Title: Chequamegon Bay Cottages | Expedia.ca [Chequamegon Bay Travel Guide](https://expedia.ca/Chequamegon-Bay.dx6141305)[Hotels in Chequamegon Bay](https://expedia.ca/Chequamegon-Bay-Hotels.d6141305.Travel-Guide-Hotels)[Vacation Rentals in Chequamegon Bay](https://expedia.ca/Chequamegon-Bay-Vacation-Rentals.d6141305.Travel-Guide-VacationRentals)[Flights to Chequamegon Bay](https://expedia.ca/Cheap-Flights-To-Chequamegon-Bay.d6141305.Travel-Guide-Flights)[Chequamegon Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Chequamegon-Bay.d6141305.Car-Rental-Guide)[Chequamegon Bay Vacation Packages](https://expedia.ca/Chequamegon-Bay.d6141305.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/d328119a5dddf118f76475d99a2cc4f9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chequamegon Bay Cottage Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6141305&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chequamegon Bay Cottages ![Basic Cottage, Non Smoking | View from room](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/35b3e2c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/7e4e3b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/16d54f0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/c97a6619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mission Springs Resort Ashland 9.4/10 Exceptional (64) "The accomodations were lovely and quaint! Everything was clean and comfy." CA $220 CA $233 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Ashland-Hotels-Mission-Springs-Resort.h15037664.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/b8ab4c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/89acf76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/f39e25c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/72000000/71610000/71607600/71607554/1f7fdb4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfield Fruit Loop Retreat - Main Cottage Bayfield 10/10 Exceptional (51) "The cabin is extremely clean and well organized with anything you can think of. It's located really close to town, but just outside, so you have peace and quiet. The hosts are very responsive and it made for a perfect trip. " CA $408 CA $523 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Bayfield-Hotels-Bayfield-Fruit-Loop-Retreat-Main-Cottage.h71607554.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/34000000/33490000/33484900/33484893/d391c0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33484900/33484893/93594911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/34000000/33490000/33484900/33484893/b4c6cb26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/34000000/33490000/33484900/33484893/1ecf8729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madeline Island cottage - steps of Lake Superior. CONTACT OWNER FOR SHORTER STAY La Pointe 9.8/10 Exceptional (81) "Great location for a quiet vacation with family. " CA $698 CA $1,177 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/La-Pointe-Hotels-APPLEFEST-WEEKEND-NOW-OPENMadeline-Island-Cottage-Within-Steps-Of-Lake-Superior.h33484893.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71609100/71609091/d4594d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71610000/71609100/71609091/5fd6a583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71610000/71609100/71609091/dcc15aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/72000000/71610000/71609100/71609091/3d2b80d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods Bayfield 10/10 Exceptional (39) "We had a wonderful stay! The cabin was stocked with anything you would need, vey clean, and excellent accommodations! Would love to stay again next time we visit!" CA $394 CA $505 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bayfield-Hotels-Bayfield-Fruit-Loop-Retreat-Rock-Garden-Cottage-In-The-Woods.h71609091.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20®ionId=6141305&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChequamegon-Bay-Cottages.d6141305-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChequamegon-Bay-Cottages.d6141305-aaCottages.Travel-Guide-Accommodation) ## Top Chequamegon Bay Hotel Reviews ![The Washburn Inn - On the Lake](//images.trvl-media.com/lodging/1000000/460000/459700/459665/b643ecc7_y.jpg) ### The Washburn Inn - On the Lake 10/10 Excellent "Very clean, safe room, excellent sleeping/matress, very good customer service!" [](https://expedia.ca/Washburn-Hotels-The-Washburn-Inn-On-The-Lake.h459665.Hotel-Information) ![Harbor's Edge Motel](//images.trvl-media.com/lodging/36000000/35010000/35004000/35003937/0a593fb7_y.jpg) ### Harbor's Edge Motel 10/10 Excellent "Close access to the ferries and easy walking to everything Bayfield offers!" [](https://expedia.ca/Bayfield-Hotels-Harbors-Edge-Motel.h35003937.Hotel-Information) ![Super 8 by Wyndham Ashland](//images.trvl-media.com/lodging/1000000/460000/459600/459528/23163c47_y.jpg) ### Super 8 by Wyndham Ashland 10/10 Excellent "The beds were super comfortable, staff was friendly, and was by far our favorite place to stay during our vacation. Just to give you some info, there were some men by the back door drinking and they left beer cans and trash by the little shed in the back. We picked it all up and threw it away. We were treated so well, we just didn't understand why people can't use the garbage. Just letting you know. Especially in such a beautiful place. Thank you again, you made our vacation wonderful!" [](https://expedia.ca/Ashland-Hotels-Super-8-By-Wyndham-Ashland.h459528.Hotel-Information) ![Legendary Waters Resort & Casino](//images.trvl-media.com/lodging/62000000/61480000/61478500/61478483/00893773_y.jpg) ### Legendary Waters Resort & Casino 10/10 Excellent "Rooms were clean and well kept" [](https://expedia.ca/Bayfield-Hotels-Legendary-Waters-Resort-Casino.h61478483.Hotel-Information) ![Mission Springs Resort](//images.trvl-media.com/lodging/16000000/15040000/15037700/15037664/35b3e2c4_y.jpg) ### Mission Springs Resort 10/10 Excellent "Our cottage was roomy, immaculately clean, with a terrific location. It's also reasonably priced compared to area competition. I recommend it enthusiastically." [](https://expedia.ca/Ashland-Hotels-Mission-Springs-Resort.h15037664.Hotel-Information) ![Quality Inn Ashland - Lake Superior](//images.trvl-media.com/lodging/1000000/30000/21800/21748/979c6191_y.jpg) ### Quality Inn Ashland - Lake Superior 10/10 Excellent "Favorite place to stay on the bay!!" [](https://expedia.ca/Ashland-Hotels-Quality-Inn-Ashland-Lake-Superior.h21748.Hotel-Information) ![Cobblestone Inn & Suites - Ashland](//images.trvl-media.com/lodging/28000000/27290000/27288700/27288622/15c117bb_y.jpg) ### Cobblestone Inn & Suites - Ashland 10/10 Excellent "Beautiful room, clean, well maintained!" [](https://expedia.ca/Ashland-Hotels-Cobblestone-Inn-Suites-Ashland.h27288622.Hotel-Information) ![St. James Social](//images.trvl-media.com/lodging/97000000/96480000/96477800/96477730/ea7aeadd_y.jpg) ### St. James Social 10/10 Excellent "Outstanding communication with hotel staff and beautiful clean accommodations. Highly recommend!" [](https://expedia.ca/Bayfield-Hotels-200-Rittenhouse-Ave.h96477730.Hotel-Information) ![AmericInn by Wyndham Ashland](//images.trvl-media.com/lodging/1000000/610000/601700/601615/8344a88e_y.jpg) ### AmericInn by Wyndham Ashland 10/10 Excellent "It is a hidden gem with exceptional staff. They are doing their best to stay afloat like too many places are. The building is aged yet they do their best with what they can. The necessity of fresh linens and towels. The renovation of their breakfast area was a hidden gem with still fresh waffle toppings, resl whipped cresm and homemade biscuits & gravy! Staff are keeping the area top-notch. " [](https://expedia.ca/Ashland-Hotels-AmericInn-By-Wyndham-Ashland.h601615.Hotel-Information) ## Find out more about Chequamegon Bay ## Chequamegon Bay Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [2 Star Hotels in Madeline Island](https://www.expedia.ca/2Star-Madeline-Island-Hotels.s20-0-d553248635083902716.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Washburn](https://www.expedia.ca/5Star-Washburn-Hotels.s50-0-d10365.Travel-Guide-Filter-Hotels) - [Hotels near Apostle Islands Cruises](https://www.expedia.ca/Apostle-Islands-Cruises-Hotels.0-l553248621552334722-0.Travel-Guide-Filter-Hotels) - [Hotels near Apostle Islands Marina](https://www.expedia.ca/Apostle-Islands-Marina-Hotels.0-l6180520-0.Travel-Guide-Filter-Hotels) - [Farmstay in Ashland](https://www.expedia.ca/Ashland-Agritourism.d6170-aaAgritourism.Travel-Guide-Accommodation) - 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