally located in the heart of the historic Hill neighborhood in the City of St. Louis. Walk out the front door and explore the coffee shops, Italian markets, and restaurants that this wonderful neighborhood has to offer. The Hill neighborhood is located within a short drive to most St. Louis area attractions including, The Arch, Cardinal Baseball, Blues Hockey, City Soccer, St. Louis Zoo, Forest Park, Botanical Gardens, Museums, and more!

Top guest favourite
The exterior of a chalet is illuminated at night by warm string lights. Large windows reflect soft interior light, revealing a cozy atmosphere. The wooden deck is accessed by a railing, creating a welcoming entry. Trees are visible in the background, adding natural charm.
Home in Dittmer
4.96 out of 5 average rating, 584 reviews

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

Guest favourite
Home in Rock Hill
4.95 out of 5 average rating, 175 reviews

Family Friendly Cozy Home w/ Lrg Fenced 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 Lindenwood Park
4.98 out of 5 average rating, 286 reviews

1902 House & Garden 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.

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, 682 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.

Popular amenities for Crestwood holiday rentals

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