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Orrs Island Vacation Rentals

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101 rentals in Orrs Island.
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Maine Oceanfront Home, vacation rental in Orrs Island
Maine Oceanfront Home, vacation rental in Orrs Island
Maine Oceanfront Home, vacation rental in Orrs Island

Maine Oceanfront Home

Rental Home
4 bedrooms
2 bathrooms
Sleeps 11
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Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay, vacation rental in Orrs Island
Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay, vacation rental in Orrs Island
Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay, vacation rental in Orrs Island

Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views!, vacation rental in Orrs Island
Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views!, vacation rental in Orrs Island
Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views!, vacation rental in Orrs Island

Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Ocean Front Getaway on the site of the historic Sea Gables Hotel, circa 1900, vacation rental in Orrs Island
Ocean Front Getaway on the site of the historic Sea Gables Hotel, circa 1900, vacation rental in Orrs Island
Ocean Front Getaway on the site of the historic Sea Gables Hotel, circa 1900, vacation rental in Orrs Island

Ocean Front Getaway on the site of the historic Sea Gables Hotel, circa 1900

Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Brand new, year-round oceanfront home at the tip of Potts Pt. Private beach.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Quaint Guest Cottage Overlooking Potts Harbor, vacation rental in Orrs Island
Quaint Guest Cottage Overlooking Potts Harbor, vacation rental in Orrs Island
Quaint Guest Cottage Overlooking Potts Harbor, vacation rental in Orrs Island

Quaint Guest Cottage Overlooking Potts Harbor

Rental Home
1 bedroom
2 bathrooms
Sleeps 3
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Waterfront home availability for Summer and Fall dates at Rudman's Retreat, vacation rental in Orrs Island
Waterfront home availability for Summer and Fall dates at Rudman's Retreat, vacation rental in Orrs Island
Waterfront home availability for Summer and Fall dates at Rudman's Retreat, vacation rental in Orrs Island

Waterfront home availability for Summer and Fall dates at Rudman's Retreat

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room, vacation rental in Orrs Island
THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room, vacation rental in Orrs Island
THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room, vacation rental in Orrs Island

THIS IS THE PLACE - Intimate luxury cottage w massive oceanfront steam room

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Be Our Guest...Oceanfront Home on Bailey Island., vacation rental in Orrs Island
Be Our Guest...Oceanfront Home on Bailey Island., vacation rental in Orrs Island
Be Our Guest...Oceanfront Home on Bailey Island., vacation rental in Orrs Island

Be Our Guest...Oceanfront Home on Bailey Island.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Beautiful and quiet Cottage with 230' Frontage on Gun Point Cove, vacation rental in Orrs Island
Beautiful and quiet Cottage with 230' Frontage on Gun Point Cove, vacation rental in Orrs Island
Beautiful and quiet Cottage with 230' Frontage on Gun Point Cove, vacation rental in Orrs Island

Beautiful and quiet Cottage with 230' Frontage on Gun Point Cove

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home, vacation rental in Orrs Island
PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home, vacation rental in Orrs Island
PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home, vacation rental in Orrs Island

PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Waterfront on Orr’s Island.  3 bd/2ba  Private setting with float/dock., vacation rental in Orrs Island
Waterfront on Orr’s Island.  3 bd/2ba  Private setting with float/dock., vacation rental in Orrs Island
Waterfront on Orr’s Island.  3 bd/2ba  Private setting with float/dock., vacation rental in Orrs Island

Waterfront on Orr’s Island. 3 bd/2ba Private setting with float/dock.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Adorable cottage with million dollar view and short walk to stunning beach., vacation rental in Orrs Island
Adorable cottage with million dollar view and short walk to stunning beach., vacation rental in Orrs Island
Adorable cottage with million dollar view and short walk to stunning beach., vacation rental in Orrs Island

Adorable cottage with million dollar view and short walk to stunning beach.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Family & Pet Friendly Log House On Casco Bay, vacation rental in Orrs Island
Family & Pet Friendly Log House On Casco Bay, vacation rental in Orrs Island
Family & Pet Friendly Log House On Casco Bay, vacation rental in Orrs Island

Family & Pet Friendly Log House On Casco Bay

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Nugget- Perfect 1 bedroom cottage. Across from Mackerel Cove., vacation rental in Orrs Island
The Nugget- Perfect 1 bedroom cottage. Across from Mackerel Cove., vacation rental in Orrs Island
The Nugget- Perfect 1 bedroom cottage. Across from Mackerel Cove., vacation rental in Orrs Island

The Nugget- Perfect 1 bedroom cottage. Across from Mackerel Cove.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spectacular Oceanfront House on Maine Coast, vacation rental in Orrs Island
Spectacular Oceanfront House on Maine Coast, vacation rental in Orrs Island
Spectacular Oceanfront House on Maine Coast, vacation rental in Orrs Island

Spectacular Oceanfront House on Maine Coast

Rental Home
6 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Grace's Place, a Real Maine Cottage, vacation rental in Orrs Island
Grace's Place, a Real Maine Cottage, vacation rental in Orrs Island
Grace's Place, a Real Maine Cottage, vacation rental in Orrs Island

Grace's Place, a Real Maine Cottage

Rental Home
4 bedrooms
1 bathroom
Sleeps 7
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A cottage with a view and so much more!, vacation rental in Orrs Island
A cottage with a view and so much more!, vacation rental in Orrs Island
A cottage with a view and so much more!, vacation rental in Orrs Island

A cottage with a view and so much more!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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The Captain York House, vacation rental in Orrs Island
The Captain York House, vacation rental in Orrs Island
The Captain York House, vacation rental in Orrs Island

The Captain York House

Rental Home
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Picturesque Victorian Cottage on Merriconeag Sound, vacation rental in Orrs Island
Picturesque Victorian Cottage on Merriconeag Sound, vacation rental in Orrs Island
Picturesque Victorian Cottage on Merriconeag Sound, vacation rental in Orrs Island

Picturesque Victorian Cottage on Merriconeag Sound

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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HARPSWELL MAINE - The Cottage * AshPoint, vacation rental in Orrs Island
HARPSWELL MAINE - The Cottage * AshPoint, vacation rental in Orrs Island
HARPSWELL MAINE - The Cottage * AshPoint, vacation rental in Orrs Island

HARPSWELL MAINE - The Cottage * AshPoint

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Stover's Cove Beach Coastal Retreat, vacation rental in Orrs Island
Stover's Cove Beach Coastal Retreat, vacation rental in Orrs Island
Stover's Cove Beach Coastal Retreat, vacation rental in Orrs Island

Stover's Cove Beach Coastal Retreat

Rental Home
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Quintessential Maine cottage overlooking the Cribstone Bridge with nearby beach, vacation rental in Orrs Island
Quintessential Maine cottage overlooking the Cribstone Bridge with nearby beach, vacation rental in Orrs Island
Quintessential Maine cottage overlooking the Cribstone Bridge with nearby beach, vacation rental in Orrs Island

Quintessential Maine cottage overlooking the Cribstone Bridge with nearby beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Henry's HideaWay Harpswell 2 Person  Saturday to Saturday, vacation rental in Orrs Island
Henry's HideaWay Harpswell 2 Person  Saturday to Saturday, vacation rental in Orrs Island
Henry's HideaWay Harpswell 2 Person  Saturday to Saturday, vacation rental in Orrs Island

Henry's HideaWay Harpswell 2 Person Saturday to Saturday

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming waterfront cottage with large yard, vacation rental in Orrs Island
Charming waterfront cottage with large yard, vacation rental in Orrs Island
Charming waterfront cottage with large yard, vacation rental in Orrs Island

Charming waterfront cottage with large yard

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spend a relaxing time on Orr's Island, vacation rental in Orrs Island
Spend a relaxing time on Orr's Island, vacation rental in Orrs Island
Spend a relaxing time on Orr's Island, vacation rental in Orrs Island

Spend a relaxing time on Orr's Island

Rental Home
4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Premium Listing~ Westerly Ocean views in Beautiful Harpswell, Maine, vacation rental in Orrs Island
Premium Listing~ Westerly Ocean views in Beautiful Harpswell, Maine, vacation rental in Orrs Island
Premium Listing~ Westerly Ocean views in Beautiful Harpswell, Maine, vacation rental in Orrs Island

Premium Listing~ Westerly Ocean views in Beautiful Harpswell, Maine

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel, vacation rental in Orrs Island
Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel, vacation rental in Orrs Island
Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel, vacation rental in Orrs Island

Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people, vacation rental in Orrs Island
Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people, vacation rental in Orrs Island
Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people, vacation rental in Orrs Island

Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Updated waterfront cottage w/private deck, gas grill & dock access, vacation rental in Orrs Island
Updated waterfront cottage w/private deck, gas grill & dock access, vacation rental in Orrs Island
Updated waterfront cottage w/private deck, gas grill & dock access, vacation rental in Orrs Island

Updated waterfront cottage w/private deck, gas grill & dock access

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Oceanfront cottage with stunning sunrises over the Cribstone Bridge, vacation rental in Orrs Island
Oceanfront cottage with stunning sunrises over the Cribstone Bridge, vacation rental in Orrs Island
Oceanfront cottage with stunning sunrises over the Cribstone Bridge, vacation rental in Orrs Island

Oceanfront cottage with stunning sunrises over the Cribstone Bridge

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanside cottage perched on the hill near the Giant Stairs, offering amazing el, vacation rental in Orrs Island
Oceanside cottage perched on the hill near the Giant Stairs, offering amazing el, vacation rental in Orrs Island
Oceanside cottage perched on the hill near the Giant Stairs, offering amazing el, vacation rental in Orrs Island

Oceanside cottage perched on the hill near the Giant Stairs, offering amazing el

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Howard Family Cottage, vacation rental in Orrs Island
Howard Family Cottage, vacation rental in Orrs Island
Howard Family Cottage, vacation rental in Orrs Island

Howard Family Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront cottage situated at the mouth of Mackerel Cove, with views to Mark Is, vacation rental in Orrs Island
Waterfront cottage situated at the mouth of Mackerel Cove, with views to Mark Is, vacation rental in Orrs Island
Waterfront cottage situated at the mouth of Mackerel Cove, with views to Mark Is, vacation rental in Orrs Island

Waterfront cottage situated at the mouth of Mackerel Cove, with views to Mark Is

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Quintessential Maine Cottage, captivating ocean views, new kitchen & Bathroom, vacation rental in Orrs Island
Quintessential Maine Cottage, captivating ocean views, new kitchen & Bathroom, vacation rental in Orrs Island
Quintessential Maine Cottage, captivating ocean views, new kitchen & Bathroom, vacation rental in Orrs Island

Quintessential Maine Cottage, captivating ocean views, new kitchen & Bathroom

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Perfect spot for a couples get-away, ocean views from the balcony and sitting ar, vacation rental in Orrs Island
Perfect spot for a couples get-away, ocean views from the balcony and sitting ar, vacation rental in Orrs Island
Perfect spot for a couples get-away, ocean views from the balcony and sitting ar, vacation rental in Orrs Island

Perfect spot for a couples get-away, ocean views from the balcony and sitting ar

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sea Rose Cottage - Cozy, Comfortable with Ocean Views on Orr's Island, Harpswell, vacation rental in Orrs Island
Sea Rose Cottage - Cozy, Comfortable with Ocean Views on Orr's Island, Harpswell, vacation rental in Orrs Island
Sea Rose Cottage - Cozy, Comfortable with Ocean Views on Orr's Island, Harpswell, vacation rental in Orrs Island

Sea Rose Cottage - Cozy, Comfortable with Ocean Views on Orr's Island, Harpswell

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming cottage on Basin Cove just a short drive to the Dolphin Marina, vacation rental in Orrs Island
Charming cottage on Basin Cove just a short drive to the Dolphin Marina, vacation rental in Orrs Island
Charming cottage on Basin Cove just a short drive to the Dolphin Marina, vacation rental in Orrs Island

Charming cottage on Basin Cove just a short drive to the Dolphin Marina

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Mackerel Cove, Bailey Island. Fully Equipped Luxury Home. Sleeps v Comfortable 6, vacation rental in Orrs Island
Mackerel Cove, Bailey Island. Fully Equipped Luxury Home. Sleeps v Comfortable 6, vacation rental in Orrs Island
Mackerel Cove, Bailey Island. Fully Equipped Luxury Home. Sleeps v Comfortable 6, vacation rental in Orrs Island

Mackerel Cove, Bailey Island. Fully Equipped Luxury Home. Sleeps v Comfortable 6

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Picturesque Seaside Cottage with Breathtaking Sunset Views on Bailey Island!, vacation rental in Orrs Island
Picturesque Seaside Cottage with Breathtaking Sunset Views on Bailey Island!, vacation rental in Orrs Island
Picturesque Seaside Cottage with Breathtaking Sunset Views on Bailey Island!, vacation rental in Orrs Island

Picturesque Seaside Cottage with Breathtaking Sunset Views on Bailey Island!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Renovated early 1900`s Cottage with Easterly Ocean Views, kayaks included!, vacation rental in Orrs Island
Renovated early 1900`s Cottage with Easterly Ocean Views, kayaks included!, vacation rental in Orrs Island
Renovated early 1900`s Cottage with Easterly Ocean Views, kayaks included!, vacation rental in Orrs Island

Renovated early 1900`s Cottage with Easterly Ocean Views, kayaks included!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dazzling Ocean views, 3 bedroom, 2.5 bath, in Beautiful Harpswell, vacation rental in Orrs Island
Dazzling Ocean views, 3 bedroom, 2.5 bath, in Beautiful Harpswell, vacation rental in Orrs Island
Dazzling Ocean views, 3 bedroom, 2.5 bath, in Beautiful Harpswell, vacation rental in Orrs Island

Dazzling Ocean views, 3 bedroom, 2.5 bath, in Beautiful Harpswell

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Cottage on Tide Mill Cove, vacation rental in Orrs Island
Waterfront Cottage on Tide Mill Cove, vacation rental in Orrs Island
Waterfront Cottage on Tide Mill Cove, vacation rental in Orrs Island

Waterfront Cottage on Tide Mill Cove

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Classic Maine Cottage with astonishing views located within walking distance to, vacation rental in Orrs Island
Classic Maine Cottage with astonishing views located within walking distance to, vacation rental in Orrs Island
Classic Maine Cottage with astonishing views located within walking distance to, vacation rental in Orrs Island

Classic Maine Cottage with astonishing views located within walking distance to

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Classic Oceanfront Cottage on Orr's Island, vacation rental in Orrs Island
Classic Oceanfront Cottage on Orr's Island, vacation rental in Orrs Island
Classic Oceanfront Cottage on Orr's Island, vacation rental in Orrs Island

Classic Oceanfront Cottage on Orr's Island

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Oceanfront Cottage w/ Spectacular Views and Personal Beach, vacation rental in Orrs Island
Oceanfront Cottage w/ Spectacular Views and Personal Beach, vacation rental in Orrs Island
Oceanfront Cottage w/ Spectacular Views and Personal Beach, vacation rental in Orrs Island

Oceanfront Cottage w/ Spectacular Views and Personal Beach

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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! Enjoy beautiful Orr's Island. ., vacation rental in Orrs Island
! Enjoy beautiful Orr's Island. ., vacation rental in Orrs Island
! Enjoy beautiful Orr's Island. ., vacation rental in Orrs Island

! Enjoy beautiful Orr's Island. .

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Rustic Cottage on Picturesque Lowell's Cove, vacation rental in Orrs Island
Rustic Cottage on Picturesque Lowell's Cove, vacation rental in Orrs Island
Rustic Cottage on Picturesque Lowell's Cove, vacation rental in Orrs Island

Rustic Cottage on Picturesque Lowell's Cove

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovingly restored 1905 cottage with phenomenal easterly ocean views., vacation rental in Orrs Island
Lovingly restored 1905 cottage with phenomenal easterly ocean views., vacation rental in Orrs Island
Lovingly restored 1905 cottage with phenomenal easterly ocean views., vacation rental in Orrs Island

Lovingly restored 1905 cottage with phenomenal easterly ocean views.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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