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166 Houses
East Boothbay Oceanfront Home w/ Deepwater Dock
East Boothbay house
4 bedrooms / 3 bathrooms / sleeps 10
Price per night from
$452
Price per night from
$331
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
East Boothbay house
4 bedrooms / 4 bathrooms / sleeps 8
Price per night from
$377
Boothbay Harbor Home with Water Views | Near Dining & Whale Watching
East Boothbay house
3 bedrooms / 2 bathrooms / sleeps 10
Price per night from
$240
Mill Pond Cottage w/ Kayaks & Boat Launch Access
East Boothbay house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$180
Charming East Boothbay Cottage | Walk to General Store, Near Beach
East Boothbay house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$209
Breathtaking Oceanfront Estate with Private Deep Water Dock
East Boothbay cottage
5 bedrooms / 5 bathrooms / sleeps 12
Price per night from
$1,401
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
East Boothbay house
4 bedrooms / 3 bathrooms / sleeps 14
Price per night from
$242
Three Porches with Stunning Water Views and Walk to Beach
East Boothbay house
5 bedrooms / 2 bathrooms / sleeps 10
Price per night from
$346
Great rentals within 20 miles that match your search
Price per night from
$364
Price per night from
$1,303
Private Island - Great for Reunions - Sleeps 24
Port Clyde house
11 bedrooms / 6 bathrooms / sleeps 24
Price per night from
$2,790
Light Filled, Woodsy Views, Atlantic Ocean Nearby - Classic Mid-Coast Cottage
New Harbor cottage
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$190
Price per night from
$167
Responds fast! avg. 3 hours 45 minutes
Price per night from
$896
Port Cabin - New Inground Pool overlooking the Ocean on Beautiful Linekin Bay
Boothbay Harbor house
4 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$570
Gathering Point Cottage, Water View, Walk to Aquarium, Beach Access
Boothbay Harbor house
4 bedrooms / 2 bathrooms / sleeps 7
Price per night from
$305
Price per night from
$343
Price per night from
$309
Price per night from
$195
“perfect” We love Oar Island. It is the perfect vacation place for families with children of different ages, or just a couple. There is hiking, sunning, relaxation, but mostly what we love about Oar Island is the isolation. It is an adventure as well, since the only way to get there is by the little motorboat. It is a getaway for certain kinds of people; but if you prefer the Marriott type of stay, this is not that kind, it is much more "out-doorsy".
Responds fast! avg. 2 hours 5 minutes
Price per night from
$242
Remarkable Four Gable House Overlooking Friendship Harbor
Friendship house
8 bedrooms / 6 bathrooms / sleeps 18
Responds fast! avg. 3 hours 46 minutes
Price per night from
$392
Responds fast! avg. 54 minutes
Price per night from
$135
Price per night from
$280
Trick's End - A Beautiful Get Away on the Coast of Barter's Island
Trevett house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$358
Classic Maine Cottage with Ocean Views and Beach
Boothbay Harbor cottage
5 bedrooms / 2 bathrooms / sleeps 9
Price per night from
$328
Little Nick - A Sweet Little Haven with a Peak of the Ocean
Southport guest house
1 bedroom / 1 bathroom / sleeps 2
Price per night from
$132
Responds fast! avg. 3 hours 22 minutes
Price per night from
$274
Price per night from
$229
“Wonderful memories!!” We found the Hupper's cottage by chance in Down East Magazine 8 years ago after a bed and breakfast had closed. We had been coming to Tenant's Harbor for years and couldn't believe our luck in being able to stay right on the water! The cottage is very clean and complete with all cooking facilities, just like home. It brings back memories of a family cottage that I used to visit when I was a child. We can get up in the morning and see either high or low tide, fog or sunshine, in summer it has become our home away from home. Loads of wonderful restaurants, close to Rockland and Camden...
Responds fast! avg. 2 hours 27 minutes
Price per night from
$161
Cove Cottage - Lovely Boothbay Harbor Cottage with Water Views of Mill Cove
Boothbay cottage
2 bedrooms / 1 bathroom / sleeps 4
Price per night from
$206