| | Name | Town | Br | Sleeps | Weekly | | |
 Located just a moment's walk to the water, enjoy scenic views of Mackerel & Lowell's Coves.
Click picture for details
| 2 Coves |
Bailey Island
| 3 | 8 |
$1850
|
details
|
|
 This 1860 Cape has been renovated, nicely furnished, & has the most beautiful panoramic Ocean view on the Island.
Click picture for details
| A Point of View |
Bailey Island
| 2 | 8 |
$1500
|
details
|
|
 Located on the water's edge, with Easterly views of Harpswell Sound!
Click picture for details
| Adams |
Harpswell
| 4 | 8 |
$2000
|
details
|
|
 Quaint waterfront cottage with large deck and gorgeous views!
Click picture for details
| Addison Red |
Bailey Island
| 2 | 5 |
$825
|
details
|
|
 Limited Ocean view, great yard for kids, and a short walk to the beach at the end of the street.
Click picture for details
| Anchorage |
Bailey Island
| 3 | 6 |
$800
|
details
|
|
 Charming, two story, classic Maine cottage on Lowell's Cove. Steps to pebbly beach, a perfect spot for kayaking!
Click picture for details
| Barnacle |
Orr's Island
| 3 | 6 |
$1700
|
details
|
|
 Cozy ranch style home with beautiful ocean views from the front of the cottage, and coastal sunsets views from the back deck!
Click picture for details
| Berkshire |
Great Island
| 3 | 5 |
$975
|
details
|
|
 A great family waterfront home with multiple decks, large yard, dock, private location, fireplace, and more!
Click picture for details
| Bolton's Hideaway |
Great Island
| 5 | 8 |
$2200
|
details
|
|
 Cute cottage in quiet neighborhood with beautiful sunrises and steps to Stover's Point.
Click picture for details
| Briggs Cottage |
Harpswell
| 2 | 5 |
$750
|
details
|
|
 Perfect location within walking distance to Cedar Beach.
Click picture for details
| Briny Junior |
Bailey Island
| 1 | 2 |
$525
|
details
|
|
 Beautiful sunset views over Harpswell Sound.
Click picture for details
| Broad View |
Bailey Island
| 4 | 6 |
$1650
|
details
|
|
 Perfect for a small family or couple, enjoy a large yard, water access, and beautiful sunset views.
Click picture for details
| Camp Bullwinkle |
Harpswell
| 3 | 6 |
$1750
|
details
|
|
 Spoil yourself in this elegant waterfront contemporary home!
Click picture for details
| Camp Run-a-Muck |
Great Island
| 5 | 8 |
$3750
|
details
|
|
 Charming two bedroom cottage with dock and beautiful Eastern views.
Click picture for details
| Cottage by the Sea |
Great Island
| 2 | 6 |
$1300
|
details
|
|
 This classic Maine cottage is a favorite! Great Living space, wonderful waterfront location on beautiful Mackerel Cove!
Click picture for details
| Crow's Nest |
Bailey Island
| 3 | 6 |
$1800
|
details
|
|
 Cute and Comfortable cottage with nice fenced in yard on waterfront with steps to shore.
Click picture for details
| D'Amelios Cottage |
Bailey Island
| 3 | 6 |
$1300
|
details
|
|
 Enjoy the crashing surf from the deck of this garage apartment.
Click picture for details
| Edgecliff |
Bailey Island
| 1 | 3 |
$1000
|
details
|
|
 4 Season Oceanfront Home with spectacular sunrises, beautiful Bold Ocean views!
Click picture for details
| Eider Ledge |
Bailey Island
| 4 | 7 |
$2200
|
details
|
|
 Spacious 4 bedroom oceanfront home, beautifully decorated, perfect for entertaining, bright and fun interior, gorgeous setting!
Click picture for details
| Faulkner |
Orr's Island
| 4 | 8 |
$2950
|
details
|
|
 Spectacular sunset views from the wrap-around deck of this comfortable ranch.
Click picture for details
| Gagnier's Cottage |
Bailey Island
| 2 | 6 |
$1100
|
details
|
|
 Impressive Post & Beam waterfront home with Southwesterly views, private dock, wrap-around deck, and plenty of room for all!
Click picture for details
| Genimatas |
Great Island
| 3 | 6 |
$2000
|
details
|
|
 Beautiful sunsets from this upstairs studio apartment. Great affordable getaway for a couple.
Click picture for details
| Goldsmith Apartment |
Bailey Island
| 0 | 2 |
$550
|
details
|
|
 Year round home with Deepwater frontage on Harpswell sound. Spectacular westerly views. Gas fireplace!
Click picture for details
| Goldsmith House |
Bailey Island
| 3 | 6 |
$2000
|
details
|
|
 A classic Maine vacation home, this waterfront property sits right on the shoreline of Harpswell sound and includes beautiful sunset views. It features a large porch, a grand stone fireplace, three bedrooms and a loft. Great place for the Fall and Spring too.
Click picture for details
| Gracey House |
Great Island
| 3 | 7 |
$1000
|
details
|
|
 Enjoy the crashing surf and overview of Little Harbor at this charming cottage. The occupancy is limited to 6 max!
Click picture for details
| Gray Rocks |
Bailey Island
| 5 | 6 |
$1500
|
details
|
|
 Large & unique home, on the water's edge, with private dock & mooring and impressive decks to enjoy.
Click picture for details
| Gull Perch |
Great Island
| 1 plus loft | 6 |
$2100
|
details
|
|
 Log Cabin, privately located with private access to Robinhood beach
Click picture for details
| Haines Cottage |
Bailey Island
| 3 | 6 |
$1600
|
details
|
|
 Cottage sits one lot back from the Ocean creating a serene location with beautiful Ocean views.
Click picture for details
| Hamann |
Bailey Island
| 3 | 6 |
$950
|
details
|
|
 Historic Cottage with views of Mackerel Cove and right of way to Little Harbor!
Click picture for details
| Hay |
Bailey Island
| 3 | 6 |
$975
|
details
|
|
 Must see Easterly views! Large dock to enjoy fishing and boating, sunrises, or a family BBQ! Spectacular views of the bay.
Click picture for details
| High View |
Great Island
| 2 | 6 |
$2200
|
details
|
|
 Breathtaking sunrises at this beautiful Private year round home.
Click picture for details
| Howard's End |
Bailey Island
| 3 | 10 |
$3500
|
details
|
|
 This 19th century stone and shingle cottage has Eastern and Western views of the Ocean.
Relax on the swing from the porch or enjoy lunch on either of the two open decks.
Click picture for details
| Inner Ledge |
Bailey Island
| 4 | 7 |
$3600
|
details
|
|
 Turn of century cottage with crashing surf and open ocean views!
Click picture for details
| Isle of View |
Bailey Island
| 4 | 8 |
$1850
|
details
|
|
 Perfect getaway for a couple or a vacation by yourself. Hear the waves as they crash on the rocks right in front!
Click picture for details
| Jaquish North |
Bailey Island
| 1 | 2 |
$1100
|
details
|
|
 Perfect getaway for a couple or a vacation by yourself. Hear the sounds of crashing surf right out front!
Click picture for details
| Jaquish South |
Bailey Island
| 1 | 2 |
$1100
|
details
|
|
 Beautifully decorated three bedroom house with Eastern water views looking out to Orr's Island.
Click picture for details
| Laura Ashley by the Sea |
Harpswell
| 3 | 7 |
$1700
|
details
|
|
 Spectacular views of Little Harbor from the covered porch of cottage. Right of way to pebbly beach at Little Harbor!
Click picture for details
| Lee |
Bailey Island
| 3 | 6 |
$1475
|
details
|
|
 This pleasant year 'round cape is centrally located with a limited view of the Bay. Easy walk to water.
Click picture for details
| Lord |
Bailey Island
| 3 | 6 |
$925
|
details
|
|
 This cute two story cottage has beautiful sunsets and a glassed in porch. There are steps that lead down to a rocky shore front.
Click picture for details
| McCollum |
Bailey Island
| 2 | 5 |
$1000
|
details
|
|
 Simple, cute, and sunny at this house. Spectacular sunrises from the East side of the Island. A wrap around deck, with table and umbrella!
Click picture for details
| Mingo Cove |
Bailey Island
| 2 | 5 |
$1100
|
details
|
|
 Water views from every room of this beautiful year round home. Two beautiful stone fireplaces, granite counter tops, and a large deck with a outside shower!
Click picture for details
| Morning Glory |
Great Island
| 4 | 8 |
$2500
|
details
|
|
 Waterfront cottage at head of scenic Mackerel Cove with 2 pocket beaches (1 sandy, 1 pebbly)only 25 steps away and a shared dock. 4 complimentary lobsters delivered by local lobsterman to your dock during your stay. Also a mooring for boat upon request. Can be rented with Sea Scent and/or Sand Dollar the other Sea Forever Cottages. The Loft is not suitable for small children.
Click picture for details
| Nautical Nest |
Bailey Island
| 2 | 4 |
$1100
|
details
|
|
 Ranch style house with a big yard,large porch, sunset views, and right of way with steps to shore which is about 125 yards from the cottage!
Click picture for details
| Pablito |
Orr's Island
| 3 | 6 |
$900
|
details
|
|
 A very cute and cozy cottage. Centrally located on the Island at the end of Steamboat Road. Shared pebbly beachfront sits just steps from the deck, beautiful westerly sunset views.
Click picture for details
| Parciak Cottage |
Bailey Island
| 1 | 2 |
$800
|
details
|
|
 This lovely new home is spacious, sunny, and comes with all the comforts of home. The home even has two master suites on the first floor, along with 2 gas fireplaces, 2 living rooms, a nice screened in porch, and multiple decks!
Click picture for details
| Parciak House |
Bailey Island
| 4 | 8 |
$3200
|
details
|
|
 Enjoy a water front deck at the dock. If you enjoy the shade, or you like to sun, this is the place. Swim from the dock, or just sit and watch the lobstermen haul their traps. Seals play on the surrounding ledges. Quiet,peaceful and with a sunset view to boot!
Click picture for details
| Sanctuary |
Great Island
| 5 | 8 |
$2800
|
details
|
|
 Waterfront cottage at head of scenic Mackerel Cove with 2 pocket beaches (1 sandy, 1 pebbly)only 25 steps away and a shared dock. 2 complimentary lobsters delivered by local lobsterman to your dock during your stay. Also a mooring for boat upon request. Can be rented with Sea Scent and/or Nautical Nest the other Sea Forever Cottages. The Loft is not suitable for small children.
Click picture for details
| Sand Dollar |
Bailey Island
| 1 | 2 |
$900
|
details
|
|
 This very sunny two story, year round house has great Ocean front. Enjoy the beautiful ocean views, wonderful sunrises and the rocky beach area right off the deck.
Click picture for details
| Saranole |
Great Island
| 4 | 8 |
$1900
|
details
|
|
 This quaint cottage has a great central location, with easy access to crashing surf by the Giant Staircase!
Click picture for details
| Satterthwaite |
Bailey Island
| 4 | 7 |
$950
|
details
|
|
 Waterfront cottages at head of scenic Mackerel Cove with 2 pocket beaches (1 sandy, 1 pebbly)only 25 steps away and a shared dock. Complimentary lobsters delivered by local lobsterman to your dock during your stay. Also a mooring for boat upon request. The Loft is not suitable for small children.
Click picture for details
| Sea Forever Cottages |
Bailey Island
| 5 | 10 |
$2880
|
details
|
|
 Waterfront cottage at head of scenic Mackerel Cove with 2 pocket beaches (1 sandy, 1 pebbly)only 25 steps away and a shared dock. 4 complimentary lobsters delivered by local lobsterman to your dock during your stay. Also a mooring for boat upon request. Can be rented with Nautical Nest and/or Sand Dollar the other Sea Forever Cottages. The Loft is not suitable for small children.
Click picture for details
| Sea Scent |
Bailey Island
| 2 | 4 |
$1200
|
details
|
|
Click picture for details
| Sylvester |
Harpswell
| 2 | 5 |
$900
|
details
|
|
 Beautiful views,and frontage on Mackerel Cove. Watch the lobstermen at work from the deck. Swim and fish from your own private dock! The water actually goes right under the large deck at high tide!
Click picture for details
| The Lodge |
Bailey Island
| 2 | 4 |
$1400
|
details
|
|
 Charming Ranch is great for fishing and swimming. Sit on the east facing porch and watch the lobstermen haul traps, or watch as the beautiful Yachts sail by on their way to the Great Island Boat Yard just up the way!
Click picture for details
| The Narrows |
Great Island
| 2 | 4 |
$1300
|
details
|
|
 This sweet cottage sits on Tip-Tops hillside with views of Mackerel Cove & the Bay. One story year-round home is sunny, cozy and has a nice deck with beautiful sunset views.
Click picture for details
| The Studio |
Bailey Island
| 2 | 5 |
$875
|
details
|
|
 This a cozy Log Cabin is located on beautiful Mackerel Cove. The view is very limited! The cabin is surrounded by tree's, but there is a path leading down to the water!
Click picture for details
| Tip- Top Log Cabin |
Bailey Island
| 2 | 4 |
$775
|
details
|
|
 It doesn't get any cozier than this private three bedroom Shingle Style cottage. Water on all three sides, stunning views, pebbly beach, and more!
Click picture for details
| Tondreau |
Great Island
| 3 | 6 |
$2000
|
details
|
|
 This charming cottage is located in a great neighborhood in the Lowells Cove area. Cottage has a nice yard with swimming close by at rocky cove area. There is a limited view of the water from the house. The rocky swimming area has long southeast views down the cove.
Click picture for details
| Whalewatch |
Orr's Island
| 3 | 6 |
$975
|
details
|
|
 Great location almost to the end of the Island. Beautiful deck with south west ocean views, and incredible sunsets. Rocky shore front access.
Click picture for details
| Whitesails Cottage |
Bailey Island
| 1 | 3 |
$650
|
details
|
|
 This lovely cape with a nice yard, beautiful sunset views, and a rocky shore front.
Click picture for details
| Whitesails House |
Bailey Island
| 4 | 7 |
$3100
|
details
|
|