Vacation rentals in Webster Groves

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.

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!

Dogtown Century home near Forest Park & Maplewood

Our historic home has lots of natural light and high ceilings. The two bedrooms are furnished with comfy queen beds. The sunroom also doubles as a third sleeping room. Enjoy a morning cup of coffee on the large front porch, or yard games and bbq in the fenced back yard. The updated kitchen comes fully equipped with everything you need to help you feel right at home. Minutes from Forest Park, BJC and SSM hospitals, universities, downtown, many great restaurants and shops. Furry friends welcome!

Historic Victorian comfort Great safe nghbhd

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

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.

Sparkling Vintage Charmer, King Bed, Quiet Comfort

The Fairview is a vintage modern 2BR home in desirable North Hampton (south StL city). We've taken special care to offer a unique, memorable experience while providing the convenient, clean comfort you expect in an overnight stay. You'll have easy access to two major highways which means most StL attractions will be minutes away. (The drive to Barnes Hospital is less than 10 min.) The Fairview is nearby restaurants, coffee shops and shopping––it's the perfect place to live like a local!

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.

Spacious | Quiet | 1 bedroom duplex with parking!

Let your next stay in the heart of St. Louis be relaxing and safe, walking distance of Ted Drew’s Ice Cream & Francis Park! We are conveniently located centrally to all destinations within St. Louis and it’s suburbs! Low traffic, and easy navigation to many restaurants and local spots! THE EXPERIENCE Located in a historic brick building, this one bedroom / one bath provides a spacious and quiet apartment. The apartment’s furniture has been all updated. Including a car port in back.

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

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.

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!

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.