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

Cottage in Winter Harbor

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In the small Maine town of Winter Harbor, Regina's Cottage offers a secluded and private retreat. Experience the best of Maine with 3 cozy bedrooms, 2 bathrooms, and local restaurants nearby. Enjoy a unique experience with options for private chef services from Chef Daron Goldstein or relax with massage therapy by Meredith Whitney LMT on site.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Ocean view
  • Washing machine
  • Dryer
  • Barbecue grill

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

*Please read entire description*

A charming 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.

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. *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

Luxury Picnics Acadia - One-of-a-kind luxury picnics organized and served by Tabitha! Recently featured on Real Maine Weddings Magazine.
https://www.luxurypicnicsacadia.com/
https://www.facebook.com/luxurypicnicsacadia
hello@luxurypicnicsacadia.com

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.

Property amenities

Internet

  • Available in the cottage: WiFi

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Towels provided

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • Near the ocean
  • On the waterfront

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Check out is 10am sharp. Check in is 4pm. Please do not arrive any earlier unless given prior approval.
No smoking, no pets and absolutely NO fireworks! Fees for non-compliance will be charged.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Vrbo Property
Regina's Cottage, Cozy Cottage on the Water! Cottage
Regina's Cottage, Cozy Cottage on the Water! Winter Harbor

About the area

Located in Winter Harbor, this cottage is on the waterfront. Bar Harbor Whale Watching is a popular attraction and the area's natural beauty can be seen at Acadia National Park and Acadia National Park's Visitors Center. Wild Gardens of Acadia and College of the Atlantic Natural History Museum are also worth visiting. Visit our Winter Harbor travel guide
View more Cottages in Winter Harbor
Map
Winter Harbor, ME

What's nearby

  • View fro the Schoodic area towards Cadillac Mountain.
    Schoodic Peninsula
    5 min drive - 4.3 km
  • Acadia National Park which includes a lake or waterhole, forests and wetlands
    Acadia National Park
    53 min drive - 61.3 km
  • Grindstone Neck Golf Course
    5 min drive - 2.9 km
  • Schoodic Point
    14 min drive - 11.1 km

Getting around

  • Bar Harbor, ME (BHB-Hancock County - Bar Harbor)
    50 min drive

Restaurants

  • Reading Room Restaurant
    68 min drive
  • Bunkers Seafood And Spirits
    8 min drive
  • Downeaster
    19 min walk
  • Lunch on the Wharf
    16 min drive
  • Chase's Restaurant
    12 min walk

Frequently asked questions

Is Quaint and rustic cottage nestled on the shores of a small Maine village. pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Quaint and rustic cottage nestled on the shores of a small Maine village.?

Check-in begins at 4:00 PM.

What time is check-out at Quaint and rustic cottage nestled on the shores of a small Maine village.?

Checkout is at 10:00 AM.

Where is Quaint and rustic cottage nestled on the shores of a small Maine village. located?

Situated on the waterfront, this cottage is 1.6 mi (2.5 km) from Grindstone Neck Golf Course and 2.6 mi (4.3 km) from Schoodic Peninsula. Schoodic Point and Chapter Two Art Gallery are also within 9 miles (15 km).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 48 out of 52 reviews
Rating 8 - Good. 4 out of 52 reviews
Rating 6 - Okay. 0 out of 52 reviews
Rating 4 - Poor. 0 out of 52 reviews
Rating 2 - Terrible. 0 out of 52 reviews

9.8

Cleanliness

10

Location

Reviews

10/10 Excellent

TOM G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing secluded location
Stayed 3 nights in Sep 2025

10/10 Excellent

Joshua H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Right next to the water, peaceful, and great amenities. A beautiful location.
Stayed 2 nights in Aug 2023

10/10 Excellent

Tom C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Serene ocean bay location

We loved watching the ocean bay. Fantastic location. Home was comfortable. It’s about an hour drive to bar harbor.
Stayed 3 nights in Jul 2024

10/10 Excellent

Michael C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful place

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.
Stayed 3 nights in Aug 2024

10/10 Excellent

Amanda A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful view

House was cozy. Kids loved that it had windows all around looking at the water. Easy check in and great little town.
Stayed 2 nights in Oct 2023

10/10 Excellent

Leslie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

This cabin was pretty much perfect. The location was truly beautiful. The cabin had everything we needed. Clean, Comfy beds, showers and the view can’t be beat. Thank you so much for providing such an idyllic spot! We hope to return. Best, Leslie
Stayed 3 nights in Sep 2024

10/10 Excellent

Shaun C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

August 2024

Great holiday, lovely cabin and very relaxing
Stayed 8 nights in Aug 2024

10/10 Excellent

Stephen R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

By the water

Very quiet. Great sunsets. Right on the water .
Stayed 5 nights in Oct 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sweet Cottage

We loved our time at Regina’s Cottage - such a sweet cottage with beautiful views of the water out all windows! Well stocked kitchen, nice beds, and responsive hosts! We have been to Winter Harbor several times and this will now be our “go to” place to stay!
Stayed 7 nights in Sep 2023

10/10 Excellent

Rachel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just as it says

This home is just as it says. The cottage is charming and clean and the location is exceptional. Would recommend and would stay again!
Stayed 2 nights in Oct 2023

10/10 Excellent

CASSANDRA O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and Joyous

I never wanted to leave! The view from the back yard and all the beautiful nature all around was spectacular! Not to mention the wildlife and sea animals! We saw seals, dolphins, sea otters, bald and golden eagles! I hope to do it all again one day.
Stayed 5 nights in Sep 2023

10/10 Excellent

Dominique N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Little Piece of Heaven

This cabin on the water is a little piece of heaven. Not only are the views amazing, the home itself is warm and inviting and reminds me of an artist's loft. We hardly wanted to leave. We spent time doing puzzles, reading, exploring the rocks and the ocean outside, and relaxing. We did spend a day in Bar Harbor, which isn't too far away, which I highly recommend. The little town of Winter Harbor is cute and quiet, as well. I can't imagine that anyone would regret staying here.
Stayed 3 nights in Aug 2024

10/10 Excellent

Beth B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Waiting out Hurricane Lee

We arrived at Regina’s Cottage the night the storm started. It was spacious, clean, and well-stocked. The hosts made sure we were comfortable and safe. We lost power for a few hours, which added to the fun adventure. We got to see the property at low and high tide. We stayed in and watched football, played cards, etc. By the next morning the sun was shining and we enjoyed collecting shells before we left. It was a great location to wait out the hurricane!
Stayed 2 nights in Sep 2023

10/10 Excellent

Derek W., Rochester

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming beachside cottage

Regina's cottage is a wonderful piece of property truly on the water. The kitchen and baths are fully stocked, and the onsite laundry makes everything very convenient. It is a rustic-ish cabin, a great experience for our city dwelling kids. Only issue we had was with the upstairs toilet, the chain kept falling off but we are handy people and are capable of such simple fixes though it needs tools for a proper fix. The cottage is clean and comfortable, a true retreat. We also really enjoyed dinners at the nearby restaurants, The Pickled Wrinkle, and Treehouse Seaside Grill. No regrets on this booking!
Stayed 3 nights in Aug 2023

10/10 Excellent

Adam K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Weekend

It’s a beautiful property and comfy stay. The only two issues we had was when it was too dark, the boys wanted to watch a movie, but the internet was not quite fast enough or stable enough to stream a movie for the kids. The other issue, was probably due to my incompetence, but I couldn’t get the oven to work. Probably user error. Great VRBO, beautiful experience.
Stayed 3 nights in Sep 2023

10/10 Excellent

Deborah P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful location with beautiful views

The views from this property are stunning, and we saw seals in the bay. You can see a beautiful scene of the night sky on a clear night-awesome. Lots of boats to watch, and we saw a lobster fisherman checking his traps. Shower pressure was good. I did not think the bed in the master was very comfortable; we could not get the oven to work (used the toaster oven instead), and the dining table made us nervous, because its' in need of repair. The stunning views and tranquility outweigh those things. This stay created many great memories! Don't miss the 15-minute trip down to the end of the peninsula to the portion of Acadia NP - it's gorgeous! We wish we had taken the ferry ride to Bar Harbour (which is just a couple minutes away from the property), but didn't get that done - hope to next time!
Stayed 4 nights in Aug 2023

8/10 Good

Johanna B., Montague

Liked: Cleanliness, check-in, location, listing accuracy

Second stay, a truly lovely spot

This is our second time back to this house, we found it last summer. It’s a gorgeous, incredible spot on the water, with privacy and beautiful sunsets, and a short walk to town and to the ferry. It’s just a few minutes’ drive to Schoodic Peninsula. It was, once again, very clean when we got there. But the price had increased a lot since last year. Some improvements had been made in the house—chiefly, more comfortable furniture in the sitting area. I don’t mind that the house is dated and sometimes things break. One of our fans was dead when we arrived, and the owners sent over two new ones immediately. We appreciated that! My quibble is minor, and that is that, for this price point, I expect all windows and doors to work properly (a few say “do not open”, the screen slider needs replacing, the downstairs bedroom door doesn’t close fully). I expect a more functional stove (it’s small and well-used, doesn’t work well) and dishwashing area (small), if not a dishwasher. The downstairs bathroom is fine but it’s very dated (fluorescent mirror lighting) and the tub is slippery and there’s no non-slip mat. The spot is worth a lot, but the house needs some updating and maintenance. You can also only contact the management company via app or email, no phone number is provided. Given that internet and cell are often poor here, it would be nice to have more communication options. I would stay here again and I do recommend it if you love sunsets and walking to town.
Stayed 7 nights in Aug 2023

10/10 Excellent

kathy T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Sep 2025

10/10 Excellent

Mark N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing cabin with great harbor views!

Great location in a quiet harbor town. Loved the access to walk on the rocks by the water.
Stayed 10 nights in Jun 2025

10/10 Excellent

David B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location is everything. Just perfect.
Stayed 6 nights in Sep 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 6 nights in Aug 2025

10/10 Excellent

ASTRID H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

What an Incredible Getaway!!

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.
Stayed 2 nights in Jul 2025

10/10 Excellent

Sandra F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful waterfront cottage

An absolutely amazing and relaxing vacation. The location is totally fantastic. I highly recommend it.
Stayed 4 nights in Jun 2025

10/10 Excellent

Mark R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Jul 2025

10/10 Excellent

Katie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!).
Stayed 3 nights in Oct 2025