Holiday 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.

Value · Family · Checkout

Wooded Oasis Free Bottle of wine+brkfst+golf

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St. Louis. Complimentary bottled water, continental breakfast (packaged muffins), and a bottle of wine pamper you the moment you arrive. Unwind in our luxurious multifunction shower and memory foam mattress. Test your swing on our scenic mini-golf/driving mat area or relax around the crackling outdoor fire pit. Spa and special occasion add-on packages available. Private parking.

Location · Value · Air conditioning

Historic Victorian, safe, 2fl, walk to restaurants

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

Family · Location · Nearby

Cozy Cottage in a Quiet City Neighborhood!

Please inquire for longer stay rates. This 650sq.ft quaint cottage has EVERYTHING! Centrally located this sought after historical neighborhood, DOGTOWN!, is just minutes from Forest Park and a short drive to all of STL's BEST ATTRACTIONS! This charmer has all the amenities you could hope for @ your HOME away from home! 2 Bedrooms with a Queen Bed in each, 3 Smart TV's, a backyard patio, KEYLESS Self Entry, fully equppied kitchen with SS appliances, MAIN FLOOR LAUNDRY and fully UPDATED BATH!

Family · Location · Cleanliness

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.

Value · Family · View

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 · Location · 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.

Value · Family · Back garden

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

Family · Value · Getting around

1902 Garden House 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.

Value · Location · Grill

Spacious Home - Heated Pool Open Extended Season

Heated Pool is Open through end of October! 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!

Location · Family · Grill

Home Suite Home

A Private BASEMENT SUITE IN MY HOME - a 1933 Bungalow in St. Louis City 63109 that has a small town vibe -PRIVATE Entry, Bedroom/Laundry, Living Room, Full Bath, Kitchenette, Yard/Patio -AFFORDABLE price, less than similar Airbnbs and hotels -LOCATED 10-20 minutes from Lambert Airport, Downtown STL, historic areas and attractions, and 4 US Highways -WALK to Historic Route 66, restaurants, coffee shops, shopping, churches, parks/trails -Read all ACCURATE details

Family · Location · Kitchen

Welcome home! Private and tranquil bungalow

Relax and unwind in this unique and private home nestled among the trees. A great neighborhood, 20 minutes or less from anywhere you want to be in St. Louis. The bedroom has queen bed, dresser, closet and smart TV, and the living room has a couch that pulls out to a queen sleeper, dresser and 50" Roku TV. You will also enjoy a sunny 4 season AND 2 season room for relaxing and enjoying nature. Nightly backyard deer visits and sunsets are included!

Location · Value · Heating