Holiday rentals in Red Bud

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Top-rated holiday rentals in Red Bud

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Top guest favourite
A cozy seating area features a brown leather sofa with two decorative cushions. Behind the sofa, a wall adorned with black-and-white photographs adds character. An open doorway leads to a bedroom area, visible in the background, enhancing the sense of space.
Home in Waterloo
4.95 out of 5 average rating, 94 reviews

The Brickhouse

Nestled right in the heart of downtown Waterloo, The Brickhouse is a cozy, eclectic getaway just blocks from all of the local restaurants, bars, and adorable shops ready to serve you. With two bedrooms, Brickhouse has one king size bed, four twin beds, and a pull out queen sized sofa to sleep up to 8 guests. Brickhouse has a kitchen stocked with all of the essentials you will need to cook meals. Other amenities include wifi, a 55' high definition TV, washer and dryer, and toiletries provided.

Guest favourite
The exterior of the tiny home is highlighted by a stone façade and a modern roof. A wooden deck features two classic Adirondack chairs, positioned against large glass doors that provide natural light and views of the surrounding grassy area.
Tiny home in Bloomsdale
4.92 out of 5 average rating, 243 reviews

Coeur de la Crème Suite at Baetje Farms

Welcome to the Luxury Tiny Homes at Baetje Farms, where comfort meets countryside. These homes will awaken your senses and enlighten your soul with the cozy, yet spacious intimate feel beneath the stars. Nestled between rolling hills of the Forche du Clos Valley and a spring feed babbling creek the tiny homes are the newest addition to Baetje Farms. Just 3 miles off Interstate-55 at the entrance to wine country, in Bloomsdale, MO, Baetje Farms is the World Renowned Goat Cheese Creamery!

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, 172 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
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, 169 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
A serene lake scene is presented, reflecting vibrant colors of a sunset. Trees line the shore, silhouetted against the sky, while their shapes are mirrored in the still water, creating a peaceful ambiance.
Cottage in Millstadt
4.94 out of 5 average rating, 144 reviews

Lodge at Pine Lake - Hot tub, lake, pets welcome

Rooted by the water. Open to adventure. A place to slow down, reconnect, and make memories that last. Relax at Lodge at Pine Lake, a private two-bedroom retreat just 30 minutes from downtown St. Louis. Enjoy a full kitchen, Sleep Number bed, Smart TV, Wi-Fi, dedicated workspace, fire pit, gas grill, outdoor shower, and a private hot tub overlooking the lake. Pet-friendly, with catch-and-release fishing and watercraft plus nearby attractions. More than 2 guests and pets extra fee.

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
4.97 out of 5 average rating, 227 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 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, 158 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.

Top guest favourite
Home in Bloomsdale
5 out of 5 average rating, 75 reviews

Private Luxury Retreat w/ Hot Tub & Fire Pit

Goforth Into Nature is a private countryside retreat in southeast Missouri, completed March 2025, designed for a peaceful, secluded getaway. Enjoy a 7-person hot tub, fire pit, and patio under the stars in a quiet natural setting—perfect for a romantic escape or weekend retreat. Inside features a queen pillow-top bed, sleeper sofa, luxury linens, rainfall shower, fully stocked kitchen, washer/dryer, and free Wi-Fi.

Top guest favourite
An open living area features high ceilings and rustic wooden beams. Two yellow armchairs with decorative cushions are positioned in front of a small floral stool. The space is brightened by natural light and includes a glimpse of the kitchen area in the background.
Home in Red Bud
4.97 out of 5 average rating, 33 reviews

The Loft

This unique and spacious upstairs Loft boasts 1900 sq. ft. of historical charm. Located a couple walking blocks from restaurants, brewery/bars, coffee shop, boutiques and beautiful downtown Red Bud. Conveniently located on Route 3. Free private parking on premises at the entrance to the Loft. Programmable keyless entry. Enjoy the fully-equipped kitchen and cozy seating areas. Comfortably sleeps four.

Top guest favourite
Home in Waterloo
5 out of 5 average rating, 15 reviews

Walk to Downtown | Cozy Pink Cottage

Experience downtown Waterloo from our stylish pink cottage! Walk to restaurants, shopping, coffee, and entertainment while enjoying a full kitchen, washer & dryer, private patio with a hammock, and cozy accommodations for up to four guests. Perfect for girls' trips, couples, and weekend escapes. Looking for a little extra time? Ask about our early arrival/late checkout add-on!

Top guest favourite
Flat in Marissa
5 out of 5 average rating, 85 reviews

Guesthouse King bdr, covered porch, parking, patio

Kick back and relax in a private and stylish space. Full kitchen if you wish to cook, or several restaurants within 2-10 minutes. This is your opportunity to enjoy the privacy and time together you always wish for. Thinking about popping the question or celebrating another special milestone? Let us know and we will add the perfect extra touches to your stay!

Top guest favourite
A cozy living area features dark green walls complemented by light-colored furnishings. An inviting leather sofa and a pair of armchairs are arranged around a wooden coffee table. Natural light filters through the windows, highlighting decorative elements on shelves and a nearby console.
Home in Waterloo
4.92 out of 5 average rating, 50 reviews

Salt + Honey Cottage

Welcome to Salt + Honey Cottage! This cozy 2BR, 1BA home sleeps 7 and sits just behind Salt + Honey Bistro, a half mile from downtown Waterloo, and 30 mins from St. Louis. Pet-friendly with a fenced yard, grill, washer/dryer, and front porch rockers. Walk to shops and dining, or relax at home with outdoor seating and a peaceful neighborhood vibe.

Popular amenities for Red Bud holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Randolph County
  5. Red Bud