
Holiday rentals in Webster Groves
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Top-rated holiday rentals in Webster Groves
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

New: Cozy Cottage Near The Hill
Enjoy full access to this adorable cottage, also known as “The Blue Abode.” It is a small house with a large fenced-in backyard, and 2 off-street parking spaces nestled along the 15-acre Sublette Park in Southwest Gardens, within walking distance to restaurants and shops on The Hill. Freshly updated with modern renovations and stylish furnishings, this cozy pet-friendly home ($100 pet fee) is perfect for a solo traveler and spacious enough for up to 4 guests. Body wash and shampoo dispenser.

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

Centrally Located Mid-Century Modern Retreat
Make yourself at home in the thoughtfully restored historic apartment located in the heart of St. Louis City which boasts both historic and modern elements. You will be minutes away from all major highways, eateries, attractions, and entertainment the city has to offer. "Come stay at this mid-century modern retreat, you'll be central to everything St. Louis has to offer and I'm committed to making your stay the best and safest possible using an enhanced cleaning process! " - Sean, Your Host

Historic Victorian comfort Safe Neighborhood
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

Dog Friendly! Dogtown Getaway Mins from Zoo
Relax with the whole family in this peaceful 1 bedroom home in the highly desirable Dogtown neighborhood in St.Louis. The home is located just minutes away from the amazing St.Louis Zoo, historic Forest Park and some of the best restaurants in town. Getting around to the other sights in town will be easy with hwy 40 and 44 just minutes away as well! With a giant king bed, high speed internet, free parking, and a big private fenced in backyard this house can easily be your home away from home!

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.

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.

Home Suite Home
A NEIGHBORHOOD home with a small town vibe. NO PARTIES tolerated!!!!! OPEN ALL PHOTOS TO READ PHOTO DETAILS. A PRIVATE BASEMENT SUITE with: PRIVATE Entry, Living Room, Bedroom, Full Bath, Kitchenette, Yard/Patio; walk to Historic Route 66, restaurants, coffee shops, shopping, churches, parks/playgrounds/trails; 10-20 minutes from Lambert Airport, Downtown STL, historic neighborhoods, and major attractions; and major US Highways. *SEARCH from 3915 Watson Rd, 63109 for travel distances.

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!

Large Fenced Yard & Deck-Cozy Fam Friendly Home
**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.
Popular amenities for Webster Groves holiday rentals
Other great holiday rentals in Webster Groves

Stunning Minimalist Gem | Fenced Backyard + W/D

Breakfast Burritos in Bed-The Loft Above SW Diner

Cozy Barndominium Loft in Friendly Neighborhood

No Cleaning Fee | Stylish South City Apartment

Cozy Kirkwood (2) Bedroom

Stylish Studio in North Hampton Neighborhood

Bright, fresh mid-century modern home

Remodeled Kirkwood Guest house
Quick stats about holiday rentals in Webster Groves
Total holiday rentals
Explore 20 holiday rentals in Webster Groves
Nightly prices starting at
Webster Groves holiday rentals start at ₹1,755 per night before taxes and fees
Verified guest reviews
Over 1,240 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 of Webster Groves holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Webster Groves rentals
4.8 Average rating
Webster Groves stays are highly rated by guests – averaging 4.8 out of 5!
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- Busch Stadium
- Six Flags St. Louis
- Central West End
- Saint Louis Zoo
- Enterprise Center
- City Museum
- Missouri Botanical Garden
- St. Louis Aquarium at Union Station
- Cuivre River State Park
- Pere Marquette State Park
- Meramec State Park
- Castlewood State Park
- The Winery at Aerie's Resort
- Hidden Valley Ski Resort
- Grafton Winery the Vineyards
- Cathedral Basilica of Saint Louis
- Norwood Hills Country Club
- Raging Rivers WaterPark
- Saint Louis Science Center
- St. Louis Country Club
- Bellerive Country Club
- Adventure Valley Zipline Tours and Paintball Park
- Missouri History Museum
- Old Warson Country Club