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, 485 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, 137 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 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, 376 reviews

Historic Victorian comfort, safe central apt

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
The entrance features two sets of glass-paneled doors, framed by dark brick walls. A tiled pathway leads to the doors, while a decorative railing adds support. Stone planters, positioned on either side, create a welcoming atmosphere at the entryway.
Flat in St. Louis
4.98 out of 5 average rating, 249 reviews

El Rancho Neosho

This very private apartment is the entire 2nd floor of a 2 family home in a quiet residential neighborhood in the South Hampton area. It is a safe, walkable neighborhood within a few blocks of coffee shops, nice restaurants and a sports bar. We are close to Forest Park Zoo, Missouri Botanical Gardens, the Arch and other attractions the city has to offer. It is conveniently located to major hospitals. Our home has a beautiful garden in which you can relax with a glass of wine, coffee or tea.

Guest favourite
Flat in St. Louis
4.93 out of 5 average rating, 131 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
4.87 out of 5 average rating, 126 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
Home in St. Louis
4.96 out of 5 average rating, 181 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

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, 686 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, 125 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.

Superhost
Bungalow in Carondelet
4.83 out of 5 average rating, 622 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.

Top guest favourite
A bright living space is presented with a comfortable gray sofa and a round wooden coffee table. A washer and dryer are situated under the staircase, and two potted plants enhance the decor. Natural light enters through multiple windows, illuminating the area.
Cottage in Maplewood
4.98 out of 5 average rating, 522 reviews

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.

Guest favourite
Flat in Benton Park Historic
4.9 out of 5 average rating, 196 reviews

King Suite • Art District • Fiber WiFi • Laundry

Experience the energy 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

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