Search Cottages in Chequamegon Bay

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 14 Cottages in Chequamegon Bay with updated reviews, rates, and availability.

Madeline Island Cottage Overlooking Apostle Islands
Sala Architect designed Lake Superior cottage

Madeline Island Cottage Overlooking Apostle Islands

10.0 out of 10, Exceptional, (66)
"Best cabin on the island for families with kids. Our group of friends and our kids love staying here. "
Madeline Island Cottage Overlooking Apostle Islands
Madeline Island cottage within steps of Lake Superior
Cottage with beautiful beach just steps away

Madeline Island cottage within steps of Lake Superior

9.8 out of 10, Exceptional, (75)
"The view, the sunset, the accommodations. Wonderful. We all were so comfortable amd pleased. Thank you! "
Madeline Island cottage within steps of Lake Superior
Bayfield Fruit Loop Retreat - Main Cottage
Main Cottage winter views side view looking at two large panoramic windows. String lights. View in winter view snow accumulation possible (Dec, Jan-March) all-wheel-drive or four-wheel-drive vehicle recommended slightly Incline driveway.

Bayfield Fruit Loop Retreat - Main Cottage

10.0 out of 10, Exceptional, (48)
"The best stocked, cleanest, and coziest Vrbo we have ever stayed at!! Keep up the good work!"
Bayfield Fruit Loop Retreat - Main Cottage
Copper Falls Cottage, Lake Front in Copper Falls State Park
Exterior

Copper Falls Cottage, Lake Front in Copper Falls State Park

9.8 out of 10, Exceptional, (29)
"Wonderful time "
The price is SAR 1,126
SAR 2,210 total
includes taxes & fees
30 Nov - 1 Dec
Copper Falls Cottage, Lake Front in Copper Falls State Park
Lupine Landing | Tiny Home on the Big Lake
Welcome to Lupine Landing! Your tiny home on the South Shore

Lupine Landing | Tiny Home on the Big Lake

9.8 out of 10, Exceptional, (18)
"We so enjoyed our stay. Beautiful property, well appointed, cozy home. Host bery communicative. "
Lupine Landing | Tiny Home on the Big Lake
Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods
Rock garden cottage winter scene snow accumulation possible December through March. Grill available all year long ( outdoor amenities only available mid May through mid October)

Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods

10.0 out of 10, Exceptional, (31)
"This experience was lovely! It is neat as a pin and everything was intentionally placed for aesthetics and ease of use. This is an absolute gem that felt like a cozy, luxurious and rustic experience. Thank you! "
Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods
This cottage is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.
Welcome to Corny Cottage!

This cottage is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.

10.0 out of 10, Exceptional, (17)
"Cute little place on the water Enjoyed our stay"
This cottage is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.
Brookside Cottage
Exterior

Brookside Cottage

10.0 out of 10, Exceptional, (4)
"The cottage was very clean, quiet and comfortable. We enjoyed our stay!"
Brookside Cottage
Mission Springs Resort
Living area

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (52)
"A great little cottage had all we needed and was so restful under the oaks we wanted to stay longer. Much appreciated the air conditioning for it was unseasonably hot. Beach was much smaller than anticipated and hard on old knees rather inaccessible but worth the sunrise view! The beds were fine. The owner went out of her way to keep us informed and was very kind and thoughtful. Would recommend to anyone going to the area."
The price is SAR 759
SAR 900 total
includes taxes & fees
4 Dec - 5 Dec
Mission Springs Resort
Beachside Cottage - on Lake Superior
Exterior

Beachside Cottage - on Lake Superior

10.0 out of 10, Exceptional, (2)
"It's evident that a lot of work went in to this house to make updates. Very clean and had everything we needed. Lovely "private" beach area which chairs and cabana. Quiet neighborhood but easy to find. It got a bit chilly so we made good use of the wood stove. Owner went out of her way to make sure we got a couple of sweaters we accidently left there after checkout. Would recommend if you have a small group [2-4 people]. Being able to bring our 2 golden retrievers was a plus. "
Beachside Cottage - on Lake Superior
The Curry Cottage- Country-Snowmobile trail accessible
Exterior

The Curry Cottage- Country-Snowmobile trail accessible

10.0 out of 10, Exceptional, (13)
"This property was so perfect for our trip. Quiet, cozy, and super cute! Everything was very clean. The beds were super comfy. This little home is perfect for a small family or even a couple of friends. Great lactation for lots of hiking to find waterfalls and visiting Lake Superior. Right between the UP of Michigan and Ashland WI. The check in/out was super easy and the owner was very kind. Would come again/ recommend!!!"
The Curry Cottage- Country-Snowmobile trail accessible
Bayfield Fruit Loop Retreat -2 Cottages
Main cottage back deck feature lounge couch with propane fire pit, 6 person dining table lit by string lights. Wooded views.

Bayfield Fruit Loop Retreat -2 Cottages

9.8 out of 10, Exceptional, (8)
"Beautiful landscaping, amenities, and comfort. Every detail covered including kitchen spices, makeup remover, q tips, bathroom sprays, games, and more. We were very comfortable and the views out of all the windows were amazing. We rented both cabins and though the Rock Cabin Cottage had more sleeping space for our family, the Main Cottage was more luxurious with the deck, furniture, propane fire pit, and patio lights. The only consideration I would recommend someone giving some thought to is...
Bayfield Fruit Loop Retreat -2 Cottages
Mason Cabin w/ Private Dock on Marengo Lake!
Living area

Mason Cabin w/ Private Dock on Marengo Lake!

3.0 star property
Mason Cabin w/ Private Dock on Marengo Lake!
Mission Springs Lake House
Living room

Mission Springs Lake House

3.0 star property
10.0 out of 10, Exceptional, (3)
"Looking to get away to a beautiful place with great service on one of the world’s greatest lakes? The Lake House at Mission Springs Resort near Ashland, Wisconsin on Lake Superior’s Chequamegon Bay is just that. Mission Springs Resort is a small family owned resort consisting of four cabins and The Lake House. There is something for everyone at Mission Springs Resort, a wonderful place that aims to please any vacationer. My wife and I were fortunate enough to stay in The Lake House at Mission...
Mission Springs Lake House
All season cottage with sauna overlooking the private beach on Lake Superior
Exterior

All season cottage with sauna overlooking the private beach on Lake Superior

All season cottage with sauna overlooking the private beach on Lake Superior
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.
Don't see what you're looking for?
See all available properties in Chequamegon Bay
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chequamegon Bay

North Apartment with Lake Superior Views
Open concept kitchen/living room with Lake Superior Views (1)

North Apartment with Lake Superior Views

10.0 out of 10, Exceptional, (27)
"Cute, well styled apartment with a view of Lake Superior, and a quick trip to downtown. Would stay again!"
The price is SAR 469
SAR 849 total
includes taxes & fees
1 Dec - 2 Dec
North Apartment with Lake Superior Views
Cabin on Lake Superior ~ 11 Mi to Bayfield!
Washburn Vacation Rental | 2BR | 2BA | 1,950 Sq Ft | Step-Free Access

Cabin on Lake Superior ~ 11 Mi to Bayfield!

9.8 out of 10, Exceptional, (21)
"Our stay was amazing! Breathtaking views and the cleanliness was top-notch. We'll be back!"
Cabin on Lake Superior ~ 11 Mi to Bayfield!
Hidden Cove Washburn Lake Home
The Hidden Cove Home. Lake Views, Washburn, WI. 2170098

Hidden Cove Washburn Lake Home

10.0 out of 10, Exceptional, (38)
"The pictures do not do this home justice. It has great views and beautiful grounds!"
Hidden Cove Washburn Lake Home
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.

Frequently asked questions

How much do cottages in Chequamegon Bay cost?
Cottages in Chequamegon Bay range between SAR 759 and SAR 1,126 per night. These retreats offer a chance to get reacquainted with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Chequamegon Bay?
Look up our 14 cottages in Chequamegon Bay and reserve your favorite. Whether you’re dreaming of a vacation with the whole fam or a weekend with pals, your perfect stay is a few clicks away with Expedia.
Why book your cottage in Chequamegon Bay with Expedia?
We think that vacays should be a walk in the park, so if you’re searching for cottages in Chequamegon Bay at a competitive rate, Expedia can help. Save money and select an inexpensive option surrounded by wilderness, or book an upmarket cottage to pamper your favorite people.
How can I find cheap cottages in Chequamegon Bay?
With Expedia’s filter tool, locating cheap cottages in Chequamegon Bay is easy. To discover accommodations that’ll make your bank balance smile, refine your search by star rating, budget and amenities.