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Historic Winter Harbor Cottage w/ Waterfront Views

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Terrace/patio - Historic Winter Harbor Cottage w/ Waterfront Views (Winter Harbor)
TV, fireplace, books - Historic Winter Harbor Cottage w/ Waterfront Views (Winter Harbor)
Exterior - Historic Winter Harbor Cottage w/ Waterfront Views (Winter Harbor)
TV, fireplace, books - Historic Winter Harbor Cottage w/ Waterfront Views (Winter Harbor)
Exterior - Historic Winter Harbor Cottage w/ Waterfront Views (Winter Harbor)
Experience the charm of coastal Maine at this cozy Winter Harbor cottage on Henry Cove. Unwind with a barbecue and bayside breeze on the waterfront lawn, or explore nearby attractions like Acadia National Park. Enjoy a gas grill, picnic area, picture windows with water views and complete renovations in this pet-friendly retreat.

Reviews

9.2 out of 10
Wonderful

Entire home

2 bedrooms2 bathroomsSleeps 7130 sq m

Popular amenities

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

Add dates for prices

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, brand new mattress and bed frame in bedroom 1, refinished floors
    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

Property amenities

Internet

  • Available in the cottage: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Cookware, dishware, and utensils
  • Dishwasher

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Fireplace

Entertainment

  • Books
  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Firepit
  • Gas grill

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • 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)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 1,400 square feet

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Policies

Check-in

Check-in time starts at 3:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 25

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

Pets

Pets are allowed

Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

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
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

About the area

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

What's nearby

  • Schoodic Peninsula
    Schoodic Peninsula
    4 min drive - 3.6 km
  • Acadia National Park
    Acadia National Park
    43 min drive - 60.6 km
  • 0_02b2d3a5-2ca1-4427-beed-32aa9a37aec5_raw
    Acadia National Park's Visitors Center
    56 min drive - 77.5 km
  • Grindstone Neck Golf Course
    18 min walk - 1.5 km
  • West Street Historic District
    60 min drive - 82.1 km

Getting around

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

Restaurants

  • Choco-Latte
    66 min drive
  • Havana
    66 min drive
  • Blaze Craft Beer and Wood Fired Flavors
    66 min drive
  • The Bakery
    6 min walk
  • The Barnacle
    66 min drive

Frequently asked questions

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

Yes, pets are allowed at this property.

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).

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Historic Winter Harbor Cottage w/ Waterfront Views Reviews

Reviews

Wonderful

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. 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

Cleanliness

9.6

Location

Reviews

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
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
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

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
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
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
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

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
Verified

8/10 Good

Jamie K.

Liked: Cleanliness, communication, location

Good but could be great

The property is under construction, which is only disclosed after booking. The floors are unfinished, some items (undermount microwave) are visible but not yet installed and it feels like you’re living through a renovation, e.g. bathroom mirror was installed and the drywall has not been sanded. The location is great - quiet and away from the crowds. The size for two humans and two large dogs was good. The downstairs bedroom has a mattress that was purchased circa 1985 and it’s very springy, noisy, and uncomfortable. The linens and pillows are also in need of replacement (stains). The check-in process was unique. You are required to reach out to a local contact who will give you a code. This could be streamlined much like any other rental property check-in. He did answer the phone immediately, though, so that was nice. The view was fantastic and the building has local history. There is no longer a stove, which would have been nice to know since one is pictured in the listing and adds charm. I hope the owners can finish the renovation and give this place the love it deserves. So much potential and great location. Nearby restaurants were great.
Stayed 3 nights in Oct 2024
Verified

6/10 Okay

Tracy V.

Liked: Location
Disliked: Listing accuracy

Cute, historic cottage, but some issues

Our family of 6 stayed for 3 nights. We've rented many VRBOs. Our expectations are high, but reasonable, yet an honest review involves some criticism. To start with the pros, the house is in the quaint Winter Harbor, it felt safe, and is right across from a small grocery. We did the drive to Mt. Desert Island/Bar Harbor and enjoyed our time, but the slow pace on Henry's Cove was lovely, as was the easy access to the beautiful Schoodic Point area of Acadia. Also, the house is cute and historic (from 1860!) so it was cozy for our large family but ok because it was unique. However, the communication with management was a bit strained (had still not received the entry code about an hour before check in, instructions for the code/alarm were incorrect so had to figure that out, and we were told more washcloths were to be delivered and someone would contact us but never did). But the biggest issue is that, as of this authoring date at least, the exterior photos on VRBO are NOT representative. There was flooding in Jan 2024 and the house had to be rebuilt (as much as we respect the effort to do so, this was unwelcome news to us upon arrival). It now sits up on higher posts with stairs up to the front door (plus VERY steep stairs to the loft - guests with mobility issues/small children beware). Also, the water level is NOT as shown, even at high tide (maybe the storm's impact?) Regardless, the view is not as waterfront as pictured. It is a cute place, but we suggest more transparency.
Stayed 3 nights in Jul 2024
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
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
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
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
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.
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
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

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

Rebecca

Rebecca

Beautiful location with gorgeous views. Very historic and charming property. The park is just a few minutes away. The house is well equipped with everything you need. We loved using the grill and toasting marshmallows in the fire pit. Larry was very kind and helpful.
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!