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Winslow Rentals

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Winslow Rentals

1,086 Houses

Coastal Cottage w/ Enclosed Front Porch, Pond View – By Beach & Bike Path

Old Orchard Beach log cabin

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$145

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Marshall Point retreat in coveted Port Clyde

Rockland house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$160

1 / 12

The Loft Guest Cottage

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 14 minutes

Price per night from

$144

1 / 12

LOG CABIN SANCTUARY - Deer Isle

Little Deer Isle house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$170

1 / 14

San Jewel Cottage-Charming Cottage close to Rockport Harbor

Tenants Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$190

1 / 20

Couples cottage at the head of Mackerel Cove with views to Mt. Washington.

Orrs Island cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$135

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Steps away from downtown Belfast and Harborwalk!

Belfast house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 23 minutes

Price per night from

$226

1 / 14

A Sunrise at Seaview

Lincolnville house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$251

1 / 26

CAMPRENE - Stonington

Stonington house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$100

1 / 12

Gull's View

Harborside house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$190

1 / 24

Lobster Harbor View Modern Cottage 4+ Bed, 2 Bath

Tenants Harbor log cabin

5 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$258

1 / 37

Oceanfront 2BR Cottage on Wooded Half Acre w/ Ocean View

East Boothbay cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$139

1 / 26

Bent Cedar Cottage -- wooded privacy near Southwest Harbor & ANPark

Southwest Harbor cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$178

1 / 14

The Cove

Rockport house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$180

1 / 15

Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access

Boothbay Harbor studio

Studio / 1 bathroom / sleeps 2

Price per night from

$136

1 / 24

Peaceful Lakeside Cabin on Shores of Biscay

Bremen log cabin

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$125

1 / 16

Wonderful 1855 farmhouse on John's Bay

Pemaquid house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$215

1 / 9

INSMERE - Stonington

Stonington house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$210

1 / 15

Mazu, the Bed&Boat, the most waterfront cottage

Damariscotta yacht

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$226

1 / 19

Little Island House Upstairs Appartment

Bass Harbor house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$151

1 / 25

A vintage 1917 summer cottage on the water

Port Clyde house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$190

1 / 33

Searsport Cabin w/Screened Porch - Mins from Ocean

Searsport log cabin

1 bedroom / 1 bathroom / sleeps 8

Responds fast! avg. 1 hour 5 minutes

Price per night from

$109

1 / 24

Oceanfront Log Cabin, 1BR Haven w/ Loft, Sunroom, Swim Inlet & Stunning Views

Squirrel Island log cabin

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$147

1 / 24

New England 1890 House with part water view

Boothbay Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$115

1 / 15

Absolutely beautiful waterfront Maine Cottage on bold oceanfront with private wh

Saint George cottage

4 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$355

1 / 33

Beautiful lake house on Tacoma Lakes near Coast

Litchfield house

4 bedrooms / 1 bathroom / sleeps 10

Responds fast! avg. 1 hour 28 minutes

Price per night from

$171

1 / 53

Evergreen Hill

Southwest Harbor house

3 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$151

1 / 21

Shorefront Cottage Near Bar Harbor

Acadia National Park house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$180

1 / 74

LEDGEHOLLOW - Deer Isle

Brooklin house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$300

1 / 20

Jutta's Place

Waldoboro house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$258

1 / 26

4BR Farmhouse + 1BR Cottage w/ New England Charm – Walk to Harbor

South Bristol house

5 bedrooms / 2 bathrooms / sleeps 11

Price per night from

$305

1 / 28

New 2BR Timber Cottage —Private Retreat w/ Trails to Pond

Boothbay cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$114

1 / 24

Parker House, National Register of Historic Places

Blue Hill house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 54 minutes

Price per night from

$151

1 / 19

Responds fast! avg. 3 hours 30 minutes

Price per night from

$148

1 / 19

Pauls Cottage @ Seaside Cottages, Mt Desert Acadia

Southwest Harbor cottage

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 9 minutes

Price per night from

$201

1 / 18

Island Time | Refreshing Escape in Vinalhaven; Walk to Marina

Vinalhaven b and b

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$351

1 / 21

Back Bay Cottage - Portside: Luxury Condo on Water

Boothbay Harbor apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Fantastic In Every Way!” Our vacation was picture perfect partly due to this incredible property and the amazing care the owner has taken to making it so comfortable and inviting. The location was fantastic. An easy walk to everything the wonderful t

Responds fast! avg. 2 hours 42 minutes

Price per night from

$257

1 / 12

Brand-New 5BR w/Wraparound Porch & Water Access, 5 Minutes to Boothbay Harbor

Boothbay house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$193

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Viewing 38 of 1,086
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