Vacation rentals in Webster Groves

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!

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.

Romantic Victorian Hideaway • Steps to The Hill

Step back in time and slip into the magic of this Romantic Victorian‑themed 1‑Bedroom hideaway, on the 2nd floor. Beautifully decorated with all the charm you’d expect from a building that’s been watching St. Louis grow for over a century. Step outside and you’re 2 blocks from The Hill — St. Louis legendary Italian district overflowing with restaurants, cafés, old‑school bakeries, specialty shops, and lively neighborhood bars. Your biggest challenge will be deciding on where to go first.

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.

The HIPPO House! All 1950s Mini-Golf! MCM Lustron

Welcome to a unique 3-bedroom Lustron home in St. Louis, where retro charm and quirky details await! Greeted by Chelsea, our giant pink hippo, every guest steps into a rare mid-century gem—one of only 1,200 remaining Lustrons and even rarer with three bedrooms. Iconic steel walls, built-in cabinetry, and 1955 decor immerse you in history, while Wi-Fi ensures comfort. A backyard 9-hole mini-golf course adds some family fun. Book today to enjoy Chelsea’s welcome and a slice of history!

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

Cheerful & Fun Family Friendly 4BR in St. Louis

Enjoy this stylish and joyful home in the heart of Maplewood with a foosball table, 2 in 1 pool / air hockey table, backyard swing, kids' toys, and more! 10 min walk to funky cool restaurants & shops. Less than a 10 min drive to Forest Park, Washington University, Barnes Jewish Hospital, and Downtown. Serene and relaxing backyard dining patio. There is a train nearby and you will hear the rumble. Home is on a quiet, dead-end street in a quaint neighborhood. You will LOVE it here!

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.

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!

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

South Hampton Hideaway-King Bed-2BR-Close to parks

Enjoy your stay in this comfortable, and historic second floor duplex in one of St. Louis City’s safest neighborhoods! This home is centrally located, a short walk or drive from parks, restaurants, and local attractions. Minutes away from everything! This spacious 1400 sq/ft home is full of warm and welcoming boho chic décor. King memory foam bed and queen Casper hybrid mattress. Fully equipped kitchen and coffee bar. Wifi and parking are included!

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.