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Squirrel Island Rentals

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141 Results

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141 Houses

Ocean Point Colony Home w/ Sunroom & Sweeping Ocean Views

Squirrel Island cottage

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$487

New Ocean Point Owl House - 100 Yards to Shore, Near Restaurants

Squirrel Island house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$190

Great rentals within 20 miles that match your search

Charming oceanfront cottage

Cape Neddick cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$367

Maine Island Lodge

Friendship lodge

7 bedrooms / 6 bathrooms / sleeps 18

Price per night from

$1,315

Open Ocean Estate w/ path to neighborhood beach

Bailey Island house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,124

Private Island - Great for Reunions - Sleeps 24

Port Clyde house

11 bedrooms / 6 bathrooms / sleeps 24

Price per night from

$2,816

Meadow View Artist Retreat

Monhegan Island apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$263

Oceanfront Cottage on Middle Bay

Harpswell house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$355

Light Filled, Woodsy Views, Atlantic Ocean Nearby - Classic Mid-Coast Cottage

New Harbor cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$191

The Barn

Alna house

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$367

OceanView BonnieView

Round Pond house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$211

Beautiful waterfront home

Boothbay Harbor condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$168

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

$135

Waterfront Home on Scenic Cove

Harpswell house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$185

Ocean Point, Maine Cottage Weekly Rental

East Boothbay cottage

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$334

On the Water Southport Island with Breathtaking Views - Sprucerock Cabin

Southport log cabin

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$266

Ocean Waterfront - Walk to Pemaquid Light

New Harbor house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$369

Waterfront Private Estate w dock on 6 acres

Cundys Harbor house

5 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 45 minutes

Price per night from

$904

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

$575

Gathering Point Cottage, Water View, Walk to Aquarium, Beach Access

Boothbay Harbor house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$308

Beachfront Cottage on Indian Point

Georgetown cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$320

Classic Maine Cottage with Ocean Views and Beach

Boothbay Harbor cottage

5 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$331

Periwinkle Cottage - A Cozy Retreat on Southport Island, Maine

Southport cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$178

Maine Village Properties

Wiscasset house

5 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$348

Lobster Haven

Boothbay Harbor house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$314

nine seven eight four six eight zero six four three

Boothbay Harbor house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$314

Breathtaking Oceanfront Estate with Private Deep Water Dock

East Boothbay cottage

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,403

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

$404

East Side Retreat - Walking Distance to Downtown Boothbay Harbor Renovated

Boothbay Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$267

Immaculate And Very Private Boothbay Region Waterfront Home

Edgecomb house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$426

Historic Captain York House: 7 Bed, 6.5 Bath

Bailey Island house

7 bedrooms / 6 bathrooms / sleeps 14

Price per night from

$578

Three Porches with Stunning Water Views and Walk to Beach

East Boothbay house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$350

Finch Cottage

New Harbor house

2 bedrooms / 2 bathrooms / sleeps 4

“A very enjoyable stay in New Harbor” The Fletchers went out of their way to ensure that we had a good stay at the Finch Cottage. They provided detailed information on things to do and restaurants in the area. They also asked our specific interests and provided information geared especially to us. The cottage met our needs very well. It was quaint and cozy but with all the modern amenities, including Wi-Fi. The kitchen was well stocked and most things provided.

Price per night from

$146

A Writer's Home at the Edge of the Forest on the Boothbay Peninsula

Boothbay house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$204

M&M Cottage - Walk to Town from this Roomy Boothbay Harbor House, Pet Friendly

Boothbay Harbor house

2 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$187

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rentals in Squirrel Island

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