
Guest house holiday rentals in Ashland County
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Ashland County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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.

Beach Front Hideaway
Attention! G maps suggested route is incorrect. From Hwy 2 - left on 36th, right on Lake Park Rd. Private beach with spectacular views. Kayaks available for a paddle out in the bay or enjoy a sunset from the deck. Also deck heaters and gas grills and a fire pit w/wood. Or Curl up with a good book in front of the indoor fireplace. TV and Wifi too, and a complimentary bottle of wine. A great retreat for 2 couples or a small group of friends. Only 8 minutes from downtown Ashland.

Glamping Cabin at Whitecap Kayak Learning Center
Your own personal cottage in the forest at Whitecap Kayak Learning Center, a base camp for local kayak guiding and instruction. During the kayak season, our guides stay here. In the off season, we can share it with new friends. You will find a cozy and warm spot in the forest. Expect a small walk to the bathrooms, showers, and running water. You can snowshoe around the property, ski at many local trails or Mt Ashwabay, and enjoy life in the beautiful Washburn and Bayfield area

The Lookout Suite
This newly renovated guest house studio w/ kitchenette has a private 2nd fl entrance and outdoor wraparound deck to enjoy the tree tops. House is located on same property as owner. This is a separate outbuilding that you will have all to yourself. Complete kitchenette, stove, fridge, and grill, hammock, outdoor seating, and private spaces to enjoy. Kick back in this calm and cozy space. Dogs are welcome :) There is a friendly Chesapeake Bay Retreiver on the property.

Seclusion in the Pines - A Hidden Gem in Bayfield
Rittenhouse Pines Cottage is a one-of-kind rental! It's a secluded getaway overlooking a ravine surrounded by towering pines. And it's close enough (seven blocks) to all downtown Bayfield has to offer! Since it's the guest cottage adjacent to our home (although it's about 1/2 block away), our three friendly dogs are used to having the run of the place. We'll keep them close to home during your stay but if you aren't a fan of dogs, this may not be the cottage for you.

York Room
Homemade food, Whitefish Livers and quaint lodgings are what Greunke's Inn is known for in the Bayfield area (and well beyond!) This 137-year-old Historic Inn is located in the heart of downtown Bayfield. One block from Lake Superior, the Madeline Island Ferry, Apostle Islands Cruise Service and the several great shops in the downtown area.

Manitou Room
Homemade food, Whitefish Livers and quaint lodgings are what Greunke's Inn is known for in the Bayfield area (and well beyond!) This 137-year-old Historic Inn is located in the heart of downtown Bayfield. One block from Lake Superior, the Madeline Island Ferry, Apostle Islands Cruise Service and the several great shops in the downtown area.

#6 Double and Twin bed with shared bath, a/c, WIFI
Homemade food, Whitefish Livers and quaint lodgings are what Greunke's Inn is known for in the Bayfield area (and well beyond!) This 137-year-old Historic Inn is located in the heart of downtown Bayfield. One block from Lake Superior, the Madeline Island Ferry, Apostle Islands Cruise Service and the several great shops in the downtown area.

#2 Two Queen beds with private half bath.
Homemade food, Whitefish Livers and quaint lodgings are what Greunke's Inn is known for in the Bayfield area (and well beyond!) This 137-year-old Historic Inn is located in the heart of downtown Bayfield. One block from Lake Superior, the Madeline Island Ferry, Apostle Islands Cruise Service and the several great shops in the downtown area.

#4 Double Bed with a shared bath, WIFI.
Homemade food, Whitefish Livers and quaint lodgings are what Greunke's Inn is known for in the Bayfield area (and well beyond!) This 137-year-old Historic Inn is located in the heart of downtown Bayfield. One block from Lake Superior, the Madeline Island Ferry, Apostle Islands Cruise Service and the several great shops in the downtown area.

#1 Double and Twin bed, shared bath, WIFI
Homemade food, Whitefish Livers and quaint lodgings are what Greunke's Inn is known for in the Bayfield area (and well beyond!) This 137-year-old Historic Inn is located in the heart of downtown Bayfield. One block from Lake Superior, the Madeline Island Ferry, Apostle Islands Cruise Service and the several great shops in the downtown area.

#5 Queen Bed with shared bath, a/c, WIFI.
Homemade food, Whitefish Livers and quaint lodgings are what Greunke's Inn is known for in the Bayfield area (and well beyond!) This 137-year-old Historic Inn is located in the heart of downtown Bayfield. One block from Lake Superior, the Madeline Island Ferry, Apostle Islands Cruise Service and the several great shops in the downtown area.
Popular amenities for guest house rentals in Ashland County
Family-friendly guest house rentals

Norrsken Scandinavian Cottage

The Lookout Suite

Manitou Room

#6 Double and Twin bed with shared bath, a/c, WIFI

Beach Front Hideaway

#2 Two Queen beds with private half bath.

#4 Double Bed with a shared bath, WIFI.

#1 Double and Twin bed, shared bath, WIFI
Guest house rentals with a patio

Glamping Cabin at Whitecap Kayak Learning Center

Seclusion in the Pines - A Hidden Gem in Bayfield

Beach Front Hideaway

The Lookout Suite
Other guest house holiday rentals

Norrsken Scandinavian Cottage

The Lookout Suite

Manitou Room

#6 Double and Twin bed with shared bath, a/c, WIFI

Beach Front Hideaway

#2 Two Queen beds with private half bath.

#4 Double Bed with a shared bath, WIFI.

#1 Double and Twin bed, shared bath, WIFI
Destinations to explore
- Waterfront rentals Ashland County
- Rentals with a sauna Ashland County
- Hotel rentals Ashland County
- Rentals with beach access Ashland County
- Family-friendly rentals Ashland County
- Rentals with a hot tub Ashland County
- Ski-in/ski-out rentals Ashland County
- Rentals with a fireplace Ashland County
- Rentals with a firepit Ashland County
- Cabin rentals Ashland County
- Rentals with a patio Ashland County
- Rentals with an EV charger Ashland County
- Pet-friendly rentals Ashland County
- Chalet rentals Ashland County
- Rentals with outdoor seating Ashland County
- Flat rentals Ashland County
- Rentals with a washing machine and dryer Ashland County
- Rentals with breakfast Ashland County
- Apartment rentals Ashland County
- Rentals with a kayak Ashland County
- Rentals with lake access Ashland County
- Guest house rentals Wisconsin
- Guest house rentals United States