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Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 19 Cottages in Ashland with updated reviews, rates, and availability.

Madeline Island Cottage Overlooking Apostle Islands
Interior

Madeline Island Cottage Overlooking Apostle Islands

10.0 out of 10, Exceptional, (66)
"Best cabin on the island for families with kids. Our group of friends and our kids love staying here. "
Madeline Island Cottage Overlooking Apostle Islands
Copper Falls Cottage, Lake Front in Copper Falls State Park
Exterior

Copper Falls Cottage, Lake Front in Copper Falls State Park

9.8 out of 10, Exceptional, (29)
"It’s a perfect setting. Everything at the house is as stated in the listing and shown in the pictures."
Copper Falls Cottage, Lake Front in Copper Falls State Park
The Curry Cottage- Country-Snowmobile trail accessible
Fridge, microwave, oven, stovetop

The Curry Cottage- Country-Snowmobile trail accessible

10.0 out of 10, Exceptional, (14)
"Well stocked and very clean. Enjoyed our stay and hope to return. "
The Curry Cottage- Country-Snowmobile trail accessible
Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods
Miscellaneous

Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods

10.0 out of 10, Exceptional, (32)
"We loved our stay! Our hosts were very communicative and the place is just as it looks in the pictures. Very close to town but it feels like you're miles away from the rest of the world. It has everything you need for a great stay. You won't be disappointed in the least!"
Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods
This cottage is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.
Miscellaneous

This cottage is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.

10.0 out of 10, Exceptional, (20)
"Nicely refreshed property very close to the south shore of Lake Superior. Looking for a quick getaway from the metro area. Property included lots of amenities - very well stocked."
This cottage is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.
Mission Springs Resort
One-Bedroom Cottage | View from room

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (53)
"The place was neat, comfortable, and very cozy. I really enjoyed the fireplace and the short walk to the beautiful view of Ashland at the beach area. "
Mission Springs Resort
Bayfield Fruit Loop Retreat - Main Cottage
Miscellaneous

Bayfield Fruit Loop Retreat - Main Cottage

10.0 out of 10, Exceptional, (49)
"We stayed here as a base camp to explore the ice caves and hiked to Houghton Falls. The cabin was very clean; the kitchen had more than we needed. We very much enjoyed the fireplace during this cold winter week. The setting is beautiful. We will return again this summer to explore the Apostle Islands.Thank you, Chris and Jenny"
Bayfield Fruit Loop Retreat - Main Cottage
Madeline Island cottage - steps of Lake Superior. CONTACT OWNER FOR SHORTER STAY
On the beach, sun loungers

Madeline Island cottage - steps of Lake Superior. CONTACT OWNER FOR SHORTER STAY

9.8 out of 10, Exceptional, (75)
"The view, the sunset, the accommodations. Wonderful. We all were so comfortable amd pleased. Thank you! "
Madeline Island cottage - steps of Lake Superior. CONTACT OWNER FOR SHORTER STAY
Brookside Cottage
Smart TV

Brookside Cottage

10.0 out of 10, Exceptional, (4)
"The cottage was very clean, quiet and comfortable. We enjoyed our stay!"
Brookside Cottage
Beachside Cottage - on Lake Superior
Beach

Beachside Cottage - on Lake Superior

10.0 out of 10, Exceptional, (2)
"It's evident that a lot of work went in to this house to make updates. Very clean and had everything we needed. Lovely "private" beach area which chairs and cabana. Quiet neighborhood but easy to find. It got a bit chilly so we made good use of the wood stove. Owner went out of her way to make sure we got a couple of sweaters we accidently left there after checkout. Would recommend if you have a small group [2-4 people]. Being able to bring our 2 golden retrievers was a plus. "
Beachside Cottage - on Lake Superior
All season cottage with sauna overlooking the private beach on Lake Superior
Miscellaneous

All season cottage with sauna overlooking the private beach on Lake Superior

10.0 out of 10, Exceptional, (1)
"Family stayed in cabin for weekend of cross country skiing. Access to the lake, nearby lakefront park, and interesting shoreline stone features made skiing right from cabin and excellent outing. The sauna, with its view of Lake Superior, was also great part of the stay!"
All season cottage with sauna overlooking the private beach on Lake Superior
Lupine Landing | Tiny Home on the Big Lake
Miscellaneous

Lupine Landing | Tiny Home on the Big Lake

9.8 out of 10, Exceptional, (18)
"We so enjoyed our stay. Beautiful property, well appointed, cozy home. Host bery communicative. "
Lupine Landing | Tiny Home on the Big Lake
Bayfield Fruit Loop Retreat -2 Cottages
Miscellaneous

Bayfield Fruit Loop Retreat -2 Cottages

9.8 out of 10, Exceptional, (8)
"Beautiful landscaping, amenities, and comfort. Every detail covered including kitchen spices, makeup remover, q tips, bathroom sprays, games, and more. We were very comfortable and the views out of all the windows were amazing. We rented both cabins and though the Rock Cabin Cottage had more sleeping space for our family, the Main Cottage was more luxurious with the deck, furniture, propane fire pit, and patio lights. The only consideration I would recommend someone giving some thought to is...
Bayfield Fruit Loop Retreat -2 Cottages
Upson Ski-in/ski-out, End-unit Cabin w/ Fireplace!
Terrace/patio

Upson Ski-in/ski-out, End-unit Cabin w/ Fireplace!

3.0 star property
Upson Ski-in/ski-out, End-unit Cabin w/ Fireplace!
Pet-friendly Iron River Cabin With Fire Pit!
Interior

Pet-friendly Iron River Cabin With Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"My kids and I had a wonderful time! Would love to come back again. "
Pet-friendly Iron River Cabin With Fire Pit!
Mason Cabin w/ Private Dock on Marengo Lake!
TV, fireplace

Mason Cabin w/ Private Dock on Marengo Lake!

3.0 star property
Mason Cabin w/ Private Dock on Marengo Lake!
Mission Springs Lake House
Deluxe House, 4 Bedrooms, Kitchen, Beachside | Living room | Flat-screen TV, fireplace

Mission Springs Lake House

3.0 star property
10.0 out of 10, Exceptional, (3)
"Looking to get away to a beautiful place with great service on one of the world’s greatest lakes? The Lake House at Mission Springs Resort near Ashland, Wisconsin on Lake Superior’s Chequamegon Bay is just that. Mission Springs Resort is a small family owned resort consisting of four cabins and The Lake House. There is something for everyone at Mission Springs Resort, a wonderful place that aims to please any vacationer. My wife and I were fortunate enough to stay in The Lake House at Mission...
Mission Springs Lake House
Charming 3-bedroom cottage with WiFi & AC on beautiful Lake Namakagon in Cable.
Beach nearby

Charming 3-bedroom cottage with WiFi & AC on beautiful Lake Namakagon in Cable.

Charming 3-bedroom cottage with WiFi & AC on beautiful Lake Namakagon in Cable.
Close to Lake Superior: Walkable Washburn Charmer!
Interior

Close to Lake Superior: Walkable Washburn Charmer!

3.0 star property
Close to Lake Superior: Walkable Washburn Charmer!
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

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, (96)
"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.
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.
Beach

River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.

10.0 out of 10, Exceptional, (95)
"Always great experience when staying here. Everything is always clean. Plenty of room. Kitchen is well stocked with pots and pans needed. Fire house is super cool! Would highly recommend. "
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.
Mission Springs Resort
One-Bedroom Cottage | View from room

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (53)
"The place was neat, comfortable, and very cozy. I really enjoyed the fireplace and the short walk to the beautiful view of Ashland at the beach area. "
Mission Springs Resort
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

How much do cottages in Ashland cost?
Rates for cottages in Ashland range between and per night. Whatever your budget, you’ll find the ideal place to relax and reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Ashland?
Choose from 19 cottages in Ashland. No matter if you’re traveling with the family or planning a weekend break with your best buds, Expedia will help you find the ideal space to get in touch with nature.
Why book your cottage in Ashland with Expedia?
Reserving a cottage in Ashland is as easy as deciding on your travel dates and picking your ideal place for a getaway in the outdoors. From high-end retreats to affordable properties and cottages that offer perks like free WiFi, Expedia has something for all traveler styles. As for terrific deals? We’ve got them as well!
How can I find cheap cottages in Ashland?
Expedia is here to help you easily track down cheap cottages in Ashland. To discover your ideal stay in a few quick clicks, simply use the filter tool to tailor your search results by star rating, budget and amenities.