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Compare 16 Cottages in Chequamegon Bay with updated reviews, rates, and availability.

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

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

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

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.

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

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

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

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

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

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

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

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

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

Mason Cabin w/ Private Dock on Marengo Lake!

3.0 star property
Mason Cabin w/ Private Dock on Marengo Lake!

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

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 Chequamegon Bay

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.

Hidden Cove Washburn Lake Home

10.0 out of 10, Exceptional, (40)
"We had a wonderful time here at Hidden Cove. The owner was great to work with, the home had a cabin feel, very clean, it has just about everything you would need to feel at home. The yard and views are absolutely beautiful. Our favorite part was the natural fireplace, which we used every night while unwinding from the day. We would definitely come back to stay! "
Hidden Cove Washburn Lake Home

Washburn Beach House. Private Beach, 11.6 Miles from Bayfield!

9.8 out of 10, Exceptional, (44)
"Fantastic view of Lake Superior"
Washburn Beach House. Private Beach, 11.6 Miles from Bayfield!
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 Chequamegon Bay cost?
Rates for cottages in Chequamegon Bay range between and per night. No matter your budget, you’re sure to find the perfect place to get in tune 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 Chequamegon Bay?
Choose from 16 cottages in Chequamegon Bay. Whether you’re traveling with the family, as a duo or with a group of workmates, Expedia will help you find the perfect space.
Why book your cottage in Chequamegon Bay with Expedia?
We think that a vacay should be easy, so if you’re searching for cottages in Chequamegon Bay at an affordable rate, Expedia has your back. Stick to the budget and check in to an economical option far away from the hustle and bustle, or splurge on a 5-star cottage to pamper your loved ones.
How can I find cheap cottages in Chequamegon Bay?
With Expedia’s helpful filter tool, scoring cheap cottages in Chequamegon Bay is easy. To view accommodations that are very pocket friendly, fine-tune your search results by amenities, star rating and budget.