Waterfront holiday rentals in Penobscot Bay
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Top-rated waterfront rentals in Penobscot Bay
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for waterfront rentals in Penobscot Bay
Waterfront apartment rentals
Flat in Sedgwick
4.9 out of 5 average rating, 203 reviewsPrivate Apartment at Cabin Cove
14–21 Sep
Flat in Damariscotta
4.94 out of 5 average rating, 339 reviewsCottrill House on Damariscotta River # 1
17–24 Apr
Flat in Boothbay Harbor
4.95 out of 5 average rating, 334 reviewsDeckhouse with Footbridge Views!
15–22 Oct
Flat in Tremont
5.0 out of 5 average rating, 129 reviewsDuck Cove Apartment
27 Oct – 3 Nov
Flat in Edgecomb
4.86 out of 5 average rating, 422 reviewsWaterfront Condo at the Sheepscot
18–25 Feb
Flat in Richmond
4.92 out of 5 average rating, 120 reviewsStunning Royal Richmond 2 Br Apartment Get Away!
1–8 Apr
Flat in Damariscotta
4.84 out of 5 average rating, 461 reviews"Ship Shape": waterfront, cozy studio- downtown
20–27 Nov
Flat in Brunswick
4.98 out of 5 average rating, 142 reviewsGarden view near Bowdoin College
28 Dec – 4 Jan
Waterfront house rentals
Home in Hancock
4.98 out of 5 average rating, 126 reviewsWater's Edge-Oceanfront with Stellar View
5–12 Feb
Home in Hancock
4.94 out of 5 average rating, 162 reviewsAcadia's Cove Cottage - near Bar Harbor
23–30 Oct
Home in Liberty
4.94 out of 5 average rating, 152 reviewsThe Pearl of Lake Saint George
5–12 Feb
Home in Stetson
4.96 out of 5 average rating, 151 reviewsLakefront Log Cabin on Pleasant Lake
9–16 Jan
Home in Stonington
4.9 out of 5 average rating, 126 reviewsPuppa’s View- a private waterfront home
20–27 Dec
Home in Eastbrook
5.0 out of 5 average rating, 109 reviewsThe Maine Getaway - Lakefront with Beach
8–15 Sep
Home in Trenton
4.93 out of 5 average rating, 242 reviewsAcadia National Park ocean front & garden cottages
1–8 Jan
Home in Ellsworth
4.99 out of 5 average rating, 107 reviewsGreen's Landing on Branch Lake
7–14 Nov
Waterfront apartment rentals
Apartment in Southwest Harbor
4.92 out of 5 average rating, 101 reviews2BR Condo w/ 3 min Walk to Downtown SWH [Low Tide]
8–15 Apr
Apartment in Orland
4.98 out of 5 average rating, 40 reviewsToddy Haven: A Lakeside Condo Near Acadia.
24–31 Oct
Apartment in Rockland
5.0 out of 5 average rating, 3 reviewsWaterfront Home! Rockland Harbor Views. STR23-25
19–26 Apr
Apartment in Belfast
Harbor View Cottage - Cottage A
29 Jun – 6 Jul
Apartment in Stonington
4.95 out of 5 average rating, 91 reviewsThe American Eagle - Inn on the Harbor
5–12 Dec
Apartment in Edgecomb
4.59 out of 5 average rating, 39 reviews1BR Waterview | Deck | Partial AC
14–21 Apr
Apartment in Southwest Harbor
5.0 out of 5 average rating, 9 reviewsBest views on MDI 2 bdrm 2 bth condo waterfront
12–19 Oct
Apartment in Southwest Harbor
4.91 out of 5 average rating, 85 reviewsMarina side Stern condo
23–30 Aug
Destinations to explore
- Portland Holiday rentals
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