Vacation rentals in Crestwood

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Top-rated vacation rentals in Crestwood

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Superhost

A well-lit guest room features tall vaulted ceilings with exposed wooden beams and skylights. A cozy bed is adorned with patterned bedding, while decorative plants are placed around the space. Large windows allow natural light to fill the room, complemented by soft curtains.

Home in Bevo Mill

4.9 out of 5 average rating, 435 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

The living area features a plush blue sofa and a mid-century armchair, arranged around a circular coffee table. A colorful area rug adds warmth. A modern kitchen is visible in the background, with sleek appliances and a minimalist design. Unique artwork adorns the walls.

Apartment in Benton Park Historic

4.92 out of 5 average rating, 153 reviews

Cherokee Street, King Suite, Fast WiFi, Laundry

Stay in the heart of Cherokee Street’s vibrant arts district! This stylish 1-bedroom retreat blends 1890s charm with modern comfort, featuring a luxurious King bed, 4K Smart TV, fiber WiFi, and a fully equipped kitchen stocked with essentials. Perfect for work or play, you’re steps from galleries, vintage shops, live music, and top-rated dining. Enjoy premium linens, in-unit laundry, and a Walk Score of 90 for easy exploration. Just minutes from downtown, the Arch, and the airport. Book today!

Top guest favorite

A brick home with a sloped roof is shown from the front, featuring a pathway lined with greenery leading to the entrance. Two chimneys rise above, and the yard is well-maintained with shrubs and flowers. The sky is partly cloudy, adding to the serene ambiance.

Guest suite in Lindenwood Park

4.93 out of 5 average rating, 358 reviews

Home Suite Home

A NEIGHBORHOOD home with a small town vibe. *CLICK ON/OPEN ALL PHOTOS TO READ PHOTO DETAILS. A PRIVATE SUITE: in my BASEMENT with PRIVATE Entry, Living Room, Bedroom, Full Bath, Kitchenette, Yard and Patio; walk to Historic Route 66, restaurants, coffee shops, shopping, churches, parks/playgrounds/trails; 10-20 minutes from Lambert Airport, Downtown STL, historic neighborhoods, and major attractions; minutes to major US Highways. *SEARCH from 3915 Watson Rd, 63109 for other travel distances.

The exterior of a brick building featuring a symmetrical layout, with multiple entrances spaced evenly along a concrete walkway. Lush greenery borders the pathway, and clear blue skies provide a bright backdrop, enhancing the well-maintained appearance of the property.

Apartment in Lindenwood Park

4.79 out of 5 average rating, 126 reviews

Lovely 1-Bedroom apartment with free parking

Beautiful unit in St.Louis Hills. The apartment is spacious, when you walk in the living room opens up to the dining room and kitchen. Unit is beautifully furnished and has a modern style with all the amenities you could ask for. The building is centrally located, Francis Park + Lindenwood Park are within walking distance. Downtown is about a 10/15 minute drive. Food places in area include Salt and Smoke, Donut Drive In, Mom's Deli, Legrands, Rockwell Beer Garden in Francis park and much more.

Superhost

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.

Guesthouse in Lindenwood Park

4.8 out of 5 average rating, 137 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.

Guest favorite

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.

Apartment in Southwest Garden

4.93 out of 5 average rating, 301 reviews

Historic Victorian comfort, great area

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 favorite

A view from the living area into the bedroom, showcasing a serene space with a queen-size bed dressed in crisp white linens and accented by earthy throw pillows. Natural light illuminates the room, complemented by a ceiling fan and light-toned wooden flooring.

Apartment in North Hampton

4.99 out of 5 average rating, 174 reviews

The Zen Den - Centrally Located, Calm and Tranquil

The Zen Den was conceptualized out of a desire to create a calm and peaceful oasis centrally located in the North Hampton neighborhood of St. Louis where parks, cafés, restaurants, and entertainment are only minutes away. The space features modern appliances, contrasted with soft light features and natural building materials, such as reclaimed lumber, to convey a sense of calm and tranquility. Ideal for those guests seeking to retreat at the end of a busy day exploring or remote working.

A private heated pool is outlined with a curved edge and accented by red bricks. Surrounding greenery and white fencing create a serene outdoor space, inviting relaxation. Lounge chairs and a table are placed on the adjacent patio, complementing the tranquil atmosphere.

Home in Fenton

4.83 out of 5 average rating, 263 reviews

Fenton Oasis

Lovely, fully furnished private basement over 1800 sq ft in a single-family home. Features include a private heated pool, kitchen, bathroom with tub/shower, living room with fireplace and TV, bedroom with egress window, and a second sleeping area. Close to parks with canoeing, hiking, and biking trails. Easy access to Hwy 44, 270 & 30, restaurants, downtown St. Louis, and the airport. Close to hospitals. just 13 miles from Six Flags St. Louis and 18 miles from Hollywood Casino St. Louis.

Top guest favorite

An artistic space features vibrant murals and wall art, including a striking circular installation illuminated by blue and purple lights. The decor showcases a blend of abstract designs, providing a unique atmosphere. A polished pole stands at the center, complemented by geometric patterns on the wall.

Home in McKinley Heights

4.95 out of 5 average rating, 1,152 reviews

ArtBnB: Enjoy the Curated Comforts of Home

With easy highway access, and conveniently situated equidistance from Soulard, Lafayette Square, Tower Grove South, and Cherokee St, this custom designed space is not only an experience on its own, but a perfect base for exploring The Gateway City. Surround yourself with art, literature, and the homie comforts that set ArtBnB aside from staunch hotel chains. A lightly stocked kitchen, library, garden, patio, deck, grill, fire pit, wine rack, kennel, and toiletries are all included.

Guest favorite

A living area is featured with a modern sectional sofa positioned near large windows, allowing natural light to fill the space. A wooden dining table with chairs stands nearby, and a fireplace adds a cozy element to the room, complemented by a mirror and wall art.

Home in St. Louis

4.95 out of 5 average rating, 152 reviews

Cozy Fam Friendly Home-Large Fenced Yard & Deck

**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 favorite

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

4.91 out of 5 average rating, 105 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 favorite

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

4.99 out of 5 average rating, 476 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.