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Boothbay Harbor Vacation Rentals

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178 rentals in Boothbay Harbor.
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UNIQUE OCEAN FRONT HOME IN THE HEART OF BOOTHBAY HARBOR, PET FRIENDLY!!, vacation rental in Boothbay Harbor
UNIQUE OCEAN FRONT HOME IN THE HEART OF BOOTHBAY HARBOR, PET FRIENDLY!!, vacation rental in Boothbay Harbor
UNIQUE OCEAN FRONT HOME IN THE HEART OF BOOTHBAY HARBOR, PET FRIENDLY!!, vacation rental in Boothbay Harbor

UNIQUE OCEAN FRONT HOME IN THE HEART OF BOOTHBAY HARBOR, PET FRIENDLY!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor, vacation rental in Boothbay Harbor
Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor, vacation rental in Boothbay Harbor
Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor, vacation rental in Boothbay Harbor

Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Our comfortable cottage sits on a dock close to town, over looking Lobster Cove, vacation rental in Boothbay Harbor
Our comfortable cottage sits on a dock close to town, over looking Lobster Cove, vacation rental in Boothbay Harbor
Our comfortable cottage sits on a dock close to town, over looking Lobster Cove, vacation rental in Boothbay Harbor

Our comfortable cottage sits on a dock close to town, over looking Lobster Cove

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Peaceful Lake Waterfront with Swim Dock  &Kayaks! Full Kitchen! Heat & air!, vacation rental in Boothbay Harbor
Peaceful Lake Waterfront with Swim Dock  &Kayaks! Full Kitchen! Heat & air!, vacation rental in Boothbay Harbor
Peaceful Lake Waterfront with Swim Dock  &Kayaks! Full Kitchen! Heat & air!, vacation rental in Boothbay Harbor

Peaceful Lake Waterfront with Swim Dock &Kayaks! Full Kitchen! Heat & air!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanfront Cottage For 2, Quiet, Kayaking, Enjoy the natural beauty !, vacation rental in Boothbay Harbor
Oceanfront Cottage For 2, Quiet, Kayaking, Enjoy the natural beauty !, vacation rental in Boothbay Harbor
Oceanfront Cottage For 2, Quiet, Kayaking, Enjoy the natural beauty !, vacation rental in Boothbay Harbor

Oceanfront Cottage For 2, Quiet, Kayaking, Enjoy the natural beauty !

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Over the Water Home, vacation rental in Boothbay Harbor
Over the Water Home, vacation rental in Boothbay Harbor
Over the Water Home, vacation rental in Boothbay Harbor

Over the Water Home

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 5
Match: Sleeps
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1890 Captain's House. New England Charm with Water Views over Mill Cove., vacation rental in Boothbay Harbor
1890 Captain's House. New England Charm with Water Views over Mill Cove., vacation rental in Boothbay Harbor
1890 Captain's House. New England Charm with Water Views over Mill Cove., vacation rental in Boothbay Harbor

1890 Captain's House. New England Charm with Water Views over Mill Cove.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy 3 bedroom house with large covered porch and walking distance to downtown., vacation rental in Boothbay Harbor
Cozy 3 bedroom house with large covered porch and walking distance to downtown., vacation rental in Boothbay Harbor
Cozy 3 bedroom house with large covered porch and walking distance to downtown., vacation rental in Boothbay Harbor

Cozy 3 bedroom house with large covered porch and walking distance to downtown.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful Boothbay Harbor Waterfront Cottage with private dock, vacation rental in Boothbay Harbor
Beautiful Boothbay Harbor Waterfront Cottage with private dock, vacation rental in Boothbay Harbor
Beautiful Boothbay Harbor Waterfront Cottage with private dock, vacation rental in Boothbay Harbor

Beautiful Boothbay Harbor Waterfront Cottage with private dock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Adirondack Feel With Ocean Appeal ... Yes Please!, vacation rental in Boothbay Harbor
Adirondack Feel With Ocean Appeal ... Yes Please!, vacation rental in Boothbay Harbor
Adirondack Feel With Ocean Appeal ... Yes Please!, vacation rental in Boothbay Harbor

Adirondack Feel With Ocean Appeal ... Yes Please!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Save time - get the best Boothbay Harbor rentals sent straight to your email!
Awesome Maine 5BR Cottage & 1/1guest Cottage **Harbor Views**, vacation rental in Boothbay Harbor
Awesome Maine 5BR Cottage & 1/1guest Cottage **Harbor Views**, vacation rental in Boothbay Harbor
Awesome Maine 5BR Cottage & 1/1guest Cottage **Harbor Views**, vacation rental in Boothbay Harbor

Awesome Maine 5BR Cottage & 1/1guest Cottage **Harbor Views**

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Great Cottage Walk To Town, vacation rental in Boothbay Harbor
Great Cottage Walk To Town, vacation rental in Boothbay Harbor
Great Cottage Walk To Town, vacation rental in Boothbay Harbor

Great Cottage Walk To Town

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Boothbay Harbor Cottage, vacation rental in Boothbay Harbor
Cozy Boothbay Harbor Cottage, vacation rental in Boothbay Harbor
Cozy Boothbay Harbor Cottage, vacation rental in Boothbay Harbor

Cozy Boothbay Harbor Cottage

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Harbor Views in the heart of Boothbay Harbor Village., vacation rental in Boothbay Harbor
Harbor Views in the heart of Boothbay Harbor Village., vacation rental in Boothbay Harbor
Harbor Views in the heart of Boothbay Harbor Village., vacation rental in Boothbay Harbor

Harbor Views in the heart of Boothbay Harbor Village.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanfront Cottage On Linekin Bay Boothbay Harbor, vacation rental in Boothbay Harbor
Oceanfront Cottage On Linekin Bay Boothbay Harbor, vacation rental in Boothbay Harbor
Oceanfront Cottage On Linekin Bay Boothbay Harbor, vacation rental in Boothbay Harbor

Oceanfront Cottage On Linekin Bay Boothbay Harbor

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Best location and views (read reviews!)., vacation rental in Boothbay Harbor
Best location and views (read reviews!)., vacation rental in Boothbay Harbor
Best location and views (read reviews!)., vacation rental in Boothbay Harbor

Best location and views (read reviews!).

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cedar Log Cabin in Boothbay Harbor, Maine, vacation rental in Boothbay Harbor
Cedar Log Cabin in Boothbay Harbor, Maine, vacation rental in Boothbay Harbor
Cedar Log Cabin in Boothbay Harbor, Maine, vacation rental in Boothbay Harbor

Cedar Log Cabin in Boothbay Harbor, Maine

Cabin Holiday Rental
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Classic Maine Cottage with ocean views, vacation rental in Boothbay Harbor
Classic Maine Cottage with ocean views, vacation rental in Boothbay Harbor
Classic Maine Cottage with ocean views, vacation rental in Boothbay Harbor

Classic Maine Cottage with ocean views

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beyond is waiting by the water’s edge for your stay, vacation rental in Boothbay Harbor
Beyond is waiting by the water’s edge for your stay, vacation rental in Boothbay Harbor
Beyond is waiting by the water’s edge for your stay, vacation rental in Boothbay Harbor

Beyond is waiting by the water’s edge for your stay

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Classic Cottage with Ocean View on beautiful Spruce Pt - access to Pools & more!, vacation rental in Boothbay Harbor
Classic Cottage with Ocean View on beautiful Spruce Pt - access to Pools & more!, vacation rental in Boothbay Harbor
Classic Cottage with Ocean View on beautiful Spruce Pt - access to Pools & more!, vacation rental in Boothbay Harbor

Classic Cottage with Ocean View on beautiful Spruce Pt - access to Pools & more!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sail Loft - Upscale Oceanfront on a Pier! Downtown Boothbay Harbor!, vacation rental in Boothbay Harbor
Sail Loft - Upscale Oceanfront on a Pier! Downtown Boothbay Harbor!, vacation rental in Boothbay Harbor
Sail Loft - Upscale Oceanfront on a Pier! Downtown Boothbay Harbor!, vacation rental in Boothbay Harbor

Sail Loft - Upscale Oceanfront on a Pier! Downtown Boothbay Harbor!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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"Authentic "Log Cabin in Boothbay Harbor Maine, vacation rental in Boothbay Harbor
"Authentic "Log Cabin in Boothbay Harbor Maine, vacation rental in Boothbay Harbor
"Authentic "Log Cabin in Boothbay Harbor Maine, vacation rental in Boothbay Harbor

"Authentic "Log Cabin in Boothbay Harbor Maine

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront Cottage!  2 Bedroom, 2 Bath  **Walk to Town*  1/2 Mile to the Harbor, vacation rental in Boothbay Harbor
Waterfront Cottage!  2 Bedroom, 2 Bath  **Walk to Town*  1/2 Mile to the Harbor, vacation rental in Boothbay Harbor
Waterfront Cottage!  2 Bedroom, 2 Bath  **Walk to Town*  1/2 Mile to the Harbor, vacation rental in Boothbay Harbor

Waterfront Cottage! 2 Bedroom, 2 Bath **Walk to Town* 1/2 Mile to the Harbor

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Walk to town from stylish New England Home., vacation rental in Boothbay Harbor
Walk to town from stylish New England Home., vacation rental in Boothbay Harbor
Walk to town from stylish New England Home., vacation rental in Boothbay Harbor

Walk to town from stylish New England Home.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Boothbay Harbor Maine 3 Bedroom Luxury Apartment With Roof Deck & Hot Tub..., vacation rental in Boothbay Harbor
Boothbay Harbor Maine 3 Bedroom Luxury Apartment With Roof Deck & Hot Tub..., vacation rental in Boothbay Harbor
Boothbay Harbor Maine 3 Bedroom Luxury Apartment With Roof Deck & Hot Tub..., vacation rental in Boothbay Harbor

Boothbay Harbor Maine 3 Bedroom Luxury Apartment With Roof Deck & Hot Tub...

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Just a short walk to shops, restaurants, and the town dock., vacation rental in Boothbay Harbor
Just a short walk to shops, restaurants, and the town dock., vacation rental in Boothbay Harbor
Just a short walk to shops, restaurants, and the town dock., vacation rental in Boothbay Harbor

Just a short walk to shops, restaurants, and the town dock.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oceanfront Family Retreat + Dock + Walk to Town + Lobster wharf + Fire pit, vacation rental in Boothbay Harbor
Oceanfront Family Retreat + Dock + Walk to Town + Lobster wharf + Fire pit, vacation rental in Boothbay Harbor
Oceanfront Family Retreat + Dock + Walk to Town + Lobster wharf + Fire pit, vacation rental in Boothbay Harbor

Oceanfront Family Retreat + Dock + Walk to Town + Lobster wharf + Fire pit

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Classic Maine Waterfront Cottage w/ Deepwater Dock, vacation rental in Boothbay Harbor
Classic Maine Waterfront Cottage w/ Deepwater Dock, vacation rental in Boothbay Harbor
Classic Maine Waterfront Cottage w/ Deepwater Dock, vacation rental in Boothbay Harbor

Classic Maine Waterfront Cottage w/ Deepwater Dock

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Mighty Red Oak - A Charming "in town" Retreat., vacation rental in Boothbay Harbor
Mighty Red Oak - A Charming "in town" Retreat., vacation rental in Boothbay Harbor
Mighty Red Oak - A Charming "in town" Retreat., vacation rental in Boothbay Harbor

Mighty Red Oak - A Charming "in town" Retreat.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Snug Harbor | Historic Boothbay Harbor Cottage with Antique Decor, vacation rental in Boothbay Harbor
Snug Harbor | Historic Boothbay Harbor Cottage with Antique Decor, vacation rental in Boothbay Harbor
Snug Harbor | Historic Boothbay Harbor Cottage with Antique Decor, vacation rental in Boothbay Harbor

Snug Harbor | Historic Boothbay Harbor Cottage with Antique Decor

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Cottage Overlooking Barrett's Park, Short Walk to Town/Harbor!, vacation rental in Boothbay Harbor
Waterfront Cottage Overlooking Barrett's Park, Short Walk to Town/Harbor!, vacation rental in Boothbay Harbor
Waterfront Cottage Overlooking Barrett's Park, Short Walk to Town/Harbor!, vacation rental in Boothbay Harbor

Waterfront Cottage Overlooking Barrett's Park, Short Walk to Town/Harbor!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Walking Distance To Shops, Restaurants And  Footbridge, vacation rental in Boothbay Harbor
Walking Distance To Shops, Restaurants And  Footbridge, vacation rental in Boothbay Harbor
Walking Distance To Shops, Restaurants And  Footbridge, vacation rental in Boothbay Harbor

Walking Distance To Shops, Restaurants And Footbridge

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Boothbay Harbor Cabin w/Spacious Deck & Yard!, vacation rental in Boothbay Harbor
Boothbay Harbor Cabin w/Spacious Deck & Yard!, vacation rental in Boothbay Harbor
Boothbay Harbor Cabin w/Spacious Deck & Yard!, vacation rental in Boothbay Harbor

Boothbay Harbor Cabin w/Spacious Deck & Yard!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Boothbay Harbor Maine, Beautiful private Apartment, vacation rental in Boothbay Harbor
Boothbay Harbor Maine, Beautiful private Apartment, vacation rental in Boothbay Harbor
Boothbay Harbor Maine, Beautiful private Apartment, vacation rental in Boothbay Harbor

Boothbay Harbor Maine, Beautiful private Apartment

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Come and Enjoy Our Boothbay Cottage, vacation rental in Boothbay Harbor
Come and Enjoy Our Boothbay Cottage, vacation rental in Boothbay Harbor
Come and Enjoy Our Boothbay Cottage, vacation rental in Boothbay Harbor

Come and Enjoy Our Boothbay Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Three Schooners, an oasis just steps from downtown Boothbay Harbor, vacation rental in Boothbay Harbor
Three Schooners, an oasis just steps from downtown Boothbay Harbor, vacation rental in Boothbay Harbor
Three Schooners, an oasis just steps from downtown Boothbay Harbor, vacation rental in Boothbay Harbor

Three Schooners, an oasis just steps from downtown Boothbay Harbor

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Downtown Boothbay Harbor, walk to the Opera House, shops, restaurants and piers, vacation rental in Boothbay Harbor
Downtown Boothbay Harbor, walk to the Opera House, shops, restaurants and piers, vacation rental in Boothbay Harbor
Downtown Boothbay Harbor, walk to the Opera House, shops, restaurants and piers, vacation rental in Boothbay Harbor

Downtown Boothbay Harbor, walk to the Opera House, shops, restaurants and piers

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Discover a Family Tradition on Linekin Bay, vacation rental in Boothbay Harbor
Discover a Family Tradition on Linekin Bay, vacation rental in Boothbay Harbor
Discover a Family Tradition on Linekin Bay, vacation rental in Boothbay Harbor

Discover a Family Tradition on Linekin Bay

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Pet Friendly-Steps from All-Harbor View Apt Heart of Boothbay Harbor's Downtown., vacation rental in Boothbay Harbor
Pet Friendly-Steps from All-Harbor View Apt Heart of Boothbay Harbor's Downtown., vacation rental in Boothbay Harbor
Pet Friendly-Steps from All-Harbor View Apt Heart of Boothbay Harbor's Downtown., vacation rental in Boothbay Harbor

Pet Friendly-Steps from All-Harbor View Apt Heart of Boothbay Harbor's Downtown.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront Home with Dock, Walk to Town, Boothbay Harbor, vacation rental in Boothbay Harbor
Waterfront Home with Dock, Walk to Town, Boothbay Harbor, vacation rental in Boothbay Harbor
Waterfront Home with Dock, Walk to Town, Boothbay Harbor, vacation rental in Boothbay Harbor

Waterfront Home with Dock, Walk to Town, Boothbay Harbor

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Boothbay Harbor Penthouse In Heart of Downtown with Harbor Views, vacation rental in Boothbay Harbor
Boothbay Harbor Penthouse In Heart of Downtown with Harbor Views, vacation rental in Boothbay Harbor
Boothbay Harbor Penthouse In Heart of Downtown with Harbor Views, vacation rental in Boothbay Harbor

Boothbay Harbor Penthouse In Heart of Downtown with Harbor Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming Historic Cottage | Modern Upgrades | Stroll to Dining & Attractions, vacation rental in Boothbay Harbor
Charming Historic Cottage | Modern Upgrades | Stroll to Dining & Attractions, vacation rental in Boothbay Harbor
Charming Historic Cottage | Modern Upgrades | Stroll to Dining & Attractions, vacation rental in Boothbay Harbor

Charming Historic Cottage | Modern Upgrades | Stroll to Dining & Attractions

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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A Chic Loft in the Heart of the Working Waterfront, vacation rental in Boothbay Harbor
A Chic Loft in the Heart of the Working Waterfront, vacation rental in Boothbay Harbor
A Chic Loft in the Heart of the Working Waterfront, vacation rental in Boothbay Harbor

A Chic Loft in the Heart of the Working Waterfront

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Completely Renovated Home on East Side of Boothbay Harbor Sunny 3 bedroom, 2, vacation rental in Boothbay Harbor
Completely Renovated Home on East Side of Boothbay Harbor Sunny 3 bedroom, 2, vacation rental in Boothbay Harbor
Completely Renovated Home on East Side of Boothbay Harbor Sunny 3 bedroom, 2, vacation rental in Boothbay Harbor

Completely Renovated Home on East Side of Boothbay Harbor Sunny 3 bedroom, 2

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Modern Cottage in Boothbay Harbor, vacation rental in Boothbay Harbor
Modern Cottage in Boothbay Harbor, vacation rental in Boothbay Harbor
Modern Cottage in Boothbay Harbor, vacation rental in Boothbay Harbor

Modern Cottage in Boothbay Harbor

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bayside Barn | Iconic Downtown Retreat | Walk to Harbor Footbridge, vacation rental in Boothbay Harbor
Bayside Barn | Iconic Downtown Retreat | Walk to Harbor Footbridge, vacation rental in Boothbay Harbor
Bayside Barn | Iconic Downtown Retreat | Walk to Harbor Footbridge, vacation rental in Boothbay Harbor

Bayside Barn | Iconic Downtown Retreat | Walk to Harbor Footbridge

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Right on the Water!  Beautifully remodeled for 2018., vacation rental in Boothbay Harbor
Right on the Water!  Beautifully remodeled for 2018., vacation rental in Boothbay Harbor
Right on the Water!  Beautifully remodeled for 2018., vacation rental in Boothbay Harbor

Right on the Water! Beautifully remodeled for 2018.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Clean, Bright, Airy Home - Walking distance to EVERYTHING!, vacation rental in Boothbay Harbor
Clean, Bright, Airy Home - Walking distance to EVERYTHING!, vacation rental in Boothbay Harbor
Clean, Bright, Airy Home - Walking distance to EVERYTHING!, vacation rental in Boothbay Harbor

Clean, Bright, Airy Home - Walking distance to EVERYTHING!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Landings East...Classic Waterfront Coastal Home, vacation rental in Boothbay Harbor
Landings East...Classic Waterfront Coastal Home, vacation rental in Boothbay Harbor
Landings East...Classic Waterfront Coastal Home, vacation rental in Boothbay Harbor

Landings East...Classic Waterfront Coastal Home

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful, Dog-Friendly Home w/ Water Views, Deck, & Gas Fireplace!, vacation rental in Boothbay Harbor
Beautiful, Dog-Friendly Home w/ Water Views, Deck, & Gas Fireplace!, vacation rental in Boothbay Harbor
Beautiful, Dog-Friendly Home w/ Water Views, Deck, & Gas Fireplace!, vacation rental in Boothbay Harbor

Beautiful, Dog-Friendly Home w/ Water Views, Deck, & Gas Fireplace!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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