We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Winter Harbor Holiday Homes

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $274 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Travellers to Winter Harbor are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 23 Rentals in Winter Harbor
    Sort by:
    Default
    Guptill Cottage on Schoodic Point, Winter Harbor1 / 23
    (2)Excellent
    Winter Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    ACADIA National Park. Walk to Ocean, Restaurants. PRIVATE Deck w/Mountain View1 / 58
    (42)Excellent
    Winter Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Captain Bickford House  (Arthur Frommer was here)1 / 26
    (2)Very good
    Winter Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Cozy Cottage, Amazing Oceanfront, Perfect Getaway!1 / 12
    (10)Excellent
    Winter Harbor
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Mountain Views
    • DVD Player
    • Washer
    • Balcony
    • Ocean Views
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    Truly amazing location away from it all and yet close enough to it all! Very beautiful view, walk/climb to rocky beach. Watch lobster boats working on their traps. Delicious...
    Reviewed 28 June 2017
    When you need to "go off the grid" this is the place to stay. This quiet, serene, waterfront property can't be beat! All you have to do is open the door and hear the...
    See all reviews
    About this property
    Settled on the shores of Frenchman's Bay and tucked into the woods is this private contemporary cottage with 1 bedroom, living room with fireplace, dining room, plus a den/study. Open, bright and airy living space with panoramic views across Frenchman's Bay to Cadillac Mountain. Comfortably...
    View all property information
    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Captain Guptill House steps from the waters edge in Winter Harbor1 / 20
    (4)Excellent
    Winter Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Grill
    • Waterfront
    • Satellite TV
    • Ocean Views
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2017
    We stayed at the Captain Guptill House for a family vacation. There were 6 of us, the youngest being 16. The owners, Pete and Sylvia, live in another house on the property and...
    Reviewed 11 August 2016
    I stayed in other vacation rentals but this one by far is the best , very well stocked up you need nothing the view was so beautiful lobster boats going in and out we bought...
    See all reviews
    About this property
    Built in the 1880's on a grassy knoll overlooking the harbor. It is approximately 1700 square feet and has a southerly view facing the harbor and the open Atlantic Ocean. It was completely renovated from the ground up about a decade ago. It was gone through and tastefully updated with a focus on...
    View all property information
    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Winter Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Grill
    • Satellite TV
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the scenic Schoodic Peninsula - part of Acadia National Park. Ocean Views-House is 130 ft. to Henry's Cove, walking distances to shops, galleries, restaurants, grocery store, post office, old-fashioned 5 & 10 & ferry service to Bar Harbor. Golf in town at Grindstone Neck Golf Club-right...
    View all property information
    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Spectacular Oceanfrontage & Private Cove1 / 23
    (4)Excellent
    Winter Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Waterfront
    • Wi-Fi
    • Satellite TV
    • Central Heating
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled among fragrant evergreens with its own rocky shoreline and cove, yet within walking distance to the heart of the village of Winter Harbor, this home has it all! Quiet and deliciously private. Includes free wifi internet, satellite tv, washer/dryer - everything you need for a perfect...
    View all property information
    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Winter Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Garden
    • DVD Player
    • Satellite TV
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedrooms, 2 full bathrooms, sleeps 5 Only two miles from Acadia National Park/Schoodic Peninsula. Convenient to Bar Harbor and Acadia National Park, Mount Desert Island by short ferry ride. No need for car once there, as the free Islander bus transports you and your bike everywhere on the...
    View all property information
    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    Winter Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If your looking for a home away from home, this Vacation-rental is the one for you.This newly renovated 1 bedroom, 1 bathroom rental is cute and cozy. The bedroom has a queen size bed.The Fully Stocked Kitchen has lots of cupboard space, a stove and microwave. This property has a front deck...
    View all property information
    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Winter Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If your looking for a home away from home, this Vacation-rental is the one for you.This newly renovated 1 bedroom, 1 bathroom rental is cute and cozy. The bedroom has a king size bed and the kitchen is fully stocked. This property has a front deck that's a nice place to sit and have your first cup...
    View all property information
    Location Information
    Winter Harbor, DownEast and Acadia Maine 04693
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Save time - get the best Winter Harbor rentals sent straight to your email!
    Get the List
    The following rentals are within 15 kilometres of Winter Harbor.
    HOLLiday House1 / 21
    (1)Excellent
    Prospect Harbor
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Balcony
    • Grill
    • Patio
    • Washer
    • Wi-Fi
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Near Acadia and Winter Harbor, but tucked away in a quiet setting on the shore. The view is spectacular - Prospect Harbor lighthouse, crashing surf, and a bell buoy. The house...
    See all reviews
    About this property
    Welcome to our Holiday Home! This is a charming newly built house just steps from the ocean. There are 3 bedrooms, each with an en suite full bathroom. Our property can accommodate six guests. This is a perfect spot to relax, read, paint, or explore. Enjoy your morning coffee on the upper deck...
    View all property information
    Location Information
    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    Brookhouse: A Cottage by the Sea1 / 15
    (3)Excellent
    Prospect Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Satellite TV
    • Central Heating
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2016
    You can sit in the living room, look out on a timeless view of water, rocks and the endless points of spruce and fir along the shoreline. It is a comfortable cottage, good...
    Reviewed 18 August 2016
    It was our second time staying at Brookhouse. The view can't be beat and the location is ideal for beautiful Schoodic hiking and nature trails. Its also and an easy drive to...
    See all reviews
    About this property
    BROOKHOUSE, a cozy cottage nestled between Forbes Pond Stream & Prospect Harbor Bay - a stones throw to the ocean and fresh water stream in Prospect Harbor. A perfect retreat! 2 bedrooms, full bath, laundry and spectacular view. Perfect for one or two couples. Close to Acadia National Park.
    View all property information
    Location Information
    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Secluded Home-COTTAGE AT OTTER CREEK-Sleeps 9!1 / 18
    (1)Excellent
    Otter Creek
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Porch
    • DVD Player
    • Patio
    • Mountain Views
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2015
    Location on the map was accurate and pictures depicted the actual place. A very friendly host who is willing to answer any questions. A wonderful experience while visiting the...
    See all reviews
    About this property
    THE COTTAGE AT OTTER CREEK is a cozy yet spacious 3 bed/2 bath plus a loft that sleeps 4, home located only 3.5 miles from downtown Bar Harbor close to Seal Harbor in the heart of the Acadia National Park! Our family home offers all the necessities for a perfect, relaxing Maine getaway. House...
    View all property information
    Location Information
    Otter Creek, Maine 04669
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    Bay front House in Corea1 / 26
    (5)Average
    Corea
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Internet Access
    • DVD Player
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2015
    Very comfortable 2 bedroom, 2 bathroom cottage. Good sized kitchen with everything you need. Peaks of the harbor. I would recommend renters bring their own bottled water...
    Reviewed 10 August 2014
    We had a wonderful time. Very quiet little place perfect for our family. We all can't wait to go back again and hope to make a trip every year. Need to stay longer next year...
    See all reviews
    About this property
    This lovely house is located in the heart of Corea Maine. Corea is a classic Downeast fishing village, a small, quiet and a very special treasure worth discovering. A place where you can relax body and mind. Enjoy the unspoiled part of Maine at it's best and experience what the area can offer....
    View all property information
    Location Information
    Corea, Gouldsboro 04669
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Beautiful new house + classic cottage Seal Harbor1 / 22
    (1)Excellent
    Seal Harbor
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Balcony
    • Washer
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On Ox Hill just East of Seal Harbor harbor, in a very private area next to forever wild land, a lovely blueberry meadow separates a new and beautiful house with four bedrooms from a classic Maine cottage with two bedrooms. Equidistant from Bar Harbor and Northeast Harbor, the entrance bell for the...
    View all property information
    Location Information
    Seal Harbor, Maine 04675
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    After Hours in Seal Harbor1 / 14
    (2)Excellent
    Seal Harbor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • Grill
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2014
    Our family loves the location of this property: quiet street, playground across the street (not too heavily used), and in the heart of the best hiking trails on the Island...
    See all reviews
    About this property
    3 BR 1BA in a quiet village location very close to Acadia National Park Enjoy the quiet and picturesque village of Seal Harbor. Walk to Seal Harbor Beach or the town green, or bike into Acadia National Park from this convenient location very near Jordan Pond House. Single-level floor plan offers a...
    View all property information
    Location Information
    Seal Harbor, Maine 04675
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Shubert Bungalow1 / 20
    (30)Excellent
    Seal Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • Grill
    • Washer
    • Parking
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    It was our second time renting this unit, and we were again more than happy. Fully equipped and well furnished. Product to use the dishwasher and clothewasher. Back deck allow...
    Reviewed 28 July 2017
    If you ever plan to visit MDI and Acadia, stay here! Ginger is a great host and her house is absolutely adorable and comfy. When we arrived we were greeted by a family of...
    See all reviews
    About this property
    2 Bedroom, 2 Bathroom Bungalow – Sleeps 6. Ideally located for easy access to Acadia National Park and the rest of MDI. Located in beautiful Seal Harbor, you can ride your bike or walk to the one of the few sandy beaches on the island, Jordan Pond House and the Carriage Roads are within...
    View all property information
    Location Information
    Seal Harbor, Maine 04675
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Seal Harbor
    9 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Seal Harbor summer 'cottage' is one of the original old cottage homes on the coveted 'Ox Hill' location in Seal Harbor, Maine. This grand home has 9 bedrooms and 6 bathrooms. It has a huge brick terrace overlooking the Atlantic Ocean and many islands. The common spaces are quite large and...
    View all property information
    Location Information
    Seal Harbor, Maine 04675
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 18
    Make Enquiry
    Prospect Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Waterfront
    • Parking
    • Central Heating
    • Terrace
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sitting back 100 feet off the Atlantic Ocean, Dragonwood Castle offers 200 feet of water frontage with glorious sunset reflections across the bay onto the Prospect Harbor Lighthouse. Inside its 2,100 square-feet are 3 decorative levels of living space, plus a small turret that overlooks the ocean...
    View all property information
    Location Information
    Prospect Harbor, Gouldsboro 04607
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Enquiry
    Islesford
    6 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Balcony
    • Washer
    • Mountain Views
    • Ocean Views
    • Outdoor Dining Area
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    "Treetop" is a family vacation home on the wonderful island of Islesford, where generations have shared meals, played in the cove, and explored the island. <BR><BR>This house is architecturally unique with several interesting details. The lower floor has the kitchen, pantry, kids room, workshop,...
    View all property information
    Location Information
    Islesford, Cranberry Isles 04646
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Seal Harbor
    7 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Parking
    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevated well above the ocean and rocky granite shores of Mount Desert Island and Acadia National Park, 'Nantibi' offers her guests breathtaking expansive ocean views and classic Maine summer cottage comfort. With fireplaces in the living room, dining room, master bedroom and blue room, Nantibi's...
    View all property information
    Location Information
    Seal Harbor, Maine 04675
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Enquiry
    Prospect Harbor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beatiful grand marsh bay - what you dreamed of... woods, water, smooth granite rock. a great place to find peace Down East. A pristine area a mile from one of Maine's 85 environmental study area. Freshwater swimming at a nearby lTen minutes from the Schoodic section of Acadia N.P. Bikes and kayaks...
    View all property information
    Location Information
    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Prospect Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Internet Access
    • DVD Player
    • Washer
    • Waterfront
    • Central Heating
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This ocean front home in Prospect Harbor, built in 2008, is situated on a wooded lot overlooking a beautiful rocky coast. The spacious three bedroom, two bathroom cape style home offers an open floor plan with wonderful views of the bay and Prospect Harbor Lighthouse. This home is fully furnished...
    View all property information
    Location Information
    Prospect Harbor, Gouldsboro 04669
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    List your property
    Owner log in