Chequamegon Bay Vacation Rentals

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Browse Select Chequamegon Bay Vacation Homes

Outdoor dining
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
10.0 out of 10, Exceptional, (17)
"We had such a great time, it was super clean and everything we could ask for and some.! I recommend this home for anyone. Rich was great to work with. We will definitely go back!"
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
Fridge, microwave, oven, stovetop
Two bedroom cottage near beautiful Herbster beach.
10.0 out of 10, Exceptional, (65)
"Third stay! Always amazing! Can’t wait to visit again!"
Two bedroom cottage near beautiful Herbster beach.
Exterior
Weisel Cabin - Nostalgic Cabin located within walking distance of Downtown La
10.0 out of 10, Exceptional, (9)
"We (my dog and I) thoroughly enjoyed our days at Weidel Cottage. Took walks in the evening to take pictures of the sunset, found the Madeline Museum quite interesting, and enjoyed our morning coffee taking in the view of Lake Superior,"
Weisel Cabin - Nostalgic Cabin located within walking distance of Downtown La
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On the beach
Beachfront and Lakehouse With All of the Comforts!
10.0 out of 10, Exceptional, (15)
"We enjoyed the quiet location. It was clean, nicely stocked kitchen, fun games, great views. It was so nice to bring our dog with."
Beachfront and Lakehouse With All of the Comforts!
Fridge, microwave, oven, stovetop
The Summer House - basketball court & large yard, perfect for family gatherings
10.0 out of 10, Exceptional, (9)
"Khou and Pao were such gracious and kind hosts. Communication was excellent. Check in and out was easy. My family was gathering for a funeral and it was a beautiful home to gather, both inside and outside. The large kitchen was especially handy. There were plenty of books for kids, which was nice."
The price is CA $681
CA $1,133 total
includes taxes & fees
Jun 15 - Jun 16
The Summer House - basketball court & large yard, perfect for family gatherings
Exterior
Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior
10.0 out of 10, Exceptional, (25)
"Great house and we were very comfortable and it was close enough to the downtown Ashland area so we could walk to the Whistlestop Marathon start and finish. The house was very comfortable and clean and well furnished."
Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior
On the beach, sun loungers
Motisi's Sandy Beach
10.0 out of 10, Exceptional, (56)
"We went with friends to the Applefest in Bayfield. We enjoyed taking the car ferry to Madeline Island to our rental property. We found the accommodations to be enjoyable with sitting on the porch for coffee, playing games by the fire place, walking the beach, roasting marshmallows at the fire pit. the host was very accessible! everyone we encounter on the island was friendly and loved their unique island. hiking was gorgeous in the parks. Definitely recommend!"
Motisi's Sandy Beach
Fridge, microwave, oven, stovetop
Entire Home located in historical district
10.0 out of 10, Exceptional, (2)
"Clean and big"
The price is CA $579
CA $1,108 total
includes taxes & fees
May 30 - May 31
Entire Home located in historical district
Property grounds
Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!
10.0 out of 10, Exceptional, (11)
"Beautiful property. Very clean with lots of amenities - highly recommend."
Get ready for the best-appointed spot to which to escape on Lake Superior’s South Shore!
Interior
This house is a 2 bedroom(s), 2 bathrooms, located in Herbster, WI.
10.0 out of 10, Exceptional, (2)
"Wonderful stay for just my dog and i! Will defiantly come back!"
This house is a 2 bedroom(s), 2 bathrooms, located in Herbster, WI.
On the beach, sun loungers, beach towels
Lake Superior Beachfront, 4+ Bedrooms, Spectacular Timberframe Home
10.0 out of 10, Exceptional, (106)
"It is a beautiful home! There is a lot of room to spread out, and a well stocked kitchen for making family meals. Large table for games/cards."
Lake Superior Beachfront, 4+ Bedrooms, Spectacular Timberframe Home
View from property
Home with a beautiful view of Lake Superior and Madeline Island
9.8 out of 10, Exceptional, (34)
"My wife, dog, and I had a wonderful stay here. The home is well appointed, very clean, and conveniently located for Bayfield, Washburn, and Madeline Island. Would stay again."
Home with a beautiful view of Lake Superior and Madeline Island
Property grounds
⭐Large Lake Superior Waterfront Cabin; Limited Summer Availability! ⭐
9.8 out of 10, Exceptional, (43)
"Our stay here was fantastic, just missed mud season which made it even better. Great outdoor lot as well here, roomy backyard for our K9's and frisbee, pretty private, fire at the pit, great lakefront to get down to via a static rope, lots of shoreline got explored! More than enough room inside the place, we only ended up using half of it! Well stocked with dishes, seasonings, towels, blankets, plenty of kitchen utensils (pots/pans/everything) sometimes you don't get this at vrbo's, paper...
⭐Large Lake Superior Waterfront Cabin; Limited Summer Availability! ⭐
Fridge, microwave, oven, stovetop
Salmo Retreat, House @ Salmo Retreat, Salmo House: Lake Superior Views near Marinas
9.8 out of 10, Exceptional, (33)
"Great views of the lake"
Salmo Retreat, House @ Salmo Retreat, Salmo House: Lake Superior Views near Marinas
Property grounds
#2 Island Overlook, #2 Island Overlook
9.8 out of 10, Exceptional, (7)
"Beautiful scenery, close to many good places to eat and explore. Cabin was exactly as advertised, extremely clean and comfortable."
#2 Island Overlook, #2 Island Overlook
Fridge, microwave, oven, stovetop
Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails
9.8 out of 10, Exceptional, (37)
"Speechless! Took my mother and two children. The house is gorgeous and very relaxing! The area was great and everything was close by so we were able to do a lot in just a few days!"
Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails
Fridge, microwave, oven, stovetop
In the Middle Of...
9.8 out of 10, Exceptional, (8)
"The property fit our needs well. The beds we used were comfortable. Plenty of towels and supplies. There were a fair number of Asian beetles, flies and spiders-this is most likely due to being in the woods. There were a few light bulbs out(master bedroom bath and garage door opener light and garage. Nice to have access to a garage as our weather was rainy most days. About 40 minutes to Bayfield and about 20 minutes to Ashland. "
In the Middle Of...
Fridge, microwave, oven, stovetop
This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!
9.8 out of 10, Exceptional, (6)
"Amenities galore !! Our stay was wonderful. Hosts thought of everything!"
This cozy cottage is a short walk to Herbster beach! Easy access to TRAILS!
Property grounds
3 Bears Guest Cottage at South Shore Vista Overlooking Lake Superior
9.6 out of 10, Exceptional, (4)
"A cozy space to get away from everything. Only a 10 minute bike ride from town and the ferry back to Bayfield, this hideaway is an ideal home base to see the area."
3 Bears Guest Cottage at South Shore Vista Overlooking Lake Superior
Property grounds
Lake Superior Getaway Near Marina & Beaches!
9.6 out of 10, Exceptional, (4)
"We loved the location, definitely a great part of Ashland and so close to the water."
Lake Superior Getaway Near Marina & Beaches!
Don't see what you're looking for?
See all available properties in Chequamegon Bay
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.

Other property types in Chequamegon Bay

Beach
North Apartment with Lake Superior Views
10.0 out of 10, Exceptional, (16)
"Good location for anyone wanting a middle of town walkable get away. We were looking for a little bit of everything, lake views, near food, near shopping, acess to Superior lake walking trail, and this place fulfilled. Nice natural lighting. For being a smaller space it felt large. Basic kitchen tools helped make the kitchen feel practical to use. Loved the bonus coffee!"
The price is CA $204
CA $353 total
includes taxes & fees
May 20 - May 21
North Apartment with Lake Superior Views
Exterior
Hidden Cove Washburn Lake Home
10.0 out of 10, Exceptional, (34)
"We had a great stay at Hidden cove cabin. Well equipped, beautiful location and very comfortable cabin. Loved all the yard games and wading out into hidden cove. Loved being close to my favorite eatery CoCos and so close to all our hiking spots. There were a lot of spider webs in the cabin, but it really wasn’t a big deal."
Hidden Cove Washburn Lake Home
Fridge, microwave, stovetop, dishwasher
Cabin on Lake Superior ~ 11 Mi to Bayfield!
9.6 out of 10, Exceptional, (7)
"Nice house nice setting, easy access to attractions"
Cabin on Lake Superior ~ 11 Mi to 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.

Chequamegon Bay Vacation Homes information

Number of reviews
418
Accommodation
102 Vacation Homes
Lowest Price
CA $177
Highest Price
CA $681

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