Holiday rentals in Hillsdale

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!

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.

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!

Secluded A-Frame Cabin • 13-Acre Retreat + Sauna

A cozy A-frame cabin tucked in the woods on 13 private acres along the Hay River. Deeply secluded retreat designed for slowing down, reconnecting and finding inspiration, 90 min drive from the Twin Cities. The setting offers rare privacy and a sense of calm that’s hard to come by. Spend your days paddling beneath rock formations, warming up in the wood-fired sauna, relaxing with a book by the fire, watching the wildlife go by, and experiencing a peaceful, restorative escape in every season.

Sunrise Chalet on Potato Lake - Hot Tub-Gameroom

Enjoy this newer lakeside chalet-style cabin on premier musky fishery Potato Lake. Large windows provide amazing sunrise and lake views and a shaded patio with hot tub is a great place to unwind with a cocktail or grill some burgers. Bring your boat or rent one from one of the lake’s resorts or help yourself to the 2 kayaks and stand-up paddleboards provided free of charge. The lake has 4 bar/restaurants offering plenty of dining and drinking options only a short boat or car ride away.

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**

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.

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.

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'!

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.

Slice of Paradise on Slim Lake

This cozy cabin in Stone Lake provides a true sense of the tranquil life in the Northwoods and is the perfect spot for your getaway! The cabin faces West on the charming and spring fed Slim Lake (great for swimming, recreation, and fishing). You can enjoy a morning coffee on either the deck or beautiful three season porch overlooking the water. It is a perfect spot for families and friends to make great memories at any time of the year!