Vacation rentals in Highland

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!

Driftless Region Cabin/ Stream and Sauna

Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

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.

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.

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.

Lumber Yard Cottage, a cozy retreat

The Lumber Yard Cottage is a cozy hidden retreat tucked away from the road. Within walking distance of all Mineral Point has to offer. Great restaurants on all sides of this property and wonderful shops are just up the road. The Cheese Trail and railroad museum are across the street. Enjoy the back porch with the wraparound stone wall or the lovely front porch and watch the world slowly drift by. There is a queen size bed, jacuzzi tub, gas fireplace, ac unit, full kitchenette, and wi-fi.

Back Roads Cabin Retreat

Enjoy a weekend off the grid in our rustic cabin on 30 acres of wooded serenity. Watch the sunset on the covered porch, or relax around a campfire. Feel free to explore the woods taking a hike on the network of trails. Nearby you can visit winery's, Wildcat Mountain State Park, the Kickapoo Valley Reserve and more. The driftless region is known for great fishing, scenic drives through the hills and biking. Contact us about additional camp sites on the property for larger groups.

Unwind at Driftless Pines Cabin

Kick back and relax in this calm, stylish, and recently renovated space. Driftless Pines was completely updated (including a brand new hot tub) with one thing in mind, to create an amazing cabin experience with all the proper luxuries & amenities our guests could want or need. Spend a day on the breathtaking Wisconsin River (just down the road), visit a local favorite in Vickie's Cafe or partake in a wine tasting session at the gorgeous & scenic nearby Wild Hills Winery.

Downtown Loft

This lovely, fully furnished loft is downtown Richland Center. The perfect place for a professional to live when in southwest Wisconsin on a 1-12 month business assignment. It's furnishings include a quiet patio outback with an outdoor dining area, queen sized bed in bedroom, plenty of closet space, fully functioning kitchen, washer/dryer, clean, updated, and just a short walk to the espresso shop, Occooch Books & libations, as well as other shopping and restaurants.

✧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!

Spacious Lodge on the Wisconsin River!

Our Wild River Lodge is a 4 bedroom, 3.5 bath lodge with a spacious patio overlooking the beautiful Wisconsin River. Located on 11 acres of secluded woods with 350 feet of shoreline, you can catch fish right from our shore. This is a perfect retreat for nature lovers! Located in the heart of the Driftless Region of Wisconsin, our lodge is 3.5 hours from Chicago, 4 hours from Minneapolis and 2.5 hours from Milwaukee. There's room for everyone by the river!

Home by the River

Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!