
Holiday houses 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.

Centrally Located Family Home - Park Like Yard
Cozy & charming home in super safe central location just 1-3 miles from the Zoo, Aquarium, Wash U, Forest Park, etc! Historic home with modern renovations! Thoughtfully decorated and designed for your comfort. Exceptional family amenities and full kitchen, BBQ. Stocked with family friendly amenities like pack and play, high chair, fold out cots, etc. Super safe area within walking distance to bars & restaurants. Easy on/off street parking. Secure garage & parking pad. New couches coming in fall!
ValueFamilySleep quality
4.86 out of 5 average rating, 847 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!
LocationFamilyBackyard
4.99 out of 5 average rating, 181 reviews
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.
ValueLocationWi-Fi
4.92 out of 5 average rating, 470 reviews
Cozy and Spacious Home | King Bed |Lindenwood Park
Discover a spacious and comfortable haven in this large house located in a safe neighborhood. With plenty of room for families or groups of friends, this home features a cozy living area, a fully equipped kitchen, comfortable bedrooms, and all the amenities you need for a memorable stay. Have a coffee, cook up a feast, or simply enjoy a quiet night in. You'll love the peace of mind that comes with staying in a secure community, while still being close to all the attractions you came to see.
LocationFamilyAccess
4.97 out of 5 average rating, 159 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.
FamilyValueLaundry
4.93 out of 5 average rating, 148 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!
LocationFamilyAir conditioning
4.94 out of 5 average rating, 101 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
FamilyLocationDecor
4.96 out of 5 average rating, 203 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!
FamilyValueCondition
4.92 out of 5 average rating, 158 reviews
Koi Garden Cottage Safe Private Parking!
Mindfully renovated cozy bungalow offering a lush vibrant landscaped garden, meandering brick patio & deck overlooking waterfall pond w/ Koi fish. We lovingly restored our efficient space with a mix of old & new furnishings and updated appliances. A Romantic luxurious vibe ❤️ The perfect nest for two! Our quiet safe neighborhood is home to fabulous restaurants, bars, coffee shops and galleries. Close to everything including Hwys 40, 44, 55 . PLUS safe private parking
FamilyValueBackyard
4.97 out of 5 average rating, 723 reviews
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!
FamilyValueTV
4.99 out of 5 average rating, 201 reviews
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.
LocationFamilyAccuracy
4.98 out of 5 average rating, 553 reviews
Webster Groves, MO - Private Suite at Peg's Place
Relax in this peaceful, private home/office. Fast internet, separate office, comfy sleeping and living spaces make this the perfect place for visiting and/or work. Close to Webster University (2 m) and located in the center of WG, Peg's Place erases travel-time as you assist children getting settled at WU or visit with your WG family & friends. Guarantee your booking and receive a 10% discount!
ValueLocationOutdoor spaces
4.99 out of 5 average rating, 215 reviewsPopular amenities for Webster Groves holiday rentals
Other great holiday rentals in Webster Groves

The Gateway Getaway
ValueFamilyOutdoor spaces
4.99 out of 5 average rating, 88 reviews
Private Home | Walk to Macklind | Dogs Welcome
LocationFamilyHospitality
5.0 out of 5 average rating, 32 reviews
2026 Sale! Cozy Kirkwood (2) Bedroom
LocationFamilyKitchen
4.86 out of 5 average rating, 79 reviews
Cozy Full Home Near Grants Farm
ValueFamilyAir conditioning
4.97 out of 5 average rating, 36 reviews
Forsyth Prime luxury apartment 2F
FamilyLocationLayout
4.9 out of 5 average rating, 79 reviews
Anni's Attic
LocationValueComfort
4.95 out of 5 average rating, 81 reviews
Bricks on Watson | Modern Home w/Garage + Sunroom
ValueLocationDecor
5.0 out of 5 average rating, 50 reviews
Condo In The Heart of Clayton
ValueLocationAir conditioning
4.88 out of 5 average rating, 49 reviewsDestinations to explore
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- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- The Dome at America's Center
- Enterprise Center
- St. Louis Aquarium at Union Station
- Gateway Arch
- City Museum
- Missouri Botanical Garden
- Washington University in St Louis
- Forest Park
- Meramec State Park
- Hidden Valley Ski Resort
- Saint Louis University
- Meramec Caverns
- The Pageant
- Castlewood State Park
- Gateway Arch National Park
- Soulard Farmers Market
- Saint Louis Science Center
- Missouri History Museum
- Westport Plaza
- Saint Louis Art Museum





