Vacation rentals in Hill Point

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Top-rated vacation rentals in Hill Point

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Top guest favorite

Cabin in Hill Point

4.97 out of 5 average rating, 562 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 favorite

Guesthouse in Ontario

4.96 out of 5 average rating, 322 reviews

Rustic Spring Cabin at Echo Valley Farm

Next to a spring and gardens. Glamping with electricity, wood burning stove and supplied water. Charcoal grill and fire pit available. Parking at the cabin. Non chemical port-o-let toilet is a short walk. 3 miles from Wildcat Mountain State Park and 7 miles from the Kickapoo Valley Reserve. Great for hiking and immersing in Nature. This cabin is located near another farm resident's cabin. Bakery's open on Saturdays May - October or order in advance in off season. LGBTQ owned. BIPOC welcomed.

Guest favorite

Guest suite in Loganville

4.93 out of 5 average rating, 102 reviews

Village Cozy Suite

Perfect place to land for a peaceful night of rest & away from the busyness of the Dells & other towns. It’s only a 1-2 blocks walk to some eateries. This space is attached to a garage, but doesn’t house a vehicle; only lawn care & snow removal equipment. The house next door is an Airbnb too, but they get more amenities like the backyard, & patio with the grill. This suite is a rental space for sleeping quarters; no backyard. NO OVEN, NO STOVE TOP. Pullout beds are loveseats (twin beds).

Guest favorite

Cabin in Richland Center

4.96 out of 5 average rating, 119 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

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 favorite

Apartment in Hillsboro

4.95 out of 5 average rating, 118 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 favorite

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.

Guest favorite

Home in Richland Center

4.9 out of 5 average rating, 123 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 favorite

Guesthouse in Mineral Point

4.94 out of 5 average rating, 280 reviews

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.

Guest favorite

Tiny home in Richland Center

4.96 out of 5 average rating, 185 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.

Guest favorite

Tent in Kendall

4.89 out of 5 average rating, 131 reviews

Driftless Glamping on a Bluff

Rustic camping in the Driftless Region on the top of a bluff in a 20ft. Bell Tent. Relax, without having to pack, set up camp, and tear down and put away when you get home, more time to do things you enjoy. Go trout fishing, walk or ride the Omaha Trail Tunnel, Elroy- Sparta Trail, or the 400 Trail. Necedah Wildlife Refuge, Buckhorn, Castle Rock, Wisconsin Dells, Amish scenic drive, and Wildcat State Park with canoeing down the Kickapoo River are all within 30 minutes.

Top guest favorite

Loft in Richland Center

4.95 out of 5 average rating, 110 reviews

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.