
Holiday houses in Ashland County
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Top-rated holiday rentals in Ashland County
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The Acorn of Little Sand Bay Dog Friendly
Modern, rustic, Aframe cabin on 10 wooded acres; beautiful, simple décor, fully equipped kitchen, all appliances, glass stove top, airfryer oven, filtered H2O/ice maker. Enjoy a luxurious bathroom, with a heated tile floor, walk-in shower. Towels, shampoo/conditioner/bodywash are provided. King bed in loft and NEW king gel memory foam bed on main floor. Smart TV, wifi. Books, games Woodstove heats the cabin perfectly in the colder months. All wood provided. There is a minisplit heat/ac unit.

Cedar Hill Retreat, King Bed, 108 Acres of Privacy
Winding up the driveway you are greeted by a home located on 108 acres of privacy, yet only 8 miles from town! This place is a clean (enhanced cleaning routine), fresh, and relaxing with breathtaking views! With enough space for a whole group or private couple getaway, this home offers the perfect opportunity to make memories lasting a lifetime. Gather around the wood stove after a long winter day full of activities available close by, or relax on the back deck watching the sun set in summer.

Superior Sanctuary: Refined Rustic in the Woods
Escape to the tranquil shores of Lake Superior in our charming retreat! Nestled within the serene Brickyard Creek Community, this modern haven offers a perfect blend of rustic elegance and contemporary comforts. Immerse yourself in nature's beauty, unwind on the spacious screened porch, and cozy up by the fireplace. Your peaceful escape awaits. • Screened Porch with Swing Chairs • Access to Beach and Hiking Trails • Smart TV & Streaming • Modern Kitchen • Boat Slip Rental Available

The Shell Cabin at Rockhound Hideaway
An outdoor enthusiasts dream awaits at Rockhound Hideaway's Shell Cabin, with opportunities for hiking, biking, fishing, boating and everything in between. Take in the views from your back deck, relax around the bonfire, enjoy walk to Lake Superior, hike or snowshoes the North Country Trail to waterfalls or take a day trip to the Porkies. Don't forget to visit Downtown Ironwood and experience its charm for yourself. Amazing star gazing and Northern Lights potential! 420 Friendly for 21&up.

Norrsken Scandinavian Cottage
The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.

Parker Creek Tiny House
Come stay on our hobby farm with us! We are in a great central location to multiple hiking trails and gorgeous falls. We have had many guests visit the sea caves in Cornucopia, spend the day in Bayfield, or hike the Porcupine Mountains. We also are only a few miles from the ATV trails if you would rather spend the day riding the trails. We have multiple places to mountain bike or kayak. We have more things to do listed in our details section! Feel free to message me with questions.

Hot Tub • Fireplace • Dog Friendly •Big Powderhorn
My place is located at Big Powderhorn Ski Resort and close to Lake Superior, family-friendly activities, great views, restaurants and dining. You’ll love my place because of the location, the ambiance, the outdoor space, and the neighborhood. My place is good for couples, solo adventurers, and families (with kids). Dog friendly! Outdoor Hot Tub! Wood burning Fireplace with wood supplied! Great cell service! TV, Cable, Roku, WIFI....great entertainment! Washer/Dryer

"Bakery Bungalow" -Sweet Accommodations & Nature !
Completely remodeled from head to toe! Located within half mile of trail system, 2 miles from historic downtown shops, on the outskirt of town (Ironwood Township=great drinking water) minutes from Big Powderhorn Mountain & Copper Peak, walking distance to Gogebic College & Mount Zion, 17 miles from Lake Superior, large private wooded yard with fire pit in summer, private parking, 1 stall garage if needed in winter. A light Bakery breakfast included with your stay!

Hilltop Acres - Hike-Bike-Ski-Sled-ATV-Hunt-Fish
Hilltop Acres located in Historic Montreal, WI, just 3 miles from Hurley, WI, is in a quiet location on Trimble Hill. The backyard is adjacent to acres of woods containing the Historic Montreal Ski Trails in winter. For snowmobile & ATV enthusiasts, trails are accessible from the house. Plenty of parking for trailers. Hunting, fishing, alpine skiing & golf nearby as well as the Gile Flowage, many water falls, rivers & lakes to explore!

Bayfield Rustic Yurt 2 (Terra Cotta)
Nestled in the middle of the Bayfield County Forest, this rustic, minimally maintained yurt has direct access to miles of non-motorized rec trails (mountain bike, cross-country ski and hiking). Enjoy panoramic views of Lake Superior including; Pike's Bay, four of the Apostle Islands (Madeline, Basswood, Stockton and Michigan) and the Upper Peninsula of Michigan. Come prepared to relax, unwind and explore the wonders of the north woods.

The FarmHouse
Turn of the century 4 bedroom 2 bath charming farmhouse, that has been lovingly restored. Set in Kimball WI, this farmhouse sits on 80 acres of rolling pastures and old growth hardwoods. Experience the peace and serenity when you stay in this spacious, renovated four-square farmhouse located three miles west of Hurley. Enjoy watching the wildlife activity in the apple orchard as you sip your morning coffee on the beautiful front porch.

The Saari House on the ABR Ski Trails
The Saari House is a fully updated farmhouse located on the ABR ski trails. Ski on the freshly groomed trails right out the front door. (Trail passes required.) It's a perfect location for families skiing in and out on a winter getaway or as home base for local waterfall hiking or biking. Guests will have full kitchen, bathroom with tub/shower, washer/dryer, TV with collection of DVDs, various video games and board games.
Popular amenities for Ashland County holiday rentals
Other great holiday rentals in Ashland County

Lake Park Roadhouse

White Wings Cottage 1 block from Snowmobile trails

Hot Tub • Sauna • Fireplace • Big Powderhorn

The Lookout Suite

Water Street Retreat by The Lake

*Brand*NEW*Trailside Retreat w/ Sauna+Game Room

Bay Top Lake House Spacious Lakeshore Home

Newly Built Cottage in Washburn
Destinations to explore
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- Bed and breakfasts Ashland County
- Porcupine Mountains Wilderness State Park
- Whitecap Mountains Resort
- Big Powderhorn Mountain Resort
- Blackjack Mountain - Big Snow Resort
- Apostle Islands National Lakeshore
- Lutsen Mountains
- Porcupine Mountain Ski Resort
- Tettegouche State Park
- Copper Falls State Park
- Split Rock Lighthouse
- Gooseberry Falls State Park





