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

Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 15 Cottages in Chequamegon Bay with updated reviews, rates, and availability.

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
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, (20)
"Nicely refreshed property very close to the south shore of Lake Superior. Looking for a quick getaway from the metro area. Property included lots of amenities - very well stocked."
This cottage is a 2 bedroom(s), 1 bathrooms, located in Cornucopia, WI.
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
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
Mission Springs Resort
Living area

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (53)
"The place was neat, comfortable, and very cozy. I really enjoyed the fireplace and the short walk to the beautiful view of Ashland at the beach area. "
Mission Springs Resort
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)
"It’s a perfect setting. Everything at the house is as stated in the listing and shown in the pictures."
Copper Falls Cottage, Lake Front in Copper Falls State Park
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 - steps of Lake Superior. CONTACT OWNER FOR SHORTER STAY
Cottage with beautiful beach just steps away

Madeline Island cottage - steps of Lake Superior. CONTACT OWNER FOR SHORTER STAY

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 - steps of Lake Superior. CONTACT OWNER FOR SHORTER STAY
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
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
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
The Curry Cottage- Country-Snowmobile trail accessible
Exterior

The Curry Cottage- Country-Snowmobile trail accessible

10.0 out of 10, Exceptional, (14)
"Well stocked and very clean. Enjoyed our stay and hope to return. "
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
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

Mission Springs Resort
Living area

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (53)
"The place was neat, comfortable, and very cozy. I really enjoyed the fireplace and the short walk to the beautiful view of Ashland at the beach area. "
Mission Springs Resort
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, (39)
"Great place to stay, was very clean and neat when we arrived. Check in was easy. "
Hidden Cove Washburn Lake Home
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!
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 and 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 15 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.