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Holiday houses in Hill Point

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Top-rated holiday rentals in Hill Point

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Top Guest favourite
A rustic cabin is surrounded by lush greenery, showcasing a spacious front porch with multiple wooden chairs and a swing. An outdoor fire pit is surrounded by seating, creating an inviting space for gatherings. A shaded gazebo adds to the outdoor comforts.
Cabin in Hill Point
4.97 out of 5 average rating, 591 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 favourite
The exterior of a wooden log cabin is showcased, featuring a steeply pitched roof and large windows that allow natural light to enter. Surrounding greenery is visible, and flower pots are placed at the base of the cabin, adding a touch of nature to the entryway.
Cabin in Richland Center
4.96 out of 5 average rating, 128 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!

Top Guest favourite
The dome structure glimmers in the moonlight, surrounded by tall trees that create a serene ambiance. A warm glow from a nearby fire pit reflects off the dome's surface, enhancing its unique design. The wooden platform adds a cozy touch to the natural setting.
Dome in Wisconsin Dells
4.97 out of 5 average rating, 169 reviews

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

Top Guest favourite
A modern kitchen and dining area are showcased, featuring wooden beams overhead and elegant cabinetry. A dining table is set for four, and stainless steel appliances are visible. Warm lighting casts a glow, creating a welcoming atmosphere in the space.
Bungalow in Richland Center
5 out of 5 average rating, 323 reviews

Glory View 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.

Top Guest favourite
A cozy cabin is perched on large boulders, surrounded by lush greenery. It features a spacious deck with railing and multiple seating areas, offering a serene view of the wooded area. The stone chimney adds character to the rustic design of the cabin.
Cabin in Avoca
5 out of 5 average rating, 221 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
An outdoor fire pit area is surrounded by blue adirondack chairs, set on a gravel circle. Lush green hills and trees form a scenic backdrop under a partly cloudy sky. Colorful flowers line the pathway leading from the house to the fire pit.
Home in Richland Center
5 out of 5 average rating, 123 reviews

Twin Pines Ridgetop Home

All new renovated home atop a beautiful bluff in the Driftless Area. This house is set perfect for some of the most beautiful views in the area. Enjoy a cup of coffee around the gas fire pit on the front porch overlooking the the valley. Then transition to the back porch at night for more great views around the campfire. Everything about this house and the area will make you want to stay longer. Come stay at Twin Pines! ●41 miles from Wisconsin Dells ●42 miles from Devils Lake State Park

Top Guest favourite
A single-level home is surrounded by a well-maintained lawn, featuring green grass and a gravel road. The exterior showcases a combination of gray siding and a welcoming porch with seating, bordered by small plants and trees.
Home in Richland Center
4.95 out of 5 average rating, 285 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!

Top Guest favourite
A recently renovated cabin is surrounded by a serene snow-covered landscape, featuring natural wood siding and large windows. In the foreground, a hot tub bubbles gently, while tall pine trees provide a wooded backdrop.
Cabin in Muscoda
4.99 out of 5 average rating, 109 reviews

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.

Top Guest favourite
The exterior of the cottage-style home features a brick facade with a stone chimney and green accents. Well-maintained landscaping includes a manicured lawn and shrubs, while the front path leads to a welcoming entrance. A clear blue sky provides a bright backdrop.
Home in Loganville
4.96 out of 5 average rating, 308 reviews

Hido House - cottage, 1 block from eateries

Enjoy a small village's most iconic home only about 30 minutes from Wisconsin Dells, Baraboo and Spring Green. This cottage-style home was built in the 1920s, and within walking distance to a few delicious eateries & bars. Visit Wis. Dells waterparks, Circus World (Baraboo), Devil's Lake State Park (Baraboo), House on the Rock (Spring Green), American Players Theater (Spring Green), Amish country (Loganville/Hillpoint), and more! We're also licensed & insured.

Top Guest favourite
The two-story cabin, framed by tall trees, features large windows that provide glimpses of the interior. A balcony extends from the upper level, and the exterior displays a combination of dark wood and natural stone elements, enhancing the cabin's connection to the surrounding forest.
Cabin in Richland Center
4.93 out of 5 average rating, 197 reviews

The Water Villa - @MillCreekCabinsWI

Overlooking a small pond and Mill Creek in the valley below, The Water Villa offers guests beautiful views of the countryside. Near the entrance of Mill Creek Cabins, The Water Villa is shielded by a large privacy fence. A sliding door opens up to reveal a pathway to the two-story cabin. The main floor features a king bed, balcony, small seating area, and fireplace. Reclaimed barn wood walls and large windows create a warm interior highlighting the outdoors.

Top Guest favourite
A serene view of the Wisconsin River is captured, reflecting soft hues of sunset in the calm water. Lush greenery lines the riverbank, creating a natural frame. Gentle ripples adorn the water's surface, enhancing the tranquility of the landscape.
Cottage in Muscoda
4.96 out of 5 average rating, 205 reviews

River's Edge Cabin, LLC

We welcome you to be our guest in our comfy, warm cabin nestled on the lower Wisconsin River. We are close to many area attractions including Frank Lloyd Wright's Taliesin, House on the Rock, American Players Theater, Wisconsin Dells, and much more! Activities include canoeing, fishing, hunting, shopping in quaint villages, or just relaxing watching the river... Our cabin is easy to get to and close to area villages but in a private setting.

Top Guest favourite
An outdoor fire pit area is surrounded by gravel, with four chairs positioned around the center. A cozy farmhouse is visible in the background, framed by lush green trees. Tiki torches are placed nearby, enhancing the inviting outdoor setting.
Farm stay in Hill Point
4.98 out of 5 average rating, 115 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!

Popular amenities for Hill Point holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Sauk County
  5. Hill Point