
Guesthouse holiday rentals in Ashland County
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Top-rated Guesthouses in Ashland County
Guests agree: These guesthouses 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.
ValueFamilyQuiet

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
LocationComfortHiking

Modern Private Suite w/Free Breakfast&Free Parking
FREE BREAKFAST AT MANYPENNY BISTRO! Enjoy a peaceful stay in our beautiful guest house with a view of Lake Superior and your own private entrance; offering comfort, privacy, and a relaxing atmosphere. Suite is steps away from our home and a short 5 minute walk to Bayfield. Our charming suite offers a cozy queen-size bed, an additional sofa bed and has a modern kitchenette with a coffee bar. Additionally, enjoy a full, luxurious bathroom with a shower, and a lighted faucet.
FamilyLocationCleanliness

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.
LocationLayoutBeach

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.
LocationFamilyLong stay

Beach Front Hideaway
Private beach with spectacular views. Kayaks available for a paddle out in the bay or enjoy a sunset from the deck. Also 2 bikes, fishingpoles, deck heaters, gas grills and a fire pit w/wood. Or Curl up with a good book in front of the indoor fireplace. 1 bed, 1 high end sofa sleeper. TV and Wifi, and a complimentary bottle of wine. A great retreat for 2 couples or a small group of friends. Only 8 minutes from downtown Ashland.
ValueLocationBathroom

#5 Queen Bed with shared bath, a/c, WIFI.
Room 5 is located on the second floor and accessible via the staircase to the left of Greunke's Restaurant front entrance or the inside staircase during restaurant hours. It has one queen bed with shared bath. This means you will have to leave your room to use any of the three hallway bathrooms. This room is directly across the hall from the three hallway bathrooms. It also has WIFI and window a/c during the summer months.
ValueFamilySleep quality

#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 162-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.
FamilyLocationAccess

#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 162-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.
LocationValueHospitality

#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 162-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.
LocationFamilyCleanliness

#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 162-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.
ValueFamilyParking

Madeline: Queen and Twin, private bath, t.v., a/c
Homemade food, Whitefish Livers and quaint lodgings are what Greunke's Inn is known for in the Bayfield area (and well beyond!) This 162-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.
ValueLocationTV
Popular amenities for Ashland County guesthouses
Family-Friendly guesthouses

Raspberry Room
ValueLocationCheck-in

Manitou Room
ValueLocationGetting around

York Room
ValueLocationCheck-in

The Mill House #5
LocationCheck-inCleanliness

The Mill House #4
LocationCondition

The Mill House #1

The Mill House #2
Guesthouses with a patio

Beach Front Hideaway
LocationValueNearby

The Lookout Suite
LocationWi-FiTV

The Guest House
LocationBeach

Glamping Cabin at Whitecap Kayak Learning Center
LocationCleanlinessQuiet

Seclusion in the Pines - A Hidden Gem in Bayfield
FamilyLocationBeach
Other guest house holiday rentals

Norrsken Scandinavian Cottage
ValueFamilyCheck-in

Beach Front Hideaway
LocationValueSleep quality

Bell tower views
LocationValueAccess

The Lookout Suite
LocationBreakfastBeach

The Guest House
LocationBeach

Glamping Cabin at Whitecap Kayak Learning Center
LocationHikingHospitality

Modern Private Suite w/Free Breakfast&Free Parking
FamilyLocationHospitality

Seclusion in the Pines - A Hidden Gem in Bayfield
LocationFamilyView
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