
Chalet holiday rentals in Ashland County
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Top-rated chalet rentals in Ashland County
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Big Chalet with Hot Tub on Big Powderhorn Mountain
This is it! Our place is a great place for your big family or group to ski, snowmobile or just relax. We offer plenty of room with 5 private bedrooms. We have an area of open space including a living room and kitchen that is MASSIVE. It has 2 fireplaces. A gas fireplace in the living room and if you prefer wood there is a wood one in the kitchen. Time to clean up, we have 3 full bathrooms stocked with shampoo, conditioner, soap. Then a sauna and hot tub to relax. Also a rec room Wi Fi

Rocky Pines U.P ~ Ski Area, Sauna, & Pets Allowed
Have fun with the whole family at this cozy A-frame Chalet near Big Powderhorn Ski Resort in Powderhorn Village. Perfect for exploring UP in fall. Close to all the action for Biking, Hiking, Waterfalls, Fishing, Off-Road adventures, X-country Skiing, Snowboarding, Snowshoeing, Skiing, and Snowmobiling. Chalet has 4 bedrooms - Perfect for families with children ~ 3 Queens ~ 2 Twins ~ 2 Full Bathrooms: (1 each floor) ~ Classic cedar lined Sauna on upper floor ~ Free WiFi, Cable, Telephone

Creekside Chalet | Largest Hot Tub in Western UP
Escape to Creekside Chalet in Michigan's Upper Peninsula—a spacious 2,780 sq ft retreat on 1.52 acres, perfect for groups up to 15. Blend rustic charm with modern comforts: vaulted ceilings, stone fireplace, full kitchen. 4 bedrooms plus a loft via ladder, 2.5 baths. Unwind in the largest indoor swim spa in the western UP! Access Powdermill Creek for summer plunges & picnics. Prime for snowmobiling/ATVs. Amenities: Wi-Fi, laundry, fire pit, pet-friendly. Near Lake Superior, ski resorts.

Hot Tub • Sauna • Fireplace • Big Powderhorn
Welcome to Carini Cavern, your private guest chalet designed with comfort, fun, and attention to detail. This cozy retreat is ideal for both romantic getaways and family adventures. Nestled at the heart of Big Powderhorn and just a short drive from the area's top attractions, our chalet features all the essentials, including a gas fireplace and an outdoor hot tub, blending homey warmth with the indulgence of a luxurious escape. Come unwind and enjoy a truly memorable stay at Carini Cavern.

CabinFevers2 Sauna|Near Lake Superior & Waterfalls
Cabin Fevers is your cozy UP chalet getaway with lots of beautiful and awesome things to see nearby, every day. Wake up to the peace of Michigan's Upper Peninsula, sip coffee on the back deck, surrounded by woods, and end your day unwinding in your private SAUNA or by the fire pit under the stars. Whether you're here for motorcycling, snowmobile trails, chasing waterfalls, skiing the nearby slopes, or dipping your toes in Lake Superior, Cabin Fevers UP is your perfect year-round chalet.

Swiss Chalet near Copper Peak and Lake Superior
You will love our Swiss-inspired Chalet in the Alpine Village at the Big Powderhorn Mountain Resort. The 1500 sq feet Chalet is surrounded by 0.6 acres of woods for your privacy and enjoyment of this gorgeous area. You are 5 minutes away from the ski slopes at Big Powderhorn, 15 minutes from Indianhead and Blackjack resorts, Copper Peak, numerous gorgeous waterfalls on Black River and 19 min away from the Black Harbor Pavillion and Lake Superior. This is your all season destination!

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

Hot Tub | Sauna | King Bed | AC | Pets
Welcome to Timbuktu Chalet, our Scandinavian-inspired retreat in Bessemer, Michigan. This 4 bedroom, 2 bathroom ski chalet features a private hot tub and sauna—perfect for unwinding after an active day. Just 2 minutes to Big Powderhorn, and close to Snowriver, Lake Superior beaches, and the Porcupine Mountains. Set on a peaceful micro-farm with on-site hosts, enjoy a seasonal variety of fresh eggs, jams, syrups, and local produce for purchase. Pets welcome!

Solstice
Welcome to your cozy retreat in beautiful Powderhorn Village! This inviting chalet features 2 spacious bedrooms and 1.5 bathrooms, making it the perfect getaway for small families or groups of friends. Step inside to find a full kitchen, ideal for preparing your favorite meals, along with a dining room that’s perfect for enjoying them together. The warm and welcoming atmosphere is enhanced by comfortable furnishings, ensuring you feel right at home.

Indianhead Red Lodge by Ski Resort
We are offering our vacation home to rent. It is located right down the road from Indianhead Ski Resort. Our favorite place to be! 1500 sq ft of room to spread out. A perfect rental for a large family, a couple families, or adult time away without the kids. The property sits on 5 acres of wooded land scattered with seasonal wildflowers. The property has plenty of room to park snowmobile/ATV trailers. The trails are close by.

Crossbow Chalet is in the heart of the Northwoods
Crossbow Chalet is the place to be this winter. Walking distance to Big Powderhorn Mountain and offering a free ski locker at the lodge, 10 minute ride to Big Snow Country, Blackjack Resort and Indianhead Mountain. Guests are saying the skiing is great. Chalet will be waiting after a day of skiing with a large outside deck with a hot tub and a cozy fireplace. Give us a try. We know you will enjoy your stay!

U.P Norse A-frame ~ Your Adventure Basecamp!
Located just 2 blocks from the Powderhorn lifts and a very short drive to Copper Peak and the Black River Waterfalls, this private, cozy A-frame comes complete with a fully stocked kitchen, extra large sauna shower, jacuzzi tub, gas fireplace and large back deck. Perfect for a family getaway or a ski weekend with your friends, the U.P Norse A-frame has everything you need to have the perfect stay!
Popular amenities for chalet rentals in Ashland County
Family-friendly chalet rentals

Vista View

CabinFevers1 Sauna|Near Lake Superior & Waterfalls

Hillside Haus

Pine Haven

Sugar Pine
Luxury chalet rentals

Poleski

Top Notch

Pepin Retreat @ Brickyard Creek, Bayfield

Slideaway

Skyward

Starwood

Holiday Haus

Bear Necessities
Lakefront chalet rentals

Lakefront 5 Bedroom 3 bath Northwood Chateau 1 & 3

Lakefront 3 Bedroom Getaway at Northwood Chateau 2

Entire Lakefront 10 Bedroom Chateau Sleeps 32

Mineshaft Chalets 1 at Whitecap Mountain Resort

Mineshaft Chalets 2 at Whitecap Mountain Resort

Lakefront 2 bedroom Getaway at Northwood Chateau 3

Lakefront 3 Bedroom Getaway at Northwood Chateau 1

Lakefront 2 Bedroom Getaway at Northwood Chateau 4
Destinations to explore
- Rentals with an EV charger Ashland County
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- Guest house rentals Ashland County
- Rentals with a kayak Ashland County
- Rentals with outdoor seating Ashland County
- Waterfront rentals Ashland County
- Rentals with beach access Ashland County
- Apartment rentals Ashland County
- Pet-friendly rentals Ashland County
- Rentals with a hot tub Ashland County
- Ski-in/ski-out rentals Ashland County
- Hotel rooms Ashland County
- Rentals with a sauna Ashland County
- Rentals with a washing machine and dryer Ashland County
- Flat rentals Ashland County
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- Rentals with a fireplace Ashland County
- Bed and breakfasts Ashland County
- Cabin rentals Ashland County
- Rentals with a patio Ashland County
- Rentals with breakfast Ashland County
- Rentals with lake access Ashland County
- Rentals with a firepit Ashland County
- Chalet rentals Wisconsin
- Chalet rentals United States
- Porcupine Mountains Wilderness State Park
- Whitecap Mountains Resort
- Big Powderhorn Mountain Resort
- Apostle Islands National Lakeshore
- Blackjack Mountain - Big Snow Resort
- Lutsen Mountains
- Porcupine Mountain Ski Resort
- Copper Falls State Park
- Tettegouche State Park
- Split Rock Lighthouse
- Gooseberry Falls State Park




