Waterfront holiday rentals in Winter Harbor
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Top-rated waterfront accommodation in Winter Harbor
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Harbor waterfront rentals
Waterfront apartment accommodation
Apartment in Searsport
4.82 out of 5 average rating, 293 reviewsLakefront Vacation Apartment in Searsport ME
27 Oct – 3 Nov
Apartment in Tremont
5.0 out of 5 average rating, 129 reviewsDuck Cove Apartment
3–10 Apr
Apartment in Sedgwick
4.9 out of 5 average rating, 203 reviewsPrivate Apartment at Cabin Cove
4–11 Jul
Apartment in Ellsworth
4.94 out of 5 average rating, 124 reviewsStill Point (where the river meets the sea)
19–26 Dec
Apartment in Trenton
4.97 out of 5 average rating, 109 reviewsEco-friendly water view retreat near Acadia
27 Sep – 4 Oct
Apartment in Southwest Harbor
4.91 out of 5 average rating, 132 reviewsOn the water. Walk to Southwest Harbor
10–17 Dec
Apartment in Harrington
4.95 out of 5 average rating, 38 reviewsBeautiful Waterfront Home Close to Trails & Acadia
28 Nov – 5 Dec
Apartment in Southwest Harbor
5.0 out of 5 average rating, 40 reviewsTop Floor Condo w/ Ocean Views [Admirals Quarters]
12–19 Dec
Waterfront house rentals
Home in Eastbrook
5.0 out of 5 average rating, 110 reviewsThe Maine Getaway - Lakefront with Beach
24 Sep – 1 Oct
Home in Trenton
4.93 out of 5 average rating, 242 reviewsAcadia National Park ocean front & garden cottages
22–29 Mar
Home in Stetson
4.96 out of 5 average rating, 151 reviewsLakefront Log Cabin on Pleasant Lake
27 May – 3 Jun
Home in Gouldsboro
4.92 out of 5 average rating, 26 reviewsAcadia’s Schoodic Oceanfront Cabin
4–11 Nov
Home in Winter Harbor
5.0 out of 5 average rating, 9 reviewsCaptain Guptill House views of Acadia & lighthouse
13–20 Oct
Home in Gouldsboro
4.9 out of 5 average rating, 21 reviewsBeautiful Oceanfront Estate
17–24 Feb
Home in Gouldsboro
4.96 out of 5 average rating, 48 reviewsEnchanting waterfront home on serene 15 acres
9–16 Dec
Home in Gouldsboro
5.0 out of 5 average rating, 19 reviewsMagnificent Oceanfront Modern, 8 Guests 4 Bedrooms
4–11 Jan
Waterfront condo accommodation
Condo in Southwest Harbor
4.92 out of 5 average rating, 102 reviews2BR Condo w/ 3 min Walk to Downtown SWH [Low Tide]
8–15 Apr
Condo in Rockland
5.0 out of 5 average rating, 3 reviewsWaterfront Home! Rockland Harbor Views. STR23-25
17–24 Mar
Condo in Orland
4.98 out of 5 average rating, 40 reviewsToddy Haven: A Lakeside Condo Near Acadia.
24–31 Oct
Condo in Belfast
Harbor View Cottage - Cottage A
29 Jun – 6 Jul
Condo in Stonington
4.95 out of 5 average rating, 91 reviewsThe American Eagle - Inn on the Harbor
10–17 Feb
Condo in Southwest Harbor
4.91 out of 5 average rating, 85 reviewsMarina side Stern condo
30 May – 6 Jun
Condo in Southwest Harbor
5.0 out of 5 average rating, 9 reviewsBest views on MDI 2 bdrm 2 bth condo waterfront
7–14 Sep
Condo in Southwest Harbor
4.87 out of 5 average rating, 85 reviews2BR Condo w/ Ocean Views in Downtown SW [Seaglass]
10–17 May
Quick stats about waterfront rentals in Winter Harbor
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
960 reviews
Nightly prices starting at
$84 NZD before taxes and fees
Destinations to explore
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