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Next weekend
Aug 8 - Aug 10
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Aug 15 - Aug 17
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Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Chequamegon Bay Vacation Homes

Spacious Walkable in Bayfield!! Lake Views, Steps to Ferry, Marina & Downtown
Terrace/patio

Spacious Walkable in Bayfield!! Lake Views, Steps to Ferry, Marina & Downtown

10.0 out of 10, Exceptional, (3)
"This house is a great place to stay. We highly recommend!"
Spacious Walkable in Bayfield!! Lake Views, Steps to Ferry, Marina & Downtown
Erie Suite @ The Bayfield Guest House, Bayfield
Relax in this serene bedroom with a large bed, flat-screen TV, and microwave.

Erie Suite @ The Bayfield Guest House, Bayfield

9.0 out of 10, Wonderful, (14)
" Very nice property, the management was great about making sure we were comfortable and taken care of. And what a view!"
The price is CA $191
CA $297 total
includes taxes & fees
Sep 1 - Sep 2
Erie Suite @ The Bayfield Guest House, Bayfield
This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!
Enjoy meals at the central island with bar stools, or relax in the adjacent seating area with a sofa and chairs.

This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!

10.0 out of 10, Exceptional, (30)
"We hope to enjoy another stay in the nar future!"
This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!
Cute cottage on the golf course
Kitchen features a microwave, digital stove, sink, and coffee maker.

Cute cottage on the golf course

9.4 out of 10, Exceptional, (64)
"Besides this place needing a few updates and some deep cleaning, it satisfied our need to visit the island and relax. "
Cute cottage on the golf course
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
Enjoy the view from the room's large window with a unique design and central light fixture.

Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.

10.0 out of 10, Exceptional, (44)
"Loved the location and the convenience of check in. My girls loved the candy machine!"
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
Ontario Suite @ The Bayfield Guest House
Stunning views of a serene body of water and forest surround this charming two-story home.

Ontario Suite @ The Bayfield Guest House

9.2 out of 10, Wonderful, (25)
"Loved the location and property. Everything within walking distance, which is exactly what we wanted. Would definitely stay here again."
The price is CA $191
CA $297 total
includes taxes & fees
Sep 2 - Sep 3
Ontario Suite @ The Bayfield Guest House
Michigan Suite @ The Bayfield Guest House
Stunning views of a serene body of water from a quiet residential neighborhood.

Michigan Suite @ The Bayfield Guest House

9.4 out of 10, Exceptional, (20)
"Needed a place for an overnight for quick run up to Bayfield. The Bayfield Guest house conveniently located near all downtown amenities. "
The price is CA $243
CA $364 total
includes taxes & fees
Aug 10 - Aug 11
Michigan Suite @ The Bayfield Guest House
Beachfront and Lakehouse With All of the Comforts!
Guests can enjoy access to a serene beach with rocks and pebbles along the shoreline.

Beachfront and Lakehouse With All of the Comforts!

10.0 out of 10, Exceptional, (23)
"A great place for families (and their pup). Our kids loved exploring the shoreline after a snowstorm-- they collected ice crystals and loved looking across the bay with the binoculars that were provided. A well stocked kitchen for big meals, this was a great stay! "
Beachfront and Lakehouse With All of the Comforts!
SandyLand | Sunny Cabin with a Big View
Cozy cabin interior with a wood-burning stove and sliding glass door leading to a deck with a view of the surrounding landscape.

SandyLand | Sunny Cabin with a Big View

10.0 out of 10, Exceptional, (2)
"wonderful time together, great facility, nearby all the essentials."
SandyLand | Sunny Cabin with a Big View
Private Beach and Endless Water
Relax on the sandy shore, where a weathered log and a nearby tree create a serene atmosphere.

Private Beach and Endless Water

8.8 out of 10, Excellent, (40)
"Nice beach and property "
Private Beach and Endless Water
Private & Spacious Lake Superior Lakefront Cabin on Bark Point
Escape to a secluded forest retreat with a balcony overlooking the treetops.

Private & Spacious Lake Superior Lakefront Cabin on Bark Point

10.0 out of 10, Exceptional, (2)
"What a wonderful place to stay! The view and sunsets were incredible. The host was quick to respond. The house was clean and comfy. Great location between Bayfield and Duluth. We stayed there with our two teens and my parents and we all loved it. Would definitely stay again! "
Private & Spacious Lake Superior Lakefront Cabin on Bark Point
Spacious four bedroom house -walking distance to Lake Superior / Washburn shops
Situated in a well-maintained yard, this two-story house offers a serene atmosphere.

Spacious four bedroom house -walking distance to Lake Superior / Washburn shops

9.4 out of 10, Exceptional, (24)
"This home was wonderful! My family of 6 had more than enough room here and everyone had their own space. There was plenty of towels for us to use. The beds were comfy, we all slept great. We ate dinner one night at Patsy's. Definitely recommend eating there, it was delicious, and we could walk there from the house! The grocery store is also within walking distance. The location was perfect! We spent half our time in Ashland, the other half in Bayfield! Washburn is about halfway between the two....
Spacious four bedroom house -walking distance to Lake Superior / Washburn shops
Huron Suite @ The Bayfield Guest House, Bayfield
Welcome to The Bayfield Guest House, a traditional two-story building with a distinctive exterior and charming entrance.

Huron Suite @ The Bayfield Guest House, Bayfield

9.4 out of 10, Exceptional, (17)
"We enjoyed soo many great things on our 1st visit to Bayfield! The Guest House was a perfect location to everything"
The price is CA $255
CA $380 total
includes taxes & fees
Aug 10 - Aug 11
Huron Suite @ The Bayfield Guest House, Bayfield
Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior
Enjoy a peaceful retreat on the balcony with a pergola, seating area, and potted plants.

Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior

10.0 out of 10, Exceptional, (36)
"This place was very nice, it had everything we needed for a long weekend. "
Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior
Simple Gifts - A Simple Studio Cabin with Lake Superior Acesss across the Street!
Relax on the pier, taking in the serene views of the water.

Simple Gifts - A Simple Studio Cabin with Lake Superior Acesss across the Street!

10.0 out of 10, Exceptional, (19)
"As far as a place to disconnect there is not better place! "
Simple Gifts - A Simple Studio Cabin with Lake Superior Acesss across the Street!
Balsam House in Washburn, Wisconsin
Enjoy a serene beach experience with a clear ocean view, lush greenery, and gentle waves.

Balsam House in Washburn, Wisconsin

2.0 star property
9.6 out of 10, Exceptional, (13)
"Very much enjoyed our stay. Clean and comfortable, with outstanding responsiveness and support from the facility manager. Would stay again!"
Balsam House in Washburn, Wisconsin
Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails
Enjoy cooking in this well-equipped kitchen with a central island, oven, microwave, and dishwasher.

Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails

9.8 out of 10, Exceptional, (50)
"Had a great weekend stay, the house was very clean and well kept. The owners have done an excellent job fixing it up. The owners do a great job with communication as well. I'd highly recommend staying here. "
Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails
Lake Superior Beachfront, 4+ Bedrooms, Spectacular Timberframe Home
Cozy living area with a large fireplace, wooden beams, and comfortable seating.

Lake Superior Beachfront, 4+ Bedrooms, Spectacular Timberframe Home

10.0 out of 10, Exceptional, (127)
"This is a beautiful home in a perfect location to enjoy Chequamegon Bay and the surrounding area! The timber frame construction of this home is magnificent, and it is a perfect stay for families and friends. Can't say enough about how much we enjoyed our stay here!"
Lake Superior Beachfront, 4+ Bedrooms, Spectacular Timberframe Home
Luxurious Lake Superior Estate with Outdoor Hot Tub
Escape to a serene forest retreat with a balcony overlooking a tranquil garden and an outdoor area featuring a small waterfall.

Luxurious Lake Superior Estate with Outdoor Hot Tub

10.0 out of 10, Exceptional, (53)
"Loved the property close to everything house was great. I would recommend this place anytime. "
Luxurious Lake Superior Estate with Outdoor Hot Tub
4 Bed 2 Bath Escape in the Woods. 10 minutes to the beach!
Boats docked at the marina, offering a serene waterfront experience.

4 Bed 2 Bath Escape in the Woods. 10 minutes to the beach!

9.8 out of 10, Exceptional, (75)
"We enjoyed the large space with all the bedrooms. Very close to Big Bay Town Park. "
4 Bed 2 Bath Escape in the Woods. 10 minutes to the beach!
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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Top Chequamegon Bay Hotel Reviews

Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

10/10 Excellent
"Beautiful historic building in a beautiful setting on the south shore of Lake Superior. Walking trail along the shoreline runs right behind the hotel. Clean, quiet, and comfortable. What more can you ask?"
Gary and Nancy 1-night trip
Posted 8 hours ago
Best Western The Hotel Chequamegon