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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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Property grounds
Property grounds
Property grounds
Property grounds
Property grounds

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Dryer
  • Washer
  • Barbecue grill
  • Ocean view

Explore the area

View map
  • Place, Schoodic Peninsula
  • Place, Bar Harbor Whale Watching
  • Place, Village Green
  • Airport, Bar Harbor, ME (BHB-Hancock County - Bar Harbor)

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

2 Single Beds

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Spaces

Dining area

About this property

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.

Add dates for prices

Amenities

Washing machine
Dryer
Ocean view
Barbecue

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
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.

Important information

You need to know

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

About the area

Winter Harbor

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.
View more Cottages in Winter HarborOpens in a new window
Map
Winter Harbor, ME

What's nearby

  • 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
  • ‪The Pickled Wrinkle - ‬5 min drive
  • ‪Bunkers Seafood And Spirits - ‬8 min drive
  • ‪Chase's Restaurant - ‬12 min walk
  • ‪Lunch on the Wharf - ‬16 min drive

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).

Reviews

10

Exceptional

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy
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

Reviews

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

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

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

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

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

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

Catherine J.

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

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

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

David B.

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

8/10 Good

Laurie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Aug 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

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

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

Shannon F.

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

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

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

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

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

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

CASSANDRA O., Pekin

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

About the host

Hosted by Ashley Cardillo

Host profile image
Hi! My name is Ashley and I'll be your host while you're visiting our beautiful state!

I've lived in Maine most of my life and have been involved in tourism and property management for as long as I can remember. Together with my family, we have built a booming property management business including but not limited to estate services, private events, vacation rentals, housekeeping services, grounds work, construction projects and much more! We also have an award-winning chef available for private events and a massage therapist available to bring her services to you at your rental!

When I'm not working, I'm balancing being a wife and mother to 3 young boys. We enjoy spending our days at the beach or lake, swimming and searching for treasures, camping, hiking, exploring new places or making memories with our friends. There is so much fun to be had in our great state and we are so happy to have you stay with us at one of our beautiful homes!

Feel free to check out our Facebook page for more information on Coastal Posh and see our other gorgeous rentals!
www.Facebook.com/CoastalPosh

What makes this property unique

Hosted and managed by Coastal Posh Property Management.

Languages:

English

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