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Holiday Apartments in Boothbay Harbor

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

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Peaceful Lake Waterfront with Swim Dock  &Kayaks! Full Kitchen! Heat & air!, holiday rental in Boothbay Harbor
Peaceful Lake Waterfront with Swim Dock  &Kayaks! Full Kitchen! Heat & air!, holiday rental in Boothbay Harbor
Peaceful Lake Waterfront with Swim Dock  &Kayaks! Full Kitchen! Heat & air!, holiday rental in Boothbay Harbor

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

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor, holiday rental in Boothbay Harbor
Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor, holiday rental in Boothbay Harbor
Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor, holiday 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, holiday rental in Boothbay Harbor
Our comfortable cottage sits on a dock close to town, over looking Lobster Cove, holiday rental in Boothbay Harbor
Our comfortable cottage sits on a dock close to town, over looking Lobster Cove, holiday 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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Oceanfront Cottage For 2, Quiet, Kayaking, Enjoy the natural beauty !, holiday rental in Boothbay Harbor
Oceanfront Cottage For 2, Quiet, Kayaking, Enjoy the natural beauty !, holiday rental in Boothbay Harbor
Oceanfront Cottage For 2, Quiet, Kayaking, Enjoy the natural beauty !, holiday 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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1890 Captain's House. New England Charm with Water Views over Mill Cove., holiday rental in Boothbay Harbor
1890 Captain's House. New England Charm with Water Views over Mill Cove., holiday rental in Boothbay Harbor
1890 Captain's House. New England Charm with Water Views over Mill Cove., holiday rental in Boothbay Harbor

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

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Great Cottage Walk To Town, holiday rental in Boothbay Harbor
Great Cottage Walk To Town, holiday rental in Boothbay Harbor
Great Cottage Walk To Town, holiday rental in Boothbay Harbor

Great Cottage Walk To Town

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Boothbay Harbor Waterfront Cottage with private dock, holiday rental in Boothbay Harbor
Beautiful Boothbay Harbor Waterfront Cottage with private dock, holiday rental in Boothbay Harbor
Beautiful Boothbay Harbor Waterfront Cottage with private dock, holiday 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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New rental in Boothbay Harbor, try our 'Authentic 'Log Cabin in Maine, holiday rental in Boothbay Harbor
New rental in Boothbay Harbor, try our 'Authentic 'Log Cabin in Maine, holiday rental in Boothbay Harbor
New rental in Boothbay Harbor, try our 'Authentic 'Log Cabin in Maine, holiday rental in Boothbay Harbor

New rental in Boothbay Harbor, try our 'Authentic 'Log Cabin in Maine

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Harbor Views in the heart of Boothbay Harbor Village., holiday rental in Boothbay Harbor
Harbor Views in the heart of Boothbay Harbor Village., holiday rental in Boothbay Harbor
Harbor Views in the heart of Boothbay Harbor Village., holiday rental in Boothbay Harbor

Harbor Views in the heart of Boothbay Harbor Village.

Condo/Apartment
1 bedroom
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, holiday rental in Boothbay Harbor
Waterfront Cottage!  2 Bedroom, 2 Bath  **Walk to Town*  1/2 Mile to the Harbor, holiday rental in Boothbay Harbor
Waterfront Cottage!  2 Bedroom, 2 Bath  **Walk to Town*  1/2 Mile to the Harbor, holiday 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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Over the Water Home, holiday rental in Boothbay Harbor
Over the Water Home, holiday rental in Boothbay Harbor
Over the Water Home, holiday rental in Boothbay Harbor

Over the Water Home

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Best location and views (read reviews!)., holiday rental in Boothbay Harbor
Best location and views (read reviews!)., holiday rental in Boothbay Harbor
Best location and views (read reviews!)., holiday rental in Boothbay Harbor

Best location and views (read reviews!).

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Oceanfront Cottage On Linekin Bay Boothbay Harbor, holiday rental in Boothbay Harbor
Oceanfront Cottage On Linekin Bay Boothbay Harbor, holiday rental in Boothbay Harbor
Oceanfront Cottage On Linekin Bay Boothbay Harbor, holiday 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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Cedar Log Cabin in Boothbay Harbor, Maine, holiday rental in Boothbay Harbor
Cedar Log Cabin in Boothbay Harbor, Maine, holiday rental in Boothbay Harbor
Cedar Log Cabin in Boothbay Harbor, Maine, holiday 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 Waterfront Cottage w/ Deepwater Dock, holiday rental in Boothbay Harbor
Classic Maine Waterfront Cottage w/ Deepwater Dock, holiday rental in Boothbay Harbor
Classic Maine Waterfront Cottage w/ Deepwater Dock, holiday 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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Cozy Boothbay Harbor Cottage, holiday rental in Boothbay Harbor
Cozy Boothbay Harbor Cottage, holiday rental in Boothbay Harbor
Cozy Boothbay Harbor Cottage, holiday rental in Boothbay Harbor

Cozy Boothbay Harbor Cottage

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Sail Loft - Upscale Oceanfront on a Pier! Downtown Boothbay Harbor!, holiday rental in Boothbay Harbor
Sail Loft - Upscale Oceanfront on a Pier! Downtown Boothbay Harbor!, holiday rental in Boothbay Harbor
Sail Loft - Upscale Oceanfront on a Pier! Downtown Boothbay Harbor!, holiday 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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Beyond is waiting by the water’s edge for your stay, holiday rental in Boothbay Harbor
Beyond is waiting by the water’s edge for your stay, holiday rental in Boothbay Harbor
Beyond is waiting by the water’s edge for your stay, holiday 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!, holiday rental in Boothbay Harbor
Classic Cottage with Ocean View on beautiful Spruce Pt - access to Pools & more!, holiday rental in Boothbay Harbor
Classic Cottage with Ocean View on beautiful Spruce Pt - access to Pools & more!, holiday rental in Boothbay Harbor

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Oceanfront Family Retreat + Dock + Walk to Town + Lobster wharf + Fire pit, holiday rental in Boothbay Harbor
Oceanfront Family Retreat + Dock + Walk to Town + Lobster wharf + Fire pit, holiday rental in Boothbay Harbor
Oceanfront Family Retreat + Dock + Walk to Town + Lobster wharf + Fire pit, holiday 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
More info
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Walking Distance To Shops, Restaurants And  Footbridge, holiday rental in Boothbay Harbor
Walking Distance To Shops, Restaurants And  Footbridge, holiday rental in Boothbay Harbor
Walking Distance To Shops, Restaurants And  Footbridge, holiday rental in Boothbay Harbor

Walking Distance To Shops, Restaurants And Footbridge

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cozy 3 bedroom house with large covered porch and walking distance to downtown., holiday rental in Boothbay Harbor
Cozy 3 bedroom house with large covered porch and walking distance to downtown., holiday rental in Boothbay Harbor
Cozy 3 bedroom house with large covered porch and walking distance to downtown., holiday rental in Boothbay Harbor

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
More info
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Pet Friendly-Steps from All-Harbor View Apt Heart of Boothbay Harbor's Downtown., holiday rental in Boothbay Harbor
Pet Friendly-Steps from All-Harbor View Apt Heart of Boothbay Harbor's Downtown., holiday rental in Boothbay Harbor
Pet Friendly-Steps from All-Harbor View Apt Heart of Boothbay Harbor's Downtown., holiday 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
More info
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Just a short walk to shops, restaurants, and the town dock., holiday rental in Boothbay Harbor
Just a short walk to shops, restaurants, and the town dock., holiday rental in Boothbay Harbor
Just a short walk to shops, restaurants, and the town dock., holiday rental in Boothbay Harbor

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

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Three Schooners, an oasis just steps from downtown Boothbay Harbor, holiday rental in Boothbay Harbor
Three Schooners, an oasis just steps from downtown Boothbay Harbor, holiday rental in Boothbay Harbor
Three Schooners, an oasis just steps from downtown Boothbay Harbor, holiday rental in Boothbay Harbor

Three Schooners, an oasis just steps from downtown Boothbay Harbor

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

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

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Boothbay Harbor Maine 3 Bedroom Luxury Apartment With Roof Deck & Hot Tub..., holiday rental in Boothbay Harbor
Boothbay Harbor Maine 3 Bedroom Luxury Apartment With Roof Deck & Hot Tub..., holiday rental in Boothbay Harbor
Boothbay Harbor Maine 3 Bedroom Luxury Apartment With Roof Deck & Hot Tub..., holiday rental in Boothbay Harbor

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

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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A Chic Loft in the Heart of the Working Waterfront, holiday rental in Boothbay Harbor
A Chic Loft in the Heart of the Working Waterfront, holiday rental in Boothbay Harbor
A Chic Loft in the Heart of the Working Waterfront, holiday rental in Boothbay Harbor

A Chic Loft in the Heart of the Working Waterfront

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Awesome Maine 5BR Cottage & 1/1guest Cottage **Harbor Views**, holiday rental in Boothbay Harbor
Awesome Maine 5BR Cottage & 1/1guest Cottage **Harbor Views**, holiday rental in Boothbay Harbor
Awesome Maine 5BR Cottage & 1/1guest Cottage **Harbor Views**, holiday rental in Boothbay Harbor

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

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Walk to town from stylish New England Home., holiday rental in Boothbay Harbor
Walk to town from stylish New England Home., holiday rental in Boothbay Harbor
Walk to town from stylish New England Home., holiday rental in Boothbay Harbor

Walk to town from stylish New England Home.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Lovely waterfront home, harbour-side setting, holiday rental in Boothbay Harbor
Lovely waterfront home, harbour-side setting, holiday rental in Boothbay Harbor
Lovely waterfront home, harbour-side setting, holiday rental in Boothbay Harbor

Lovely waterfront home, harbour-side setting

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Gorgeous Views of Harbor Entrance!, holiday rental in Boothbay Harbor
Gorgeous Views of Harbor Entrance!, holiday rental in Boothbay Harbor
Gorgeous Views of Harbor Entrance!, holiday rental in Boothbay Harbor

Gorgeous Views of Harbor Entrance!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Best Location and views (read reviews)!, holiday rental in Boothbay Harbor
Best Location and views (read reviews)!, holiday rental in Boothbay Harbor
Best Location and views (read reviews)!, holiday rental in Boothbay Harbor

Best Location and views (read reviews)!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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Modern Cottage in Boothbay Harbor, holiday rental in Boothbay Harbor
Modern Cottage in Boothbay Harbor, holiday rental in Boothbay Harbor
Modern Cottage in Boothbay Harbor, holiday rental in Boothbay Harbor

Modern Cottage in Boothbay Harbor

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Boothbay Harbor Maine, Beautiful private Apartment, holiday rental in Boothbay Harbor
Boothbay Harbor Maine, Beautiful private Apartment, holiday rental in Boothbay Harbor
Boothbay Harbor Maine, Beautiful private Apartment, holiday rental in Boothbay Harbor

Boothbay Harbor Maine, Beautiful private Apartment

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Waterfront Cottage Overlooking Barrett's Park, Short Walk to Town/Harbor!, holiday rental in Boothbay Harbor
Waterfront Cottage Overlooking Barrett's Park, Short Walk to Town/Harbor!, holiday rental in Boothbay Harbor
Waterfront Cottage Overlooking Barrett's Park, Short Walk to Town/Harbor!, holiday 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
More info
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Walking Distance to Downtown Boothbay Harbor, Brand New, holiday rental in Boothbay Harbor
Walking Distance to Downtown Boothbay Harbor, Brand New, holiday rental in Boothbay Harbor
Walking Distance to Downtown Boothbay Harbor, Brand New, holiday rental in Boothbay Harbor

Walking Distance to Downtown Boothbay Harbor, Brand New

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Landings East...Classic Waterfront Coastal Home, holiday rental in Boothbay Harbor
Landings East...Classic Waterfront Coastal Home, holiday rental in Boothbay Harbor
Landings East...Classic Waterfront Coastal Home, holiday 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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Boothbay Harbor Cabin w/Spacious Deck & Yard!, holiday rental in Boothbay Harbor
Boothbay Harbor Cabin w/Spacious Deck & Yard!, holiday rental in Boothbay Harbor
Boothbay Harbor Cabin w/Spacious Deck & Yard!, holiday rental in Boothbay Harbor

Boothbay Harbor Cabin w/Spacious Deck & Yard!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Mighty Red Oak - A Charming 'in town' Retreat., holiday rental in Boothbay Harbor
Mighty Red Oak - A Charming 'in town' Retreat., holiday rental in Boothbay Harbor
Mighty Red Oak - A Charming 'in town' Retreat., holiday 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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Come and Enjoy Our Boothbay Cottage, holiday rental in Boothbay Harbor
Come and Enjoy Our Boothbay Cottage, holiday rental in Boothbay Harbor
Come and Enjoy Our Boothbay Cottage, holiday rental in Boothbay Harbor

Come and Enjoy Our Boothbay Cottage

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Waterfront Home with Dock, Walk to Town, Boothbay Harbor, holiday rental in Boothbay Harbor
Waterfront Home with Dock, Walk to Town, Boothbay Harbor, holiday rental in Boothbay Harbor
Waterfront Home with Dock, Walk to Town, Boothbay Harbor, holiday rental in Boothbay Harbor

Waterfront Home with Dock, Walk to Town, Boothbay Harbor

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Inviting & rustic cabin w/wood-burning fireplace & grill- Enjoy a private beach!, holiday rental in Boothbay Harbor
Inviting & rustic cabin w/wood-burning fireplace & grill- Enjoy a private beach!, holiday rental in Boothbay Harbor
Inviting & rustic cabin w/wood-burning fireplace & grill- Enjoy a private beach!, holiday rental in Boothbay Harbor

Inviting & rustic cabin w/wood-burning fireplace & grill- Enjoy a private beach!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Water View Home Overlooking Mill Cove with a Large Deck - Near Town, holiday rental in Boothbay Harbor
Charming Water View Home Overlooking Mill Cove with a Large Deck - Near Town, holiday rental in Boothbay Harbor
Charming Water View Home Overlooking Mill Cove with a Large Deck - Near Town, holiday rental in Boothbay Harbor

Charming Water View Home Overlooking Mill Cove with a Large Deck - Near Town

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Boothbay Harbor Beach House by Park & Restaurants!, holiday rental in Boothbay Harbor
Boothbay Harbor Beach House by Park & Restaurants!, holiday rental in Boothbay Harbor
Boothbay Harbor Beach House by Park & Restaurants!, holiday rental in Boothbay Harbor

Boothbay Harbor Beach House by Park & Restaurants!

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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New listing! Beautiful, dog-friendly home w/ water views, deck, & gas fireplace, holiday rental in Boothbay Harbor
New listing! Beautiful, dog-friendly home w/ water views, deck, & gas fireplace, holiday rental in Boothbay Harbor
New listing! Beautiful, dog-friendly home w/ water views, deck, & gas fireplace, holiday rental in Boothbay Harbor

New listing! 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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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!, holiday rental in Boothbay Harbor
Clean, Bright, Airy Home - Walking distance to EVERYTHING!, holiday rental in Boothbay Harbor
Clean, Bright, Airy Home - Walking distance to EVERYTHING!, holiday rental in Boothbay Harbor

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Perfect Getaway for Two! Walk to Town - Beautiful Boothbay Harbor Studio, holiday rental in Boothbay Harbor
A Perfect Getaway for Two! Walk to Town - Beautiful Boothbay Harbor Studio, holiday rental in Boothbay Harbor
A Perfect Getaway for Two! Walk to Town - Beautiful Boothbay Harbor Studio, holiday rental in Boothbay Harbor

A Perfect Getaway for Two! Walk to Town - Beautiful Boothbay Harbor Studio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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