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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 2, 2026$133Available2
Nov 3, 2026$122Available2
Nov 4, 2026$131Available2
Nov 5, 2026$150Available2
Nov 6, 2026$182Available2
Nov 7, 2026$177Available2
Nov 8, 2026$129Available2
Nov 9, 2026$119Available2
Nov 10, 2026$145Available2
Nov 11, 2026$147Available2
Nov 12, 2026$155Available2
Nov 13, 2026$189Available2
Nov 14, 2026$185Available2
Nov 15, 2026$124Available2
Nov 16, 2026$148Available2
Nov 17, 2026$147Available2
Nov 18, 2026$138Available2
Nov 19, 2026$144Available2
Nov 20, 2026$193Available2
Nov 21, 2026$182Available2
Nov 22, 2026$149Available2
Nov 23, 2026$134Available2
Nov 24, 2026$139Available2
Nov 25, 2026$182Not Available4
Nov 26, 2026$197Not Available4
Nov 27, 2026$206Not Available4
Nov 28, 2026$193Not Available4
Nov 29, 2026$142Not Available2
Nov 30, 2026$145Not Available2
Dec 1, 2026$137Available2
Dec 2, 2026$151Not Available2
Dec 3, 2026$164Available2
Dec 4, 2026$195Available2
Dec 5, 2026$192Available2
Dec 6, 2026$154Available2
Dec 7, 2026$146Available2
Dec 8, 2026$143Available2
Dec 9, 2026$141Available2
Dec 10, 2026$152Available2
Dec 11, 2026$192Available2
Dec 12, 2026$188Available2
Dec 13, 2026$157Available2
Dec 14, 2026$147Available2
Dec 15, 2026$159Available2
Dec 16, 2026$142Available2
Dec 17, 2026$147Available2
Dec 18, 2026$173Available2
Dec 19, 2026$170Available2
Dec 20, 2026$148Available2
Dec 21, 2026$147Available2
Dec 22, 2026$158Available2
Dec 23, 2026$197Available3
Dec 24, 2026$200Available3
Dec 25, 2026$213Available3
Dec 26, 2026$186Available3
Dec 27, 2026$196Available2
Dec 28, 2026$194Available2
Dec 29, 2026$195Available2
Dec 30, 2026$284Available2
Dec 31, 2026$287Available3
Jan 1, 2027$336Available3
Jan 2, 2027$336Available3
Jan 3, 2027$170Available3
Jan 4, 2027$159Available2
Jan 5, 2027$156Available2
Jan 6, 2027$147Available2
Jan 7, 2027$160Available2
Jan 8, 2027$205Available2
Jan 9, 2027$210Available2
Jan 10, 2027$166Available2
Jan 11, 2027$152Available2
Jan 12, 2027$153Available2
Jan 13, 2027$179Available2
Jan 14, 2027$157Available2
Jan 15, 2027$235Available2
Jan 16, 2027$228Available2
Jan 17, 2027$220Available2
Jan 18, 2027$159Available2
Jan 19, 2027$155Available2
Jan 20, 2027$152Available2
Jan 21, 2027$170Available2
Jan 22, 2027$212Available2
Jan 23, 2027$217Available2
Jan 24, 2027$169Available2
Jan 25, 2027$154Available2
Jan 26, 2027$165Available2
Jan 27, 2027$165Available2
Jan 28, 2027$166Available2
Jan 29, 2027$198Available2
Jan 30, 2027$203Available2
Jan 31, 2027$165Available2
Feb 1, 2027$168Available2
Feb 2, 2027$165Available2
Feb 3, 2027$153Available2
Feb 4, 2027$170Available2
Feb 5, 2027$216Available2
Feb 6, 2027$214Available2
Feb 7, 2027$171Available2
Feb 8, 2027$160Available2
Feb 9, 2027$170Available2
Feb 10, 2027$169Available2
Feb 11, 2027$166Available2
Feb 12, 2027$314Available2
Feb 13, 2027$304Available2
Feb 14, 2027$312Available2
Feb 15, 2027$169Available2
Feb 16, 2027$153Available2
Feb 17, 2027$153Available2
Feb 18, 2027$169Available2
Feb 19, 2027$251Available2
Feb 20, 2027$244Available2
Feb 21, 2027$176Available2
Feb 22, 2027$162Available2
Feb 23, 2027$160Available2
Feb 24, 2027$160Available2
Feb 25, 2027$172Available2
Feb 26, 2027$226Available2
Feb 27, 2027$227Available2
Feb 28, 2027$178Available2
Mar 1, 2027$158Available2
Mar 2, 2027$156Available2
Mar 3, 2027$162Available2
Mar 4, 2027$173Available2
Mar 5, 2027$229Available2
Mar 6, 2027$226Available2
Mar 7, 2027$175Available2
Mar 8, 2027$184Available2
Mar 9, 2027$185Available2
Mar 10, 2027$186Available2
Mar 11, 2027$184Available2
Mar 12, 2027$223Available2
Mar 13, 2027$220Available2
Mar 14, 2027$178Available2
Mar 15, 2027$170Available2
Mar 16, 2027$224Available2
Mar 17, 2027$219Available2
Mar 18, 2027$225Available2
Mar 19, 2027$222Available2
Mar 20, 2027$226Available2
Mar 21, 2027$202Available2
Mar 22, 2027$169Available2
Mar 23, 2027$171Available2
Mar 24, 2027$179Available2
Mar 25, 2027$200Available2
Mar 26, 2027$235Available2
Mar 27, 2027$223Available2
Mar 28, 2027$190Available2
Mar 29, 2027$205Available2
Mar 30, 2027$205Available2
Mar 31, 2027$206Available2
Apr 1, 2027$210Available2
Apr 2, 2027$270Available2
Apr 3, 2027$273Available2
Apr 4, 2027$207Available2
Apr 5, 2027$183Available2
Apr 6, 2027$179Available2
Apr 7, 2027$182Available2
Apr 8, 2027$228Available2
Apr 9, 2027$283Available2
Apr 10, 2027$275Available2
Apr 11, 2027$197Available2
Apr 12, 2027$183Available2
Apr 13, 2027$191Available2
Apr 14, 2027$188Available2
Apr 15, 2027$221Available2
Apr 16, 2027$291Available2
Apr 17, 2027$292Available2
Apr 18, 2027$218Available2
Apr 19, 2027$187Available2
Apr 20, 2027$195Available2
Apr 21, 2027$193Available2
Apr 22, 2027$228Available2
Apr 23, 2027$334Available2
Apr 24, 2027$339Available2
Apr 25, 2027$255Available2
Apr 26, 2027$260Available2
Apr 27, 2027$256Available2
Apr 28, 2027$273Available2
Apr 29, 2027$329Available2
Apr 30, 2027$415Available2
May 1, 2027$412Available2
May 2, 2027$289Available2
May 3, 2027$308Available2
May 4, 2027$309Available2
May 5, 2027$299Available2
May 6, 2027$406Available2
May 7, 2027$424Available2
May 8, 2027$425Available2
May 9, 2027$392Available2
May 10, 2027$244Available2
May 11, 2027$254Available2
May 12, 2027$266Available2
May 13, 2027$311Available2
May 14, 2027$370Available2
May 15, 2027$381Available2
May 16, 2027$308Available2
May 17, 2027$279Available2
May 18, 2027$273Available3
May 19, 2027$286Available3
May 20, 2027$322Available4
May 21, 2027$391Available4
May 22, 2027$398Available4
May 23, 2027$324Available3
May 24, 2027$324Available3
May 25, 2027$331Available3
May 26, 2027$305Available3
May 27, 2027$349Available4
May 28, 2027$701Available4
May 29, 2027$688Available4
May 30, 2027$675Available3
May 31, 2027$307Available3
Jun 1, 2027$329Available3
Jun 2, 2027$336Available3
Jun 3, 2027$412Available4
Jun 4, 2027$542Available4
Jun 5, 2027$533Available4
Jun 6, 2027$360Available3
Jun 7, 2027$355Available3
Jun 8, 2027$348Available3
Jun 9, 2027$419Available3
Jun 10, 2027$458Available4
Jun 11, 2027$498Available4
Jun 12, 2027$495Not Available4
Jun 13, 2027$374Not Available3
Jun 14, 2027$431Not Available3
Jun 15, 2027$368Not Available3
Jun 16, 2027$371Not Available3
Jun 17, 2027$827Not Available4
Jun 18, 2027$754Not Available4
Jun 19, 2027$744Available4
Jun 20, 2027$384Not Available3
Jun 21, 2027$391Available3
Jun 22, 2027$377Available3
Jun 23, 2027$490Available3
Jun 24, 2027$551Available4
Jun 25, 2027$708Available4
Jun 26, 2027$705Available4
Jun 27, 2027$462Available3
Jun 28, 2027$437Available3
Jun 29, 2027$416Available3
Jun 30, 2027$445Available3
Jul 1, 2027$553Available4
Jul 2, 2027$825Available4
Jul 3, 2027$816Available4
Jul 4, 2027$893Available3
Jul 5, 2027$550Available3
Jul 6, 2027$515Available3
Jul 7, 2027$514Available3
Jul 8, 2027$569Available4
Jul 9, 2027$764Available4
Jul 10, 2027$741Available4
Jul 11, 2027$629Available3
Jul 12, 2027$631Available3
Jul 13, 2027$617Available3
Jul 14, 2027$535Available3
Jul 15, 2027$569Available4
Jul 16, 2027$714Available4
Jul 17, 2027$689Available4
Jul 18, 2027$511Available3
Jul 19, 2027$528Available3
Jul 20, 2027$509Available3
Jul 21, 2027$509Available3
Jul 22, 2027$810Available4
Jul 23, 2027$773Available4
Jul 24, 2027$765Available4
Jul 25, 2027$528Available3
Jul 26, 2027$528Available3
Jul 27, 2027$505Available3
Jul 28, 2027$466Available3
Jul 29, 2027$624Available4
Jul 30, 2027$752Available4
Jul 31, 2027$734Available4
Aug 1, 2027$496Available3
Aug 2, 2027$528Available3
Aug 3, 2027$493Available3
Aug 4, 2027$460Available3
Aug 5, 2027$543Available4
Aug 6, 2027$724Available4
Aug 7, 2027$678Available4
Aug 8, 2027$462Available3
Aug 9, 2027$456Available3
Aug 10, 2027$423Available3
Aug 11, 2027$415Available3
Aug 12, 2027$523Available4
Aug 13, 2027$705Available4
Aug 14, 2027$741Available4
Aug 15, 2027$465Available3
Aug 16, 2027$396Available3
Aug 17, 2027$384Available3
Aug 18, 2027$384Available3
Aug 19, 2027$511Available4
Aug 20, 2027$637Available4
Aug 21, 2027$663Available4
Aug 22, 2027$477Available3
Aug 23, 2027$353Available3
Aug 24, 2027$339Available3
Aug 25, 2027$339Available3
Aug 26, 2027$462Available4
Aug 27, 2027$594Available4
Aug 28, 2027$622Available4
Aug 29, 2027$379Available3
Aug 30, 2027$329Available3
Aug 31, 2027$418Available3
Sep 1, 2027$324Available3
Sep 2, 2027$425Available4
Sep 3, 2027$1,001Available4
Sep 4, 2027$1,056Available4
Sep 5, 2027$1,051Available3
Sep 6, 2027$375Available3
Sep 7, 2027$300Available3
Sep 8, 2027$304Available2
Sep 9, 2027$357Available2
Sep 10, 2027$422Available2
Sep 11, 2027$439Available2
Sep 12, 2027$305Available2
Sep 13, 2027$282Available2
Sep 14, 2027$288Available2
Sep 15, 2027$329Available2
Sep 16, 2027$348Available2
Sep 17, 2027$459Available2
Sep 18, 2027$456Available2
Sep 19, 2027$286Available2
Sep 20, 2027$267Available2
Sep 21, 2027$272Available2
Sep 22, 2027$267Available2
Sep 23, 2027$328Available2
Sep 24, 2027$424Available2
Sep 25, 2027$414Available2
Sep 26, 2027$277Available2
Sep 27, 2027$246Available2
Sep 28, 2027$253Available2
Sep 29, 2027$265Available2
Sep 30, 2027$328Available2
Oct 1, 2027$445Available2
Oct 2, 2027$432Available2
Oct 3, 2027$293Available2
Oct 4, 2027$283Available2
Oct 5, 2027$283Available2
Oct 6, 2027$288Available2
Oct 7, 2027$327Available2
Oct 8, 2027$495Available2
Oct 9, 2027$480Available2
Oct 10, 2027$512Available2
Oct 11, 2027$281Available2
Oct 12, 2027$270Available2
Oct 13, 2027$266Available2
Oct 14, 2027$333Available2
Oct 15, 2027$456Available2
Oct 16, 2027$447Available2
Oct 17, 2027$255Available2
Oct 18, 2027$246Available2
Oct 19, 2027$238Available2
Oct 20, 2027$231Available2
Oct 21, 2027$271Available2
Oct 22, 2027$372Available2
Oct 23, 2027$375Available2
Oct 24, 2027$227Available2
Oct 25, 2027$217Available2
Oct 26, 2027$207Available2
Oct 27, 2027$208Available2
Oct 28, 2027$224Available2
Oct 29, 2027$325Available2
Oct 30, 2027$327Available2
Oct 31, 2027$202Available2
Nov 1, 2027$186Available2
Nov 2, 2027$184Not Available2
Nov 3, 2027$186Not Available2
Nov 4, 2027$196Not Available2
Nov 5, 2027$277Not Available2
Nov 6, 2027$275Not Available2
Nov 7, 2027$174Not Available2
Nov 8, 2027$164Not Available2
Nov 9, 2027$162Not Available2
Nov 10, 2027$265Not Available2
Nov 11, 2027$265Not Available2
Nov 12, 2027$259Not Available2
Nov 13, 2027$249Not Available2
Nov 14, 2027$169Not Available2
Nov 15, 2027$166Not Available2
Nov 16, 2027$166Not Available2
Nov 17, 2027$183Not Available2
Nov 18, 2027$194Not Available2
Nov 19, 2027$243Not Available2
Nov 20, 2027$233Not Available2
Nov 21, 2027$173Not Available2
Nov 22, 2027$171Not Available2
Nov 23, 2027$167Not Available2
Nov 24, 2027$254Not Available2
Nov 25, 2027$259Not Available2
Nov 26, 2027$260Not Available2
Nov 27, 2027$268Not Available2
Nov 28, 2027$179Not Available2
Nov 29, 2027$172Not Available2
Nov 30, 2027$171Not Available2
Dec 1, 2027$184Not Available2
Dec 2, 2027$197Not Available2
Dec 3, 2027$231Not Available2
Dec 4, 2027$220Not Available2
Dec 5, 2027$180Not Available2
Dec 6, 2027$169Not Available2
Dec 7, 2027$165Not Available2
Dec 8, 2027$162Not Available2
Dec 9, 2027$172Not Available2
Dec 10, 2027$207Not Available2
Dec 11, 2027$208Not Available2
Dec 12, 2027$176Not Available2
Dec 13, 2027$171Not Available2
Dec 14, 2027$175Not Available2
Dec 15, 2027$182Not Available2
Dec 16, 2027$190Not Available2
Dec 17, 2027$220Not Available2
Dec 18, 2027$210Not Available2
Dec 19, 2027$190Not Available2
Dec 20, 2027$188Not Available2
Dec 21, 2027$196Not Available2
Dec 22, 2027$208Not Available2
Dec 23, 2027$271Not Available2
Dec 24, 2027$271Not Available2
Dec 25, 2027$273Not Available2
Dec 26, 2027$247Not Available2
Dec 27, 2027$247Not Available2
Dec 28, 2027$247Not Available2
Dec 29, 2027$247Not Available2
Dec 30, 2027$280Not Available2
Dec 31, 2027$281Not Available2
Jan 1, 2028$267Not Available2
Jan 2, 2028$184Not Available2
Jan 3, 2028$173Not Available2
Jan 4, 2028$168Not Available2
Jan 5, 2028$176Not Available2
Jan 6, 2028$182Not Available2
Jan 7, 2028$210Not Available2
Jan 8, 2028$207Not Available2
Jan 9, 2028$171Not Available2
Jan 10, 2028$153Not Available2
Jan 11, 2028$149Not Available2
Jan 12, 2028$148Not Available2
Jan 13, 2028$164Not Available2
Jan 14, 2028$251Not Available2
Jan 15, 2028$250Not Available2
Jan 16, 2028$251Not Available2
Jan 17, 2028$153Not Available2
Jan 18, 2028$152Not Available2
Jan 19, 2028$153Not Available2
Jan 20, 2028$172Not Available2
Jan 21, 2028$217Not Available2
Jan 22, 2028$220Not Available2
Jan 23, 2028$172Not Available2
Jan 24, 2028$156Not Available2
Jan 25, 2028$150Not Available2
Jan 26, 2028$151Not Available2
Jan 27, 2028$175Not Available2
Jan 28, 2028$210Not Available2
Jan 29, 2028$212Not Available2
Jan 30, 2028$164Not Available2
Jan 31, 2028$156Not Available2
Feb 1, 2028$152Not Available2
Feb 2, 2028$154Not Available2
Feb 3, 2028$173Not Available2
Feb 4, 2028$217Not Available2
Feb 5, 2028$222Not Available2
Feb 6, 2028$177Not Available2
Feb 7, 2028$159Not Available2
Feb 8, 2028$153Not Available2
Feb 9, 2028$157Not Available2
Feb 10, 2028$173Not Available2
Feb 11, 2028$299Not Available2
Feb 12, 2028$292Not Available2
Feb 13, 2028$304Not Available2
Feb 14, 2028$159Not Available2
Feb 15, 2028$156Not Available2
Feb 16, 2028$157Not Available2
Feb 17, 2028$170Not Available2
Feb 18, 2028$328Not Available2
Feb 19, 2028$321Not Available2
Feb 20, 2028$334Not Available2
Feb 21, 2028$159Not Available2
Feb 22, 2028$155Not Available2
Feb 23, 2028$156Not Available2
Feb 24, 2028$168Not Available2
Feb 25, 2028$233Not Available2
Feb 26, 2028$233Not Available2
Feb 27, 2028$175Not Available2
Feb 28, 2028$163Not Available2
Feb 29, 2028$161Not Available2
Mar 1, 2028$165Not Available2
Mar 2, 2028$177Not Available2
Mar 3, 2028$220Not Available2
Mar 4, 2028$226Not Available2
Mar 5, 2028$176Not Available2
Mar 6, 2028$170Not Available2
Mar 7, 2028$167Not Available2
Mar 8, 2028$172Not Available2
Mar 9, 2028$187Not Available2
Mar 10, 2028$228Not Available2
Mar 11, 2028$229Not Available2
Mar 12, 2028$185Not Available2
Mar 13, 2028$174Not Available2
Mar 14, 2028$173Not Available2
Mar 15, 2028$179Not Available2
Mar 16, 2028$242Not Available2
Mar 17, 2028$256Not Available2
Mar 18, 2028$245Not Available2
Mar 19, 2028$194Not Available2
Mar 20, 2028$179Not Available2
Mar 21, 2028$176Not Available2
Mar 22, 2028$183Not Available2
Mar 23, 2028$205Not Available2
Mar 24, 2028$243Not Available2
Mar 25, 2028$246Not Available2
Mar 26, 2028$200Not Available2
Mar 27, 2028$177Not Available2
Mar 28, 2028$175Not Available2
Mar 29, 2028$182Not Available2
Mar 30, 2028$214Not Available2
Mar 31, 2028$263Not Available2
Apr 1, 2028$262Not Available2
Apr 2, 2028$197Not Available2
Apr 3, 2028$182Not Available2
Apr 4, 2028$181Not Available2
Apr 5, 2028$185Not Available2
Apr 6, 2028$219Not Available2
Apr 7, 2028$277Not Available2
Apr 8, 2028$277Not Available2
Apr 9, 2028$202Not Available2
Apr 10, 2028$179Not Available2
Apr 11, 2028$183Not Available2
Apr 12, 2028$183Not Available2
Apr 13, 2028$223Not Available2
Apr 14, 2028$299Not Available2
Apr 15, 2028$302Not Available2
Apr 16, 2028$219Not Available2
Apr 17, 2028$191Not Available2
Apr 18, 2028$200Not Available2
Apr 19, 2028$201Not Available2
Apr 20, 2028$242Not Available2
Apr 21, 2028$332Not Available2
Apr 22, 2028$339Not Available2
Apr 23, 2028$250Not Available2
Apr 24, 2028$213Not Available2
Apr 25, 2028$146Not Available1
Apr 26, 2028$146Not Available1
Apr 27, 2028$146Not Available1
Apr 28, 2028$146Not Available1
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

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

For your selected dates, this trip is not refundable.