Vacation rentals in Kirkwood

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Top-rated vacation rentals in Kirkwood

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

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Guest favorite
A well-lit guest room features tall vaulted ceilings with exposed wooden beams and skylights. A cozy bed is adorned with patterned bedding, while decorative plants are placed around the space. Large windows allow natural light to fill the room, complemented by soft curtains.
Home in Bevo Mill
4.91 out of 5 average rating, 443 reviews

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.

Top guest favorite
A comfortable living area features a gray sofa, patterned chairs, and a round coffee table on a natural fiber rug. Light streams through sheer curtains, highlighting the artwork of bicycles on the wall, creating a relaxed setting for guests.
Home in Kirkwood
4.97 out of 5 average rating, 231 reviews

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

Top guest favorite
A charming dining area is highlighted by a glass-top table surrounded by wooden chairs. A window with decorative glass provides natural light, framing a view of greenery outside. The shelves showcase a collection of vintage kitchenware and decorative roosters.
Apartment in Southwest Garden
4.92 out of 5 average rating, 642 reviews

Historic, great area, French country comfort

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.

Top guest favorite
A log cabin with a dark metal roof is featured, accompanied by a covered porch area containing two chairs. Surrounding landscaping includes a well-maintained lawn and decorative stones, providing a natural setting that complements the cabin's rustic design.
Cabin in Pacific
4.99 out of 5 average rating, 115 reviews

Catch The Dream:; An Immersive Equestrian Escape

Welcome to the most serene and immersive equine retreat in the area! We are so happy you decided to stay with us. We want you to feel relaxed and at home as you enjoy the equine activities as well as the cozy log cabin and all its features and amenities! Enjoy views of the lush property and relax as you watch the horses graze and roam. We offer customized horsemanship opportunities that accommodate each person's level of comfort and ability. Cost: $75 for two hours, maximum of two lessons/day

Guest favorite
A light and airy living room is highlighted by a cozy white sofa adorned with various beige and cream throw pillows. A small side table holds a decorative tray with a plant and a soft throw blanket is draped over the arm of the sofa. Natural light enters through a nearby window.
Apartment in St. Louis
4.93 out of 5 average rating, 116 reviews

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.

Top guest favorite
A brick home with a sloped roof is shown from the front, featuring a pathway lined with greenery leading to the entrance. Two chimneys rise above, and the yard is well-maintained with shrubs and flowers. The sky is partly cloudy, adding to the serene ambiance.
Guest suite in Lindenwood Park
4.93 out of 5 average rating, 366 reviews

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.

Guest favorite
A living area is featured with a modern sectional sofa positioned near large windows, allowing natural light to fill the space. A wooden dining table with chairs stands nearby, and a fireplace adds a cozy element to the room, complemented by a mirror and wall art.
Home in St. Louis
4.95 out of 5 average rating, 157 reviews

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

Top guest favorite
A comfortable living room features a blue sofa, accompanied by a green chair and a wooden dining table. Natural light enters through a window with patterned drapes, illuminating the neutral walls and a decorative area rug. A wall clock and framed art complete the space.
Apartment in Lindenwood Park
4.88 out of 5 average rating, 218 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!

Guest favorite
A treehouse-style rental is nestled among vibrant autumn foliage, with wooden steps leading up to the entrance. The structure features a private front porch, framed by surrounding trees and a gravel path, conveying a natural and serene atmosphere.
Guest suite in Dardenne Prairie
4.89 out of 5 average rating, 298 reviews

Treehouse Spa Suite

Treehouse Day Spa is nestled on 3 wooded acres in St.Charles County. Get away from it all while being close to it all at the same time. Augusta wineries, Main Street St. Charles and the Streets of Cottleville are all within minutes of the location! There are two rental units in the treehouse: The spa suite and the penthouse. They each have a separate entrance and are private spaces. Recharge your battery! Regroup Relax Refresh

Top guest favorite
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
4.99 out of 5 average rating, 485 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 favorite
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, 667 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.

Top guest favorite
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
4.98 out of 5 average rating, 195 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 vacation rentals

When is the best time to visit Kirkwood?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Kirkwood?

    Yes! Work meets play with ease at over 10 vacation rentals in Kirkwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Kirkwood?

    Kirkwood has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Kirkwood?

    Experience the best of Kirkwood with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Kirkwood have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Kirkwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kirkwood have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Kirkwood. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Kirkwood?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Kirkwood

  • Total vacation rentals

    Explore 20 vacation rentals in Kirkwood

  • Nightly prices starting at

    Kirkwood vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Kirkwood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Kirkwood rentals

  • 4.9 Average rating

    Kirkwood stays are highly rated by guests—averaging 4.9 out of 5!

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