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Vacation rentals in Winter Harbor

Vacation rentals in Winter Harbor

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Top-rated vacation rentals in Winter Harbor

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Great Timbers Retreat 
Minutes from Schoodic Park
    SUPERHOSTEntire chalet · 6 guests · 3 beds · 2 baths
    Great Timbers Retreat Minutes from Schoodic Park

    This private newly renovated log home is nestled right next to the ocean front. Radiant floors with all new appliances and granite countertops. Spa showers in both bathrooms. One large bedroom with king bed and two Queen luxury futon beds for guest. Stone fireplace. Brand new washer and dryer. Charcoal grill outside and picnic table with ocean views. Pet Friendly there are pet beds and crate available

    What guests are saying:

    “It's hard to describe how wonderful our stay was at Great Timbers! First, Great Timbers is simply gorgeous on the inside and out. Upon entering, you immediately notice how spotless and clean every surface is, and it's apparent the amount of care that Cheryl dedicates to make her guests feel welcome. The scale of the logs and choice of materials used in building's construction are so impressive. The slate floors are heated, which is a nice touch on those chilly mornings. The kitchen is fully appointed with modern, upgraded appliances...and did I mention everything is spotless? The windows looking out the back yard toward the water convey the adventures that await those who travel to this magical part of Maine. The location is perfect for visiting the Schoodic Peninsula to the south, or heading over to Acadia National Park to drive the scenic loop road or spend the day exploring around Bar Harbor. The drive to the top of Cadillac Mtn. should not be missed! We spent 5 of our 8 nights around the backyard fire pit and were rewarded each night with some of the most spectacular sunsets we've ever seen. The views of the waters of Frenchman Bay and the forested islands are incredible...whether you're inside looking out the windows, enjoying the comfort of the sheltered back deck, or sitting around the fire. The sounds of the tidal currents swirling around the rocks and tidal pools at night is enchanting. There is a short trail down to the water that is easy to navigate. You can sit on the rocks at high tide and watch the lobster boats returning to port or go down at low tide to explore the pools and collect wave-smoothed rocks. All in all, it was the best vacation my wife and I have had in a long, long time. A big tip of the hat to Cheryl for making our stay so comfortable....we'll definitely be back!!”

  • Attractive guest cabin on the ocean
    SUPERHOSTEntire cabin · 2 guests · 1 bed · 1 bath
    Attractive guest cabin on the ocean

    Affectionately known as The Love Shack, this guest cottage is located in the quiet town of Winter Harbor, Maine. Surrounded by woods and perennial beds, it is completely private. A stone's throw from the ocean, guests can sit and enjoy the view of lobster boats , seagulls, loons and eagles. Sunsets from here are not to be missed. Cabin includes: queen-size bed, kitchenette, WiFi and HD T.V. with access to kayaks, bicycles and the eastern part of Acadia National Park known as Schoodic Point. It is close to restaurants, grocery store, bank and Post Office. Also, there is ferry service to Bar Harbor available June 20th through Labor Day.

    What guests are saying:

    “If you are looking for somewhere to relax and get away from it all, this is the place to be. Hope and Bob have a beautiful, cozy little love shack by the water. The little things that they leave for you, such as... a bottle of wine, popcorn, biscuits and homemade jam, and orange juice add the extra touch. You can tell that they put a lot of effort into making you feel welcome, but also give you your privacy. Winter Harbor is a cute little village with friendly people and lots of good places to eat. Would stay there again if we get back again.”

  • Schoodic-Prospect Harbor-Maine
    SUPERHOSTEntire cottage · 8 guests · 6 beds · 2 baths
    Schoodic-Prospect Harbor-Maine

    Oceanfront home for relaxation and rejuvenation in the heart of Prospect Harbor and Acadia National Park Schoodic Peninsula. Located next door to the Schoodic Arts Combs Art Studio, this home is an easy walk or drive to the Dorcas Library, Peninsula School or the Prospect Harbor Lighthouse. Nestled in Prospect Harbor, the tidal flow offers the opportunity to swim, kayak, fish, collect sea glass or explore tidal pools. Two bedrooms allow for privacy and a large loft style space has 4 twin beds.

    What guests are saying:

    “A fantastic view and amazing hospitality! Not only is the home lovely, warm, welcoming and very relaxing, but also Jennifer's personal touches were great. We felt very well cared for when after an unexpected storm, Jennifer and Bill reached out directly to see if everything was ok, to make sure we had power (because hundreds locally didn't), and answer any concerns. Good news - all was ok! We still had power and enjoyed being warm inside the home while the wind and rain blew outside. We felt very well taken care of. Our other days at their home were sunny and we enjoyed the truly stunning sunrise, watching the tides ebb & flow, and waking down on the rocks at low tide. We wished we could stay an extra day! We would absolutely stay at Jennifer's place again and highly recommend it to you!”

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Popular amenities for Winter Harbor vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Winter Harbor

Relax, unwind, enjoy Maine's best at "Crow's Rest"
SUPERHOSTPrivate room
Relax, unwind, enjoy Maine's best at "Crow's Rest"
Price:$183 CAD/night
Coastal Studio in Ellsworth
SUPERHOSTEntire apartment
Coastal Studio in Ellsworth
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Hulls Cove  Hideaway.
SUPERHOSTEntire house
Hulls Cove Hideaway.
Price:$136 CAD/night
Huckleberry Suite - Intown Bar Harbor
SUPERHOSTEntire apartment
Huckleberry Suite - Intown Bar Harbor
Price:$217 CAD/night
Driftwood Cottage
SUPERHOSTEntire cottage
Driftwood Cottage
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Up Back Cottage
SUPERHOSTEntire cottage
Up Back Cottage
Price:$183 CAD/night
Little Frog at The Howling Woods
SUPERHOSTFarm stay
Little Frog at The Howling Woods
Price:$75 CAD/night
"Upside Down" House Near Schoodic
Entire house
"Upside Down" House Near Schoodic
Price:$305 CAD/night
Private Waterfront Cabin off the Grid
SUPERHOSTEntire cabin
Private Waterfront Cabin off the Grid
Price:$90 CAD/night
The Farm By The Sea Private Apartment
SUPERHOSTEntire guest suite
The Farm By The Sea Private Apartment
Price:$206 CAD/night
Acadia Beach Cottage
Entire cottage
Acadia Beach Cottage
Price:$262 CAD/night
Acadia Gateway Getaway
SUPERHOSTEntire guest suite
Acadia Gateway Getaway
Price:$107 CAD/night
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