Olson Cottages, LLC

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

11/26/2025

Wishing you a wonderful Thanksgiving and a very happy holiday season with family and friends. We're grateful for so much this year and our InDoor Insider Blog provides details on many of the things we acknowledge in 2025 https://www.olsoncottages.com/indoor-insider/were-grateful-for-so-very-much-this-year The first Thanksgiving may not have happened on our beach, but, Ben and Matt are directly descended from Pilgrim John Howland through Grandma Tressler, so there is an indirect connection to that first feast.

10/20/2025

I think the weather knows! Just a couple of hours after our last guests of the season departed, the weather has turned - cold, windy, bleak. But, the weekend was beautiful and that's what was important. Thanks everyone for a great season. The cottages are almost put to bed for the Winter already and we look forward to seeing everyone again next year. New reservations start in February. www.olsoncottages.com

10/11/2025

While our season is winding down, its not too early to start thinking about next year. September and October are a great time in Door County and particularly at Olson Cottages. Our InDoor Insider blog looks at a few ideas for Fall in Door County. https://www.olsoncottages.com/indoor-insider/autumn-a-magical-time-in-door-county-and-at-olson-cottages

08/25/2025

Our August Insider Blog is now online. Learn a bit more about a more obscure activity on, during or after your stay, or during a rainy day. Door County has not one, but two restored schoolhouses offering an amazing window to the past. https://www.olsoncottages.com/indoor-insider/step-back-in-time-door-countys-restored-one-room-schoolhouses

08/07/2025

Coming soon - A taste of Door County at Christmas.

A Chicago pastry chef returns home for Christmas, rekindles an old romance, and must choose between her dream job and saving her family orchard—with a winnin...