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
4.9 out of 5 average rating, 481 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, 136 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 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
4.93 out of 5 average rating, 368 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

Guest favourite
Flat in St. Louis
4.93 out of 5 average rating, 129 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.

Superhost
The modern home features a spacious wooden deck with steps leading to a well-maintained garden. Large glass doors dominate the front facade, allowing natural light to flood the interior. Lush trees provide a serene backdrop, complementing the inviting outdoor space.
Home in Caseyville
4.88 out of 5 average rating, 121 reviews

Wooded Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Top guest favourite
The welcoming exterior of a historic brick building is showcased, featuring a red-tiled roof and large windows. A well-maintained lawn surrounds the entrance, with landscaped hedges and path lights illuminating the walkway leading to the front door.
Apartment in St. Louis Hills
4.94 out of 5 average rating, 111 reviews

Spacious | Quiet | 1 bedroom duplex with parking!

Let your next stay in the heart of St. Louis be relaxing and safe, walking distance of Ted Drew’s Ice Cream & Francis Park! We are conveniently located centrally to all destinations within St. Louis and it’s suburbs! Low traffic, and easy navigation to many restaurants and local spots! THE EXPERIENCE Located in a historic brick building, this one bedroom / one bath provides a spacious and quiet apartment. The apartment’s furniture has been all updated. Including a car port in back.

Top guest favourite
Home in St. Louis
4.96 out of 5 average rating, 178 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
The living room features a plush, teal sofa paired with two brown armchairs. A coffee table sits centrally on an ornate purple and pink rug. A flat-screen TV displays the Netflix logo, while a decorative fireplace adds a warm touch to the space.
Home in St. Louis
4.98 out of 5 average rating, 223 reviews

Entire home-King bed-2 Bedroom-Close to Everything

Kick back and relax in this calm, stylish space. Located in one of the safest neighborhoods in St. Louis, this home is just a short walk or drive from parks, restaurants, and local attractions. Take in all of St. Louis as you'll be only minutes away from everything! This beautiful, single family home is full of warm and welcoming boho chic decor. Both king and queen beds are memory foam hybrids. Fully equipped kitchen and coffee bar. Wifi, laundry, and parking are included.

Top guest favourite
A lush landscaped garden features a meandering brick patio, framed by greenery. A small round table is accompanied by two cushioned chairs, inviting relaxation. In the background, hints of a peaceful deck area are visible, surrounded by vibrant plants and flowers.
Home in Tilles Park
4.97 out of 5 average rating, 682 reviews

Koi Cottage 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

Guest favourite
A modern living area features a light gray sofa adorned with patterned cushions and a black-and-white decorative accent. Two stylish light fixtures are positioned beside it, with gold sunburst mirrors hanging on the wall. A coffee table sits atop a patterned rug, completing the inviting space.
Home in Patch
4.92 out of 5 average rating, 122 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.

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, 687 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
A spacious sleeping area features a luxurious King bed with pristine white linens. A large mirror stands against the wall, reflecting soft natural light. A small desk and chair are positioned nearby, along with a piece of abstract artwork, adding a touch of color to the neutral walls.
Flat in Benton Park Historic
4.9 out of 5 average rating, 194 reviews

King Suite • Art District • Fiber WiFi • Laundry

Stay in the heart of Cherokee Street’s vibrant arts district—steps from galleries, vintage shops, live music, and top dining. This stylish 1BR blends 1890s charm with modern comfort, featuring a plush King bed, premium linens, 4K Smart TV, fast fiber WiFi, full kitchen, and in-unit W/D. Walkable location (Score 88) just minutes from downtown and the Arch. Perfect for work or a weekend escape—book now!

Popular amenities for Crestwood holiday rentals

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