Waterfront vacation rentals in Winthrop
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Winthrop
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Winthrop waterfront rentals
Waterfront apartment rentals
Apartment in Damariscotta
4.94 out of 5 average rating, 339 reviewsCottrill House on Damariscotta River # 1
Dec. 4 – 11
Apartment in Damariscotta
4.84 out of 5 average rating, 461 reviews"Ship Shape": waterfront, cozy studio- downtown
Nov. 8 – 15
Apartment in Boothbay Harbor
4.95 out of 5 average rating, 335 reviewsDeckhouse with Footbridge Views!
May 28 – Jun. 4
Apartment in Brunswick
4.98 out of 5 average rating, 143 reviewsGarden view near Bowdoin College
Mar. 17 – 24
Apartment in Bristol
5.0 out of 5 average rating, 123 reviewsWelcome to "West Winds at Pemaquid"
Feb. 17 – 24
Apartment in Freeport
4.98 out of 5 average rating, 252 reviewsBeekeeper's Cottage- Peaceful,Quiet - Ocean Front
Feb. 26 – Mar. 5
Apartment in Cornville
4.85 out of 5 average rating, 123 reviewsLarge Home with Great View next to horse farm
Aug. 3 – 10
Apartment in Falmouth
4.96 out of 5 average rating, 137 reviewsFalmouth Waterfront Carriage House Apt
Oct. 23 – 30
Waterfront house rentals
Home in Litchfield
4.92 out of 5 average rating, 114 reviewsBeautiful lake house on Tacoma Lakes near Coast
Sep. 9 – 16
Home in Pittston
4.99 out of 5 average rating, 128 reviewsRiverside
Jul. 12 – 19
Home in Oxford
5.0 out of 5 average rating, 180 reviewsThe Modern Lakehouse
Nov. 14 – 21
Home in Rumford
4.99 out of 5 average rating, 118 reviewsYour Maine Base Camp
Nov. 20 – 27
Home in Liberty
4.94 out of 5 average rating, 152 reviewsThe Pearl of Lake Saint George
Feb. 11 – 18
Home in Newcastle
4.98 out of 5 average rating, 102 reviewsPeaceful Oasis by the Great Salt Bay - 3BR/2Ba
Dec. 17 – 24
Home in Bath
4.89 out of 5 average rating, 281 reviewsGorgeous Summer Studio on the Kennebec
Aug. 8 – 15
Home in Hartland
4.9 out of 5 average rating, 136 reviewsLake front! Beach, Kayak/SUPs, Fire Pit, Game Room
Nov. 30 – Dec. 7
Waterfront condo rentals
Condo in Hallowell
4.88 out of 5 average rating, 8 reviewsHallowell Gem: Steps From Granite City Park & Dtwn
Apr. 13 – 20
Condo in Edgecomb
4.58 out of 5 average rating, 40 reviews1BR Waterview | Deck | Partial AC
Oct. 10 – 17
Condo in Bridgton
4.76 out of 5 average rating, 25 reviewsBeautiful Condo with Access to Lake & Mountain
Jul. 15 – 22
Condo in Standish
4.86 out of 5 average rating, 14 reviewsLakefront one bedroom condo with kitchen
Sep. 11 – 18
Condo in Boothbay Harbor
4.71 out of 5 average rating, 7 reviewsOceanfront, dog-friendly 2BR with harbor view
Mar. 24 – 31
Condo in Standish
4.23 out of 5 average rating, 13 reviewsCozy Lakeside Studio w/ Private Swimming Area
Aug. 12 – 19
Condo in Harpswell
Dockside Condo
Apr. 22 – 29
Condo in Harpswell
The Bailey Island Condo - The perfect seaside retr
Jun. 1 – 8
Quick stats about waterfront rentals in Winthrop
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
880 reviews
Nightly prices starting at
$68 CAD before taxes and fees
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