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Holiday houses in Richland Center

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Top-rated holiday rentals in Richland Center

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A rustic cabin is surrounded by lush greenery, showcasing a spacious front porch with multiple wooden chairs and a swing. An outdoor fire pit is surrounded by seating, creating an inviting space for gatherings. A shaded gazebo adds to the outdoor comforts.
Cabin in Hill Point
4.97 out of 5 average rating, 568 reviews

Big R's Retreat Secluded and located in Nature

Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.

Guest favourite
The exterior of a wooden log cabin is showcased, featuring a steeply pitched roof and large windows that allow natural light to enter. Surrounding greenery is visible, and flower pots are placed at the base of the cabin, adding a touch of nature to the entryway.
Cabin in Richland Center
4.96 out of 5 average rating, 121 reviews

Tree Bear Cabin, on a 67 acre Tree Farm

Step away from the demands of life into this hidden gem. Tree Bear Cabin is a 100% real wood log cabin above the bustle of town, nestled among a 67-acre tree farm. Enjoy the quiet of the forest, and the cozy cabin interior. Play games on the wide lawn, explore the trails throughout the property, and make the most of your trip with our noon check-in time and 4 pm check-out times! Activities close by include fishing, kayaking, hiking, wine tasting, UTV Tours, and visiting local shops & Orchards!

Top Guest favourite
A remodeled country farmhouse is situated on a spacious lawn surrounded by greenery. The building features a pitched roof and a large deck extending from one side, inviting outdoor relaxation. Bright blue skies with wispy clouds create a picturesque backdrop.
Home in Muscoda
4.95 out of 5 average rating, 319 reviews

Century Old Charming Farmhouse Atop Rolling Hills

All Season fun! A place to get out in the fresh air, sit by the campfire, & gaze at the stars. Fish the many TROUT streams nearby. Hike, bike, and horseback trails at Ash Creek Forest. WI River-4 miles away. Wild Hills Winery - right next door! Richland Center offers a Drive-in, Pine River Trails & Kayaking, beautiful parks, aquatic center, 18 hole disc golf course, books, coffee shop. Eagle Cave is a fun,brief, tour -10 miles away. *NOTE: NO PETS, NO SMOKING! **WE ARE 1 Hour from the DELLS!

Guest favourite
The exterior of the round yurt-style cabin is partially surrounded by lush greenery, with a wooden deck featuring a small seating area. A brick patio includes a built-in fire ring and a charcoal grill, creating a cozy outdoor space for gatherings.
Tiny home in Richland Center
4.91 out of 5 average rating, 276 reviews

Little Round Cabin on the Pine 2 - The "Pine Cone"

The 250 square foot "Pine Cone" is a one room, round yurt-style cabin located on our 8 acre property. We border the Pine River in Richland County, center of the beautiful Driftless region of southwest Wisconsin. Perfect for a quiet, nature-based retreat, we are less than four hours drive from Chicago, Milwaukee, and the Twin Cities. Staying with us supports our nonprofit, My Renewed Hope, which assists those living with or recovering from cancer. Read on for more info about the space and area.

Guest favourite
A cozy bedroom features wooden paneling and a high ceiling. A spacious bed is dressed in neutral tones, while a vintage-style entertainment center is situated beside it. Decorative plants and a framed artwork add a touch of warmth to the space.
Apartment in Soldiers Grove
4.83 out of 5 average rating, 199 reviews

Knotty Pine Rental - Rolling Ground

Knotty Pine Rental is in the heart of all that the Driftless Area has to offer with small town hospitality. Enjoy the days hiking, fishing, visiting local flea/farmers markets, apple orchards, strawberry picking, utv trails, and so much more. We offer free wifi, cable television in the great room, as well as the bed room, small variety of family games, and a deck to enjoy the sunsets. We have a large yard area, lots of parking, and the option to enjoy some taste food at the bar and grill below.

Guest favourite
A charming red cabin is nestled among lush greenery, showcasing large windows that invite natural light. A white porch with comfortable seating overlooks the well-maintained yard. A red barn is visible in the background, surrounded by grass and trees.
Farm stay in Plain
4.95 out of 5 average rating, 230 reviews

Grateful Farms Cabin: Hills, Creek, Gorgeous Views

Fully-renovated 1890s cabin located on a 60+ acre farm just north of Spring Green. The cabin has radiant floor heat, is air conditioned, has a small kitchenette, bathroom with shower, and wireless internet. The farm has a barn from 1895, a main home built in 1923, apple trees, hiking trails, creek with a swimming hole, and a large hill with marvelous views. Make this your private weekend cabin or a longer-term retreat. Farm powered primarily by a large solar array atop one of the barns.

Top Guest favourite
A modern living area features hardwood floors and large windows allowing natural light. An olive green sofa is flanked by light-colored chairs and a wooden side table. Decorative vintage posters adorn the walls, alongside a bookshelf filled with various items.
Apartment in Hillsboro
4.95 out of 5 average rating, 121 reviews

Yuba State Bank Apartment

The Yuba State Bank Apartment is the lower front apartment in a 4-unit commercial brick building. The historically renovated space has a mix of old and new, with hardwood floors, large storefront windows, a full kitchen and bathroom, and the bank vault off one of the two bedrooms. The apartment is located in the quaint village of Yuba (pop. 53), which is the smallest incorporated village in Wisconsin, 15 minutes (11 miles) from Hillsboro. You can grab a drink and meal next door at Louie's Bar.

Top Guest favourite
A modern kitchen and dining area are showcased, featuring wooden beams overhead and elegant cabinetry. A dining table is set for four, and stainless steel appliances are visible. Warm lighting casts a glow, creating a welcoming atmosphere in the space.
Bungalow in Richland Center
5 out of 5 average rating, 312 reviews

GloryView Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.

Top Guest favourite
A rustic cabin features wood siding and large windows, providing natural light. A welcoming porch with railings extends across the front, overlooking a grassy area. The surrounding landscape includes blooming trees and a hint of outdoor equipment nearby.
Farm stay in Ontario
4.94 out of 5 average rating, 271 reviews

Rustic cabin in an orchard at Echo Valley Farm

Rustic cabin near Wildcat Mountain State Park and Kickapoo Valley Reserve. A quiet place to disconnect, hike, and enjoy the Driftless. The cabin has electricity, supplied water and a non chemical port-o-let, a heater, wood stove (we supply all indoor wood), fire pit and charcoal grill. Our Bakery is open Saturday-Sunday 9-4, May -October or order in advance off season. Short walk from parking to the cabin; we will transport your gear if needed. Enjoy our trails! LGBTQ owned. BIPOC welcome.

Guest favourite
Home in Richland Center
4.9 out of 5 average rating, 126 reviews

The Sweet Suite

The Sweet Suite is an upper duplex unit. We are located in the middle of the Driftless Area known for its scenic beauty and charm. A comfortable country atmosphere ideal for relaxation. We welcome traveling nurses! Feel free to inquire about a longer stay. The distance is: 8 miles to Richland Hospital in Richland Center 19 miles to Muscoda Health Center in Muscoda 24 miles to Gundersen St Joseph's Hospital in Hillsboro The location is also ideal for hunters and other sports enthusiasts.

Top Guest favourite
An outdoor fire pit area is surrounded by blue adirondack chairs, set on a gravel circle. Lush green hills and trees form a scenic backdrop under a partly cloudy sky. Colorful flowers line the pathway leading from the house to the fire pit.
Home in Richland Center
5 out of 5 average rating, 115 reviews

Twin Pines Ridgetop Home

All new renovated home atop a beautiful bluff in the Driftless Area. This house is set perfect for some of the most beautiful views in the area. Enjoy a cup of coffee around the gas fire pit on the front porch overlooking the the valley. Then transition to the back porch at night for more great views around the campfire. Everything about this house and the area will make you want to stay longer. Come stay at Twin Pines! ●41 miles from Wisconsin Dells ●42 miles from Devils Lake State Park

Top Guest favourite
A functional kitchenette is equipped with teal cabinetry and open shelving, displaying dishware and decorative items. A countertop holds a coffee maker and a compact refrigerator. Natural light enters through a window above the sink, illuminating the space.
Tiny home in Richland Center
4.96 out of 5 average rating, 190 reviews

Walnut Cabin w/Sauna-Dog Friendly

We designed this space for a cozy getaway. The overall goal of the design was a connection with nature and with the one you love, highlighting the beauty of the Driftless region. Use the onsite sauna or outdoor tub for a unique experience. Connect with nature in the Driftless Area of SW Wisconsin, drive to one of the attractions from this central location including the House on the Rock, Taliesin, Devil’s Lake Park, and more. Bring your canine companion as well, there is acreage to roam.

Popular amenities for Richland Center holiday rentals

Quick stats about holiday rentals in Richland Center

  • Nightly prices starting at

    Richland Center holiday rentals start at $105 NZD per night before taxes and fees

  • Verified guest reviews

    Over 600 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Richland Center rentals

  • 5 Average rating

    Richland Center stays are highly rated by guests—averaging 5 out of 5!