Waterfront vacation rentals in Oakland
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Oakland
Guests agree: these waterfront rentals 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 Oakland waterfront rentals
Waterfront apartment rentals
Apartment in Damariscotta
4.94 out of 5 average rating, 339 reviewsCottrill House on Damariscotta River # 1
Apartment in Cornville
4.85 out of 5 average rating, 123 reviewsLarge Home with Great View next to horse farm
Apartment in Richmond
4.92 out of 5 average rating, 120 reviewsStunning Royal Richmond 2 Br Apartment Get Away!
Apartment in Boothbay Harbor
4.95 out of 5 average rating, 335 reviewsDeckhouse with Footbridge Views!
Apartment in Damariscotta
4.84 out of 5 average rating, 461 reviews"Ship Shape": waterfront, cozy studio- downtown
Apartment in Searsport
4.82 out of 5 average rating, 293 reviewsLakefront Vacation Apartment in Searsport ME
Apartment in Edgecomb
4.86 out of 5 average rating, 424 reviewsWaterfront Condo at the Sheepscot
Apartment in Bristol
5.0 out of 5 average rating, 123 reviewsWelcome to "West Winds at Pemaquid"
Waterfront house rentals
Home in Hartland
4.9 out of 5 average rating, 137 reviewsLake front! Beach, Kayak/SUPs, Fire Pit, Game Room
Home in Canton
4.98 out of 5 average rating, 119 reviewsPrivate Lake House, Firepit & Amazing Sunset Views
Home in Liberty
4.94 out of 5 average rating, 152 reviewsThe Pearl of Lake Saint George
Home in Stetson
4.96 out of 5 average rating, 151 reviewsLakefront Log Cabin on Pleasant Lake
Home in Pittston
4.99 out of 5 average rating, 128 reviewsRiverside
Home in Oxford
5.0 out of 5 average rating, 180 reviewsThe Modern Lakehouse
Home in Freeport
4.85 out of 5 average rating, 249 reviewsHome On Pond in Woods - Guest Suite
Home in Newcastle
4.98 out of 5 average rating, 103 reviewsPeaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront condo rentals
Condo in Rockland
5.0 out of 5 average rating, 3 reviewsWaterfront Home! Rockland Harbor Views. STR23-25
Condo in Belfast
Harbor View Cottage - Cottage A
Condo in Rangeley
TP Condo A - Downtown Rangeley
Condo in Edgecomb
4.58 out of 5 average rating, 40 reviews1BR Waterview | Deck | Partial AC
Condo in Carrabassett Valley
4.74 out of 5 average rating, 19 reviewsCondo w/river access - 10 min South of Sugarloaf
Condo in Hallowell
4.89 out of 5 average rating, 9 reviewsHallowell Gem: Steps From Granite City Park & Dtwn
Condo in Rangeley
4.85 out of 5 average rating, 27 reviews2 Rangeley Lake unit 2 Condo Dock, Kayaks and more
Condo in Bridgton
4.76 out of 5 average rating, 25 reviewsBeautiful Condo with Access to Lake & Mountain
Quick stats about waterfront rentals in Oakland
Total rentals
30 properties
Rentals with dedicated workspaces
10 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
670 reviews
Nightly prices starting at
G$20,884 GYD before taxes and fees
Destinations to explore
- Portland Vacation rentals
- Bar Harbor Vacation rentals
- Old Orchard Beach Vacation rentals
- Ogunquit Vacation rentals
- Bangor Vacation rentals
- Wells Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Moncton Vacation rentals
- Waterfront rentals United States
- Waterfront rentals Maine
- Waterfront rentals Maine
- Waterfront rentals Portland
- Waterfront rentals Bar Harbor
- Monthly Rentals Oakland
- Rentals with outdoor seating Oakland
- House rentals Oakland
- Rentals with a fire pit Oakland
- Family-friendly rentals Oakland
- Kid-friendly rentals Oakland
- Rentals with a patio Oakland
- Rentals with a washer and dryer Oakland
- Rentals with a kayak Oakland
- Rentals with a fireplace Oakland
- Rentals with lake access Oakland
- Waterfront rentals Kennebec County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom