Holiday houses in Hillsdale

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Top-rated holiday rentals in Hillsdale

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Top Guest favourite
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, 130 reviews

Cozy Modern Lake Cabin | Winter Snowshoe Getaway

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 favourite
The cabin is visually captured along a gravel driveway, showcasing a rustic exterior with wooden siding and a metal roof. Surrounding greenery includes several small trees, with a separate shed visible to the right. Clear skies enhance the peaceful setting of the property.
Cabin in Turtle Lake
4.97 out of 5 average rating, 139 reviews

The Cabin on the Marsh

Come unwind at our cabin located on a quiet country road leading to a lake. There is NO TV or WIFI, which makes your stay a perfect time to ‘get away from it all’. (Cellular service is usually good). Our guests enjoy relaxing around the fireplace, playing games or reading books. The marsh is a perfect place to watch wildlife. Keep an eye out, and you will probably see some. An ATV/snowmobile trail is not far away. There is access to the lake for fishing close by. *Not lake front* No partying!

Top Guest favourite
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, 105 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 favourite
A serene winter landscape features a snow-covered meadow bordered by frosted trees. A single person in a winter coat stands amidst the scenery, observing the tranquil surroundings. Gentle snow blankets the ground, creating a peaceful, white vista that invites exploration.
Cottage in Glenwood City
4.95 out of 5 average rating, 192 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 favourite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 379 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 favourite
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, 230 reviews

Wolf Creek Luxury Eco-Tiny Home on the Ridge

Experience our newly-built eco-friendly tiny home perched right on the edge of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, the loft or the many windows looking out over the valley. Enjoy our private electric barrel-sauna, fire-pit, gas grill, pond with canoes and kayak, Wolf Creek with 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 favourite
Cabin in Comstock
4.96 out of 5 average rating, 226 reviews

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental

We finished building this modern Scandinavian cabin in spring 2020. It’s been featured in Vogue and on Magnolia Network. The cabin sits at the end of the road on a private lot with a perfect view of sunsets over the nature side of the lake. Drive past farm fields, into the woods, and onto our private gravel road, arriving at the driveway. Watch loons, tundra swans, eagles, beavers and deer while you relax by the lake. Pontoon boat rental is available as an add on! Pets welcome for a $90 fee!

Top Guest favourite
A tranquil cabin is nestled among tall trees, with soft lighting emanating from its windows. A wooden walkway leads to the entrance, inviting guests into a harmonious natural setting. The roof features a classic red color, complementing the surrounding greenery.
Cabin in Grantsburg
4.95 out of 5 average rating, 722 reviews

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

Top Guest favourite
A single-story house is shown, featuring a large front window framed by plants and a well-kept lawn. The exterior wall is white with red trim, and the setting includes trees in the background for a natural feel.
Home in Chetek
4.91 out of 5 average rating, 142 reviews

EDBD Cozy Home

Lake across the road within view, walking distance to public beach, new Gotham sports complex and boat landing, on public snowmobile and ATV trail. Two-bedroom home all on one level with very comfortable beds. Small cabin feel within walking distance to downtown. Massage chair and 2 kayaks available for your use. High Speed Internet that can be used for working remote. Enjoy a peaceful night around a campfire or sitting next to a tiki bar. TV available in each room with Roku.

Top Guest favourite
The charming cottage exterior features wooden siding and a sloped roof with a dormer window. Flower baskets hang from the porch posts, adding color to the serene landscape. A gravel pathway leads to the entrance, framed by natural stone landscaping and lush greenery.
Cottage in Rice Lake
4.99 out of 5 average rating, 197 reviews

Stonehaven Cottages on Tuscobia Lake LLC.

The "Gatekeeper" cottage has a natural gas stone fireplace in the living room, Full size sofa sleeper, full kitchen, full bath on the main floor and a half bath in the sleeping loft. (Need to be able to climb ladder stairs to lofted bedroom). A spiral staircase leads you down to the lower level which has an additional bedroom, queen sofa sleeper in the extra living room space, and full bathroom. The lower level also has a walk out french door to the patio area.

Guest favourite
An outdoor seating area is surrounded by trees, featuring a round metal table with chairs. The cabin, characterized by large windows and a welcoming entrance, is positioned nearby, with steps leading up to the porch. A fire pit area is also visible in the background.
Cabin in Cumberland
4.86 out of 5 average rating, 185 reviews

Cozy Cabin on Kirby Lake - Stuga Wald

Enjoy the peace and quiet of this quaint little cabin on Kirby Lake. If you are looking for rest and retreat, this place is for you! The cabin is open concept with the living space, dining, kitchen, and bathroom on the main level. The loft boasts two twin beds that each pull out into a king, as well as a pull-out couch downstairs. Enjoy the tranquility of a sunset paddle, evening campfire, the call of loons, and the simplicity Stuga Wald has to offer.

Superhost
Two rustic cabins are shown, featuring dark wooden exteriors with a contrasting metal roof. Each cabin has a front porch with wooden railings and is set on a gravel surface. Lush green grass surrounds the cabins, with trees visible in the background.
Tiny home in Weyerhaeuser
4.8 out of 5 average rating, 104 reviews

Relaxing fun bunk house 1

When you need a break from trail riding the best ATV and snowmobile trails in Northern WI, hiking the beautiful Bluehills Ice Age trail, downhill skiing at Christie Mountain, or hunting and fishing...do it with us in these unique and beautiful cabins. There are three wonderful Restaurants/Bars within walking distance from the front door. Weyerhaeuser also has a wonderful park with a playground, ball fields, and a six pickle ball courts.

Popular amenities for Hillsdale holiday rentals

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