Book Holiday Homes in Chequamegon Bay
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Featured Holiday Homes in Chequamegon Bay

Home with a beautiful view of Lake Superior and Madeline Island

Michigan Suite @ The Bayfield Guest House

Ontario Suite @ The Bayfield Guest House

Stately home in Washburn

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

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

Sunshine House - Historic Bayfield Farmhouse

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

Beachfront and Lakehouse With All of the Comforts!
Chequamegon Bay Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chequamegon Bay vacation homes are the perfect way for you to wing it.
Holiday houses in Chequamegon Bay let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chequamegon Bay in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chequamegon Bay adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chequamegon Bay with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chequamegon Bay vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Chequamegon Bay Holiday Homes essential information
Accommodation | 103 Holiday Homes |
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Lowest Price | AU$151 |
Highest Price | AU$612 |
Popular accommodation | Home with a beautiful view of Lake Superior and Madeline Island, Michigan Suite @ The Bayfield Guest House, Ontario Suite @ The Bayfield Guest House, Stately home in Washburn , 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit, Washburn Beach House. Private Beach, 11.6 Miles from Bayfield!, Sunshine House - Historic Bayfield Farmhouse, Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities., Beachfront and Lakehouse With All of the Comforts! |
Holiday Homes in Chequamegon Bay
More accommodations in Chequamegon Bay
Top trending hotels in Chequamegon Bay

The Washburn Inn - On the Lake

Super 8 by Wyndham Ashland

Cobblestone Inn & Suites - Ashland

Quality Inn Ashland - Lake Superior
More ways to explore Chequamegon Bay
Top picks
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^Subject to availability and chosen travel dates.