
Holiday houses in Hillsdale
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Top-rated holiday rentals in Hillsdale
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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

Amazing views, remodeled basement, pontoon to rent
Come experience the great Northern Wisconsin. We are located 5 miles from town, sitting on a dead-end road, with public access <1 minute away. It is a quiet place perfect for retreats, family gatherings, romantic getaways, or simply a vacation with friends/family. Several restaurants and bars either a boat or car ride away. This four-season home is the perfect location whether you are looking for a quiet weekend escape, or to fill your weekend with outdoor activities. *PONTOON FOR RENT ON-SITE*

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!

The Bunk House Lakefront Cabin in Birchwood, Wi
Newly remodeled Lakeside Cabin on beautiful, spring fed, Spider Lake chain. The cabin is 4 season with 3 bedrooms and 2 bathrooms. Enjoy brand new stainless steel Fridgaire Gallery appliances with a view of the lake from every window! Feel free to use the 2 person Canoe and three childrens Kayaks to explore the crystal clear chain of 6 Lakes. 75% of the lake is Ntl. Forest making it one of the most peaceful and quite lakes around. Great Crappie, Blue Gill, Bass and Northern fishing. ENJOY!

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**

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.

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!

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.

Star Gazing Glass House 4 Season with Hot Tub
This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

Cabin 2 - Northwoods themed 1 BR, lakefront cabin.
Relax in this cozy, newly remodeled, 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.

Downtown Abbey - One of kind apt. with lake view.
One of kind stay! Perfect for two couples or a large group. Two bedrooms have queen beds and a back bunk room has 3 twin size and 1 full size bed. Big kitchen/living room area. There is a unique 4 seasons room with hammocks in the center of the apartment that is smoker friendly. Right downtown and above a friendly pub. We keep the bunk room locked and unlock it with 5 people or more. If you need access to it reach out and we can discuss. Thanks!
Popular amenities for Hillsdale holiday rentals
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