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Top Holiday Rentals in Chequamegon Bay

Our top choices for Chequamegon Bay holiday rentals

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (60)
"Katie was a great resource, great property "
The price is £123
includes taxes & fees
13 Oct - 14 Oct
Mission Springs Resort

Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails

10.0 out of 10, Exceptional, (54)
"Had a great weekend stay, the house was very clean and well kept. The owners have done an excellent job fixing it up. The owners do a great job with communication as well. I'd highly recommend staying here. "
Entire 3BDR Cottage: Explore Bayfield-Apostle Islands-BigTop-Northwoods-trails

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 £172
includes taxes & fees
16 Sept - 17 Sept
North Apartment with Lake Superior Views

Spacious four bedroom house -walking distance to Lake Superior / Washburn shops

9.6 out of 10, Exceptional, (27)
"This home was wonderful! My family of 6 had more than enough room here and everyone had their own space. There was plenty of towels for us to use. The beds were comfy, we all slept great. We ate dinner one night at Patsy's. Definitely recommend eating there, it was delicious, and we could walk there from the house! The grocery store is also within walking distance. The location was perfect! We spent half our time in Ashland, the other half in Bayfield! Washburn is about halfway between the two....
Spacious four bedroom house -walking distance to Lake Superior / Washburn shops

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.4 out of 10, Exceptional, (157)
"Only there one night. Since it was 88 outside another air conditioner in the bedroom would be nice but I understand. Could have had the housekeeping girl turn the air on for us on a day like that???"
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

9.8 out of 10, Exceptional, (219)
"Everything was clean, nicely furnished and fairly comfortable. This is a nice location to getting to area sights, yet retreating to the quiet. "
The price is £165
includes taxes & fees
10 Oct - 11 Oct
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

SUMMER SPECIALS Beautiful lake front, beach and pool table

9.8 out of 10, Exceptional, (17)
"We had a great stay. Lots of room, beautiful views, a very clean updated home"
SUMMER SPECIALS Beautiful lake front, beach and pool table

Lake Side Room at The Copper Trout.

9.0 out of 10, Wonderful, (95)
"Great stay. Perfect location, very close to town, but a couple blocks away from downtown chaos. Clean and quiet."
The price is £175
includes taxes & fees
15 Sept - 16 Sept
Lake Side Room at The Copper Trout.

Spirit Lodge- Log Cabin with Large front porch

10.0 out of 10, Exceptional, (61)
"Nice property, close to the local beach. It fit our needs well."
Spirit Lodge- Log Cabin with Large front porch

The Bodin-ski House

10.0 out of 10, Exceptional, (37)
"Very nice place to stay. Sleeps 5 very comfortable Close to Lake Superior and downtown restaurants and shops all within walking distance"
The price is £322
includes taxes & fees
18 Sept - 19 Sept
The Bodin-ski House

Bell Street Lodging-Suite

9.8 out of 10, Exceptional, (98)
"The property is only a big as it needs to be which is perfect because using the big deck space was a great way to spend an afternoon reading and watching the world go by. "
Bell Street Lodging-Suite

Private Beach and Endless Water

8.8 out of 10, Excellent, (42)
"Very little traffic and very quiet beach. It was early in the year before tourist season but very quiet neighborhood. Would definitely stay here again. House was very clean. "
Private Beach and Endless Water

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (216)
"We enjoyed our weekend at the property. It was really close to downtown Bayfield, and we loved walking down to the marina and looking at the boats. We will look to book again if we're ever in the area. "
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

RV Retreat: Steps from Lake Superior with Basswood Island views

9.6 out of 10, Exceptional, (7)
The price is £120
includes taxes & fees
15 Sept - 16 Sept
RV Retreat: Steps from Lake Superior with Basswood Island views

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

9.2 out of 10, Wonderful, (55)
"A very unique day and owner was super helpful and easy to access!"
A vacation you won't forget, stay on a 35 foot boat!

Lakeview Condo: Downtown Bayfield, Beach, Deck

10.0 out of 10, Exceptional, (50)
"The property was everything that we expected and more. Great location and extremely clean. The hosts were very accommodating and we would definitely stay here again."
Lakeview Condo: Downtown Bayfield, Beach, Deck

Bell Street-Downtown Oasis

10.0 out of 10, Exceptional, (82)
"Love LaPointe!! Went up to cheer my daughter on for her marathon. easy to get around and love staying downtown close to everything."
Bell Street-Downtown Oasis

Quiet nature cabin on the beautiful Marengo River

9.6 out of 10, Exceptional, (77)
"Very nice property. Great location in the Marengo River. Very low key and quiet"
Quiet nature cabin on the beautiful Marengo River

Le Petit Chalet, surrounded by nature, walking distance to Lake Superior & beach

9.8 out of 10, Exceptional, (54)
"This was a cute little cabin in the Woods. Not a lot of other people around. They had a small Beach area that you could go to and have a campfire at the beach. They even provided wood. I wish the cabin would have had a larger garbage. We were constantly having to take garbage all the way down to the dumpster."
Le Petit Chalet, surrounded by nature, walking distance to Lake Superior & beach

Bell Street Lodging-Retreat

10.0 out of 10, Exceptional, (71)
"We had a wonderful time."
Bell Street Lodging-Retreat
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

Find out more about Chequamegon Bay

Find out more about Chequamegon Bay

Everything you need to know about Chequamegon Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chequamegon Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chequamegon Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chequamegon Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chequamegon Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chequamegon Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chequamegon Bay holiday rentals we have selected for you start as low as £120 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chequamegon Bay rentals

At Expedia, we put the best Chequamegon Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chequamegon Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chequamegon Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chequamegon Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.