Holiday rentals 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

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.

LocationFamilyOutdoor spaces

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

4.96 out of 5 average rating, 173 reviews

FUNKS INN-book before 9/15 Save 15% No guest 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.

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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, 143 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.

LocationValueCleanliness

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

5 out of 5 average rating, 712 reviews

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.

ValueLocationKitchen

Top guest favourite

Home in Dittmer

4.96 out of 5 average rating, 631 reviews

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!

FamilyLocationSolo travel

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

4.97 out of 5 average rating, 379 reviews

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

ValueFamilyAccess

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

4.98 out of 5 average rating, 175 reviews

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!

LocationFamilyBack garden

Superhost

Home in Imperial

4.87 out of 5 average rating, 15 reviews

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!

LocationFamilyBathroom

Guest favourite

Cabin in Imperial

5 out of 5 average rating, 10 reviews

Cozy 1-Bedroom Cabin Retreat

Welcome to our tranquil 1 bedroom retreat nestled in Jefferson County! Step inside to find a cozy living space, adorned with rustic charm. Equipped with a small kitchenette and full bathroom along with a washer/dryer. Families will appreciate the adjoining room, which includes two twin-sized beds and is available for rent as well. Our cabin offers the perfect retreat for unforgettable memories. Book your stay now and experience the beauty of nature at your doorstep!

AmenitiesNearbySleep quality

Superhost

A multi-story condo building is showcased with a spacious balcony and numerous windows. Surrounding greenery and a well-maintained lawn create a pleasant outdoor space. Several cars are parked in front of the building, enhanced by a white fence in the background.

Apartment in Imperial

4.91 out of 5 average rating, 11 reviews

Downtown Kimmswick Studio~Renovated~Prime Location

Our cozy studio condo is in the heart of Kimmswick, just steps away from your favorite festival and Mile High Pie at Blue Owl Bakery! Walk to LaChance Winery and the Strawberry Festival, Apple Butter Festival. •Walk Downtown •Cozy Studio Layout- Sleeps 2 •Queen Bed •Kitchenette with oven, stove, fridge/freezer, coffee maker, etc •Full bathroom with walk in shower •Free parking for 2 cars •25 mins to St. Louis •0.3 miles from Port of Kimmswick •Newly Renovated

LocationNearbyCleanliness

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

4.98 out of 5 average rating, 161 reviews

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.

LocationValueCleanliness

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

4.9 out of 5 average rating, 376 reviews

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

FamilyValueBreakfast