Olson Cottages, LLC

09/11/2026

Still dreaming about that lakefront vacation in Door County this Fall? Our Twin Cedars Cottage is available for the weeks of September 26th and October 3rd for full week, Saturday to Saturday rentals., Located between Jacksonport and Baileys Harbor, on one of Door County's most beautiful sand beaches, Twin Cedars features 3 bedrooms, fireplace, full kitchen, and a deck that is as close to the lake as you can get! Full details are available at www.olsoncottages.com, along with our contact info. Sorry, NO PETS. , ,

08/10/2026

Still thinking about a wonderful vacation in Door County this season? We have only 4 weeks avilable in our lakefront cottages before the end of the season in late October. In our Redwood Cottage, we have the week of August 22nd (due to last minute cancellation), In our Twin Cedars Cottage, we have the week of September 26th available, and in our Grandma's Cottage, the weeks of September 19th and October 3rd are still available. Rentals run Saturday to Saturday and full info is available on our website at www.olsoncottages.com. Our Cottages sit directly on one of, if not the most beautiful sand beaches in Door County and each features 3 bedrooms, woodburning fireplaces, lakefront decks and full kitchens, all in a setting that has been welcoming guests for almost 100 years. We measure our guest's years of staying with us in decades with some families coming since the 1950s - come see why and start a family tradition of your own!

Business type: LodgingBusiness Name: Olson Cottages Location: Door County, Wisconsin Property type: VacationRental Units available: 4 cottages Waterfront: Lake Michigan Olson Cottages are four vintage cottages and sand beach cabin rentals on Lake Michigan

07/31/2026

Rare August Opportunity! Due to a guest reschedule, we have a week available in our Redwood Cottage for the week of August 22nd. This is still prime time to enjoy the beach and the lake. We're located on one of the most beautiful beaches in Door County, on the Lake Michigan side between Jacksonport and Baileys Harbor. More info is available at www.olsoncottages.com.

05/30/2026

Tomorrow marks the start of our 2026 season and the forget-me-nots are in bloom and ready to welcome our first guests!

04/13/2026

And so it begins - spring cleanup picks up where fall leaf cleanup left off!

04/05/2026

He has risen, but fortunately the lake hasn’t. Happy Easter from Olson Cottages. See you soon!

01/30/2026

We're now accepting reservations for the 2026 season and our website is up to date with availability. We have very limited openings in our three lakefront cottages and a bit more availability in Greenwood, but get your requests in now, they'll go fast. Check availability out at: https://www.olsoncottages.com/availability.html

01/24/2026

Dreaming of Door County beach days during this cold snap?
While summer feels far away, live webcams make it easy to check in on the beauty of the peninsula—no matter the season.

Our latest InDoor Insider blog shares links to some of our favorite Door County webcams, from the Sturgeon Bay channel and Cana Island Lighthouse to peaceful Eagle Harbor views and even Al Johnson’s famous Goat Cam. It’s the perfect way to enjoy winter scenes now while dreaming of warm sand, cool breezes, and refreshing lake dips ahead. This image was taken from our static Redwood camera this morning - we don't have a streaming camera at this point, but there are plenty of good ones to check out.

https://www.olsoncottages.com/indoor-insider/stay-connected-to-door-county-best-webcams-to-watch-all-year

Planning ahead? New Olson Cottages reservations open February 1st. Greenwood Cottage availability is already open—take a look and submit your requests now at www.olsoncottages.com
Summer will be here before you know it!

12/30/2025

Wishing everyone the happiest of new years (and suspending the no fireworks rule just this once!) Reservation confirmation letters are in the mail to our returning guests and new reservations for our lakefront cottages begin on February 1st. Availability and reservations for Greenwood Cottage are available online now at www.olsoncottages.com Only 158 days until we open for the season!

12/24/2025

Looks like Santa is stopping by for Penny and Glenn! Wishing all of you the merriest of Christmasses and joy and blessings in the new year. www.olsoncottages.com