Holiday Rentals in Chequamegon Bay
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Chequamegon Bay
Holiday Rentals in Chequamegon Bay

Mission Springs Resort

Hidden Cove Washburn Lake Home. Sleeps 6.

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

Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior

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

River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.

Private Beach and Endless Water

Bayfield- Charming Condo, Jumping Off Point to Apostles

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

RV Retreat: Steps from Lake Superior with Basswood Island views

The Little Bodin

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

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

Spirit Lodge- Log Cabin with Large front porch

The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

Erie Suite @ The Bayfield Guest House, Bayfield

The Carriage House Sleeps 4. Downtown Bayfield! Walk to everything!
Other types of properties in Chequamegon Bay you may be interested in

The Washburn Inn - On the Lake
Holiday Accommodation Chequamegon Bay
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Chequamegon Bay are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Chequamegon Bay itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Chequamegon Bay holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Chequamegon Bay, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Chequamegon Bay with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.