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Historic Winter Harbor Cottage w/ Waterfront Views

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Winter Harbor Vacation Rental | 2BR | 2BA | 1,400 Sq Ft | Stairs Required
Cottage Exterior | 2-Story Cottage | Waterfront Views | Henry Cove
Dining Area | 1st Floor
Living Room | 1st Floor
Living area

Reviews

9.2 out of 10
Wonderful
2 bedrooms2 bathroomsSleeps 7130.1 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Parking available

Explore the area

View map
Winter Harbor, ME
  • Place, Grindstone Neck Golf Course
    ‪16 min walk‬
  • Place, Bar Harbor Seaport
  • Place, Bar Harbor Seaport
  • Airport, Bar Harbor, ME (BHB-Hancock County - Bar Harbor)
    ‪50 min drive‬

Rooms & beds

2 bedrooms (sleeps 7)

Bedroom 1

1 Queen Bed

Bedroom 2 (Loft)

1 Single Bed and 2 Double Beds

2 bathrooms

Full Bathroom

Full Bathroom

Spaces

Kitchen

About this property

Historic Winter Harbor Cottage w/ Waterfront Views

Explore the best of coastal Maine from this cozy 2-bedroom, 2-bath cottage on Henry Cove. Located in the charming village of Winter Harbor, the recently renovated vacation rental offers both seclusion and easy access to sightseeing opportunities on Mt. Desert Island. And though Acadia National Park is a can't-miss, you might be content relaxing here: hiking the Schoodic trails and fishing off the town wharf. End each adventurous day with a barbecue and a bayside breeze on the waterfront lawn.

-- THE PROPERTY --

Walk to Shops & Restaurants | Pet Friendly (w/ Fee)

Bedroom 1: Queen Bed | Bedroom 2 (Loft): Full Bed, Twin/Full Bunk Bed

COTTAGE FEATURES: Dining table, books, board games, exposed wood beams, picture windows w/ water views, nautical beach cottage decor
WATERFRONT VIEWS: Yard w/ picnic area, fire pit, lounge seating & gas grill, Henry Cove access
KITCHEN: Cooking basics, breakfast nook w/ seating, 4-burner range, dishwasher, dishware & flatware, Keurig coffee maker, tea kettle
GENERAL: Free WiFi, washer/dryer, towels/linens, hair dryer, iron/board, heating, window A/C units in bedrooms
FAQ: Pet fee (paid pre-trip), exterior security camera (1, facing out)
ACCESSIBILITY: Stairs required to access, 2-story cottage
PARKING: Driveway (3 vehicles), ample street parking

-- THE LOCATION --

LOCAL DRAWS: Henry’s Cove (on-site), Winter Harbor Town Wharf (0.5 miles), Winter Harbor Light (3 miles)
OUTDOOR FUN: Grindstone Neck Golf Course (0.9 miles), Frazer Point Park & Picnic Area (2 miles), Schoodic Point (5 miles), Taft Point Preserve (6 miles), Forbes Pond Preserve (6 miles)
SIGHTSEEING: Hancock (16 miles), Acadia National Park (37 miles), Bar Harbor (41 miles), Southwest Harbor (41 miles)
AIRPORT: Hancock County-Bar Harbor Airport (30 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly with a $50 fee (+ taxes & fees)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: Your safety matters. This property features 1 exterior security camera located by the front door facing the front entryway. The camera is outward facing and does not look into interior spaces. The camera actively records video and sound activated by motion

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
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

Pets allowed
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Smoking

Smoking is not permitted

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 and a first aid kit

Frequently asked questions

Is Historic Winter Harbor Cottage w/ Waterfront Views pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Historic Winter Harbor Cottage w/ Waterfront Views?

As of 3 April 2026, prices found for a 1-night stay for 2 adults at Historic Winter Harbor Cottage w/ Waterfront Views on 18 May 2026 start from NZ$442, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Historic Winter Harbor Cottage w/ Waterfront Views?

On-site parking is available at the property.

What time is check-in at Historic Winter Harbor Cottage w/ Waterfront Views?

Check-in begins at 3:00 PM.

What time is check-out at Historic Winter Harbor Cottage w/ Waterfront Views?

Checkout is at 10:00 AM.

Where is Historic Winter Harbor Cottage w/ Waterfront Views located?

Situated on the waterfront, this cottage is 0.8 mi (1.3 km) from Grindstone Neck Golf Course and 2.4 mi (3.8 km) from Schoodic Peninsula. Schoodic Point and Chapter Two Art Gallery are also within 6 miles (10 km).

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 21 out of 29 reviews
Rating 8 - Good. 5 out of 29 reviews
Rating 6 - Okay. 2 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 1 out of 29 reviews

8.6/10

Cleanliness

9.0/10

Check-in

9.4/10

Communication

9.6/10

Location

9.0/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Erin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little house and wonderful restaurants near by!
Stayed 3 nights in Aug 2025
Response from VrboOwner on 24 August 2025
Thank you, we love it too. Let me know your favorite places to eat, I’d love to know.
Verified

10/10 Excellent

John W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, comfortable house in a great little town.
Stayed 3 nights in Sep 2025
Response from VrboOwner on 5 October 2025
Thank you for your kind comments. I am glad your reunion was a success
Verified

8/10 Good

Margot t.

Liked: Check-in, communication, location, listing accuracy
Great little town and close to the park. Enjoyed the views and proximity to the park
Stayed 3 nights in Aug 2025
Response from VrboOwner on 27 August 2025
From the owner:"Thank you for your kind remarks. Please let me know how we can be our usual 5 star review for you. We are working to improve this cottage every year"
Verified

10/10 Excellent

Holly P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was great and Larry was really helpful and responsive!! Great location.
Stayed 4 nights in Aug 2025
Response from VrboOwner on 9 September 2025
Thanks, Holly we love the place and want you too to feel the same way. We look forward to seeing you again
Verified

10/10 Excellent

Shelley B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was easy, view was gorgeous. Lovely little town.
Stayed 3 nights in Jul 2025
Response from VrboOwner on 7 August 2025
Thanks so much Shelley, we appreciate you sharing your experience with us. That harbor view is so calming, isn’t it? Winter Harbor is a special down east harbor town where people have been vacationing since the mid 1800’s. Come back and visit again.
Verified

10/10 Excellent

Katelyn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall great rental! Cool history building,
Stayed 3 nights in Aug 2025
Response from VrboOwner on 17 September 2025
Thank you Katelyn,First built in 1860 and has many jobs since then. My favorites before we bought it and restored it was the town elementary school at one point and The Donut Hole. I appreciate your review, come back and visit again soon.
Verified

10/10 Excellent

AnneMarie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love Winter Harbor . House was very clean and as described.
Southwest harbor view
Relaxing view from house
Had the pleasure of seeing a family of Deer on the road into Winter Harbor.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Anne G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable with an outstanding view of Winter Harbor. The living room is spacious and comfortable and there is a large, loft upstairs that has comfortable beds - a bunkbed and double bed. The stairs a re steep going to the loft, and might be something to consider if you have young kids or bad knees (we had neither). We really enjoyed our stay in the house and loved the area!
Stayed 3 nights in Oct 2025
From a partner site

10/10 Excellent

Katelyn

Great place on the water!

We rented this house for a relaxing and beautiful weekend. This place did not disappoint! Beautiful view with low or high tide. Overall great place for a family vacation by the water. The town is quiet and there are some great local restaurants and even a coffee shop up the road within walking distance.
Response from VrboOwner on 18 September 2025
Katelyn, You are the best, thanks for the detailed review. We appreciate you.
Verified

10/10 Excellent

songja c.

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

Annual summer Vacation

Excellent place for summer vacation. Easy to travel around and nice restraint nearby for lobster and other sea food. Wish house had a couple backside light so we could enjoy night time tides of sea.
Stayed 3 nights in Jun 2025
Response from VrboOwner on 4 July 2025
From the Owner: "What a great idea. We will gathering the off season as it will necessitate running electric. Thanks for the review and the great suggestion. You have just won a discount, should you want to return. Reach out to me directly."
Verified

10/10 Excellent

robin o.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful long weekend stay. Such a unique property in amazing location right on the water and easy walking distance from multiple great restaurants, walking/super short driving distance from Bar Harbor ferry, and easy driving distance from Schoodic peninsula trails, seaside rock scrambling, etc. Pre-stay communications were excellent and house access via key code super easy. We (4 adults, 1 teenager, 1 dog) loved the postcard views, comfy swivel chairs, and fire pit. Note that the upstairs bunk room plus bathroom is accessed by a steep staircase almost steep enough to be considered a ladder. But the stairs have excellent treads and the two only semi-fit 50 somethings plus 9 year old dog that slept up there ended up navigating them fine. TL;DR, we loved our stay and hope to return soon!
Stayed 3 nights in Oct 2025
Response from VrboOwner on 25 October 2025
Robin, thank you so much for your kind review. Guests like you are a joy and I am so happy you fully enjoyed yourself.
Verified

8/10 Good

Jill B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The owners of this property have worked hard to restore it since the 2024 storm that nearly totally destroyed it. The location of the cottage is perfect…within walking distance to several good restaurants (Treehouse Seaside Grill our favorite), a market across the street, and the ferry to Bar Harbor around the corner to name a few. Most everything you need for your stay is included. The view is lovely too from both inside and outside.Our only negative is that the downstairs bedroom really needs a new bed. I’m sure the owners will be working on replacing some pieces of furniture as they continue their renovations.Thank you for a relaxing stay in Winter Harbor!
Stayed 5 nights in Sep 2025
Response from VrboOwner on 30 September 2025
From the owner: "Thank you for your feedback — a new bed for the downstairs room is at the top of our list, and we’re also planning to sand and seal the floor to keep the space in great condition for future stays."
Verified

8/10 Good

John H.

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

beautiful views, very quiet.

The home is very nice and it’s very impressive what they have accomplished since the hurricane moved it!
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Joan C.

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

Beautiful spot in lovely location

Loved the mesmerizing flow of the tide washing in and out. Whole place like a picture postcard of Maine coastal life. Highly recommend for relaxing and being close enough to Acadia.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Jamie G.

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

Great Mini Vacation

Property was exactly as described. Smooth transaction, no issues whatsoever. Highly recommended. We had a great stay!
Stayed 3 nights in Oct 2024
From a partner site

10/10 Excellent

Patricia C

Winter Harbor, ME Cottage

Our stay was wonderful. For the second consecutive year, our family stayed at the cottage. From the first moment of excitement when you enter the cottage to see the outstanding view of Henry's Cove, to each night of our stay anticipating the next day in such a beautiful location, each of us had a great time! The house is perfectly situated in the the fishing village of Winter Harbor. Easy to walk to shops and restaurants, the grocery store is directly across the street. We visited Bar Harbor both by driving and taking the ferry which leaves from Bar Harbor. The house was clean and comfortable. The host Larry, is quick to respond if needed and easy to work with. We look foward to our next stay in the cottage!
Response from VrboOwner on 29 August 2025
My family loves our Cottage for the very same reasons. Thank you for coming back again and again
Verified

10/10 Excellent

Patricia C.

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

Perfect place to relax!

The house is a slice of heaven. Waking up to the tide waters and sea life was amazing. Perfectly situated on the cove. The home is welcoming and well equipped. We hope to return for another fabulous vacation!
Stayed 5 nights in Aug 2024
Verified

10/10 Excellent

Lori B.

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

Wonderful Stay!

What a terrific stay! The cottage is just adorable, clean and well stocked. Right on the water and walking distance to restaurants, coffee and shopping. Just a few miles to Acadia National Park. Winter Harbor is a quiet and beautiful alternative to crowded Bar Harbor. Great communication with the host and so accommodating and helpful. Will definitely stay here again and again!
Stayed 2 nights in Jul 2023
From a partner site

10/10 Excellent

Mary Greb

Price was good and the view is priceless!

It was such a cute home. Right on the water. We loved the fire pit. Such easy access to Schoodic Peninsula. We enjoyed the little town and the quiet side of Acadia. The store right across the street had all of the supplies we needed. We enjoyed the Wrinkled Pickle restaurant and the cute art and antique shops in town.
Verified

10/10 Excellent

Scott H.

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

Heaven in Winter Harbor

Everything was great. Best & unique location. We used our e-scooters and e-bikes. Host was top notch with easy communication. We are going back!
Stayed 5 nights in Sep 2023
Verified

10/10 Excellent

Jill M.

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

More than a place to sleep

Staying at Winter Harbor was fun. Much quieter than Bar Harbor and still close enough to things. The house is very close to the quiet side of Acadia. The house was fun to stay in. Right on the water. Able to watch the tide move in and out and the boats in the bay. Kitchen was well stocked. Still some finishing touches to complete on the rebuild of the house, but such a cool history. Owner was very responsive. House was comfortable and kid’s loved the upstairs. Totally recommend staying here.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Sharon D.

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

Winter Harbor bit of heaven

We wanted to spend a little time in Acadia National Park and found this Historic Winter Harbor Cabin. It was everything it was pictured to be. Sitting overlooking a beautiful bay we watched the tide role in and out and the birds by day and stars by night. Wonderful! The cabin had just the right rustic feel but was completely remodeled. Very clean and efficient. Really charming. Very near shops and restaurants - we walked to most places in town. We would highly recommend staying in this cabin and Larry, one of the owners, was very easy to contact with any questions. We would love to come back one day!
Stayed 2 nights in Aug 2024
Verified

2/10 Terrible

Kevin L.

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

Canceled 1 week out

Bad communication. After sending in full payment owner cancelled one week before our vacation. Left us high and dry with little explanation
Stayed 4 nights in Jul 2024
Verified

6/10 Okay

Trish F.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Beautiful view

Our four night stay in Winter Harbor didn’t start great, but the home has great potential. There was a mixup between the owner and cleaner so when we arrived the home hadn’t been cleaned. It was bad. I contacted the owner and the cleaner arrived shortly after. The owner (Larry) was responsive and contacted me when the cleaners left. He was told “we did the best we could with the time we had.” I’m still not sure what that means since we didn’t give them a time limit. The home has a wonderful history. A winter storm hit the Harbor in January and because of the damage, the owners completely restored the home. We enjoyed watching the tide come in and go out, and the wildlife was abundant. The neighborhood was quiet and safe. What a treasure Schoodic Peninsula is!
Stayed 4 nights in Oct 2024
Response from VrboOwner on 28 October 2024
Hi Trish, we take the cleanliness of our properties seriously, and we're sorry your stay got off to a rocky start. We followed up with the homeowner after reading your feedback, and they wanted to share the following:- Thank you for your feedback. I genuinely appreciate you sharing both the positives and the challenges of your stay. You’re absolutely right—there was a mix-up in our cleaning schedule, which unfortunately resulted in the home not being ready upon your arrival. I want to sincerely apologize for the inconvenience. As you mentioned, I responded immediately, and the cleaners were on-site as soon as possible to address the situation.- I’m so glad that, despite this hiccup, you enjoyed the unique charm and history of our home. The winter storm that hit in January led to a full restoration, and we're proud of how the house turned out. Watching the tides and the local wildlife, as well as being part of the tranquil Schoodic Peninsula, are what make this place so special.- I’m personally heading up to the house at the end of this month to complete a few finishing touches, addressing feedback from all of our guests to ensure every stay is as perfect as possible. Thank you again for your review and for highlighting both what makes our home special and the areas where we can continue to improve.Thanks for your valuable feedback as we continue to improve for future guests!
Verified

8/10 Good

Ashley G.

Liked: Check-in, communication, location

Historic cottage but some things to consider

Charming historic cottage in Winter Harbor. The location is amazing, walkable to downtown winter harbor (very tiny town), loved the Provisons across the street, the 5&10, DownEasters for coffee, the hot dog cart! Minutes from the Schoodic Peninsula “the quiet side of Acadia” which is very true and lovely! The ferry leaves right from the harbor the house is located on if you want to take that route to Acadia. We enjoyed the fire pit outside, watching the seagulls and the tides. Some things to consider…as previous reviews have stated the house went under major renovations and while they’ve done a lot in short time, things are still unfinished. You are paying for location and not necessarily comfort. The mattress downstairs desperately needs to be replaced. The sofa is on the smaller side. The fridge is on the smaller side if you plan to grocery shop/stock the fridge/make meals. The stairs to the second floor loft are steep and the double bed upstairs is a mattress on a box spring on the floor. No dresser/bed frame/bed side tables in that room. The pictures reflect high tide. The tide goes out every 6 hours and it’s a 12ft tide so when it’s out, it’s fairly far out. The tide pools are fun to explore but no fishing/swimming in this harbor. Location can’t be beat, the cottage has so much history and is charming but as someone else stated, “good but could be great!” (See photo of low tide)
Stayed 7 nights in Jul 2025
Response from VrboOwner on 9 August 2025
Hi Ashley, thank you for your thoughtful review. We followed up with the homeowner after reading your feedback, and they wanted to share the following:- The home was completely rebuilt last year, and this year all linens, towels, and kitchen items were replaced.- This upcoming off-season, plans include refinishing the new wood floors, adding a new lawn, and considering your furniture suggestions.- The location offers walkable access to shops, restaurants, and the harbor, and we’re continually working to make the home even better.We appreciate your feedback.

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