Vacation rentals in Hillsdale

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Top-rated vacation rentals in Hillsdale

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Top guest favorite
The great room features a tall ceiling with a modern chandelier overhead. A cozy leather Chesterfield sofa surrounds a rustic coffee table. Large windows provide views of the lake, framed by warm-toned drapes. A fireplace adds warmth, complemented by vintage decor elements on the walls.
Cabin in Amery
5 out of 5 average rating, 136 reviews

Lakefront Cabin | Amazing Views | Kayaks Wildlife

Welcome to The Backwater, a newly built architect designed year-round getaway on Pike Lake in Amery, WI. Nestled in the back of a quiet, lilypad-filled bay teeming with wildlife, our cabin is the perfect destination for guests who appreciate original design and crave a unique experience. Our amenities are luxurious, but our attitude is chill inside our comfy, creative digs full of nostalgic, vintage vibes. Come stay and play on the bay while enjoying Polk Co.! Follow along @thebackwater_wi on IG

Top guest favorite
A field stone fireplace serves as a central feature against walls constructed with natural birch logs. A stone mantel provides a surface for decorative items and creates a cozy focal point. Soft lighting from above enhances the inviting atmosphere of the room.
Cottage in Rice Lake
4.98 out of 5 average rating, 126 reviews

Stonehaven - The Birchview Suite Lower Level

The Birchview Suite lower level duplex is totally closed off from guests in upper level. It features two french doors that lead out to the large flagstone patio area, which is the main entrance. There's a full kitchen for you to prepare meals. We have a private dock 1/4 mile from the cottage and offer complementary use of kayaks, row boats, and canoes! We also have a pontoon for rent. Plenty of hiking and biking opportunities can be found on and off the resort. State Trails are also nearby.

Top guest favorite
A cozy tiny home is illuminated at night, revealing warm light from its windows. A stone pathway leads to an inviting front deck surrounded by greenery. Nearby, a decorative lantern can be seen in the foreground, enhancing the serene ambiance.
Tiny home in Saint Croix Falls
4.91 out of 5 average rating, 260 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

Top guest favorite
An outdoor entertaining area is highlighted, featuring a gazebo with a grill, a fire pit, and seating arrangements. Three kayaks are stored nearby, and the lawn is surrounded by lush greenery. The cottage has an awning above the deck, providing shade.
Cottage in Chetek
4.93 out of 5 average rating, 107 reviews

Cozy Cottage on the Chetek Chain of Lakes.

The Ager cottage is located on an island in the Chetek Chain of Lakes. 1 bedroom with queen bed, kitchen, futon, garage, dock. Causeway to the island. Nearby beach, airport, dog park, 2 miles to downtown Chetek. Boating, fishing, hiking, skiing, snowmobiling. Secluded cabin, sleeps 4 guests, but you have to like each other a lot. Wildlife viewing. Bald eagles, deer, otters, heron, wood ducks, muskrat, rabbits, turtles, frogs. Three kayaks, a Grumman canoe and two bicycles are available.

Top guest favorite
A quaint cottage is illuminated at night, showcasing its rustic wooden exterior and sloped roof. Soft lighting highlights the entrance, leading up a set of wooden steps surrounded by vibrant foliage and stone landscaping, against a backdrop of a deep blue twilight sky.
Cottage in Glenwood City
4.96 out of 5 average rating, 204 reviews

Cozy Farmstead Cottage Getaway

The cottage is located on our 80 acre farmstead in the bucolic rolling hills of Western Wisconsin just over an hour from the Twin Cities. Relax, create, or dream in this peaceful setting. Cherish time with loved ones. Hike along the creek, woodlands and fields. Enjoy the plentiful birds and wildlife. Bring your bike in the summer, and snow shoes in the winter. Cozy up to the wood stove with a hot beverage. Work remotely with our high speed WiFi. We welcome up to two dogs for an additional fee.

Top guest favorite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 411 reviews

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Guest favorite
A wooden staircase leads down to a grassy area by the water's edge. The scene includes two kayaks in orange and blue, along with seating areas consisting of loungers and chairs. Tall trees provide partial shade, with the serene lake visible in the background.
Cabin in Luck
4.94 out of 5 average rating, 127 reviews

Family Escape On The Lake!

Your private family lake escape! Fully updated, tranquil and relaxing, yet modern. Relax and enjoy the lake from the deck or picnic areas. Cast a line from the dock or hop in the provided kayaks or mini pontoon! Enjoy a warm bath in the new jacuzzi tub & breathtaking double-shower, then cozy up to a movie in front of the electric fireplaces! BBQ grill & flat top included. Large loft w/ 2 queen beds & master bedroom w/ king. Perfect for priceless family memories on the lake. Fiber internet, too!

Top guest favorite
The open living area features large floor-to-ceiling windows, allowing natural light to fill the space. A modern kitchen with stainless steel appliances is complemented by wooden cabinetry. Comfortable seating arrangements include a sleek sofa and a chair, arranged around a glass coffee table.
Cabin in Frederic
5 out of 5 average rating, 286 reviews

Nordlys Lodging Co. - MetalLark Tower

Perched high among the trees with breathtaking views of the hidden lake and wildflower meadows, MetalLark Tower is the perfect getaway. This two-story, 800 sq.ft. cabin has one king bed, one hide-away bunk bed, and one bathroom. We put the living area high up on the second floor to give our guests a bird’s eye view. Floor to ceiling glass brings the outdoors inside, and each season brings its own unique perspective. Staying in MetalLark tower is truly a one-of-a-kind experience.

Top guest favorite
An outdoor area is visible with a large circular firepit surrounded by gravel. A covered porch is seen with several seating options, including two rocking chairs. The cabin's green exterior and weathered stone accents provide a rustic setting against a backdrop of trees.
Cabin in Wheeler
4.98 out of 5 average rating, 170 reviews

Kamshire Valley (Main Cabin)

25 minutes from Menomonie (UW-Stout), 45 minutes to Eau Claire, 1 hr 15 minutes to MN. Kamshire Valley's Main Cabin offers an abundance of wildlife viewing, an inviting large brick patio and firepit, miles of trails for snowshoeing, hiking and cross-country skiing. Has 1 bedroom with Queen bed; If you need more rooms we have 2 additional rustic cabins (air, heat-no bathroom) that are available for additional $50/ cabin/night. The best nature has to offer, bring your camera!

Guest favorite
A warm and inviting living area features a gas fireplace surrounded by natural stone. Large windows illuminate the space, providing views of the lake. A futon and a sofa offer comfortable seating. A patterned area rug adds texture to the wooden flooring.
Cabin in Chetek
4.91 out of 5 average rating, 137 reviews

Huber Cottage - Lakefront Cabin w/Dock and Beach

Prime location on the main part of Lake Chetek, the most popular lake in the Chetek chain,. Enjoy the convenience of shops and restaurants within walking distance without losing the true "cabin on the lake" experience! Enjoy access to the public beach next door or take your boat for a cruise through the famous Chetek chain of lakes; tie up your boat on our private dock when you're ready to hunker in for the night. An outdoor firepit is also available for s'more makin'!

Guest favorite
A wooden picnic table with attached benches is situated on a grassy area, surrounded by mulch. Two blue chairs are positioned nearby. A grill is partially visible to the right. The lake is seen in the background, with a dock extending into the water.
Cabin in Cameron
4.93 out of 5 average rating, 125 reviews

Cabin 2 - Northwoods themed 1 BR, lakefront cabin.

Relax in this cozy lakefront cabin. This north woods themed cabin is perfect for a couple looking for a weekend or week-long getaway. The cabin includes a fully stocked kitchen, a 3/4 bathroom and a separate living area. Relax outside on the attached, covered deck or walk 30 feet to your own dock. Bring your boat and enjoy all that the Chetek Chain of Lakes has to offer. Or rent one of our pontoons by the hour or by the day.

Guest favorite
A log cabin is framed by lush greenery, with a driveway leading to two garage doors. A pathway of stones meanders through well-kept grass, while shrubs and small plants decorate the front yard. The cabin features a covered porch, creating a welcoming entrance.
Chalet in Turtle Lake
4.91 out of 5 average rating, 100 reviews

Turtle Lodge on Upper Turtle Lake

Beautiful Log Cabin 90 minutes from the Twin Cities and steps away from prime recreational/fishing lake. Enjoy the deck overlooking lake and fire pit. In the evenings, enjoy dinner on the deck, tell stories around a campfire, savor s'mores and listen to the loons. The dock is out of the lake from Oct 1st until the week before memorial weekend. Only minutes from the ATV and Snowmobile Trails. Pontoon rental not available.

Popular amenities for Hillsdale vacation rentals

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  2. United States
  3. Wisconsin
  4. Barron County
  5. Hillsdale