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Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
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Sep 19 - Sep 21
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Oct 17 - Oct 19

Browse Select Chequamegon Bay Guest Houses

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Recommended hotels in Chequamegon Bay

The Washburn Inn - On the Lake
Boating

The Washburn Inn - On the Lake

2.5 star property
8.4 out of 10, Very good, (1010)
"Nice and quiet with comfortable beds."
The price is CA $180
CA $201 total
includes taxes & fees
Sep 1 - Sep 2
The Washburn Inn - On the Lake
Quality Inn Ashland - Lake Superior
Property amenity

Quality Inn Ashland - Lake Superior

2.5 star property
8.8 out of 10, Excellent, (865)
"It was nice location by the lake."
The price is CA $223
CA $249 total
includes taxes & fees
Sep 21 - Sep 22
Quality Inn Ashland - Lake Superior
Legendary Waters Resort & Casino
2 bars/lounges

Legendary Waters Resort & Casino

2.5 star property
7.8 out of 10, Good, (334)
"We loved our stay at Legendary Waters. Everyone was so kind & welcoming! Great food too! Amazing views!"
The price is CA $248
CA $282 total
includes taxes & fees
Aug 25 - Aug 26
Legendary Waters Resort & Casino
Cobblestone Inn & Suites - Ashland
Room, 1 King Bed, Accessible Benched Tub, Non Smoking

Cobblestone Inn & Suites - Ashland

2.5 star property
9.4 out of 10, Exceptional, (687)
"Great location. Hotel very clean ."
The price is CA $272
CA $305 total
includes taxes & fees
Sep 14 - Sep 15
Cobblestone Inn & Suites - Ashland
Best Western The Hotel Chequamegon
Exterior

Best Western The Hotel Chequamegon

3.0 star property
8.6 out of 10, Excellent, (1002)
"The view was amazing and the building had great character "
The price is CA $269
CA $301 total
includes taxes & fees
Sep 1 - Sep 2
Best Western The Hotel Chequamegon
Blue Wave Inn
Water view

Blue Wave Inn

3.0 star property
9.8 out of 10, Exceptional, (552)
"Loved the lake view with the balcony. I would definitely recommend "
The price is CA $233
CA $262 total
includes taxes & fees
Sep 4 - Sep 5
Blue Wave Inn
Mission Springs Resort
Basic Cottage, Non Smoking | View from room

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (58)
"Katie was a great resource, great property "
The price is CA $254
CA $268 total
includes taxes & fees
Sep 1 - Sep 2
Mission Springs Resort
AmericInn by Wyndham Ashland
Terrace/patio

AmericInn by Wyndham Ashland

2.5 star property
7.8 out of 10, Good, (1000)
"Close proximity to many attractions "
The price is CA $303
CA $339 total
includes taxes & fees
Aug 25 - Aug 26
AmericInn by Wyndham Ashland
Harbor's Edge Motel
Exterior

Harbor's Edge Motel

2.5 star property
9.2 out of 10, Wonderful, (800)
"Nice stay for the two of us, fun location"
The price is CA $262
CA $299 total
includes taxes & fees
Aug 25 - Aug 26
Harbor's Edge Motel
Seagull Bay Motel
Cottage, Private Bathroom, Lake View | Lounge

Seagull Bay Motel

2.0 star property
8.8 out of 10, Excellent, (243)
"We loved our stay! "
The price is CA $205
CA $234 total
includes taxes & fees
Aug 27 - Aug 28
Seagull Bay Motel
Super 8 by Wyndham Ashland
Studio Suite, 2 Queen Beds, Non Smoking

Super 8 by Wyndham Ashland

2.0 star property
8.0 out of 10, Very good, (1003)
"Room was clean and comfortable, nice town."
The price is CA $215
CA $241 total
includes taxes & fees
Sep 3 - Sep 4
Super 8 by Wyndham Ashland
South Apartment on Main Street
Fridge, microwave, oven, stovetop

South Apartment on Main Street

9.8 out of 10, Exceptional, (17)
"Lovely place to stay. Had everything we needed and was very clean"
The price is CA $173
CA $303 total
includes taxes & fees
Sep 7 - Sep 8
South Apartment on Main Street
North Apartment with Lake Superior Views
Interior

North Apartment with Lake Superior Views

10.0 out of 10, Exceptional, (37)
"We loved our stay! Great spaces and superb location near water. "
The price is CA $220
CA $379 total
includes taxes & fees
Sep 1 - Sep 2
North Apartment with Lake Superior Views
Charming 2-Bedroom Pet-Friendly Home Walkable to Downtown, Murals & Coffeehouse
Fridge, microwave, oven, stovetop

Charming 2-Bedroom Pet-Friendly Home Walkable to Downtown, Murals & Coffeehouse

9.0 out of 10, Wonderful, (6)
Charming 2-Bedroom Pet-Friendly Home Walkable to Downtown, Murals & Coffeehouse
Annex No. 2 DePerrys | On Lake Superior Shoreline
Property grounds

Annex No. 2 DePerrys | On Lake Superior Shoreline

9.8 out of 10, Exceptional, (19)
"Very nice property, enjoyed the lakefront sunset! Everything we needed for a weekend getaway"
The price is CA $201
CA $328 total
includes taxes & fees
Sep 1 - Sep 2
Annex No. 2 DePerrys | On Lake Superior Shoreline
Upper level, one bedroom, one bath condo, with Lake Superior views.
Beach towels

Upper level, one bedroom, one bath condo, with Lake Superior views.

10.0 out of 10, Exceptional, (38)
"Convenient location in dow"
The price is CA $242
CA $458 total
includes taxes & fees
Sep 9 - Sep 10
Upper level, one bedroom, one bath condo, with Lake Superior views.
RV Retreat: Steps from Lake Superior with Basswood Island views
Exterior

RV Retreat: Steps from Lake Superior with Basswood Island views

9.2 out of 10, Wonderful, (5)
The price is CA $180
CA $219 total
includes taxes & fees
Aug 27 - Aug 28
RV Retreat: Steps from Lake Superior with Basswood Island views
Northwoods Chalet @ Brickyard Creek, Bayfield
Exterior

Northwoods Chalet @ Brickyard Creek, Bayfield

10.0 out of 10, Exceptional, (73)
"Very clean and cozy property, enough space for the two of us to relax. Appreciate the privacy of the property while still having a lot of windows and natural light. "
The price is CA $319
CA $581 total
includes taxes & fees
Sep 7 - Sep 8
Northwoods Chalet @ Brickyard Creek, Bayfield
St. James Social
Property amenity

St. James Social

4.0 star property
9.6 out of 10, Exceptional, (25)
"This is the absolute in luxury—will stay again. Everything is in walking distance. "
The price is CA $469
CA $535 total
includes taxes & fees
Sep 14 - Sep 15
St. James Social
Lower Flat @ Steeple Hill Flats, Bayfield
Dining

Lower Flat @ Steeple Hill Flats, Bayfield

2.0 star property
9.8 out of 10, Exceptional, (6)
"My wife and I were in town for the Madeline Island Half Marathon run on May 17th and needed a new place to stay after our previous reservation at another VRBO was canceled on us by that host. This place was perfect for what we needed. It had a super comfortable bed, the soaking tub was AMAZING (and I wasn't even the one that ran!) and the peacefulness of the house was more than we could have hoped for. The only things I would suggest for improvements would be to have blackout curtains on the...
The price is CA $175
CA $320 total
includes taxes & fees
Sep 1 - Sep 2
Lower Flat @ Steeple Hill Flats, 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.
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Top Chequamegon Bay Hotel Reviews

A vacation you won't forget, stay on a 35 foot boat!

A vacation you won't forget, stay on a 35 foot boat!

10/10 Excellent
"A very unique day and owner was super helpful and easy to access!"
Rebekah 2-night trip
Posted 1 day ago
A vacation you won't forget, stay on a 35 foot boat!