
Holiday houses in Hillsdale
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Top-rated holiday rentals in Hillsdale
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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.

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!

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!

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

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!

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.

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.

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!

Grey Chalet in the Woods
This newly built 1000 square foot chalet, inspired by Swiss architecture, is located just over an hour east of the Twin Cities or twenty miles north of Menomonie, Wisconsin. Relax and enjoy a secluded residence in the woods. The chalet is located next to a 200-acre operational organic farm. Meander through the farm to watch certified organic beef cattle grazing, discover the artwork of beavers, and enjoy observing the geese and sandhill cranes in the air and on the water.

Maple Cottage
Come and relax at the Maple Cottage located just a few blocks from beautiful Lake Chetek. Conveniently located within walking distance to some of Barron County's best coffee shops, bakeries and ice cream. This small town has many shops of interest including antique, boutique and sporting stores - not to mention all the favorite places to eat! Cozy up on the couch in front of the fireplace, or enjoy the hammock lounge under the maple in the private back yard.

Nordlys Lodging Co. - LongHouse
Perched high on a bluff over the hidden lake, LongHouse is the perfect getaway. This one-story, 1,200 sq.ft. cabin has one king bedroom, one queen bedroom, and two bathrooms. Floor to ceiling glass brings the outdoors inside, and each season brings its own unique perspective. Traverse the bridge over a dry creek bed and enjoy water views from a large screen porch. Staying in LongHouse is truly a one-of-a-kind experience.

Lake Farmhouse Getaway | Game Room | Pet Friendly
The lake is 100 yards away. The arcade is upstairs. The fireplace is already on. Welcome to the Grenquist Farmhouse — Scandinavian lakeside retreat with kayaks, paddleboard, Marvel vs. Capcom arcade, vintage 1970s pinball & loft game room. Sound machines & blackout curtains in every bedroom. Pets welcome. Full kitchen, in-unit washer/dryer & 300+ mbps WiFi. 3BR/2BA sleeps 4. Cumberland, WI — 90 min from Twin Cities
Popular amenities for Hillsdale holiday rentals
Other great holiday rentals in Hillsdale

Echo Point | Historic Lakeside Cabin

Newer home awaiting your arrival

Sunset Deck at Pokegama

Little Cottage On Prairie

Echo Lake Cabin

4 bed home w/Hot Tub on Lake Ojaski in Chetek, WI

Lake Cabin w/hot tub and pontoon rental

Sauna on quiet lakeside A-Frame @grenwoodaframe
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