Holiday houses in Kirkwood

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Top-rated holiday rentals in Kirkwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A well-organized kitchen features dark cabinetry and a light countertop, providing ample workspace. A comfortable couch is positioned in the living area, absorbing natural light from the window. Decorative elements, including a round wall mirror and soft furnishings, add a touch of warmth to the space.
Home in Saint Charles
4.92 out of 5 average rating, 119 reviews

Cottage on Main Street- Low Cleaning Fee

MESSAGE FOR SHORT STAY DISCOUNT Stay in the heart of Historic Downtown St. Charles! WALK EVERYWHERE at this beautifully updated 2BR/1BA blends modern comfort with charm just steps from Main Street. Walk to award-winning restaurants, unique boutiques, coffee shops, festivals, and riverfront views. Directly across from the Katy Trail, perfect for biking and morning strolls. Minutes to Ameristar Casino and 12 minutes to STL Airport. Fast Wi-Fi, cozy beds, and an unbeatable location. See you soon!

Top Guest favourite
A comfortable seating area features a gray sofa adorned with decorative pillows, accompanied by a patterned ottoman and a light gray chair. Natural light filters through a large window, enhancing the neutral color scheme, while a colorful artwork of the city skyline is displayed above the fireplace.
Home in Fenton
4.97 out of 5 average rating, 115 reviews

The St. Louie House in Fenton w/deck & large yard!

Enjoy your stay in our St. Louis themed house. The kitchen is fully stocked with coffee bar, dishes, pots & pans. The three bedrooms, the Cardinals room, the Blues room and the Union Station room each have a queen bed with spacious closets. A large covered deck for BBQ. The full basement is set for family fun! A full sized laundry room is there for your convenience. The Arch, Stadium, Six Flags, Science Center, Zoo, Forest Part, etc are under 30 minutes. Local shopping is within minutes.

Guest favourite
Apartment in Kirkwood
4.93 out of 5 average rating, 146 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.

Superhost
The modern home features a spacious wooden deck with steps leading to a well-maintained garden. Large glass doors dominate the front facade, allowing natural light to flood the interior. Lush trees provide a serene backdrop, complementing the inviting outdoor space.
Home in Fairview Heights
4.86 out of 5 average rating, 140 reviews

Wooded Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Guest favourite
A patio area is equipped with four wooden Adirondack chairs arranged around a stone surface. A grill is positioned nearby, and a low planter with greenery adds to the space. The background features a covered seating area with string lights enhancing the ambiance.
Guesthouse in Kirkwood
4.96 out of 5 average rating, 25 reviews

Remodeled Kirkwood Guest house

Welcome to our guest house! This 1 bedroom 1 bathroom living space is completely private and ready for your stay. It is equipped with a private balcony, full kitchen, dining area, living room, one bedroom with a king bed, and one bathroom. The unit is located above our detached garage in the back of our property. There is also a patio area with chairs, firepit and a hot tub that is open for use. Street parking is readily available. It's roughly a 15-20 min walk to downtown Kirkwood.

Guest favourite
Home in St. Louis
4.96 out of 5 average rating, 196 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

Top Guest favourite
This charming house is set on a grassy slope, framed by lush green trees. A welcoming pathway leads to the entrance, with steps ascending to a sunlit porch featuring large windows. The exterior showcases white siding and a tranquil, natural environment.
Home in Valley Park
4.95 out of 5 average rating, 154 reviews

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!

Guest favourite
A well-lit kitchen features grey cabinetry and stainless-steel appliances. A wooden dining table with black stools is positioned centrally, adorned with a vase of sunflowers. Natural light floods in through a large window, providing a view of the outdoor landscape.
Home in Des Peres
4.93 out of 5 average rating, 101 reviews

Cul De Sac - next to the best shopping in STL

Watch the snow cover the trees on this wooden landscape on a quiet cul-de-sac. Within 10 minutes to West County Mall, restaurants, great shops, corporate headquarters, tennis courts + parks, and entertainment. EASY highway access within 2 minutes, 15 minutes from downtown St. Louis. House has multiple places to entertain indoors and great hot tub, yard games, fire places and BBQ. Family friendly and enough beds for the kids and family to stay!

Top Guest favourite
A bright living space is presented with a comfortable gray sofa and a round wooden coffee table. A washer and dryer are situated under the staircase, and two potted plants enhance the decor. Natural light enters through multiple windows, illuminating the area.
Cottage in Maplewood
4.98 out of 5 average rating, 546 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.

Top Guest favourite
A modern red barn-style building features a gray roof and white trim. A large garage door is visible at the front, complemented by a set of external stairs leading to an upper level. Surrounding greenery is present, creating a serene environment.
Guesthouse in St. Louis
4.99 out of 5 average rating, 709 reviews

Cozy Barndominium Loft in Friendly Neighborhood

A modern, but cozy, 562-sq.-ft. loft apartment with full kitchen and bath, queen bed (with a Winkbeds Luxury Firm mattress)a twin Murphy Bed / desk, living room, walk-in closet, FireStick, Roku, DVD player, WiFi and more. Note that the barn is in our back yard and part of our home, so we don't allow instant book. We know it's a bit of a pain, but hope everyone will understand given that we live here too.

Superhost
Apartment in Kirkwood
4.87 out of 5 average rating, 77 reviews

2026 Sale! Cozy 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, this two bedroom apartment is perfect for those traveling for work or fun! Guests are provided internet, hotel linens, & laundry access. Settle in and enjoy cooking in the kitchen, relaxing in the living room, and resting in one of our comfortable bedrooms.

Top Guest favourite
A cozy living space is shown, featuring a comfortable sofa facing a flat-screen TV and a bookshelf filled with books. A round dining table with chairs is positioned next to a warm-toned wooden floor, while stairs lead to upper areas of the home.
Guest suite in Webster Groves
4.99 out of 5 average rating, 213 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!

Popular amenities for Kirkwood holiday rentals