FOUR VINTAGE LAKEFRONT COTTAGES NESTLED ON THE LAKE MICHIGAN SHORE
The Way Door County is
Meant to Be Enjoyed!
LOCATED BETWEEN JACKSONPORT & BAILEYS HARBOR, WISCONSIN
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WELCOME TO 2020!
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A NOTE ABOUT COVID-19
Olson Cottages is closely monitoring state guidelines for businesses and is proceeding with the season in hopes of uninterrupted rentals. As more information becomes available, we will alert our guests if restrictions remain in place. The Olson and Hasenjager families' first concern is the safety and wellness of our guests and our families. SEE OUR COVID-19 PREPARATIONS PAGE HERE |
Olson Cottages are one of
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TWIN CEDARS COTTAGE
Twin Cedars sits right on the beach and features 3 bedrooms (sleeps 6) along with a log cabin interior, field stone fireplace, open kitchen/dining and living room and a great sun deck. 
GRANDMA'S COTTAGE
A Door County Classic! Log cabin with 3 Bedrooms (sleeps 6), Wrap around, glassed-in porch, double height living room with stone fireplace - this was our family's original cottage. |
REDWOOD COTTAGE
A Perennial Favorite! Redwood features 3 bedrooms (sleeps 6), cathedral ceilings with log beams, charming kitchen with deck access and a great view and fireplace. 
GREENWOOD COTTAGE
Greenwood features 2 bedrooms (sleeps 6) and a beautiful knotty pine interior, including a large, custom kitchen. Dedicated beach space is included. |
Family Owned & Operated for 80+ Years
YOUR HOSTS,
THE OLSON/HASENJAGER FAMILY
MANAGER & RESERVATIONS:
Ben Olson - center left, in plaid
Email: olsoncottages@outlook.com
OWNERS:
Penny Olson and Glenn Hasenjager
(Mr. and Mrs. Glenn Hasenjager) center.
Ben Olson - center left, in plaid
Email: olsoncottages@outlook.com
OWNERS:
Penny Olson and Glenn Hasenjager
(Mr. and Mrs. Glenn Hasenjager) center.
A NOTE ABOUT LAKE MICHIGAN
For 2020, Lake Michigan continues to be at record high levels. Our sand beach is in fluctuation and dependent upon weather. As we've seen over the last 100 years, levels rise and fall in cycles and currently, we are in the high end of the cycle. A fire pit is provided for our guest's use on our hill overlooking the lake and our decks still offer unparalleled views. Some photos on this website were taken during lower levels, but virtually all lake and Bayfront cottage rentals in Door County are experiencing this same high water scenario. Please contact Ben Olson with questions.
For 2020, Lake Michigan continues to be at record high levels. Our sand beach is in fluctuation and dependent upon weather. As we've seen over the last 100 years, levels rise and fall in cycles and currently, we are in the high end of the cycle. A fire pit is provided for our guest's use on our hill overlooking the lake and our decks still offer unparalleled views. Some photos on this website were taken during lower levels, but virtually all lake and Bayfront cottage rentals in Door County are experiencing this same high water scenario. Please contact Ben Olson with questions.
RELAX & ENJOY!
Our lake front cottages each offer decks and outdoor spaces and the sound of the waves will help you slip into relaxation mode. While our beach may currently be experiencing high water, dipping you toes, or a great swim in Lake Michigan is still a simple pleasure.
At Olson’s, you won’t find many of today's distractions. Here, a day of activity can be followed by a family or romantic evening in front of the fire. It’s a simpler kind of vacation, a chance to unwind and relax, yet Door County activities such as shopping, biking, exploring, theater, dining and golf are just a short drive away.
Each of our housekeeping cottages sleep 6 in different bedroom/bed size configurations. (see our individual cottage pages for complete details). All feature kitchens with microwaves, central heat, bathrooms with showers and firewood for the fireplaces and fire pit. Guests are responsible for bringing their own linens and supplies. For 2020 we have added Wi-Fi for limited checking of emails and web surfing (limited bandwidth does not permit streaming)
We're a small, family owned and operated resort with on-site owners and direct reservations. No absentee ownership or management, or additional fees to large booking agents.
Our classic cottages are situated on Lake Michigan and the sounds of the waves provide the perfect backdrop for a vacation to remember.
Our lake front cottages each offer decks and outdoor spaces and the sound of the waves will help you slip into relaxation mode. While our beach may currently be experiencing high water, dipping you toes, or a great swim in Lake Michigan is still a simple pleasure.
At Olson’s, you won’t find many of today's distractions. Here, a day of activity can be followed by a family or romantic evening in front of the fire. It’s a simpler kind of vacation, a chance to unwind and relax, yet Door County activities such as shopping, biking, exploring, theater, dining and golf are just a short drive away.
Each of our housekeeping cottages sleep 6 in different bedroom/bed size configurations. (see our individual cottage pages for complete details). All feature kitchens with microwaves, central heat, bathrooms with showers and firewood for the fireplaces and fire pit. Guests are responsible for bringing their own linens and supplies. For 2020 we have added Wi-Fi for limited checking of emails and web surfing (limited bandwidth does not permit streaming)
We're a small, family owned and operated resort with on-site owners and direct reservations. No absentee ownership or management, or additional fees to large booking agents.
Our classic cottages are situated on Lake Michigan and the sounds of the waves provide the perfect backdrop for a vacation to remember.
Welcome to our piece of paradise!
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UNPARALLELED VIEWS
FIREPLACES WITH FIREWOOD FULL KITCHENS SLEEPS SIX GUESTS |
OUTDOOR DECKS
EXCELLENT SWIMMING CENTRALLY LOCATED Wi-Fi (Limited Bandwidth) |
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FOLLOW US
ON SOCIAL MEDIA |
HONEYMOONING AT OLSON'S |
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The Olson family has a long history of welcoming newlywed couples on their honeymoons. Our cottages offer a warm, cozy, romantic atmosphere that provides a great place to relax after your big day and begin your new life together.
Twin Cedars and Redwood Cottages have been longtime favorites and we urge you to look at their features and consider them for your honeymoon. Great weeks in Early June and September are available in 2020. Contact us today to check availability at olsoncottages@outlook.com |
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Our tradition of being a honeymoon destination goes back to our original "Honeymoon Cottage" shown here in the late 1920's on the right. Later, this cottage was replaced by Twin Cedars in the early 1960's, with that cottage becoming our unofficial honeymoon cottage.
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OUR UNIQUE PROPERTY
Are Olson Cottages
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For Your Consideration: Autumn at Olson Cottages
The beach is almost empty. The children are back in school. The days are still long and bright. Door County’s finest shops and restaurants are open and ready to serve you. Tee times are easier to get at the county’s wonderful courses. The trails at the state parks are less crowded. It’s September in Door County and Olson Cottages is as welcoming and appealing, if not even more so, than during the months of Summer.
The weather may well still allow beautiful days on the deck and long walks on the beach. Nights are toasty by the fire and the efficient central heat makes shivers a thing of the past. No matter which cottage of ours you choose, you’ll enjoy a week at our secluded private beach in a cottage weathered by time and steeped in tradition.
The weather may well still allow beautiful days on the deck and long walks on the beach. Nights are toasty by the fire and the efficient central heat makes shivers a thing of the past. No matter which cottage of ours you choose, you’ll enjoy a week at our secluded private beach in a cottage weathered by time and steeped in tradition.
As October approaches, green turns to crimson, gold and russet, mixed with the evergreen of pines and hemlock. The lake is cold, but the beach still inviting, the shops still open, the state parks and lighthouses still a delight and the golf courses, theaters and restaurants still irresistible. As Sister Bay’s Fall Fest gets closer, perhaps a long Columbus Day weekend or a quieter few days at our special family cottages is in order?
A relaxed pace prevails in the Autumn, but don’t let that keep you from reserving your cottage now for an unforgettable time in the kingdom so delicious, Door County in the Autumn of the year.
A relaxed pace prevails in the Autumn, but don’t let that keep you from reserving your cottage now for an unforgettable time in the kingdom so delicious, Door County in the Autumn of the year.
Want to get in touch?
Our reservation process begins the previous Fall with preference given to our existing guests.
Please contact us via the form below for more information and for reservation inquiries.
We'll get back to you in the order of inquiry and as quickly as we are able.
Please contact us via the form below for more information and for reservation inquiries.
We'll get back to you in the order of inquiry and as quickly as we are able.
OUR COTTAGESNOW ACCEPTING
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OLSON COTTAGES
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