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Cozy Downtown Douglas Upstairs Unit | Near Water - Image 1
Cozy Downtown Douglas Upstairs Unit | Near Water - Image 2
Cozy Downtown Douglas Upstairs Unit | Near Water - Image 3
Cozy Downtown Douglas Upstairs Unit | Near Water - Image 4
Cozy Downtown Douglas Upstairs Unit | Near Water - Image 5

Douglas, Michigan

Cozy Downtown Douglas Upstairs Unit | Near Water

1 bedroom2 beds1 baths2 guests

Tucked gently above a garage on a quiet, tree-lined property, Chestnut Cottage is a bright and cozy retreat with charm to spare. This cheerful red cottage is a haven for couples or solo travelers seeking a peaceful escape just minutes from the shoreline of Lake Michigan and the inviting streets of downtown Douglas. With its open layout, thoughtful details, and abundant natural light, Chestnut Cottage is the kind of place where you instantly feel at ease.

Every inch of this light-filled cottage has been designed for both comfort and simplicity. As you ascend the private staircase to your home-away-from-home, you'll find a quiet sanctuary perched among the trees—separate from the main house, yet part of the warmth of the larger property.

Inside, the open-concept living space welcomes you with soft textures, stylish touches, and an easy flow between the kitchen, dining, and lounge areas. The fully equipped kitchen makes it effortless to cook a casual breakfast or prep a picnic for the beach, while the cozy sofa invites you to unwind with a good book or enjoy a movie night after a sun-drenched day on the lake.

The private bedroom features a queen bed with crisp linens and plenty of natural light, offering a restful place to retreat at day’s end.

A well-appointed bathroom with fresh towels and essentials ensures your stay is as seamless as it is restful. Thoughtful details throughout the cottage—like soft throws, gentle lighting, and curated touches—bring out the personality and care that make Chestnut Cottage feel like more than just a place to stay.

Though it’s nestled in a peaceful spot just off the beaten path, Chestnut Cottage is wonderfully close to everything. You’re a short walk to the heart of Douglas, where you’ll find local cafés, galleries, and shops, and just a quick drive or bike ride from the iconic dunes and shores of Oval Beach and the charm of nearby Saugatuck.

STR Registration #- CR25-039

Keyless entry.

Should you have questions or encounter any issues, we will always be available. Messaging us directly through the Airbnb app is the quickest way to reach us!

There is a $100 pet fee per stay.
The kitchen has a regular drip coffee maker with ground coffee available.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Nov 5, 2026$136Available2
Nov 6, 2026$168Available2
Nov 7, 2026$164Available2
Nov 8, 2026$123Available2
Nov 9, 2026$114Available2
Nov 10, 2026$135Available2
Nov 11, 2026$141Available2
Nov 12, 2026$146Available2
Nov 13, 2026$185Available2
Nov 14, 2026$184Available2
Nov 15, 2026$125Available2
Nov 16, 2026$145Available2
Nov 17, 2026$125Available2
Nov 18, 2026$137Available2
Nov 19, 2026$141Available2
Nov 20, 2026$190Available2
Nov 21, 2026$179Available2
Nov 22, 2026$148Available2
Nov 23, 2026$144Available2
Nov 24, 2026$151Available2
Nov 25, 2026$182Not Available4
Nov 26, 2026$198Not Available4
Nov 27, 2026$204Not Available4
Nov 28, 2026$192Not Available4
Nov 29, 2026$143Not Available2
Nov 30, 2026$145Not Available2
Dec 1, 2026$138Available2
Dec 2, 2026$142Not Available2
Dec 3, 2026$152Available2
Dec 4, 2026$182Available2
Dec 5, 2026$181Available2
Dec 6, 2026$149Available2
Dec 7, 2026$141Available2
Dec 8, 2026$138Available2
Dec 9, 2026$138Available2
Dec 10, 2026$147Available2
Dec 11, 2026$191Available2
Dec 12, 2026$190Available2
Dec 13, 2026$155Available2
Dec 14, 2026$142Available2
Dec 15, 2026$148Available2
Dec 16, 2026$144Available2
Dec 17, 2026$147Available2
Dec 18, 2026$175Available2
Dec 19, 2026$168Available2
Dec 20, 2026$140Available2
Dec 21, 2026$140Available2
Dec 22, 2026$149Available2
Dec 23, 2026$184Available3
Dec 24, 2026$186Available3
Dec 25, 2026$199Available3
Dec 26, 2026$176Available3
Dec 27, 2026$180Available2
Dec 28, 2026$177Available2
Dec 29, 2026$176Available2
Dec 30, 2026$265Available2
Dec 31, 2026$267Available3
Jan 1, 2027$270Available3
Jan 2, 2027$273Available3
Jan 3, 2027$142Available3
Jan 4, 2027$131Available2
Jan 5, 2027$155Available2
Jan 6, 2027$147Available2
Jan 7, 2027$161Available2
Jan 8, 2027$205Available2
Jan 9, 2027$210Available2
Jan 10, 2027$167Available2
Jan 11, 2027$150Available2
Jan 12, 2027$151Available2
Jan 13, 2027$179Available2
Jan 14, 2027$158Available2
Jan 15, 2027$236Available2
Jan 16, 2027$224Available2
Jan 17, 2027$217Available2
Jan 18, 2027$155Available2
Jan 19, 2027$150Available2
Jan 20, 2027$151Available2
Jan 21, 2027$169Available2
Jan 22, 2027$209Available2
Jan 23, 2027$211Available2
Jan 24, 2027$169Available2
Jan 25, 2027$154Available2
Jan 26, 2027$148Available2
Jan 27, 2027$157Available2
Jan 28, 2027$167Available2
Jan 29, 2027$207Available2
Jan 30, 2027$209Available2
Jan 31, 2027$164Available2
Feb 1, 2027$169Available2
Feb 2, 2027$166Available2
Feb 3, 2027$155Available2
Feb 4, 2027$172Available2
Feb 5, 2027$217Available2
Feb 6, 2027$214Available2
Feb 7, 2027$173Available2
Feb 8, 2027$157Available2
Feb 9, 2027$170Available2
Feb 10, 2027$170Available2
Feb 11, 2027$168Available2
Feb 12, 2027$293Available2
Feb 13, 2027$281Available2
Feb 14, 2027$294Available2
Feb 15, 2027$170Available2
Feb 16, 2027$148Available2
Feb 17, 2027$152Available2
Feb 18, 2027$174Available2
Feb 19, 2027$251Available2
Feb 20, 2027$242Available2
Feb 21, 2027$176Available2
Feb 22, 2027$159Available2
Feb 23, 2027$159Available2
Feb 24, 2027$161Available2
Feb 25, 2027$173Available2
Feb 26, 2027$230Available2
Feb 27, 2027$230Available2
Feb 28, 2027$176Available2
Mar 1, 2027$154Available2
Mar 2, 2027$153Available2
Mar 3, 2027$163Available2
Mar 4, 2027$173Available2
Mar 5, 2027$229Available2
Mar 6, 2027$225Available2
Mar 7, 2027$177Available2
Mar 8, 2027$183Available2
Mar 9, 2027$184Available2
Mar 10, 2027$184Available2
Mar 11, 2027$187Available2
Mar 12, 2027$225Available2
Mar 13, 2027$221Available2
Mar 14, 2027$177Available2
Mar 15, 2027$166Available2
Mar 16, 2027$220Available2
Mar 17, 2027$220Available2
Mar 18, 2027$224Available2
Mar 19, 2027$221Available2
Mar 20, 2027$224Available2
Mar 21, 2027$203Available2
Mar 22, 2027$164Available2
Mar 23, 2027$165Available2
Mar 24, 2027$174Available2
Mar 25, 2027$195Available2
Mar 26, 2027$245Available2
Mar 27, 2027$242Available2
Mar 28, 2027$239Available2
Mar 29, 2027$177Available2
Mar 30, 2027$171Available2
Mar 31, 2027$210Available2
Apr 1, 2027$214Available2
Apr 2, 2027$267Available2
Apr 3, 2027$269Available2
Apr 4, 2027$203Available2
Apr 5, 2027$205Available2
Apr 6, 2027$205Available2
Apr 7, 2027$205Available2
Apr 8, 2027$235Available2
Apr 9, 2027$292Available2
Apr 10, 2027$288Available2
Apr 11, 2027$206Available2
Apr 12, 2027$191Available2
Apr 13, 2027$193Available2
Apr 14, 2027$192Available2
Apr 15, 2027$225Available2
Apr 16, 2027$295Available2
Apr 17, 2027$296Available2
Apr 18, 2027$221Available2
Apr 19, 2027$189Available2
Apr 20, 2027$196Available2
Apr 21, 2027$198Available2
Apr 22, 2027$233Available2
Apr 23, 2027$339Available2
Apr 24, 2027$345Available2
Apr 25, 2027$249Available2
Apr 26, 2027$254Available2
Apr 27, 2027$252Available2
Apr 28, 2027$262Available2
Apr 29, 2027$315Available2
Apr 30, 2027$414Available2
May 1, 2027$404Available2
May 2, 2027$289Available2
May 3, 2027$308Available2
May 4, 2027$311Available2
May 5, 2027$304Available2
May 6, 2027$415Available2
May 7, 2027$431Available2
May 8, 2027$426Available2
May 9, 2027$400Available2
May 10, 2027$252Available2
May 11, 2027$262Available2
May 12, 2027$274Available2
May 13, 2027$325Available2
May 14, 2027$380Available2
May 15, 2027$390Available2
May 16, 2027$323Available2
May 17, 2027$289Available2
May 18, 2027$275Available3
May 19, 2027$287Available3
May 20, 2027$327Available4
May 21, 2027$397Available4
May 22, 2027$408Available4
May 23, 2027$321Available3
May 24, 2027$332Available3
May 25, 2027$338Available3
May 26, 2027$307Available3
May 27, 2027$351Available4
May 28, 2027$703Available4
May 29, 2027$687Available4
May 30, 2027$672Available3
May 31, 2027$309Available3
Jun 1, 2027$329Available3
Jun 2, 2027$340Available3
Jun 3, 2027$414Available4
Jun 4, 2027$545Available4
Jun 5, 2027$536Available4
Jun 6, 2027$397Available3
Jun 7, 2027$357Available3
Jun 8, 2027$349Available3
Jun 9, 2027$358Available3
Jun 10, 2027$458Available4
Jun 11, 2027$499Available4
Jun 12, 2027$494Not Available4
Jun 13, 2027$374Not Available3
Jun 14, 2027$432Not Available3
Jun 15, 2027$368Not Available3
Jun 16, 2027$372Not Available3
Jun 17, 2027$839Not Available4
Jun 18, 2027$764Not Available4
Jun 19, 2027$749Available4
Jun 20, 2027$385Not Available3
Jun 21, 2027$391Available3
Jun 22, 2027$377Available3
Jun 23, 2027$492Available3
Jun 24, 2027$544Available4
Jun 25, 2027$707Available4
Jun 26, 2027$712Available4
Jun 27, 2027$464Available3
Jun 28, 2027$437Available3
Jun 29, 2027$416Available3
Jun 30, 2027$445Available3
Jul 1, 2027$553Available4
Jul 2, 2027$831Available4
Jul 3, 2027$826Available4
Jul 4, 2027$899Available3
Jul 5, 2027$547Available3
Jul 6, 2027$521Available3
Jul 7, 2027$521Available3
Jul 8, 2027$570Available4
Jul 9, 2027$769Available4
Jul 10, 2027$738Available4
Jul 11, 2027$622Available3
Jul 12, 2027$650Available3
Jul 13, 2027$627Available3
Jul 14, 2027$542Available3
Jul 15, 2027$578Available4
Jul 16, 2027$713Available4
Jul 17, 2027$695Available4
Jul 18, 2027$515Available3
Jul 19, 2027$528Available3
Jul 20, 2027$514Available3
Jul 21, 2027$515Available3
Jul 22, 2027$806Available4
Jul 23, 2027$768Available4
Jul 24, 2027$762Available4
Jul 25, 2027$528Available3
Jul 26, 2027$528Available3
Jul 27, 2027$510Available3
Jul 28, 2027$471Available3
Jul 29, 2027$616Available4
Jul 30, 2027$762Available4
Jul 31, 2027$739Available4
Aug 1, 2027$498Available3
Aug 2, 2027$528Available3
Aug 3, 2027$505Available3
Aug 4, 2027$469Available3
Aug 5, 2027$556Available4
Aug 6, 2027$734Available4
Aug 7, 2027$679Available4
Aug 8, 2027$464Available3
Aug 9, 2027$462Available3
Aug 10, 2027$429Available3
Aug 11, 2027$414Available3
Aug 12, 2027$518Available4
Aug 13, 2027$701Available4
Aug 14, 2027$732Available4
Aug 15, 2027$465Available3
Aug 16, 2027$396Available3
Aug 17, 2027$381Available3
Aug 18, 2027$384Available3
Aug 19, 2027$518Available4
Aug 20, 2027$652Available4
Aug 21, 2027$666Available4
Aug 22, 2027$477Available3
Aug 23, 2027$356Available3
Aug 24, 2027$342Available3
Aug 25, 2027$342Available3
Aug 26, 2027$464Available4
Aug 27, 2027$595Available4
Aug 28, 2027$620Available4
Aug 29, 2027$381Available3
Aug 30, 2027$330Available3
Aug 31, 2027$419Available3
Sep 1, 2027$327Available3
Sep 2, 2027$425Available4
Sep 3, 2027$967Available4
Sep 4, 2027$1,028Available4
Sep 5, 2027$1,072Available3
Sep 6, 2027$380Available3
Sep 7, 2027$301Available3
Sep 8, 2027$306Available2
Sep 9, 2027$358Available2
Sep 10, 2027$441Available2
Sep 11, 2027$444Available2
Sep 12, 2027$307Available2
Sep 13, 2027$284Available2
Sep 14, 2027$292Available2
Sep 15, 2027$325Available2
Sep 16, 2027$362Available2
Sep 17, 2027$463Available2
Sep 18, 2027$460Available2
Sep 19, 2027$286Available2
Sep 20, 2027$268Available2
Sep 21, 2027$275Available2
Sep 22, 2027$269Available2
Sep 23, 2027$331Available2
Sep 24, 2027$426Available2
Sep 25, 2027$417Available2
Sep 26, 2027$281Available2
Sep 27, 2027$249Available2
Sep 28, 2027$256Available2
Sep 29, 2027$265Available2
Sep 30, 2027$332Available2
Oct 1, 2027$445Available2
Oct 2, 2027$432Available2
Oct 3, 2027$292Available2
Oct 4, 2027$284Available2
Oct 5, 2027$284Available2
Oct 6, 2027$290Available2
Oct 7, 2027$327Available2
Oct 8, 2027$500Available2
Oct 9, 2027$484Available2
Oct 10, 2027$519Available2
Oct 11, 2027$281Available2
Oct 12, 2027$273Available2
Oct 13, 2027$268Available2
Oct 14, 2027$333Available2
Oct 15, 2027$452Available2
Oct 16, 2027$451Available2
Oct 17, 2027$258Available2
Oct 18, 2027$250Available2
Oct 19, 2027$240Available2
Oct 20, 2027$233Available2
Oct 21, 2027$276Available2
Oct 22, 2027$378Available2
Oct 23, 2027$381Available2
Oct 24, 2027$239Available2
Oct 25, 2027$225Available2
Oct 26, 2027$218Available2
Oct 27, 2027$214Available2
Oct 28, 2027$226Available2
Oct 29, 2027$339Available2
Oct 30, 2027$341Available2
Oct 31, 2027$212Available2
Nov 1, 2027$190Available2
Nov 2, 2027$184Available2
Nov 3, 2027$185Available2
Nov 4, 2027$195Available2
Nov 5, 2027$277Not Available2
Nov 6, 2027$283Not Available2
Nov 7, 2027$181Not Available2
Nov 8, 2027$172Not Available2
Nov 9, 2027$169Not Available2
Nov 10, 2027$265Not Available2
Nov 11, 2027$265Not Available2
Nov 12, 2027$260Not Available2
Nov 13, 2027$253Not Available2
Nov 14, 2027$167Not Available2
Nov 15, 2027$164Not Available2
Nov 16, 2027$164Not Available2
Nov 17, 2027$184Not Available2
Nov 18, 2027$192Not Available2
Nov 19, 2027$250Not Available2
Nov 20, 2027$235Not Available2
Nov 21, 2027$172Not Available2
Nov 22, 2027$172Not Available2
Nov 23, 2027$165Not Available2
Nov 24, 2027$260Not Available2
Nov 25, 2027$264Not Available2
Nov 26, 2027$265Not Available2
Nov 27, 2027$273Not Available2
Nov 28, 2027$180Not Available2
Nov 29, 2027$174Not Available2
Nov 30, 2027$169Not Available2
Dec 1, 2027$185Not Available2
Dec 2, 2027$198Not Available2
Dec 3, 2027$235Not Available2
Dec 4, 2027$226Not Available2
Dec 5, 2027$180Not Available2
Dec 6, 2027$169Not Available2
Dec 7, 2027$165Not Available2
Dec 8, 2027$163Not Available2
Dec 9, 2027$173Not Available2
Dec 10, 2027$213Not Available2
Dec 11, 2027$212Not Available2
Dec 12, 2027$174Not Available2
Dec 13, 2027$170Not Available2
Dec 14, 2027$174Not Available2
Dec 15, 2027$180Not Available2
Dec 16, 2027$185Not Available2
Dec 17, 2027$220Not Available2
Dec 18, 2027$210Not Available2
Dec 19, 2027$184Not Available2
Dec 20, 2027$184Not Available2
Dec 21, 2027$194Not Available2
Dec 22, 2027$204Not Available2
Dec 23, 2027$255Not Available2
Dec 24, 2027$255Not Available2
Dec 25, 2027$258Not Available2
Dec 26, 2027$244Not Available2
Dec 27, 2027$244Not Available2
Dec 28, 2027$244Not Available2
Dec 29, 2027$246Not Available2
Dec 30, 2027$279Not Available2
Dec 31, 2027$280Not Available2
Jan 1, 2028$275Not Available2
Jan 2, 2028$181Not Available2
Jan 3, 2028$170Not Available2
Jan 4, 2028$167Not Available2
Jan 5, 2028$175Not Available2
Jan 6, 2028$181Not Available2
Jan 7, 2028$216Not Available2
Jan 8, 2028$209Not Available2
Jan 9, 2028$171Not Available2
Jan 10, 2028$150Not Available2
Jan 11, 2028$147Not Available2
Jan 12, 2028$148Not Available2
Jan 13, 2028$165Not Available2
Jan 14, 2028$249Not Available2
Jan 15, 2028$247Not Available2
Jan 16, 2028$249Not Available2
Jan 17, 2028$150Not Available2
Jan 18, 2028$148Not Available2
Jan 19, 2028$153Not Available2
Jan 20, 2028$173Not Available2
Jan 21, 2028$218Not Available2
Jan 22, 2028$220Not Available2
Jan 23, 2028$171Not Available2
Jan 24, 2028$154Not Available2
Jan 25, 2028$146Not Available2
Jan 26, 2028$153Not Available2
Jan 27, 2028$176Not Available2
Jan 28, 2028$212Not Available2
Jan 29, 2028$214Not Available2
Jan 30, 2028$164Not Available2
Jan 31, 2028$154Not Available2
Feb 1, 2028$148Not Available2
Feb 2, 2028$156Not Available2
Feb 3, 2028$175Not Available2
Feb 4, 2028$218Not Available2
Feb 5, 2028$221Not Available2
Feb 6, 2028$176Not Available2
Feb 7, 2028$156Not Available2
Feb 8, 2028$150Not Available2
Feb 9, 2028$157Not Available2
Feb 10, 2028$176Not Available2
Feb 11, 2028$296Not Available2
Feb 12, 2028$291Not Available2
Feb 13, 2028$304Not Available2
Feb 14, 2028$156Not Available2
Feb 15, 2028$154Not Available2
Feb 16, 2028$158Not Available2
Feb 17, 2028$173Not Available2
Feb 18, 2028$320Not Available2
Feb 19, 2028$314Not Available2
Feb 20, 2028$328Not Available2
Feb 21, 2028$155Not Available2
Feb 22, 2028$152Not Available2
Feb 23, 2028$157Not Available2
Feb 24, 2028$172Not Available2
Feb 25, 2028$235Not Available2
Feb 26, 2028$234Not Available2
Feb 27, 2028$175Not Available2
Feb 28, 2028$160Not Available2
Feb 29, 2028$159Not Available2
Mar 1, 2028$166Not Available2
Mar 2, 2028$179Not Available2
Mar 3, 2028$225Not Available2
Mar 4, 2028$229Not Available2
Mar 5, 2028$177Not Available2
Mar 6, 2028$167Not Available2
Mar 7, 2028$165Not Available2
Mar 8, 2028$173Not Available2
Mar 9, 2028$189Not Available2
Mar 10, 2028$230Not Available2
Mar 11, 2028$228Not Available2
Mar 12, 2028$186Not Available2
Mar 13, 2028$169Not Available2
Mar 14, 2028$169Not Available2
Mar 15, 2028$179Not Available2
Mar 16, 2028$242Not Available2
Mar 17, 2028$256Not Available2
Mar 18, 2028$244Not Available2
Mar 19, 2028$192Not Available2
Mar 20, 2028$173Not Available2
Mar 21, 2028$170Not Available2
Mar 22, 2028$184Not Available2
Mar 23, 2028$208Not Available2
Mar 24, 2028$243Not Available2
Mar 25, 2028$246Not Available2
Mar 26, 2028$201Not Available2
Mar 27, 2028$176Not Available2
Mar 28, 2028$171Not Available2
Mar 29, 2028$184Not Available2
Mar 30, 2028$217Not Available2
Mar 31, 2028$265Not Available2
Apr 1, 2028$263Not Available2
Apr 2, 2028$201Not Available2
Apr 3, 2028$184Not Available2
Apr 4, 2028$180Not Available2
Apr 5, 2028$188Not Available2
Apr 6, 2028$225Not Available2
Apr 7, 2028$283Not Available2
Apr 8, 2028$283Not Available2
Apr 9, 2028$209Not Available2
Apr 10, 2028$185Not Available2
Apr 11, 2028$186Not Available2
Apr 12, 2028$188Not Available2
Apr 13, 2028$229Not Available2
Apr 14, 2028$304Not Available2
Apr 15, 2028$306Not Available2
Apr 16, 2028$257Not Available2
Apr 17, 2028$194Not Available2
Apr 18, 2028$198Not Available2
Apr 19, 2028$202Not Available2
Apr 20, 2028$245Not Available2
Apr 21, 2028$333Not Available2
Apr 22, 2028$340Not Available2
Apr 23, 2028$252Not Available2
Apr 24, 2028$212Not Available2
Apr 25, 2028$219Not Available2
Apr 26, 2028$224Not Available2
Apr 27, 2028$275Not Available2
Apr 28, 2028$381Not Available2
Apr 29, 2028$146Not Available1
Apr 30, 2028$146Not Available1
May 1, 2028$146Not Available1
May 2, 2028$146Not Available1
May 3, 2028$146Not Available1
May 4, 2028$146Not Available1
May 5, 2028$146Not Available1
May 6, 2028$146Not Available1
May 7, 2028$146Not Available1
May 8, 2028$146Not Available1

What this home offers

Bed linens
Blender
Body soap
Books
Carbon monoxide detector

What our guests say

4.97

29 reviews

D
Doug B.
September 2026

Very clean, well equipped. Very quiet walkable neighborhood, also an easy 15 minute walk to Saugatuck.

J
Joshua T.
August 2026

Great relaxing place to stay with the family and dogs. Loved how close it was to downtown! Thanks again Chad!

U
Uriel A.
August 2026

Chad’s place was conveniently located near downtown Douglas and Saugatuck. The neighborhood was great and we had an enjoyable long weekend.

Where you’ll be

Douglas, Michigan, 49406, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 11:00 AM.

Property rules

Not suitable for children (2–12 years).

Not suitable for infants (under 2).

Maximum 2 guests.

Pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.