Holiday houses in Hillsdale

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hillsdale

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
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, 146 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 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
4.92 out of 5 average rating, 289 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 favourite
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, 209 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.

Guest favourite
Place to stay in Saint Croix Falls
4.94 out of 5 average rating, 443 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!

Top Guest favourite
The living area features a combination of light and dark furniture, with a large window illuminating the space. A real wood fireplace is positioned against a black stone wall, accompanied by a cozy seating arrangement and a textured area rug on warm wooden flooring.
Cabin in Comstock
4.95 out of 5 average rating, 222 reviews

Lakefront Lodge w/ Hot Tub, Sauna, Fireplace

Visit our updated, cedar lined cabin on Long lake! The main level has a kitchen, living area, dining area, 1 bedroom and bathroom. The upstairs has 2 bedrooms. The downstairs "game room" with darts, a foosball table, and a big screen TV. Enjoy the hot tub overlooking Long lake! Relax and detoxify in the brand new infrared sauna. Feel like you are sitting in a tree house while you enjoy the screen porch overlooking the serene lake. Cozy up by the real wood fireplace. Pets welcome for a $90 fee.

Guest favourite
A spacious yard features a mix of pink and red seating arranged around a fire pit, surrounded by trees. The house is visible in the background, showcasing a blend of brick and wood elements with large windows that invite natural light.
Home in Rice Lake
4.84 out of 5 average rating, 105 reviews

Lake Front Home on Rice Lake: Spacious 4 Bedroom

There's something here for everyone to enjoy at this 2700 sq. ft. house. A great swimming area, a dock for boats and fishing, or attractions and activities throughout the area! This 4 bedroom, 2.5 bath lake home has all of the comforts of home with a fully-equipped kitchen, cozy furnishings, free WI-FI, a laundry, and is pet friendly. With access to the lake right outside your door. No matter the season, this home is the perfect hub for outdoor adventures: hiking, ATV's, snowmobiles, and more!

Top Guest favourite
Two mid-century armchairs with red cushions are positioned facing a large window. A wooden coffee table is placed between them. Through the window, trees and the Apple River are visible, creating a peaceful natural backdrop.
Cabin in Amery
5 out of 5 average rating, 182 reviews

On River’s Bend | Apple River | Hiking | Camp Fire

Perched high on the banks of the Apple River, this timber-framed cabin offers spectacular views of the river and wildlife. We’ve spotted bald eagles, deer, ducks, geese, great blue heron, golden eagle, fox, beaver, bear and wild turkey from the comfort of the cabin. One hour from the Twin Cities, it’s the perfect cabin getaway for couples, friends, and families. Located on private acreage in Amery, WI you will be near rivers, lakes, hiking trails and all that Northern Wisconsin has to offer.

Top Guest favourite
A modern cabin is nestled among tall trees, showcasing a blend of natural wood tones and large windows that invite natural light. The surrounding landscape features green grass and a gently sloped area leading to the tree line, enhancing the cabin’s secluded atmosphere.
Cabin in Chetek
4.97 out of 5 average rating, 108 reviews

Newly Updated Cozy Lakefront Cabin On Private Lake

Tranquil cozy dog friendly cabin nestled in the woods on a peaceful private lake. True northwoods rustic feel for a romantic couples trip or escape from the city with family or friends. New plush bed & comfy recliners. 58" 4K smart TV & fiber internet. Fully stocked kitchen w/new SS appliances. Gas stove, microwave, fridge w/filtered water & ice dispenser, dishwasher, Keurig w/pods included. Abundant wildlife! No gas motors allowed on lake but pedal & row boat free to use at your own risk.

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
4.94 out of 5 average rating, 116 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, 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.

Guest favourite
An A-frame cabin is nestled among trees, with warm light glowing from its windows. Two bright orange chairs are positioned around a fire pit made of stones, providing a cozy gathering spot just outside the cabin. A spacious deck extends from the entrance.
Cabin in Colfax
4.97 out of 5 average rating, 111 reviews

A-Frame DGP | a cozy riverside cabin ~1hr from MSP

This retro, but modern A-frame cabin is tucked neatly into a wooded hillside, overlooking a peaceful river, near Menomonie, WI. ~1 hour from the Twin Cities. The space has been revived by lovers of architecture, design and the great outdoors as a quiet getaway for couples or friends looking to slow down and reconnect. Note: we do not allow parties or pets, and the property isn't suitable for children or those with mobility challenges **please read entire description before booking**

Top Guest favourite
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
4.97 out of 5 average rating, 185 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!

Superhost
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
4.9 out of 5 average rating, 147 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'!

Popular amenities for Hillsdale holiday rentals