Holiday rentals in Kimmswick

Wooded Oasis Free Bottle of wine+brkfst+golf

Modern 1-bedroom metropolitan St. Louis area Airbnb just 5 minutes from Downtown STL, tucked away in a peaceful setting. Outdoor fire pit, and mini-golf/driving mat. Perfect for couples, romantic getaways, weekend escapes, & business stays. Enjoy complimentary bottled water, continental breakfast (packaged muffins)&wine.Memory foam mattress, luxury multifunction shower, Private parking included. Enhance your stay w/ special occasion décor, charcuterie boards, and romantic picnic dinner baskets.

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.

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

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.

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!

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

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!

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!

Modern Treehouse • Hot Tub • Private Escape

The TreeRise is a secluded luxury treehouse created for quiet moments and meaningful connection. Just 1 hour from St. Louis in Southeast Missouri and 20–35 minutes from hiking trails, wineries, and dining, this private forest retreat blends upscale comfort with nature. Thoughtfully equipped for rest, romance, and renewal, the TreeRise welcomes you to unplug, slow down, and reconnect—wrapped in trees, stillness, and intentional privacy.

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.

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

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.