Vacation rentals in Webster Groves

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Top-rated vacation rentals in Webster Groves

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

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Superhost
Home in St. Louis
4.9 out of 5 average rating, 490 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 favorite
Home in Dogtown
4.89 out of 5 average rating, 262 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 favorite
The charming front porch features a white wicker chair and a decorative wreath, inviting relaxation. Greenery surrounds the entryway, complemented by a well-maintained lawn. A gravel pathway leads from the porch to the driveway, creating a welcoming entrance to the guest house.
Home in Saint Charles
4.97 out of 5 average rating, 734 reviews

301 Guesthouse- Historic Main street-Katy Trail

Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

Guest favorite
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, 456 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 favorite
Apartment in Kirkwood
4.93 out of 5 average rating, 135 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.

Guest favorite
Home in St. Louis
4.96 out of 5 average rating, 184 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 favorite
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, 297 reviews

1902 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 favorite
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
4.97 out of 5 average rating, 230 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 favorite
The living room area features a comfortable couch adorned with colorful cushions. A large television is mounted on the wall, while a small bar area with high stools provides a transition to the kitchen, which is visible in the background.
Home in St. Charles Historic District
4.99 out of 5 average rating, 104 reviews

Cottage on Historic Main St- Low Cleaning Fee

MESSAGE FOR DISCOUNT ON SHORT STAY Walk to EVERYTHING in Historic St. Charles! Updated 2BR/1BA just steps from Main Street dining, shops, nightlife & Ameristar Casino. Only 12 mins to STL Airport. Fast Wi-Fi, Smart TV, full kitchen, free parking & keyless entry. Perfect for couples, business trips & weekend getaways. Safe, stylish & unbeatable location. Sits right on Main Street, plenty of parking. Walkout the front door and you are on Main Street! Checkout the reviews!

Guest favorite
The living area features a comfortable gray sofa adorned with decorative cushions and a vibrant orange throw pillow. A wooden coffee table sits on a patterned area rug, accompanied by a modern lamp and accent tables. Natural light enters through the window, framed by wooden blinds.
Home in The Hill
4.9 out of 5 average rating, 649 reviews

Charming One bedroom house "On The Hill"

This one bedroom newly updated house is the perfect location for discovering all that "The Hill" has to offer. Within walking distance to some of the finest restaurants in all of STL. ( Zia's being our personal favorite) Enjoy a great meal and walk to one of the many well known bakeries, Italian markets, Shops, Coffee Bistro, Gelato and Bars. What more could you ask for? Only a short drive to downtown to see the City Museum or catch a Cardinals or Blues Game.

Guest favorite
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, 234 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!

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
4.98 out of 5 average rating, 531 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.

Popular amenities for Webster Groves vacation rentals