Book Guest Houses in Ashland County, WI
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top cities with Guest Houses to explore in Ashland County
Top Guest Houses in Ashland County

Great Water Inn
20 N Broad St Bayfield WI
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Parking included
Free WiFi

Second Wind Country Inn
30475 Carlson Rd Ashland WI
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a library, and barbecue grills are also on offer.
Parking included
Free WiFi

The Mill House
23 S. First Street Bayfield WI
Free Cancellation
Reserve now, pay when you stay
$281 nightly
The price is $321 total per night
$321 total
Aug 13 - Aug 14
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and a garden are also provided.
Parking included
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Guest Houses in Ashland County

Great Water Inn
20 N Broad St Bayfield WI
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Parking included
Free WiFi

Second Wind Country Inn
30475 Carlson Rd Ashland WI
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a library, and barbecue grills are also on offer.
Parking included
Free WiFi

The Mill House
23 S. First Street Bayfield WI
Free Cancellation
Reserve now, pay when you stay
$281 nightly
The price is $321 total per night
$321 total
Aug 13 - Aug 14
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and a garden are also provided.
Parking included
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top hotels in Ashland County

Cobblestone Inn & Suites - Ashland
818 Main Street W. Ashland WI
$224 nightly
The price is $251 total per night from Aug 9 to Aug 10
$251 total
Aug 9 - Aug 10
Total with taxes and fees
9.4/10 Exceptional! (798 reviews)
Ashland County Guest Houses essential information
Accommodation | 4 Guest Houses |
|---|---|
Lowest Price | $217 |
Highest Price | $321 |
Popular accommodation | Great Water Inn, Second Wind Country Inn, The Mill House, Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire. |
Ashland County Guest Houses essential information
Accommodation | 4 Guest Houses |
|---|---|
Lowest Price | $217 |
Highest Price | $321 |
Popular accommodation | Great Water Inn, Second Wind Country Inn, The Mill House, Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire. |
Explore More Ways to Travel with Travelocity
- Privatevacationhomes in Washburn
- Motels in Washburn
- Hotels in Washburn
- The Washburn Inn - On The Lake
- Privacy in the Valhalla Hills near Bayfield Lake Superior On ATV Snow trails
- Pet Friendly in Washburn
- Family Friendly in Washburn
- Bayview Beach House by Winfield Inn
- Aparthotels in Washburn
- Cottages in Washburn
- Condos in Washburn
- Bedandbreakfast in Washburn
- Apartments in Washburn
- Hotels in Red Cliff
- Cabins in Odanah
- Bedandbreakfast in Odanah
- Hotels in Moquah
- Hotels in Mason
- Cottages in Mason
- Cabins in Mason
- Bedandbreakfast in Mason
- Hotels near Madeline Island Museum
- Hotels near Madeline Island Ferry Line
- Hotels near Apostle Islands Marina
- Agritourism in Ashland
- Apartments in Ashland
- Bedandbreakfast in Ashland
- Cabins in Ashland
- Chalets in Ashland
- Condos in Ashland
- Cottages in Ashland
- Houseboats in Ashland County
- Aparthotels in Ashland
- AmericInn by Wyndham Ashland
- Ashland Motel
- Beach in Ashland
- Hotel Chequamegon BW Signature Collection
- Blue Wave Inn
- Budget in Ashland
- Cobblestone Inn & Suites - Ashland
- Family Friendly in Ashland
- Gateway to Lake Superior-near Ashland WI Private Cabin-237 acres & Trails
- Historical in Ashland
- Balcony in Ashland
- Bar in Ashland
- Hot Tub in Ashland
- Indoor Pool in Ashland
- Dining in Ashland
- Lake in Ashland
- Luxury in Ashland
- Mission Springs Resort
- North Apartment with Lake Superior Views
- Pet Friendly in Ashland
- Quality Inn Ashland - Lake Superior
- Romantic in Ashland
- Spa in Ashland
- Super 8 by Wyndham Ashland
- Hotels in Ashland
- Houseboats in Ashland
- Motels in Ashland
- Privatevacationhomes in Ashland
- Bedandbreakfast in Bayfield
- Cabins in Bayfield
- Harbor'S Edge Motel
- Hot Tub in Bayfield
- Legendary Waters Resort & Casino
- Old Rittenhouse Inn
- Pet Friendly in Bayfield
- Romantic in Bayfield
- Hotels in Bayfield
- Houseboats in Bayfield
- Motels in Bayfield
- Hotels near Copper Falls State Park
- Pool in Bayfield County
- Hotels in Hayward
- Hotels in Hurley
- Apartments in La Pointe
- Cabins in La Pointe
- Hotels in La Pointe
- Privatevacationhomes in Washburn
- Motels in Washburn
- Hotels in Washburn
- The Washburn Inn - On The Lake
- Privacy in the Valhalla Hills near Bayfield Lake Superior On ATV Snow trails
- Pet Friendly in Washburn
- Family Friendly in Washburn
- Bayview Beach House by Winfield Inn
- Aparthotels in Washburn
- Cottages in Washburn
- Condos in Washburn
- Bedandbreakfast in Washburn
- Apartments in Washburn
- Hotels in Red Cliff
- Cabins in Odanah
- Bedandbreakfast in Odanah
- Hotels in Moquah
- Hotels in Mason
- Cottages in Mason
- Cabins in Mason
- Bedandbreakfast in Mason
- Hotels near Madeline Island Museum
- Hotels near Madeline Island Ferry Line
- Hotels near Apostle Islands Marina
- Agritourism in Ashland
- Apartments in Ashland
- Bedandbreakfast in Ashland
- Cabins in Ashland
- Chalets in Ashland
- Condos in Ashland
- Cottages in Ashland
- Houseboats in Ashland County
- Aparthotels in Ashland
- AmericInn by Wyndham Ashland
- Ashland Motel
- Beach in Ashland
- Hotel Chequamegon BW Signature Collection
- Blue Wave Inn
- Budget in Ashland
- Cobblestone Inn & Suites - Ashland
- Family Friendly in Ashland
- Gateway to Lake Superior-near Ashland WI Private Cabin-237 acres & Trails
- Historical in Ashland
- Balcony in Ashland
- Bar in Ashland
- Hot Tub in Ashland
- Indoor Pool in Ashland
- Dining in Ashland
- Lake in Ashland
- Luxury in Ashland
- Mission Springs Resort
- North Apartment with Lake Superior Views
- Pet Friendly in Ashland
- Quality Inn Ashland - Lake Superior
- Romantic in Ashland
- Spa in Ashland
- Super 8 by Wyndham Ashland
- Hotels in Ashland
- Houseboats in Ashland
- Motels in Ashland
- Privatevacationhomes in Ashland
- Bedandbreakfast in Bayfield
- Cabins in Bayfield
- Harbor'S Edge Motel
- Hot Tub in Bayfield
- Legendary Waters Resort & Casino
- Old Rittenhouse Inn
- Pet Friendly in Bayfield
- Romantic in Bayfield
- Hotels in Bayfield
- Houseboats in Bayfield
- Motels in Bayfield
- Hotels near Copper Falls State Park
- Pool in Bayfield County
- Hotels in Hayward
- Hotels in Hurley
- Apartments in La Pointe
- Cabins in La Pointe
- Hotels in La Pointe
- Flights from Louisville to Ashland
- Flights from Puebla to Ashland
- Flights from New York to Ashland
- Flights to Ashland
- Flights to Bayfield
- Flights to Madeline Island
- Flights to Washburn
- Flights from Ashland WI
- Flights from Anchorage to Ashland
- Flights from Chicago to Bayfield
- Flights from Indianapolis to Ashland








