Vacation rentals with outdoor seating in Richland County

Find and book unique accommodations with outdoor seating on Airbnb

Top-rated accommodations with outdoor seating in Richland County

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Tiny homes in Richland Center

4.91 out of 5 average rating, 263 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

Bungalow in Richland Center

5 out of 5 average rating, 281 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 favourite

Home in Viola

4.98 out of 5 average rating, 130 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 favourite

Cabin in Muscoda

4.94 out of 5 average rating, 36 reviews

Somewhere Together

Iconic A-Frame cabin nestled on 8 acres of towering pines, just one hour west of Madison. Treat yourself to a few days of total relaxation at this intimate and charming retreat. Fish, canoe or kayak on the WI river (recommendations available). 4,000 acres of DNR land across the street. Wake up for breakfast at Vickie's Cafe (a MUST), enjoy a wine tour and tasting at Wild Hills Winery, or just unplug and snuggle in at home, with lazy morning coffee on the deck & a campfire under the stars.

Guest favourite

Home in Richland Center

4.96 out of 5 average rating, 48 reviews

The House in the Valley

Bring the whole family to this beautiful house in the middle of nature. The house is surrounded by a forest, which contains a rock formation great for a hike. The house has a lot of room and filled with activities. Inside you will find a fully equipped kitchen, dinning room and a gorgeous living room. The basement contains a bar area with a pool table, Foosball table, ping pong table, sauna and an outdoor hot tub. A bonfire area is located in the back of the house, burning wood included.

Guest favourite

Home in Richland Center

4.95 out of 5 average rating, 247 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 favourite

Cabin in Richland Center

4.9 out of 5 average rating, 141 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 favourite

Tiny homes in Richland Center

4.96 out of 5 average rating, 163 reviews

Dog Friendly-Walnut Cabin w/Sauna

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 favourite

Cabin in Lone Rock

4.98 out of 5 average rating, 157 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 favourite

Farm stay in Cazenovia

4.95 out of 5 average rating, 143 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 favourite

Cabin in Boscobel

4.94 out of 5 average rating, 158 reviews

Hilltop Hideaway, Cabin in the Driftless Area

Comfortable Amish built cabin located in the Driftless Area of Southwest Wisconsin, close to area towns but still in a private setting. We are close to many area attractions including the Wisconsin River, House on the Rock, Frank Lloyd Wright's Taliesin, The American Players Theater, Wisconsin Dells, and much more! The cabin is an ideal place to relax for both couples or families who would like to escape the city and spend some time in nature.

Guest favourite

Farm stay in Hill Point

4.98 out of 5 average rating, 100 reviews

Ridgetop Retreat

Enjoy the natural beauty of the Driftless Area in Richland County Wisconsin. This is a well-appointed, four season country farmhouse on a fully operational farm. The access to the Richland County snowmobile trails is less than 5 miles away. Goats and chickens are out your front door. Deer, turkey, and other wildlife are in abundance. All county and township roads are open to UTV traffic. Enjoy tranquil star-filled skies all year long!