Vacation rentals with outdoor seating in Richland County

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Top-rated outdoor seating rentals in Richland County

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Guest favorite

Cabin in Hill Point

4.97 out of 5 average rating, 501 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 favorite

Cabin in Richland Center

4.97 out of 5 average rating, 93 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!

Guest favorite

Tiny home in Richland Center

4.91 out of 5 average rating, 262 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 favorite

Bungalow in Richland Center

5 out of 5 average rating, 276 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.

Guest favorite

Home in Viola

4.98 out of 5 average rating, 127 reviews

TerraVista House in Driftless Wisconsin

Nestled in SW Wisconsin and the driftless area , this spacious house will let you relax while enjoying the rolling hills. Comfortably sleeps up to 15 with open space to play and places to chill. This house is close to public hunting and fishing, ATV friendly roads ( your own machines), snowmobiling, and an active farming area. Cook family meals in the large kitchen, dining area, or simply enjoy the country peacefulness. TerraVista House is inspected and licensed by the state of Wisconsin.

Guest favorite

Home in Richland Center

4.95 out of 5 average rating, 242 reviews

Gramps Getaway

Gramps Getaway is a spacious 3 bedroom 2 Bath home five minutes from Richland Center, Featuring a new Amish made kitchen and lots of open spaces. Located on a quiet Lane, enjoy hiking, bicycling, or simply enjoy the quietness of country life. Gramps Getaway is a family friendly, all on one level home, You will enjoy the comfy gas fireplace in the Sun Room We have a gas grill on the back deck, lots of yard to roam and a life size Checker board and fire pit area for your enjoyment!

Guest favorite

Cabin in Richland Center

4.9 out of 5 average rating, 140 reviews

The Driftless Escape! Modern, large cabin/57 acres

Nested in between 2 valleys is this abundant log cabin next to a stream. WI river: fishing, tubing, canoeing, water sports 10 min away. Nearby: trout fishing, hiking, cross country skiing, sledding, snowmobiling, wine tasting tours, historic towns and sights. Note some photos are of the surrounding area/opportunities. The 2150 square foot home boasts a fireplace enhanced by a 2 story rock faced chimney, an expansive wrap-around porch, a master suite, and a generous great room.

Guest favorite

Tiny home in Richland Center

4.95 out of 5 average rating, 155 reviews

Dog Friendly-Walnut Cabin Getaway

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, Devil’s Lake Park, and more. Bring your canine companion as well, there is acreage to roam.

Guest favorite

Home in Richland Center

5 out of 5 average rating, 54 reviews

4 bedroom, 3 bath home with amazing ridgetop views

Richland Ridges is a 4 bedroom, 3 bathroom private residence that can easily accommodate 8 people. The farmhouse has ample room (1,800 sq. feet) and is conveniently located in the country yet only a few miles west of Richland Center. The property offers breathtaking ridgetop views. Enjoy the secluded, natural setting, spectacular views, beautiful sunrises, sunsets and wildlife. Plenty of outdoor spaces include an enclosed porch, covered patio, front porch and fire pit seating.

Guest favorite

Cabin in Lone Rock

4.98 out of 5 average rating, 149 reviews

✧Driftless Chalet✧ Secluded cabin on 5 acres

Welcome to Driftless Chalet! The wonders of the Driftless Area lie just outside your window. Located on 5 wooded acres just past Spring Green, make this cozy cabin (with fast wifi, heat and A/C!) your HQ as you explore American Players Theater, House on the Rock, Taliesin, state parks, the WI River, wineries and more. Watch for deer and birds while sipping coffee on the porch, roast marshmallows over the campfire, bust out the board games and make lifelong memories!

Guest favorite

Farm stay in Cazenovia

4.96 out of 5 average rating, 141 reviews

Driftless area farmhouse with silo tower

BEAUTIFULLY RESTORED CLASSIC FARMHOUSE STYLE WITH A SOPHISTICATED FLARE. NESTLED IN THE DRIFTLESS AREA, THIS HOME COMFORTABLY SLEEPS 8-10. EACH ROOM IS DESIGNED TO FLOW TOGETHER, YET HAS ITS OWN DIFFERENT STYLE. THE SILO TOWER HAS 3 LEVELS AND THE VIEW FROM THE TOP IS BREATHTAKING. ENJOY A GOOD BOOK, A GLASS OF WINE FROM ONE OF THE MANY NEARBY WINERIES, A CUP OF COFFEE OR JUST RELAX AND ENJOY THE VIEWS. THIS HOME IS DESIGNED TO ENJOY FAMILY TIME AND RELAXATION.

Guest favorite

Home in Muscoda

5 out of 5 average rating, 50 reviews

Cler's Valley View

Experience the sights, sounds and smells of Wisconsin's Driftless Area in a secluded four bedroom, two bathroom home. The home sits on 70 wooded acres with marked hiking trails. There is easy access to ATV/UTV routes and snowmobile trails. Richland, and surrounding counties, have many miles of world class trout streams waiting for anglers to explore. The Wisconsin River offers opportunities for kayaking, canoeing and fishing within a few miles of the home.