Historic Winter Harbor Cottage w/ Waterfront Views

Winter Harbor, Maine
$460 avg/night
Minimum Stay 3 Nights
Bed 2

Bed

Bath 2

Bath

Home Cottage

Property Type

Sleep 7

Max Sleeps

Night 3 nights

Min Stay

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 --

- Pet friendly w/ $75 fee (+ fees & taxes, max 2 pets)
- 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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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • DINING

    Dining Table
  • SAFETY

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

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1400 Sq Ft (130 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Firepit Gas Grill
  • BATHROOMS

    2 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English French German Spanish
  • ENTERTAINMENT

    Books Games TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 7

Map Map

School District Availability

Review Review

  • Justin L.

    Submitted Jun 6, 2026

    Stayed Jun 3, 2026

    Great location and a cozy stay

  • Scott B.

    Submitted May 22, 2026

    Stayed May 8, 2026

    Amazing property in a perfect location.

  • robin o.

    Submitted Oct 25, 2025

    Stayed Oct 2, 2025

    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!

  • Anne G.

    Submitted Oct 19, 2025

    Stayed Oct 16, 2025

    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!

  • John W.

    Submitted Oct 5, 2025

    Stayed Sep 21, 2025

    Clean, comfortable house in a great little town.

  • Jill B.

    Submitted Sep 27, 2025

    Stayed Sep 15, 2025

    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!

  • Katelyn M.

    Submitted Sep 14, 2025

    Stayed Aug 21, 2025

    Overall great rental! Cool history building,

  • Holly P.

    Submitted Sep 8, 2025

    Stayed Aug 28, 2025

    This place was great and Larry was really helpful and responsive!! Great location.

  • AnneMarie A.

    Submitted Aug 29, 2025

    Stayed Aug 24, 2025

    We love Winter Harbor . House was very clean and as described.

  • Katelyn

    Submitted Aug 26, 2025

    Stayed Aug 21, 2025

    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.

  • Erin G.

    Submitted Aug 24, 2025

    Stayed Aug 14, 2025

    Great little house and wonderful restaurants near by!

  • Margot t.

    Submitted Aug 20, 2025

    Stayed Aug 17, 2025

    Great little town and close to the park. Enjoyed the views and proximity to the park

  • Patricia C

    Submitted Aug 15, 2025

    Stayed Aug 7, 2025

    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!

  • Ashley G.

    Submitted Aug 8, 2025

    Stayed Jul 26, 2025

    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)

  • Shelley B.

    Submitted Aug 6, 2025

    Stayed Jul 15, 2025

    Check in was easy, view was gorgeous. Lovely little town.

  • songja c.

    Submitted Jun 29, 2025

    Stayed Jun 24, 2025

    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.

  • Rebecca

    Submitted May 27, 2025

    Stayed May 23, 2025

    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.

  • Jamie K.

    Submitted Nov 13, 2024

    Stayed Oct 22, 2024

    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.

  • Trish F.

    Submitted Oct 23, 2024

    Stayed Oct 12, 2024

    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!

  • Jamie G.

    Submitted Oct 23, 2024

    Stayed Oct 19, 2024

    Property was exactly as described. Smooth transaction, no issues whatsoever. Highly recommended. We had a great stay!

  • Mary Greb

    Submitted Sep 25, 2024

    Stayed Dec 31, 1969

    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.

  • John H.

    Submitted Sep 22, 2024

    Stayed Sep 8, 2024

    The home is very nice and it’s very impressive what they have accomplished since the hurricane moved it!

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Total

Includes taxes and fees
$439+
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