Search Guest Houses in Ashland

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May 9 - May 11
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Compare 2 Guest Houses in Ashland with updated reviews, rates, and availability.

Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire.

Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire.

9.6 out of 10, Exceptional, (94)
"My husband and I loved our weekend stay. It was important to us to find a dog friendly environment so our doodles, Vivian and Fern, could join us. The guesthouse was very private and we felt right at home. Our host, Erin, thought of all amenities including extra dog toys, which I found to be a sweet added touch. All checking in and checkout expectations were clear and helpful. Our stay was clean, comfortable, adorable and we felt safe. The view of Lake Superior was wonderful and loved the...
Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire.
Second Wind Country Inn
Front of property

Second Wind Country Inn

3.0 star property
9.6 out of 10, Exceptional, (89)
"We loved the quiet seclusion of the property and yet we were only a few miles from downtown. The host was amazing and assisted with any and all needs. The room was clean and cozy and it was hard to leave. Definitely keeping this location bookmarked for future stays!!!"
Second Wind Country Inn
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.
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Other property types in Ashland

Mission Springs Resort
One-Bedroom Cottage | View from room

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (54)
"We had a great time. It was perfect for us and our 2 older kids. Breathtaking view of Lake Superior. Great communication with host. Highly recommend."
The price is $219
includes taxes & fees
$208 per night
May 17 - May 18
Mission Springs Resort
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
Outdoor dining

Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.

10.0 out of 10, Exceptional, (97)
"Spent a long weekend ice fishing in the area. The place worked out perfect, plenty of room for vehicles and trailers. The attached garage to thaw out gear was an added bonus. "
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
The Ashland Home
Private kitchen

The Ashland Home

10.0 out of 10, Exceptional, (1)
"Great place to stay"
The Ashland Home
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.

Frequently asked questions

What are the most popular guest houses in Ashland according to reviews?
Second Wind Country Inn stands out as a top choice for those seeking an unforgettable experience in Ashland, boasting an impressive 9.8 rating. This charming guest house exudes a homey atmosphere, great for both couples and solo travelers looking to unwind in comfort. The well-equipped kitchenette allows guests to prepare their meals at their leisure, with amenities like a full-size refrigerator, stovetop, and a blender, making it easy to whip up a delicious breakfast or snack.
What is the nightly rate for a guest house in Ashland?
Rates for Ashland guest houses vary, but travelers can find great-value prices with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Ashland guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Ashland guest house and a B&B?
A guest house in Ashland is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.