Holiday rentals in Crestwood

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Top-rated holiday rentals in Crestwood

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Superhost
The exterior of the luxury condo features a classic, three-story brick facade with large windows and decorative stone elements. Black iron balconies are visible on the second and third floors. A landscaped area with shrubs lines the front, while a sign indicating 'The Tennessee' is positioned near the entrance.
Flat in Central West End
4.78 out of 5 average rating, 189 reviews

Luxury 2BD/2BH in Historic CWE/3E M

This extraordinary luxury condo in the heart of the CWE was the boyhood home of playwright Tennessee Williams. Stay near all of St. Louis's best attractions in this stunning, modern home away from home. It's one of a kind. Tobacco free building This condo is located in prime CWE and is convenient to many of St Louis's best attractions. You'll enjoy the whole space independently, just as if it were your own. The unit has been beautifully renovated with clean, modern, minimalist lines -- and total comfort in mind. Foodies will love the fully equipped open-plan kitchen, and the living area offers plenty of room to kick back and relax. All appliances are high-end. The master bath and hallway bath have been outfitted with a rainshower and Jacuzzi tub in the hallway bath. Minimum 2-night stay. Off-street gated parking Security alarm in the unit with intercom system Central AC & heat Queen-size and full-size bed Fully equipped kitchen with gas range, built-in microwave, dishwasher, coffee maker, cookware, dishes, utensils Full-size washer and dryer are inside the unit. Hairdryer, iron with ironing board Streaming TV, Smoke-free building There is key pad self checking in We reserve the right to decline if a discrepancy occurs in your booking for the number of persons. There is refundable $200 security deposit. We fully respect the privacy of our guests, but are also happy to meet them if they need us (and we're only 15 minutes away from the building). The Central West End is a historic district full of beautiful turn-of-the-20th-century architecture, wonderful cultural institutions, and an inviting sense of community. From the airport, you can take the Metro Link to BJC station and then take a bus or taxi to the building, just 3/4 of a mile away. 5 minutes to downtown 4 minutes to Art Museum, Zoo, Science Museum, Muny, City Museum 7 minutes to Gateway Arch 5 minutes to Busch Stadium walking distance to specialty shops and excellent restaurants and cafés

Guest favourite
Home in Bevo Mill
4.9 out of 5 average rating, 470 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 vibrant red multi-story building is showcased, featuring white shutters and decorative trim. An entrance with double doors is framed by a small front porch adorned with flags. Lush greenery surrounds the base, adding to the building’s charming façade.
Flat in Dutchtown
4.89 out of 5 average rating, 492 reviews

Dutchtown Gem LLC: 4 mi so.of Arch

DUTCHTOWN, largest community in St. Louis with over 18,000 homes. Known as "Scrubby Dutch" locals would always be scrubbing their front steps. Eye catching architecture in the homes, church and shops. Over the last decade a lot changes are happening. This is our home and you will have you private entrance and space, I will ask a lot of questions both for your safety and mine. PLEASE BE HONEST. If you make a reservation for 4 ,don't try to sneak in extra people. NO WEED SMOKING

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, 241 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
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 North Hampton
5 out of 5 average rating, 251 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
A spacious bathroom features a freestanding bathtub surrounded by natural stone walls. A walk-in shower with a glass panel is visible alongside a modern sink. Warm lighting hangs above, and a potted plant adds a touch of greenery, enhancing the serene atmosphere.
Home in University City
4.92 out of 5 average rating, 146 reviews

Tranquil three-bedroom home in central St. Louis

Welcome to Spa 7748! Relax and enjoy the quiet, tranquil space we have to offer you. Three bedrooms, two full baths, laundry room, work out area, media/office area, fully equipped chef’s kitchen, two fireplaces, covered patio, outdoor fire pit, driveway parking, and street parking. Centrally located in University City, which is just minutes from the downtown Clayton business/entertainment district, Washington University, Fontbonne University Downtown STL, Central West End, The Grove, Dogtown.

Guest favourite
Flat in Kirkwood
4.93 out of 5 average rating, 123 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.

Top guest favourite
A stylish living area features a light-colored leather sofa adorned with dark pillows, complemented by an ornate mirror above. A black coffee table rests on a decorative rug, while two open bookshelves showcase elegant decor. Double French doors lead to an adjoining space.
Home in Waterloo
4.98 out of 5 average rating, 159 reviews

The Ruby/Close to St. Louis and Waterloo Downtown

Welcome to The O'Bannon House in Waterloo, IL, where we offer the best of both worlds! The city limits of St Louis are only about 17 miles away, yet we are located within walking distance of all that the idyllic town of Waterloo offers: great restaurants, shops, and breweries. Enjoy our coffee bar, a fully-equipped kitchen, and a park-like backyard. If you have a larger group, consider booking this unit (The Ruby) and the upstairs unit (The Hugh) so you can all stay in one place!

Guest favourite
Home in Rock Hill
4.95 out of 5 average rating, 172 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

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 Lindenwood Park
4.88 out of 5 average rating, 224 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!

Popular amenities for Crestwood holiday rentals

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