Holiday 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 FebIndividual Host,
£155 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 NovIndividual Host,
£207 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 AprIndividual Host,
£188 per night
4.96 out of 5 average rating, 162 reviews

Popular amenities for Winter Harbor holiday rentals

Stay near Winter Harbor's top sights

Schoodic Point80 locals recommend
The Pickled Wrinkle74 locals recommend
Schoodic Woods Campground3 locals recommend
Chase's Restaurant20 locals recommend
Egg Rock Lighthouse3 locals recommend
Corea Wharf Gallery & Grill26 locals recommend

Other great holiday rentals in Winter Harbor

Guest favourite
Tiny home in Winter Harbor
Winter Hbr Oceanside Cabin - Schoodic Point (ANP)
30 Sept – 7 OctProfessional Host,
£191 per night
4.91 out of 5 average rating, 11 reviews
Guest favourite
Cottage in Gouldsboro
Stylish ocean-view home on Acadia's Schoodic Loop
2–9 JanIndividual Host,
£298 per night
4.98 out of 5 average rating, 47 reviews
Guest favourite
Home in Winter Harbor
Cozy & Walkable Winter Harbor Home next to Acadia
9–16 SeptIndividual Host,
£262 per night
4.86 out of 5 average rating, 56 reviews
Guest favourite
Home in Winter Harbor
Anchor Down at Schoodic Point
7–14 Dec
£266 per night
4.95 out of 5 average rating, 85 reviews
Guest favourite
Home in Gouldsboro
Acadia’s Schoodic Oceanfront Cabin
13–20 NovIndividual Host,
£266 per night
4.92 out of 5 average rating, 26 reviews
Guest favourite
Cottage in Gouldsboro
Little Gem Cottage
27 Jul – 3 AugIndividual Host,
£255 per night
4.96 out of 5 average rating, 26 reviews
Guest favourite
Loft in Gouldsboro
Fisherman's Nook & Schoodic Retreat
25 Sept – 2 Oct
£163 per night
5.0 out of 5 average rating, 29 reviews
Guest favourite
Home in Winter Harbor
Captain Guptill House views of Acadia & lighthouse
7–14 Jul
£280 per night
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Winter Harbor
Winter Harbor's Hidden Gem
15–22 May
£314 per night
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Gouldsboro
Perfect 3 bedroom New England home.
4–11 Sept
£213 per night
4.89 out of 5 average rating, 46 reviews
Guest favourite
Home in Gouldsboro
Enchanting waterfront home on serene 15 acres
3–10 MayIndividual Host,
£455 per night
4.96 out of 5 average rating, 48 reviews
Guest favourite
Barn in Gouldsboro
Serene Nature Retreat near Acadia National Park
1–8 Oct
£205 per night
5.0 out of 5 average rating, 36 reviews

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

£31 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Hancock County
  5. Winter Harbor