Holiday houses in Plain

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Top-rated holiday rentals in Plain

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Top Guest favourite

Cabin in Hill Point

4.97 out of 5 average rating, 561 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.

Top Guest favourite

Guest suite in Spring Green

4.91 out of 5 average rating, 167 reviews

Spring Green River Pines

Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.

Guest favourite

Cabin in Richland Center

4.96 out of 5 average rating, 117 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!

Superhost

Guest suite in Spring Green

4.79 out of 5 average rating, 196 reviews

River Valley Retreat

Enjoy your stay in the Spring Green Area! This private apartment in the lower level of our home is located on the edge of town - close to everything you're here to see! This space provides a home-like feel while you tour the area. Offering a one bedroom (queen bed) with the ability to sleep up to 4 more people (2 on sectional sofa and 2 on air mattress), plus a loaded kitchenette (no stove), dining area, bathroom, extra space for gaming (includes a free arcade and foosball) and private patio.

Guest favourite

Tiny home in Richland Center

4.98 out of 5 average rating, 108 reviews

Mighty Pine Cabin w/Sauna-Dog Friendly

We welcome you to Ridge & Valley Hospitality where our overall goal is to create a place of rest and relaxation. We use beautiful design aesthetics and intentional planning to weave together a property that will clear your mind, and stimulate your senses. Connect with nature in the phenomenal Driftless Area of SW Wisconsin or drive to any number of great attractions from this central location including the House on the Rock, Taliesin, Devil’s Lake Park, and more. Bring your canine companion too

Guest favourite

Farm stay in Plain

4.95 out of 5 average rating, 227 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

Cabin in Avoca

5 out of 5 average rating, 209 reviews

Cool quiet country cabin on boulders and 120 acres

Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.

Top Guest favourite

Guesthouse in Spring Green

4.95 out of 5 average rating, 130 reviews

Teacher’s Lounge

One bedroom suite within walking distance of downtown, beautiful Spring Green, WI. Enjoy small town living at it's best. Free Wi-fi and Chromecast TV. A/C, kitchen, & full bath. Easy parking, & access to parks, village pool, & many shops, restaurants & bars. A few miles from APT, Taliesin, House on The Rock & Gov Dodge. Pets <50 lbs welcome, they are not allowed on ANY furniture, if evidence is found of such, you’ll be charged for replacement of damaged property. $25/animal fee per visit.

Top Guest favourite

Tiny home in Darlington

4.99 out of 5 average rating, 399 reviews

The Bower, Farm Stay

Thank you for checking out The Bower at Arbor Crest Acres! We would be happy to host you! We are headed into our 6th year hosting and have enjoyed it so much! The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The Bower is just inside the property on the edge of the woods. We invite you to explore the property and enjoy the animals. The west end of the land over looks town and is a great place to watch the sunset and the goats graze.

Top Guest favourite

Home in Spring Green

4.96 out of 5 average rating, 127 reviews

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock

Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

Guest favourite

Cabin in Lone Rock

4.97 out of 5 average rating, 189 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!

Top Guest favourite

Apartment in Spring Green

4.92 out of 5 average rating, 205 reviews

Suite in Heart of Downtown Spring Green

Quaint apartment in historic building in downtown Spring Green. Once a 1930's grocery, building houses a one bedroom suite with full kitchen, living area with sectional, one bedroom with queen bed, one bath. All in the immediate downtown area. Free wi-fi, streaming TV. Private entry at rear of building. Sleeps two, but could sleep additional person on sectional. The apartment is downtown with a business on each side and an apartment above, so expect some noises.