
Holiday rentals in Baldwin
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Top-rated holiday rentals in Baldwin
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Hand Built Log Cabin
This cabin was completed in 1940 by previous owner's grandmother with only the help of her horses. The wood was cut from the property. Originally it had no electric or plumbing, we updated it more in 2021 keeping as much original as possible. Rustic cabin has 2 bedrooms, 1 bathroom with walk-in shower only, washer and dryer, full eat in kitchen and living room. On site you can relax watching horses, mini horses, goats, chickens & ducks as well as wild life. You can feed and pet the 🐐 goats.

Downtown home + Arcade 1980's experience!
If you’re looking for a unique experience to enjoy with your friends and family you have found the right place! Peaceful and centrally-located place with a front porch view of the Gabouri creek and train trestle. Downtown shops and restaurants within walking distance. 1 King, 1 Queen, 1 Full bed. 1 bath with shower + 1 bath with tub. Arcade with 11 vintage games, pinball, and Shooting Gallery! Most games set to free play! *some take coin* *No parties - access limited to guest only*

Relaxing 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.

FUNKS INN-no extra guest fees 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!

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!

The Doll House
Not suitable for work groups. Our Victorian doll house is Listed on the National Register of Historic Places, it maintains its original features yet is updated with modern conveniences. The kitchen is fully equipped. Wifi is available and the home is within walking distance of restaurants and shopping. Enjoy the peaceful backyard while you sit on the porch & relax. An easy drive 4 miles south of I-64. No third party bookings. Use of property to registered guests only.

Romantic Treehouse Retreat w/ Hot Tub
The TreeLoft is a secluded luxury treehouse designed for rest, romance, and reconnection. Nestled in a private forest just 1 hour from St. Louis in Southeast Missouri, it blends upscale comfort with immersive nature. Located 20–35 minutes from hiking, wineries, and dining, this peaceful retreat invites you to unplug, slow down, and reconnect in intentional privacy. Making the TreeLoft perfect for romantic getaways, personal retreats, anniversaries, or creative escapes.

The Historic Garfield Inn
Welcome to the Garfield Inn. A cozy cottage off a brick-lined street in an historic Belleville neighborhood. Coffee, tea, hot cider and chocolate are provided. We are in walking distance to downtown Belleville, and free parking is available. The neighborhood is quiet and peaceful. There is a barbeque grill, covered back patio, gazebo and lovely gardens. Small well-behaved dogs are welcome. Enjoy your privacy The light is always on. We can't wait to see you.

Sassafras Creek Cabin
Historic log cabin circa 1840 moved to property June 2020. Take a step back in time with furniture and decor to match the cabin’s time period. Located between two houses in newly formed Ste. Genevieve National Historical Park. It is a 10 minute walk to the main part of downtown and other historic tour sites. Adjoins Early American gift shop called Sassafras Creek Originals which is housed in the circa 1850 Brooks house. Close to wineries, biking and hiking.

Cheerful 3-Bedroom Townhome | 1.5 Bath | King Bed
Bring the whole family and enjoy this spacious, serene Belleville townhouse. Just minutes from Scott Air Force Base and under 20 minutes from St. Louis, this 3-bedroom, 1.5-bath home is perfect for military relocations, traveling nurses, or visiting guests. The primary bedroom features a king-size bed for added comfort. Whether you’re here for work or leisure, this welcoming home offers a peaceful place to relax, recharge, and feel right at home.

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.
Popular amenities for Baldwin holiday rentals
Other great holiday rentals in Baldwin

MorLy Cottage Downtown

Hot Tub Cabin- In the Heart of Shawnee Wine Trail

The Hideaway

Tiny house near town.

Lone Pine Cabin ~ rustic, modern, luxury, private

Cozy Cottage on 6 Private Acres!

Luxurious 2BR Creekside Deckhouse w/Hot Tub

Private, peaceful lakefront home
Destinations to explore
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- Busch Stadium
- Central West End
- Enterprise Center
- Saint Louis Zoo
- St. Louis Aquarium at Union Station
- City Museum
- Missouri Botanical Garden
- Gateway Arch National Park
- The Dome at America's Center
- Castlewood State Park
- Cathedral Basilica of Saint Louis
- Gateway Arch
- Washington University in St Louis
- Saint Louis Science Center
- Forest Park
- Saint Louis University
- Stifel Theatre
- Missouri History Museum
- Soulard Farmers Market
- Laumeier Sculpture Park
- Fabulous Fox
- The Pageant
- The St. Louis Wheel
- Saint Louis Art Museum




