Quaint and rustic cottage nestled on the shores of a small Maine village.

Winter Harbor, Maine
$966 avg/night
Minimum Stay 1 Nights
Bed 3

Bed

Bath 2

Bath

Home Cottage

Property Type

Sleep 6

Max Sleeps

Night 1 nights

Min Stay

*Please read entire description*

A charming and very private cottage located along the waters in Winter Harbor, Maine, Regina's Cottage is a popular stop for regular visitors to Schoodic Peninsula. Many returning visitors have appreciated the secluded wooded lot, the ocean views, the close proximity to town, and the Downeast Maine environment Regina's is saturated in.

The location of Regina's is ideal for those who want to experience everything a Maine vacation has to offer. Schoodic Peninsula boasts hiking trails, driving paths, local restaurants, unique shops, and plenty of swimming and kayaking available. This serene location is ideal for those looking for inspiration. Popular with artists, writers and anyone looking for a quiet space to open their mind and hearts.

Regina's is also minutes from the 45-minute ferry ride to MDI for those that want to stay away from the crowds but take a day trip to the bustling town of Bar Harbor. Alternatively, you can take the 1-hour drive to Acadia National Park. From there ride the FREE Island Explorer busses all over Acadia Nation Park. The property is set up for relaxation, so you can also unwind along with water, inside the cottage with stunning views, and beach combing along the scenic Schoodic coastline.

Regina's Cottage has 3 cozy bedrooms. The first-floor bedroom is a queen, and upstairs you will find a full bedroom and a loft with a set of twin beds. Both floors have bathrooms for your convenience. With an open concept first floor, rustic furnishings, and unique features, you will find everything you need to have an amazing vacation in Maine.
Fast Starlink internet now utilized at this secluded location.
*There is one exterior camera for security.*

Each of our renters have the opportunity to utilize our unique relationship with 3 local professionals who are willing to come to the rental property for your booking.

Chef Daron Goldstein of Provender Kitchen + Bar – providing elevated cuisine in the form of catering services or daily meal service.
Provender Kitchen + Bar
112 Main Street
Ellsworth, ME 04605
https://www.eatprovender.com/

Meredith Whitney LMT – providing indoor and outdoor massage therapy for groups or individuals.
www.meredithwhitneylmt.com
Instagram: @meredithwhitneylmt

Gina Morra – personalized, private, on location Yoga Sessions by 500 hour certified and insured Yoga instructor.
https://ginamorrayoga.weebly.com/
Instagram: @ahomesteadingyogi

The Bud Connection
Flowers and Fine Chocolates
https://www.thebudconnection.com
https://www.facebook.com/TheBudConnection
bbridges31@aol.com
(207) 667-9595

Please send a message to VRBO host for more information!

Ferry to Bar Harbor: 88 Sargent Street, Winter Harbor, ME (2 minutes from property and an approx. 45 min ferry ride to MDI)
18 minute drive to Schoodic Peninsula.
40 minute drive Ellsworth.
1 hour drive to Bar Harbor.
1 hour 15 minute drive to Bangor.


Additional cleaning fee for stays 10 days and over.

Hosted and managed by Coastal Posh Property Management.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Microwave
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Towels Provided
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • CLIMATE CONTROL

    Heating
  • LOCATION HIGHLIGHTS

    Near The Ocean Near The Sea On The Waterfront
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 09:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Umesh K.

    Submitted May 25, 2026

    Stayed May 22, 2026

    Exceptional property, great views and quiet. Just perfect for us.

  • Catherine J.

    Submitted Oct 18, 2025

    Stayed Oct 15, 2025

    Incredible views from every room in the house! It was such a a cozy cabin nestled in the woods. The house had everything we needed and the location was perfect. We had such a a great stay here!

  • Katie L.

    Submitted Oct 12, 2025

    Stayed Oct 9, 2025

    A true dream property! As advertised and perhaps even better than advertised. The house is outfitted with all the basics you need to cook, sleep, shower, watch TV, and more. The location is UNBELIEVABLY beautiful! The most picturesque place I have ever stayed. The ocean is feet from the house and the windows/views are amazing. The structure has character and charm and is so cozy with plenty of seating and sleeping arrangements. Check-in and checkout were easy and very reasonable. We had an absolutely amazing time. I went with my two friends; next time I want to go with my husband. I will DEFINITELY be back. Absolutely worth every penny. A real dream experience (and I live in Maine!).

  • TOM G.

    Submitted Sep 22, 2025

    Stayed Sep 15, 2025

    Relaxing secluded location

  • kathy T.

    Submitted Sep 19, 2025

    Stayed Sep 4, 2025

    This cottage was perfect for a getaway to Winter Harbor for my husband and I. It was quiet and secluded with a beautiful view. The place was well supplied with what we needed. We enjoyed seeing Harbor Seals , deer and many birds.

  • David B.

    Submitted Sep 15, 2025

    Stayed Sep 9, 2025

    Location is everything. Just perfect.

  • Laurie P.

    Submitted Sep 1, 2025

    Stayed Aug 29, 2025

    Peace, quiet and beautiful views. We enjoyed our time at this (very) clean, comfortable, and cozy cottage. However, for the price point and exorbitant fees if could use some updating, specifically the baths. The lower level bath has old formica surfaces, rusty stains in the tub and leaking fixtures. While I appreciate some retro vibes, this just looks beat up. The fluorescent light fixture really has no place to plug in a hair dryer or other accessories with a modern safety plug, so you must use the upstairs bath for that. Additionally, it would have been nice to have some additional seating outside, to soak up that beautiful view- there was only a hammock and a wooden bench. Despite these few things, I would absolutely recommend staying here if you don't want the busy Bar Harbor scene. We ate at the Treehouse Seaside Grill and Musquito Harbor Brewery which are just a short distance from the cottage. The Schoodic Peninsula is also close by and there's a small market minutes away for basics.

  • Submitted Aug 31, 2025

    Stayed Aug 23, 2025

    This house was everything we were hoping for and more. It was exceptionally clean, cared for, and had everything we needed for our family’s home away from home. The location was perfect, as well—secluded but near enough things to keep the entire family content with options for activities and relaxation.We had an amazing week!

  • Mark R.

    Submitted Aug 17, 2025

    Stayed Jul 16, 2025

    We loved our stay at this wonderful cabin by the water. The setting is spectacular and the cabins placement along the shore and in the town of Winter Harbor is perfectly designed to help visitors achieve serenity. Hard to imagine a better way to escape the daily grind of life at home. And The management service by Coastal Posh Management was very responsive and helpful. There is so much quiet beauty for you there.

  • ASTRID H.

    Submitted Jul 16, 2025

    Stayed Jul 3, 2025

    We had an absolutely wonderful time at this rental. It is in a fantastic location that is very private, yet within quick access to everything that the area has to offer. The property itself is adorable, and it will be a great getaway for you and your family!! Thank you for a great experience.

  • Mark N.

    Submitted Jul 3, 2025

    Stayed Jun 23, 2025

    Great location in a quiet harbor town. Loved the access to walk on the rocks by the water.

  • Sandra F.

    Submitted Jun 23, 2025

    Stayed Jun 19, 2025

    An absolutely amazing and relaxing vacation. The location is totally fantastic. I highly recommend it.

  • Shannon F.

    Submitted Jun 17, 2025

    Stayed Jun 13, 2025

    Property was quaint and the location is perfect. Our family enjoyed the stay. It was well equipped. There were six of us so I will say the last one to shower at the end of the day definitely had a cold shower. Other than that it was great and we would stay again. The house was clean and well maintained.

  • Stephen R.

    Submitted Oct 8, 2024

    Stayed Oct 3, 2024

    Very quiet. Great sunsets. Right on the water .

  • Michael C.

    Submitted Sep 21, 2024

    Stayed Aug 22, 2024

    Gorgeous private waterfront property — scenic, quiet. Winter harbor has essentials and a few nice places to eat. Taking my morning coffee out back to watch the lobster boats check traps and seals bob around in the harbor was a treat.

Your dates are Available!

Total

Includes taxes and fees
$966+
View details