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Sandy Point Vacation Rentals

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50 rentals in Sandy Point.

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

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 Sandy Point Getaway w/ Wraparound Deck!, vacation rental in Sandy Point

Beautiful Sandy Point Getaway w/ Wraparound Deck!

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Oceanfront Home Overlooking Penobscot Bay , Castine Maine. History abounds !, vacation rental in Sandy Point

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Vacation Home with private lake frontage- Great Summer or Fall Getaway!!, vacation rental in Sandy Point

Vacation Home with private lake frontage- Great Summer or Fall Getaway!!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New to VRBO! Private Beach, Beautiful Cottage, Minutes to Castine. Maine Heaven!, vacation rental in Sandy Point

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

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Awanadjo Shores on Toddy Pond, vacation rental in Sandy Point

Awanadjo Shores on Toddy Pond

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Peaceful location perfect for couples or small family, vacation rental in Sandy Point

Peaceful location perfect for couples or small family

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Peaceful Seaside Escape on Spectacular Penobscot Bay, vacation rental in Sandy Point

Peaceful Seaside Escape on Spectacular Penobscot Bay

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Brick House in the Woods...A Four-Season Retreat! Room for a large family!, vacation rental in Sandy Point

The Brick House in the Woods...A Four-Season Retreat! Room for a large family!

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Peace and Tranquility on Private Pierces Pond, vacation rental in Sandy Point

Peace and Tranquility on Private Pierces Pond

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

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, vacation rental in Sandy Point

Village Cottage with an Amazing Water View

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful, Private Oceanfront Cottage on Penobscot Bay, vacation rental in Sandy Point

Beautiful, Private Oceanfront Cottage on Penobscot Bay

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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MID-COAST MAINE, SWAN LAKE COTTAGE,  PRIVATE BEACH, DOCK, vacation rental in Sandy Point

MID-COAST MAINE, SWAN LAKE COTTAGE, PRIVATE BEACH, DOCK

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Sandy Point Home, vacation rental in Sandy Point

Charming Sandy Point Home

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Welcome to Heav'nsent, vacation rental in Sandy Point

Welcome to Heav'nsent

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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4 Bedroom/2.5 Bath Right On The Penobscot Bay And Close To Acadia.  Dog Friendly, vacation rental in Sandy Point

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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Lake-side Living at Its Best on Toddy Pond, vacation rental in Sandy Point

Lake-side Living at Its Best on Toddy Pond

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Upscale Waterfront Cedar Log Cabin, vacation rental in Sandy Point

Upscale Waterfront Cedar Log Cabin

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Swan Lake Maine and Mid Coast Region!!!, vacation rental in Sandy Point

Beautiful Swan Lake Maine and Mid Coast Region!!!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Seacroft, vacation rental in Sandy Point

Seacroft

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Riverhouse, vacation rental in Sandy Point

The Riverhouse

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Colcord Cottage- quintessential oceanfront cottage, vacation rental in Sandy Point

Colcord Cottage- quintessential oceanfront cottage

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Maine. Lovely Cottage on Penobscot Bay, vacation rental in Sandy Point

Maine. Lovely Cottage on Penobscot Bay

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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'Your Maine Retreat' is a unique, one of a kind experience., vacation rental in Sandy Point

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

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Farm Cabin at Tapley Farm's Waterfront, vacation rental in Sandy Point

Farm Cabin at Tapley Farm's Waterfront

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach, vacation rental in Sandy Point

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Bayside Retreat On Penobscot Bay:  Perfect Midcoast/DownEast Location!, vacation rental in Sandy Point

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, vacation rental in Sandy Point

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, vacation rental in Sandy Point

Charming Maine Boathouse, Blue Hill Peninsula, Brooksville, Acadia

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private 2-Story Cottage with Lake View on 7 Acres, vacation rental in Sandy Point

Private 2-Story Cottage with Lake View on 7 Acres

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront shingled cottage w/ shared boat dock - near Acadia!, vacation rental in Sandy Point

Waterfront shingled cottage w/ shared boat dock - near Acadia!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Updated lakefront cottage w/ shared grill & boat dock - near Acadia, vacation rental in Sandy Point

Updated lakefront cottage w/ shared grill & boat dock - near Acadia

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Steamboat Crossing Cabins: #2 Maple Cabin, vacation rental in Sandy Point

Steamboat Crossing Cabins: #2 Maple Cabin

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Hollyhock House, vacation rental in Sandy Point

The Hollyhock House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean View Cape on 14 Private Acres, vacation rental in Sandy Point

Ocean View Cape on 14 Private Acres

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Rustic Searsport Cabin: Loft + Sunroom on 10 Acres, vacation rental in Sandy Point

Rustic Searsport Cabin: Loft + Sunroom on 10 Acres

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Estabrooke Cottage, in the Heart of the Village of Castine, vacation rental in Sandy Point

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, vacation rental in Sandy Point

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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Maine. Lovely Tiny House on Penobscot Bay, vacation rental in Sandy Point

Maine. Lovely Tiny House on Penobscot Bay

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lakeside Cabin Near Belfast Bay w/ Kayaks & Canoe, vacation rental in Sandy Point

Lakeside Cabin Near Belfast Bay w/ Kayaks & Canoe

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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New listing! Dog-friendly home w/ an enclosed yard, Ping-Pong, & air hockey, vacation rental in Sandy Point

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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Historic Sea Captain's House Near Ocean and Parks, vacation rental in Sandy Point

Historic Sea Captain's House Near Ocean and Parks

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Sea Captain's Cottage 5 minutes from sea., vacation rental in Sandy Point

Luxury Sea Captain's Cottage 5 minutes from sea.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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One Bedroom Apartment with Private Patio, vacation rental in Sandy Point

One Bedroom Apartment with Private Patio

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Portside Manor, vacation rental in Sandy Point

Portside Manor

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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The Windows Apartment, vacation rental in Sandy Point

The Windows Apartment

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Family Friendly, Waterfront Home near Castine, Maine, vacation rental in Sandy Point

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!!, vacation rental in Sandy Point

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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Sandy Point Brook side Coastal Cottage- Easy Shores, vacation rental in Sandy Point

Sandy Point Brook side Coastal Cottage- Easy Shores

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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