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Holiday houses in Kimmswick

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Top-rated holiday rentals in Kimmswick

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

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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

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.

4.97 out of 5 average rating, 120 reviews
Superhost
The studio features a spacious bed with a light-colored duvet, complemented by a decorative pillow. A small wooden table and two chairs are arranged nearby, while natural light enters through two windows adorned with blinds. A ceiling fan adds to the airy feel of the space.
Apartment in Imperial

Cozy Studio in the Heart of Downtown Kimmswick

Searching for the perfect retreat in Kimmswick? Your search ends here! This studio condo is situated right in the heart of Kimmswick, just steps away from festivals & the famous Mile High Pie at Blue Owl Bakery! •Walk Downtown •Fire Pit •BBQ •Cozy Studio Layout •Queen Bed •Kitchenette with Oven, Stove, Fridge/Freezer, Coffee Maker •Bathroom w/ Walk-In Shower •Parking for 2 Cars •Walking Distance to Apple Butter Festival & LaChance Winery •25 Min. to St. Louis •0.3 Miles from Port of Kimmswick

4.8 out of 5 average rating, 15 reviews
Top Guest favourite
The historic stone farmhouse features a traditional design with multiple windows and a pitched roof. The exterior is complemented by grassy areas and a pathway leading to the front porch. Surrounding trees provide a natural backdrop, enhancing the rural setting.
Farm stay in Bloomsdale

FUNKS INN no extra guest fee or cleaning fee

This house was built in 1870, it is a stone structure and was used as a family farm home. It has been remodeled for its use today. It is historically correct, which includes antiques of the time. Post Civil War era, furniture including the beds of this period. Another interesting aspect, is that the floors are all original. Mattresses, blankets pillows, bedding and towels are all new. The wine cellar that we have added, made on location. I always leave some out for guests. No fee.

4.96 out of 5 average rating, 174 reviews
Top Guest favourite
The treehouse structure is elevated, supported by stilts, with large windows that reflect the surrounding greenery. The exterior features a combination of wood finishes, and warm lighting casts a welcoming glow in the evening. The pathway leads through the natural landscape to the entrance.
Treehouse in Perryville

Private Treehouse Retreat | Hot tub

The TreeLoft is the first of two treehouses at BaseCamp—designed for cozy seclusion, romance, and rest. Nestled in a private forest just 1 hour from St. Louis, it blends upscale comfort with immersive nature, while still being 20–35 minutes from hiking, wineries, and dining. ✨Our NEW treehouse, The TreeRise, offers an even more elevated, spacious experience at BaseCamp. Perfect for romantic getaways, anniversaries, personal retreats, and intentional escapes to unplug and reconnect.

5.0 out of 5 average rating, 721 reviews
Guest favourite
Home in Dittmer

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

4.96 out of 5 average rating, 646 reviews
Top Guest favourite
The living area showcases exposed log walls and a warm wooden floor. A stone fireplace serves as a central feature, surrounded by comfortable seating, including floral-patterned chairs. A chandelier provides soft lighting, while a small table and lamp add functional decor adjacent to the fireplace.
Cabin in Imperial

Serenity Log Inn - Log Out and Log Inn to Serenity

Welcome to Serenity Log Inn — a cozy 1930s log cabin nestled among the trees just one mile from historic Kimmswick and about 25 miles from St. Louis, with easy access to major highways. Filled with rustic charm and modern comforts, the cabin is thoughtfully prepared for a relaxing and private stay. The kitchen is stocked with breakfast items to help you settle in and feel at home. Please see "Interaction with guests" section for additional details about the property and your stay

4.97 out of 5 average rating, 380 reviews
Top Guest favourite
A stylish living area features a light-colored leather sofa adorned with dark pillows, complemented by an ornate mirror above. A black coffee table rests on a decorative rug, while two open bookshelves showcase elegant decor. Double French doors lead to an adjoining space.
Home in Waterloo

The Ruby/Close to St. Louis and Waterloo Downtown

Welcome to The O'Bannon House in Waterloo, IL, where we offer the best of both worlds! The city limits of St Louis are only about 17 miles away, yet we are located within walking distance of all that the idyllic town of Waterloo offers: great restaurants, shops, and breweries. Enjoy our coffee bar, a fully-equipped kitchen, and a park-like backyard. If you have a larger group, consider booking this unit (The Ruby) and the upstairs unit (The Hugh) so you can all stay in one place!

4.98 out of 5 average rating, 179 reviews
Superhost
Home in Imperial

Honey Stop the car‼️

Inviting peaceful & tranquil setting! Master Suite on lower level and Open Concept. You'll LOVE the beautifully updated eat-in kitchen and stainless-steel appliances. Family Friendly atmosphere beautiful views, spacious home with ample living space. Finished basement with bonus area to relax, and a partial bathroom located on the lower level. Short drive away restaurants, shopping and entertainment. Prepare to fall in love with this stunning gem. This home is a MUST SEE!

4.88 out of 5 average rating, 17 reviews
Top Guest favourite
The rock cottage is set amidst trees and autumn foliage, featuring large windows that glow warmly in the evening light. A chimney rises from the side, and natural vines adorn the exterior, blending the structure with its serene surroundings.
Cottage in De Soto

Rock House Retreat

Unplug and enjoy a slower pace of life at this picturesque rock cottage. The 1920’s former hunting lodge was built from stone sourced from the property, and is as charming as ever. Enjoy an early morning stroll on one of the many hiking trails, or just relax on the porch while sipping coffee. There are many great hiking opportunities within a short drive, however, once you get settled in you may not find a reason to leave.

4.98 out of 5 average rating, 164 reviews
Superhost
The exterior of the ranch-style home is shown, featuring a light-colored facade with a welcoming entryway. Driveway space for two vehicles is visible, along with a well-kept grassy area and shrubs providing a natural border. Tall trees are seen in the background.
Home in Barnhart

3 Bedroom Ranch with Deck in a Quiet Neighborhood

• Ranch style w/ 1025 square feet • Subdivision neighborhood w/ grassy common ground areas • Driveway parking for 2 vehicles • Safe neighborhood • 52" TV w/ Roku streaming stick • A baby gate at the top of the steps to the basement laundry room • Deck and backyard • Close to Hwy 55, about a 30 minute drive from Down Town St. Louis. • Near Historic Kimmswick (quaint shops & resturants), and Mastodon State Park

4.9 out of 5 average rating, 381 reviews
Superhost
Apartment in Pevely

Pevely Getaway Near Festus & I-55 | Free Parking

Discover a tranquil retreat in Pevely, which is ideally located close to the Mississippi River, the Mastodon State Historic Site, and nearby parks. This comfortable home is ideal for families, long stays, and contractors because it's close to Festus dining options, outdoor trails, and I-55. It offers a tranquil residential setting and is only thirty minutes from downtown St. Louis and its main attractions.

4.88 out of 5 average rating, 110 reviews
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

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.

4.99 out of 5 average rating, 715 reviews

Popular amenities for Kimmswick holiday rentals