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Bailey Island Rentals

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107 Results

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107 Houses

Open Ocean Estate w/ path to neighborhood beach

Bailey Island house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,015

Historic Captain York House: 7 Bed, 6.5 Bath

Bailey Island house

7 bedrooms / 6 bathrooms / sleeps 14

Price per night from

$587

Great rentals within 20 miles that match your search

Oceanfront Cottage in Freeport

Freeport house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$499

East End 3BR, Portland, - Great neighborhood - 2 blocks from ocean yet near town

Portland apartment

3 bedrooms / 1 bathroom / sleeps 9

Price per night from

$421

Furnished Two-Bedroom Apartment

Yarmouth house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$154

Portland Area Cottage w/OCEAN VIEWS ~ pet friendly

Falmouth house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 57 minutes

Price per night from

$587

Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ

Falmouth house

4 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$574

Higgins Beach Maine

Scarborough cottage

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$297

On the Water Southport Island with Breathtaking Views - Sprucerock Cabin

Southport log cabin

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 38 minutes

Price per night from

$250

Falmouth Foreside Maine Contemporary Cottage Home - indoor lap pool, roof deck

Falmouth house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$653

The Point, Where the Land Meets the Sea

Harpswell house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$645

Panoramic Ocean Views!

Cape Elizabeth house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$475

K2 Lake Paradise

Windham cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$297

Waterfront Home on Scenic Cove

Harpswell house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$190

LUXURY MAINE GETAWAY - PRIVATE BEACH/KAYAK/SHOP/DINE!

Bath house

6 bedrooms / 4 bathrooms / sleeps 17

Price per night from

$475

Fox Crossing - Riverside, walk to restaurants, breweries

Westbrook house

5 bedrooms / 4 bathrooms / sleeps 20

Price per night from

$1,128

Charming Downtown 1BR w/ Parking, Short Walk to Old Port

Portland apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$238

Waterfront House with Views of Working Harbor and Open Ocean from Every Room

Georgetown house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$335

Adorable 2 Bdr Cottage Apartment _ Casino Beach

Cape Elizabeth apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$226

Comfort | Location | Charm

Portland house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$211

Brand New Modern Loft Home

Topsham house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$143

Also Close to Everything

Portland apartment

5 bedrooms / 1 bathroom / sleeps 10

Price per night from

$297

Enjoy a Secluded Location on Mount Desert

Mount Desert house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$340

Classic Maine Cottage with Ocean Views and Beach

Boothbay Harbor cottage

5 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 38 minutes

Price per night from

$339

Bay Sunrise Vista Helmet

Portland condo

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$339

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

Boothbay Harbor house

4 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 38 minutes

Price per night from

$315

True St Freeport

Freeport apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$193

Oceanfront Cottage on Middle Bay

Harpswell house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$340

Quiet Lake Serenity Just 10 Miles from Portland

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$322

Portland, ME - East End Garden Suite

Portland apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$273

Classic Maine Beach Cottage, private beach access

Falmouth cottage

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$356

Highland House

Westbrook house

7 bedrooms / 3 bathrooms / sleeps 23

Price per night from

$1,129

Barnacle - Spectacular Sunrises and Sunsets Perched on the Ocean

Capitol Island house

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 38 minutes

Price per night from

$327

Waterfront Private Estate w dock on 6 acres

Cundys Harbor house

5 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$932

Dog-Friendly Ocean Beach Rental, Level 1

Phippsburg cottage

2 bedrooms / 1 bathroom / sleeps 8

Price per night from

$356

Waterfront luxury home in Georgetown Maine

Georgetown house

4 bedrooms / 5 bathrooms / sleeps 9

Price per night from

$1,018

Goose Cove - Spacious Water Front with Stunning Views, 5 Bed, 3.5 Bath

Freeport house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 36 minutes

Price per night from

$938

Executive furnished Penthouse in Brunswick, Maine.

Brunswick apartment

1 bedroom / 1 bathroom / sleeps 2

“Great interior, great location, great landlord!” The penthouse is tastefully furnished with a spacious yet cozy layout, with the bed area out of sight of the living room and kitchen. The bathroom is small but very nice. Comes with a large television and plenty of dishware.

Responds fast! avg. 24 minutes

Price per night from

$107

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rentals in Bailey Island

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