Holiday houses in Webster Groves

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Top-rated holiday rentals in Webster Groves

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The living room features a brown leather sofa with decorative yellow pillows and a coffee table with a rustic wooden top and slender metal legs. A cozy armchair is positioned nearby, accompanied by a soft throw blanket. Natural light illuminates the space through sheer curtains.
Home in Dogtown
4.99 out of 5 average rating, 167 reviews

Near Museums, The Hill, Zoo WashU-Private Backyard

Backyard is private, large, fully fenced. Sitting area w/ solo stove & Adirondack chairs. Cleaned & maintained by host. Inside 1 bedroom you will find comfy king bed, queen sofa in living room. Modern amenities, fully stocked kitchen, & coffee bar. First floor laundry. Centrally-located, newly updated near The Hill & Forest Park. 1 min. from highway & no more than 10 mins from most everything STL-restaurants, downtown, hospitals, zoo, science center, coffee shops, stadiums & more! Dogs allowed!

Top Guest favourite
Colorful flowers and greenery line the flower bed in front of the cottage. Several flowering plants are visible, accompanied by neatly trimmed boxwood shrubs. The pathway is paved, leading up to the home's entrance, with a mix of sunlight and shade enhancing the natural landscape.
Home in St. Louis
4.95 out of 5 average rating, 165 reviews

New: Cozy Cottage Near The Hill

Enjoy full access to this adorable cottage, also known as “The Blue Abode.” It is a small house with a large fenced-in backyard, and 2 off-street parking spaces nestled along the 15-acre Sublette Park in Southwest Gardens, within walking distance to restaurants and shops on The Hill. Freshly updated with modern renovations and stylish furnishings, this cozy pet-friendly home ($100 pet fee) is perfect for a solo traveler and spacious enough for up to 4 guests. Body wash and shampoo dispenser.

Guest favourite
The spacious living area features hardwood floors and an open layout, connecting to the dining space. A comfortable sectional sofa is positioned in front of a modern TV mounted on a feature wall. Natural light filters through windows, enhancing the welcoming ambiance.
Home in Dogtown
4.88 out of 5 average rating, 263 reviews

Leamington Lounge

2 story house with open floorplan great for families & hosting. Fenced in back yard great for pets and kids. Luxury quality queen air mattress serves as a 3rd bed when looking to sleep more than 4. Fully furnished basement provides a cozy den like feel. The Maplewood Restaurant & shopping district is located within walking distance. Central location in STL allows for easy access to all parts of STL. Plus the gorgeous River Des Peres Bike Trail is located less than 500 feet from the house!

Guest favourite
Guest suite in St. Louis
4.92 out of 5 average rating, 401 reviews

Home Suite Home

A PRIVATE BASEMENT APARTMENT Owner-occupied 1933 Bungalow in a residential NEIGHBORHOOD with a small town vibe -PRIVATE Entry, Bedroom, Full Bath, Living Room, Kitchenette, Yard, and Patio -AFFORDABLE place to relax priced LESS than similar Airbnbs and local hotels -Rated 5-star CLEAN -LOCATED 10-20 minutes from Lambert Airport, Downtown STL, historic neighborhoods, attractions and 4 US Highways -WALK to Historic Route 66, restaurants, coffee shops, shopping, churches, parks/playgrounds/trails

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 St. Louis
4.8 out of 5 average rating, 168 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 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.
Apartment in St. Louis
4.93 out of 5 average rating, 385 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

Guest favourite
A charming brick bungalow is framed by a vibrant garden filled with colorful flowers and lush greenery. A stone pathway leads to the entrance, bordered by various plants. Natural light illuminates the area, showcasing the home's inviting exterior.
Home in Maplewood
4.92 out of 5 average rating, 459 reviews

Charming Cottage Near Forest Park in Quiet Area

Welcome to our home! It is a cozy brick bungalow from 1929. It is a quiet neighborhood. Partially fenced backyard. We're located close to historic Route 66, coffee shops, shops, restaurants. 15 minute drive from Gateway Arch National Park, Busch Stadium, Forest Park, Enterprise Center, Washington University, St. Louis University, Zoo, Art Museum, and Botanical Gardens. Smoking is not allowed inside or outside. Any smoke odor will result in a $150 fine. Noise monitoring device on property.

Guest favourite
Apartment in Kirkwood
4.93 out of 5 average rating, 137 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
Home in St. Louis
4.96 out of 5 average rating, 186 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
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 St. Louis
4.98 out of 5 average rating, 301 reviews

1902 Historic Garden House~ Safe Private 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.

Guest favourite
Apartment in Soulard
4.92 out of 5 average rating, 151 reviews

Rustic Lodge • Walk to Bars • Fiber WiFi • Laundry

Escape to Rustic Retreat in the heart of Soulard—St. Louis’ most walkable historic neighborhood. This cozy 1BR blends cabin-style charm with modern comfort: plush Queen bed, premium linens, fast fiber WiFi, Smart TV, full kitchen w/ Keurig, and in-unit washer/dryer. Step outside to Soulard Farmers Market, top bars, live music, and restaurants. Minutes to downtown, Busch Stadium, and the Arch. Perfect for couples, business travel, or weekend escapes. Walk Score 90. Book now!

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.
Apartment in St. Louis
4.88 out of 5 average rating, 235 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 Webster Groves holiday rentals