
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.

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!
LocationFamilyGetting around
4.88 out of 5 average rating, 266 reviews
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!
FamilyLocationShared spaces
4.99 out of 5 average rating, 183 reviews
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!
FamilyValueAmenities
4.93 out of 5 average rating, 231 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.
ValueLocationSolo travel
4.93 out of 5 average rating, 149 reviews
Bella Nido
Fully renovated and stylish studio apartment centrally located in the heart of the historic Hill neighborhood in the City of St. Louis. Walk out the front door and explore the coffee shops, Italian markets, and restaurants that this wonderful neighborhood has to offer. The Hill neighborhood is located within a short drive to most St. Louis area attractions including, The Arch, Cardinal Baseball, Blues Hockey, City Soccer, St. Louis Zoo, Forest Park, Botanical Gardens, Museums, and more!
ValueLocationOutdoor spaces
4.93 out of 5 average rating, 137 reviews
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!
LocationFamilyWifi
4.94 out of 5 average rating, 102 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
FamilyLocationCondition
4.95 out of 5 average rating, 206 reviews
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!
ValueFamilyLayout
4.93 out of 5 average rating, 160 reviews
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.
ValueFamilyNearby
4.97 out of 5 average rating, 321 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.
LocationFamilyComfort
4.98 out of 5 average rating, 255 reviews
Spacious Home - Heated Pool Open Until November
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!
FamilyLocationAmenities
4.83 out of 5 average rating, 163 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!
ValueFamilyGetting around
4.88 out of 5 average rating, 249 reviewsPopular amenities for Webster Groves vacation rentals
Other great vacation rentals in Webster Groves

Free for pets. No fees. Private. Keyless entry.
LocationValueCleanliness
4.88 out of 5 average rating, 757 reviews
Charming Cottage Near Forest Park in Quiet Area
FamilyValueLaundry
4.92 out of 5 average rating, 473 reviews
Stylish Family Home with a Fully Fenced Yard
ValueLocationCondition
5.0 out of 5 average rating, 47 reviews
2026 Sale! Cozy Kirkwood (2) Bedroom
FamilyLocationCleanliness
4.84 out of 5 average rating, 82 reviews
Forsyth Prime luxury apartment 2F
LocationFamilyHeating
4.9 out of 5 average rating, 80 reviews
Bricks on Watson | Modern Home w/Garage + Sunroom
LocationValueCondition
5.0 out of 5 average rating, 53 reviews
Blair's Amazing House Sleeps 10 - 5 Beds - 2 Bath
LocationValueParking
4.93 out of 5 average rating, 85 reviews
Cozy Full Home Near Grants Farm
FamilyValueLong stay
4.97 out of 5 average rating, 36 reviewsDestinations to explore
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