Search Vacation Homes 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
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 103 Vacation Homes in Chequamegon Bay with updated reviews, rates, and availability.

Home with a beautiful view of Lake Superior and Madeline Island
Interior

Home with a beautiful view of Lake Superior and Madeline Island

10.0 out of 10, Exceptional, (56)
"Communication from MaryAnn was excellent. The home was fully furnished. We did not need anything. Great location. Super clean. Loved our stay there. "
Home with a beautiful view of Lake Superior and Madeline Island
Michigan Suite @ The Bayfield Guest House
Exterior

Michigan Suite @ The Bayfield Guest House

9.6 out of 10, Exceptional, (15)
"Needed a place for an overnight for quick run up to Bayfield. The Bayfield Guest house conveniently located near all downtown amenities. "
The price is SAR 479
SAR 752 total
includes taxes & fees
30 Mar - 31 Mar
Michigan Suite @ The Bayfield Guest House
Ontario Suite @ The Bayfield Guest House
Exterior

Ontario Suite @ The Bayfield Guest House

9.4 out of 10, Exceptional, (13)
"Place is very nice and a quick walk to the town, it’s pretty on the outside and was a great place to come back to and grab thing for our hikes or dinner!"
The price is SAR 479
SAR 752 total
includes taxes & fees
30 Mar - 31 Mar
Ontario Suite @ The Bayfield Guest House
Stately home in Washburn
Beach nearby

Stately home in Washburn

9.8 out of 10, Exceptional, (19)
"We had a wonderful stay at the Stately Home. It was very comfortable with a lot of space for my family (6 adults). It provided everything we wanted, spacious kitchen, dining room, huge living room & comfortable bedrooms. Visiting in the winter we didn’t have the opportunity to enjoy the deck & backyard, but are looking forward to staying at the Stately for our 2025 holiday getaway. "
Stately home in Washburn
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Terrace/patio

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

9.4 out of 10, Exceptional, (25)
"Fun place to hang out and sauna with friends after cross country skiing in the area. "
The price is SAR 371
SAR 1,181 total
includes taxes & fees
30 Mar - 31 Mar
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Washburn Beach House. Private Beach, 11.6 Miles from Bayfield!
Miscellaneous

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

9.8 out of 10, Exceptional, (44)
"Fantastic view of Lake Superior"
Washburn Beach House. Private Beach, 11.6 Miles from Bayfield!
Sunshine House - Historic Bayfield Farmhouse
Property grounds

Sunshine House - Historic Bayfield Farmhouse

10.0 out of 10, Exceptional, (11)
"Perfect location for a girls weekend away. The Sunshine House was wonderfully equipped and comfortable for us."
Sunshine House - Historic Bayfield Farmhouse
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
Interior

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

10.0 out of 10, Exceptional, (35)
"I would absolutely stay here again! It was so beautiful and they have thought of every detail to ALL age groups! The weather was a little gloomy, rainy and cold while we were there but it didn’t matter because we knew we had a safe warm place to come home too! The first night we got there we enjoyed the outdoor area with our kids. We played games and had a little fire going in the fire table! It was much needed family time and we were so blessed to be able to have that at this home! Don’t pass...
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
Beachfront and Lakehouse With All of the Comforts!
On the beach

Beachfront and Lakehouse With All of the Comforts!

10.0 out of 10, Exceptional, (22)
"Host was very responsive and accomodating before and during our visit. Home was clean and as described. Great yard. Relaxing lake. We hope to return next year for more fall colors. "
Beachfront and Lakehouse With All of the Comforts!
MadPad - Unique Family Home located right on the Golf Course!
Interior

MadPad - Unique Family Home located right on the Golf Course!

8.8 out of 10, Excellent, (3)
"Great weather, nice home, great week Thank you"
MadPad - Unique Family Home located right on the Golf Course!
A Cozy Getaway in Ashland
Private kitchen

A Cozy Getaway in Ashland

10.0 out of 10, Exceptional, (1)
"The house was clean, had everything we needed and was the perfect home away from home for my husband and I and our 2 kids. Will definitely stay again when we make a trip to Ashland!"
A Cozy Getaway in Ashland
At the end of Bark Point lies your perfect vacation home!
Exterior

At the end of Bark Point lies your perfect vacation home!

9.6 out of 10, Exceptional, (10)
"Beautiful views of Lake Superior.Private, Clean, and well supplied."
At the end of Bark Point lies your perfect vacation home!
Balsam House in Washburn, Wisconsin
Miscellaneous

Balsam House in Washburn, Wisconsin

2.0 star property
9.6 out of 10, Exceptional, (7)
"Very much enjoyed our stay. Clean and comfortable, with outstanding responsiveness and support from the facility manager. Would stay again!"
Balsam House in Washburn, Wisconsin
Cute cottage on the golf course
Fridge, microwave, oven, stovetop

Cute cottage on the golf course

9.4 out of 10, Exceptional, (61)
"We have stayed multiple times in this cute cottage. It’s great for us (mom, dad, adult daughter). We especially like how it feels like it’s out in the woods but it’s also walking distance to LaPointe! Also there’s plenty of shade & nice golf course views."
Cute cottage on the golf course
Hemlock Chalet @ Brickyard Creek, Bayfield
Beach nearby

Hemlock Chalet @ Brickyard Creek, Bayfield

9.8 out of 10, Exceptional, (7)
"The property is beautiful and nestled into the trees, which made for a gorgeous winter setting. The bedding and bathrobes are luxurious and comfortable. The soaking tub and the fireplace are incredibly relaxing and ensure for a cozy stay. We enjoyed the quiet holiday weekend reading, doing jigsaw puzzles and sipping hot cocoa by the fireplace. We could have easily stayed cozy in the chalet all week, but we were happy to have access to the beautiful scenery nearby for some exercise. It was a...
Hemlock Chalet @ Brickyard Creek, Bayfield
Peaceful Bayfield Getaway: Lake Superior and Madeline Island Views & Sauna
Property grounds

Peaceful Bayfield Getaway: Lake Superior and Madeline Island Views & Sauna

10.0 out of 10, Exceptional, (3)
"We loved this property for its location and space. We started every morning with coffee on the deck, looking at the beautiful leaves and Lake Superior. The kitchen had everything we needed, with modern appliances and plenty of room for the things we bought. It was great to have so many places to hang out, including a screened in porch, living room and basement. The beds were comfortable and towels were soft. Kevin was very responsive, answering my questions and providing restaurant and hiking...
Peaceful Bayfield Getaway: Lake Superior and Madeline Island Views & Sauna
300' of Private Beach
Beach nearby, sun loungers

300' of Private Beach

9.0 out of 10, Wonderful, (38)
"Nice beach and property "
300' of Private Beach
Last 2 weeks of June Still Open! Lake Superior Panoramic Views!
Interior

Last 2 weeks of June Still Open! Lake Superior Panoramic Views!

9.8 out of 10, Exceptional, (54)
"We had a great time on the lake, plenty of space for multiple families. Checking in and out was easy."
Last 2 weeks of June Still Open! Lake Superior Panoramic Views!
Motisi's Sandy Beach
On the beach, sun loungers, beach towels

Motisi's Sandy Beach

10.0 out of 10, Exceptional, (65)
"We enjoyed our stay and loved the beautiful location and view of the water. It's a very spacious and can accommodate a family. "
Motisi's Sandy Beach
Lake Shore Home with private dock and large deck--1 mile from Bayfield
Fridge, microwave, oven, stovetop

Lake Shore Home with private dock and large deck--1 mile from Bayfield

10.0 out of 10, Exceptional, (94)
"Great property. "
The price is SAR 1,313
SAR 2,521 total
includes taxes & fees
1 Apr - 2 Apr
Lake Shore Home with private dock and large deck--1 mile from 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.
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
One-Bedroom Cottage | View from room

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. "
The price is SAR 496
SAR 622 total
includes taxes & fees
29 Apr - 30 Apr
Mission Springs Resort
Cabin on Lake Superior ~ 11 Mi to Bayfield!
Fridge, microwave, stovetop, dishwasher

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

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

9.8 out of 10, Exceptional, (44)
"Fantastic view of Lake Superior"
Washburn Beach House. Private Beach, 11.6 Miles from 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.