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Holiday Rentals in Brooksville

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50 rentals in Brooksville.
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Heated Cottage Perfect for Year Round Getaway
50 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Come Relax on the Coast of Maine - Book your 7 night stay now!!!
37 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Peaceful location perfect for couples or small family
38 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Lovely Cape Rosier Waterfront Cottage
21 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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Modern coastal Maine vacation home in a gorgeous setting
9 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Farm Cabin at Tapley Farm's Waterfront
13 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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Charming Maine Boathouse, Blue Hill Peninsula, Brooksville, Acadia
3 reviews
1 bedroom
1 bathroom
Sleeps 2
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The Hollyhock House
6 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Cape Rosier Maine 6 bedroom estate
6 bedrooms
6 bathrooms
Sleeps 12
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Nautilus Island, Exclusive Private Island
9 bedrooms
5 bathrooms
Sleeps 20
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Oceanfront Home Overlooking Penobscot Bay , Castine Maine. History abounds !
41 reviews
3 bedrooms
3 bathrooms
Sleeps 8
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Tranquil Retreat on Woods Pond
34 reviews
1 bedroom
2 bathrooms
Sleeps 3
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Charming, private cottage for two
44 reviews
1 bedroom
1 bathroom
Sleeps 2
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New to VRBO! Private Beach, Beautiful Cottage, Minutes to Castine. Maine Heaven!
27 reviews
3 bedrooms
1 bathroom
Sleeps 6
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In The Heart Of Castine, 3 blocks from docks, perfect for family reunions
24 reviews
5 bedrooms
4 bathrooms
Sleeps 12
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Village Cottage with an Amazing Water View
21 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Beautiful Islesboro Contemporary !
18 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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Water Front Heaven Little Deer Isle, 3 BR/2 Full BA
19 reviews
3 bedrooms
2 bathrooms
Sleeps 7
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4 Bedroom/2.5 Bath Right On The Penobscot Bay And Close To Acadia. Dog Friendly
13 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...
8 reviews
1 bedroom
1 bathroom
Sleeps 2
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Spacious Shore House Overlooking Penobscot Bay
8 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Maine. Lovely Cottage on Penobscot Bay
14 reviews
3 bedrooms
1 bathroom
Sleeps 6
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Remodeled farmhouse on 100 acres w/2 ponds - great spot to relax
5 reviews
4 bedrooms
5 bathrooms
Sleeps 8
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Beach-Side Cottage: Windows By The Sea
5 reviews
4 bedrooms
2 bathrooms
Sleeps 9
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Cozy downtown apartment w/ full kitchen - close to beach, 2 dogs OK!
6 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Parker House, National Register of Historic Places
3 reviews
3 bedrooms
3 bathrooms
Sleeps 10
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CANCELLED FOR 2020 Romantic Island Cabin for Two on the Ocean
3 reviews
1 bedroom
1 bathroom
Sleeps 3
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Eggemoggin Reach Oceanfront Contemporary Home With Mooring
4 reviews
3 bedrooms
3 bathrooms
Sleeps 9
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GASE COTTAGE - Deer Isle
2 reviews
1 bedroom
1 bathroom
Sleeps 6
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Estabrooke Cottage, in the Heart of the Village of Castine
1 review
2 bedrooms
2 bathrooms
Sleeps 4
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Great Deer Isle Property with Best Views of Pumpkin Island & Penobscot Bay
1 review
3 bedrooms
2 bathrooms
Sleeps 5
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Exquisitely Modern Maine Cottage
1 review
1 bedroom
2 bathrooms
Sleeps 2
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Downtown apartment w/ full kitchen - walk to beach/harbor, 2 dogs OK!
1 review
2 bedrooms
1 bathroom
Sleeps 4
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Maine. Lovely Tiny House on Penobscot Bay
1 review
1 bedroom
1 bathroom
Sleeps 2
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New listing! Dog-friendly home w/ an enclosed yard, Ping-Pong, & air hockey
3 reviews
4 bedrooms
1 bathroom
Sleeps 7
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Cozy downtown apartment w/ full kitchen - close to beach, 2 dogs OK!
2 bedrooms
1 bathroom
Sleeps 4
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Cozy apartment w/ kitchenette - in the heart of downtown, 2 dogs OK!
1 bedroom
1 bathroom
Sleeps 2
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Downtown studio w/ full kitchen - walk everywhere in town, dogs OK!
0 bedrooms
1 bathroom
Sleeps 2
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Dog-friendly home w/ four separate apartments in heart of downtown!
7 bedrooms
4 bathrooms
Sleeps 12
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Downtown apartment w/ full kitchen - walk to beach/harbor, 2 dogs OK!
2 bedrooms
1 bathroom
Sleeps 4
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Comfortable Castine getaway w/ a full kitchen - walk to the waterfront
2 bedrooms
2 bathrooms
Sleeps 4
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New listing! Dog-friendly home w/ an enclosed yard, Ping-Pong, & air hockey
4 bedrooms
1 bathroom
Sleeps 7
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Charming Waterfront Cottage Just Steps from East Penobscot Bay
3 bedrooms
2 bathrooms
Sleeps 6
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LITTLE DEER ISLE - Meadow Point Cottage
4 bedrooms
2 bathrooms
Sleeps 7
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WEISS LOWER - Little Deer Isle
3 bedrooms
1 bathroom
Sleeps 6
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WEISS UPPER - Little Deer Isle
3 bedrooms
1 bathroom
Sleeps 6
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Family Friendly, Waterfront Home near Castine, Maine
5 bedrooms
4 bathrooms
Sleeps 10
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This quintessential Maine Coast town is in the Center of Everything.
1 bedroom
1 bathroom
Sleeps 2
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NICEST RENTAL IN CASTINE HANDS DOWN!! ON THE WATER!! FULLY REMODELED IN 2020!!
4 bedrooms
5 bathrooms
Sleeps 10
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Renovated 19th-century farmhouse w/ 270 feet of waterfront & sunset views!
3 bedrooms
2 bathrooms
Sleeps 7
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