Vacation rentals in Winter Harbor
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Top-rated holiday rentals in Winter Harbor
Guests agree: these stays are highly rated for location, cleanliness, and more.
Guest favourite
Cottage in Gouldsboro
The Cottage
A rustic cottage in the middle of Darthia Farm. The farm sits along the shore of West Bay and a short walking trail brings you from the cottage to the salt water. We grow organic mixed vegetables, herbs and flowers, raise sheep, ducks, chickens, pigs, and work with Haflinger horses. We have a farm store that is open everyday except Tuesdays and Sundays. The property is 15 minutes away from the Schoodic Section of Acadia and is surronded is by countless hiking trails and access to fresh water.
4–11 Feb
$324 NZD per night
4.93 out of 5 average rating, 188 reviews
Guest favourite
Home in Gouldsboro
Schoodic Loft Cabin "The Roost" with Kayaks
This playful cabin offers a unique spot to unwind and explore the Schoodic peninsula and Downeast Maine. Kayaks are provided to explore island studded 462 acre Jones pond, a 10 minute walk down a trail. A 10 minute drives brings you to the less visited Schoodic section of Acadia NP, where a network of hiking and biking trails lace the coastal forests and dramatic rocky coast. Nearby Winter Harbor has shops and restaurants and even a ferry across the bay to Bar Harbor and Mount Desert Island.
25 Oct – 1 Nov
$432 NZD per night
4.94 out of 5 average rating, 111 reviews
Guest favourite
Cabin in Steuben
*Stunning Views* Oceanfront Chalet, Weekly Rental
Oceanfront cabin perched on the edge of Dyer Bay surrounded by large cedar and spruce trees. A perfect retreat nestled in a quiet, private neighborhood off the beaten path. This is where you get away from it all, and enjoy proximity to all the best of Downeast. The view is spectacular, and wildlife abounds. Watch the lobster boats work their traps just in front of the house.
Jun 15- Oct 15 Friday-Friday weekly rental.
Not appropriate for small children. Sorry, NO PETS , we're allergic :-(
5–12 Apr
$391 NZD per night
4.96 out of 5 average rating, 162 reviews
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Quick stats about holiday rentals in Winter Harbor
Total rentals | 100 properties |
---|---|
Rentals with dedicated workspaces | 40 properties have a dedicated workspace |
Pet-friendly rentals | 30 properties allow pets |
Family-friendly rentals | 60 properties are a good fit for families |
Total number of reviews | 2.6K reviews |
Nightly prices starting at | $66 NZD before taxes and fees |
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