Holiday rentals in Baldwin

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Top-rated holiday rentals in Baldwin

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Guest favourite
A rustic cabin, constructed with logs, is set in a grassy area, surrounded by trees. The front porch features steps leading to the entrance. A large outbuilding is visible to the left, while a fenced area adds to the ranch's charm.
Cabin in Bonne Terre
4.84 out of 5 average rating, 150 reviews

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.

Top guest favourite
A modern kitchen features a spacious granite countertop and light cabinetry. Natural light from a nearby window brightens the space. An inset view displays a vibrant arcade area with several vintage arcade games, creating a playful contrast to the kitchen's sleek design.
Home in Ste. Genevieve
4.98 out of 5 average rating, 201 reviews

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*

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
4.89 out of 5 average rating, 115 reviews

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.

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, 166 reviews

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.

Top guest favourite
The exterior of a chalet is illuminated at night by warm string lights. Large windows reflect soft interior light, revealing a cozy atmosphere. The wooden deck is accessed by a railing, creating a welcoming entry. Trees are visible in the background, adding natural charm.
Home in Dittmer
4.96 out of 5 average rating, 581 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!

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, 159 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!

Top guest favourite
The charming Victorian house features a distinct architectural style with decorative trim and a welcoming front porch. A small yard is visible, along with a neighboring shed, and a gravel path leads to the porch steps, surrounded by lush greenery.
Home in Mascoutah
4.96 out of 5 average rating, 475 reviews

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.

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, 684 reviews

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.

Top guest favourite
A charming brick cottage is situated along a brick-lined street, adorned with vibrant greenery and flowering plants. The entrance features a light green door framed by lush plants, while large windows provide a glimpse of the inviting interior.
Cottage in Belleville
4.96 out of 5 average rating, 553 reviews

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.

Top guest favourite
The historic log cabin features a traditional wood exterior, accented by a sloped roof and a welcoming front porch. Two rocking chairs and vibrant flower pots are positioned at the entrance, set against a tranquil landscape. Soft lighting enhances the inviting appearance as dusk approaches.
Cabin in Ste. Genevieve
4.98 out of 5 average rating, 217 reviews

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.

Top guest favourite
The living area features a stone fireplace with a mirror above it and a large television on a console. Two seating areas include a patterned armchair and a light-colored sofa, complemented by natural greenery and soft lighting. Open access to the dining area and kitchen is visible.
Townhouse in Belleville
4.88 out of 5 average rating, 234 reviews

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.

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
4.97 out of 5 average rating, 146 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.

Popular amenities for Baldwin holiday rentals

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  2. United States
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  4. Randolph County
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