Holiday rentals in Webster Groves

Spacious Home - Central Location - Amenity packed

Exceptionally updated sprawling home w/ 2400 sqft of living space inside with multiple entertainment areas and rooms well spread out. This is the perfect house for multiple families or generations to enjoy together! The house is amenity packed and offers a stunning kitchen, large backyard, pool house/detached office, and plenty of privacy! Located in the perfect central location within 5-15 minutes of the cities main attractions! Super family friendly home with comfortable and high end furniture

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.

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

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!

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.

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

Home Suite Home

A PRIVATE BASEMENT APARTMENT A 1933 Bungalow in a residential NEIGHBORHOOD with a small town vibe. An owner-occupied home. -PRIVATE Entry, Bedroom, Full Bath, Living Room, Kitchenette, Yard/Patio. -AFFORDABLE place to relax that costs less than similar Airbnbs and local hotels. -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.

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.

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

1902 House & Garden Private Safe 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.

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.