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Castine Holiday Apartments

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50 rentals in Castine.
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Oceanfront Home Overlooking Penobscot Bay , Castine Maine. History abounds !, holiday rental in Castine

Oceanfront Home Overlooking Penobscot Bay , Castine Maine. History abounds !

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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In The Heart Of Castine, 3 blocks from docks, perfect for family reunions, holiday rental in Castine

In The Heart Of Castine, 3 blocks from docks, perfect for family reunions

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Village Cottage with an Amazing Water View, holiday rental in Castine

Village Cottage with an Amazing Water View

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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4 Bedroom/2.5 Bath Right On The Penobscot Bay And Close To Acadia.  Dog Friendly, holiday rental in Castine

4 Bedroom/2.5 Bath Right On The Penobscot Bay And Close To Acadia. Dog Friendly

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach, holiday rental in Castine

Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Estabrooke Cottage, in the Heart of the Village of Castine, holiday rental in Castine

Estabrooke Cottage, in the Heart of the Village of Castine

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Downtown Getaway w/ a Full Kitchen & Furnished Porch - Walk to the Beach/Harbor, holiday rental in Castine

Downtown Getaway w/ a Full Kitchen & Furnished Porch - Walk to the Beach/Harbor

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New listing! Dog-friendly home w/ an enclosed yard, Ping-Pong, & air hockey, holiday rental in Castine

New listing! Dog-friendly home w/ an enclosed yard, Ping-Pong, & air hockey

4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Family Friendly, Waterfront Home near Castine, Maine, holiday rental in Castine

Family Friendly, Waterfront Home near Castine, Maine

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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NICEST RENTAL IN CASTINE HANDS DOWN!! ON THE WATER!! FULLY REMODELED IN 2020!!, holiday rental in Castine

NICEST RENTAL IN CASTINE HANDS DOWN!! ON THE WATER!! FULLY REMODELED IN 2020!!

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Heated Cottage Perfect for Year Round Getaway, holiday rental in Castine

Heated Cottage Perfect for Year Round Getaway

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Come Relax on the Coast of Maine - Book your 7 night stay now!!!, holiday rental in Castine

Come Relax on the Coast of Maine - Book your 7 night stay now!!!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New to VRBO! Private Beach, Beautiful Cottage, Minutes to Castine. Maine Heaven!, holiday rental in Castine

New to VRBO! Private Beach, Beautiful Cottage, Minutes to Castine. Maine Heaven!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Peaceful location perfect for couples or small family, holiday rental in Castine

Peaceful location perfect for couples or small family

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Peace and Tranquility on Private Pierces Pond, holiday rental in Castine

Peace and Tranquility on Private Pierces Pond

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful Seaside Escape on Spectacular Penobscot Bay, holiday rental in Castine

Peaceful Seaside Escape on Spectacular Penobscot Bay

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful And Spacious New Cottage In Charming Village Of Bayside, holiday rental in Castine

Beautiful And Spacious New Cottage In Charming Village Of Bayside

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Sandy Beach, Sleeps 24+ large family's, Retreats and Weddings   5 star, holiday rental in Castine

Private Sandy Beach, Sleeps 24+ large family's, Retreats and Weddings 5 star

7 bedrooms
3 bathrooms
Sleeps 21
Match: Sleeps
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Beautiful, Private Oceanfront Cottage on Penobscot Bay, holiday rental in Castine

Beautiful, Private Oceanfront Cottage on Penobscot Bay

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Handsome Maine Cottage at Water's Edge--panoramic ocean views & private beach!, holiday rental in Castine

Handsome Maine Cottage at Water's Edge--panoramic ocean views & private beach!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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OCEAN COTTAGE - Beachfront property w/ water views - 2 private decks & beach, holiday rental in Castine

OCEAN COTTAGE - Beachfront property w/ water views - 2 private decks & beach

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern coastal Maine vacation home in a gorgeous setting, holiday rental in Castine

Modern coastal Maine vacation home in a gorgeous setting

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast..., holiday rental in Castine

Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Seacroft, holiday rental in Castine

Seacroft

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Colcord Cottage- quintessential oceanfront cottage, holiday rental in Castine

Colcord Cottage- quintessential oceanfront cottage

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Midcoast Maine Cottage with a View!, holiday rental in Castine

Midcoast Maine Cottage with a View!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Maine. Lovely Cottage on Penobscot Bay, holiday rental in Castine

Maine. Lovely Cottage on Penobscot Bay

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Remodeled farmhouse on 100 acres w/2 ponds - great spot to relax, holiday rental in Castine

Remodeled farmhouse on 100 acres w/2 ponds - great spot to relax

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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'Your Maine Retreat' is a unique, one of a kind experience., holiday rental in Castine

'Your Maine Retreat' is a unique, one of a kind experience.

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beach-Side Cottage: Windows By The Sea, holiday rental in Castine

Beach-Side Cottage: Windows By The Sea

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Farm Cabin at Tapley Farm's Waterfront, holiday rental in Castine

Farm Cabin at Tapley Farm's Waterfront

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private Bayside Retreat On Penobscot Bay:  Perfect Midcoast/DownEast Location!, holiday rental in Castine

Private Bayside Retreat On Penobscot Bay: Perfect Midcoast/DownEast Location!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tranquility on Penobscot Bay Private Retreat: Perfect Midcoast/DownEast Location, holiday rental in Castine

Tranquility on Penobscot Bay Private Retreat: Perfect Midcoast/DownEast Location

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Maine Boathouse, Blue Hill Peninsula, Brooksville, Acadia, holiday rental in Castine

Charming Maine Boathouse, Blue Hill Peninsula, Brooksville, Acadia

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Steamboat Crossing Cabins: #2 Maple Cabin, holiday rental in Castine

Steamboat Crossing Cabins: #2 Maple Cabin

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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CANCELLED FOR 2020 Romantic Island Cabin for Two on the Ocean, holiday rental in Castine

CANCELLED FOR 2020 Romantic Island Cabin for Two on the Ocean

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The Hollyhock House, holiday rental in Castine

The Hollyhock House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean View Cape on 14 Private Acres, holiday rental in Castine

Ocean View Cape on 14 Private Acres

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great Deer Isle Property with Best Views of Pumpkin Island & Penobscot Bay, holiday rental in Castine

Great Deer Isle Property with Best Views of Pumpkin Island & Penobscot Bay

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Exquisitely Modern Maine Cottage, holiday rental in Castine

Exquisitely Modern Maine Cottage

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Maine. Lovely Tiny House on Penobscot Bay, holiday rental in Castine

Maine. Lovely Tiny House on Penobscot Bay

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic Sea Captain's House Near Ocean and Parks, holiday rental in Castine

Historic Sea Captain's House Near Ocean and Parks

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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One Bedroom Apartment with Private Patio, holiday rental in Castine

One Bedroom Apartment with Private Patio

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Portside Manor, holiday rental in Castine

Portside Manor

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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The Windows Apartment, holiday rental in Castine

The Windows Apartment

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cape Rosier Maine 6 bedroom estate, holiday rental in Castine

Cape Rosier Maine 6 bedroom estate

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Nautilus Island, Exclusive Private Island, holiday rental in Castine

Nautilus Island, Exclusive Private Island

9 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Charming Waterfront Cottage Just Steps from East Penobscot Bay, holiday rental in Castine

Charming Waterfront Cottage Just Steps from East Penobscot Bay

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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WEISS LOWER - Little Deer Isle, holiday rental in Castine

WEISS LOWER - Little Deer Isle

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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WEISS UPPER - Little Deer Isle, holiday rental in Castine

WEISS UPPER - Little Deer Isle

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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