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Boothbay Vacation Rentals

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123 rentals in Boothbay.
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Ocean front cottage with spectacular view, vacation rental in Boothbay
Ocean front cottage with spectacular view, vacation rental in Boothbay
Ocean front cottage with spectacular view, vacation rental in Boothbay

Ocean front cottage with spectacular view

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Classic Waterfront Cottage with Private Fishing & boat dock - Boothbay Harbor, vacation rental in Boothbay
Classic Waterfront Cottage with Private Fishing & boat dock - Boothbay Harbor, vacation rental in Boothbay
Classic Waterfront Cottage with Private Fishing & boat dock - Boothbay Harbor, vacation rental in Boothbay

Classic Waterfront Cottage with Private Fishing & boat dock - Boothbay Harbor

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Boothbay/Ocean Point 1/1 Air conditioned Oceanfront apartment, vacation rental in Boothbay
Boothbay/Ocean Point 1/1 Air conditioned Oceanfront apartment, vacation rental in Boothbay
Boothbay/Ocean Point 1/1 Air conditioned Oceanfront apartment, vacation rental in Boothbay

Boothbay/Ocean Point 1/1 Air conditioned Oceanfront apartment

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quaint and comfy Condo With Over 400 Feet Of Salt Water Frontage On Linekin Bay, vacation rental in Boothbay
Quaint and comfy Condo With Over 400 Feet Of Salt Water Frontage On Linekin Bay, vacation rental in Boothbay
Quaint and comfy Condo With Over 400 Feet Of Salt Water Frontage On Linekin Bay, vacation rental in Boothbay

Quaint and comfy Condo With Over 400 Feet Of Salt Water Frontage On Linekin Bay

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Boothbay Harbor Home with Water Views | Near Dining & Whale Watching, vacation rental in Boothbay
Boothbay Harbor Home with Water Views | Near Dining & Whale Watching, vacation rental in Boothbay
Boothbay Harbor Home with Water Views | Near Dining & Whale Watching, vacation rental in Boothbay

Boothbay Harbor Home with Water Views | Near Dining & Whale Watching

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Amazing sunsets/Cozy cottage/Ocean view/Hidden Gem near Boothbay Harbo, vacation rental in Boothbay
Amazing sunsets/Cozy cottage/Ocean view/Hidden Gem near Boothbay Harbo, vacation rental in Boothbay
Amazing sunsets/Cozy cottage/Ocean view/Hidden Gem near Boothbay Harbo, vacation rental in Boothbay

Amazing sunsets/Cozy cottage/Ocean view/Hidden Gem near Boothbay Harbo

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Authentic Log Cabin on Damariscotta River W/ Dock and Moorings, vacation rental in Boothbay
Authentic Log Cabin on Damariscotta River W/ Dock and Moorings, vacation rental in Boothbay
Authentic Log Cabin on Damariscotta River W/ Dock and Moorings, vacation rental in Boothbay

Authentic Log Cabin on Damariscotta River W/ Dock and Moorings

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tranquil!!  Oceanfront Sunsets with beach, pier,and deep water access, vacation rental in Boothbay
Tranquil!!  Oceanfront Sunsets with beach, pier,and deep water access, vacation rental in Boothbay
Tranquil!!  Oceanfront Sunsets with beach, pier,and deep water access, vacation rental in Boothbay

Tranquil!! Oceanfront Sunsets with beach, pier,and deep water access

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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A Unique Experience!!, vacation rental in Boothbay
A Unique Experience!!, vacation rental in Boothbay
A Unique Experience!!, vacation rental in Boothbay

A Unique Experience!!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Oceanfront Home w/ Stunning Bay Views, Deck, Wood Stove & Full Kitchen!, vacation rental in Boothbay
Oceanfront Home w/ Stunning Bay Views, Deck, Wood Stove & Full Kitchen!, vacation rental in Boothbay
Oceanfront Home w/ Stunning Bay Views, Deck, Wood Stove & Full Kitchen!, vacation rental in Boothbay

Oceanfront Home w/ Stunning Bay Views, Deck, Wood Stove & Full Kitchen!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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SPECTACULAR VIEWS!  With Dock,  on 3.5 acres of privacy!  Mid coast Maine area…., vacation rental in Boothbay
SPECTACULAR VIEWS!  With Dock,  on 3.5 acres of privacy!  Mid coast Maine area…., vacation rental in Boothbay
SPECTACULAR VIEWS!  With Dock,  on 3.5 acres of privacy!  Mid coast Maine area…., vacation rental in Boothbay

SPECTACULAR VIEWS! With Dock, on 3.5 acres of privacy! Mid coast Maine area….

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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East Boothbay Waterfront One room Condo.Waterview from in side this room, vacation rental in Boothbay
East Boothbay Waterfront One room Condo.Waterview from in side this room, vacation rental in Boothbay
East Boothbay Waterfront One room Condo.Waterview from in side this room, vacation rental in Boothbay

East Boothbay Waterfront One room Condo.Waterview from in side this room

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Vintage Victorian Oceanfront with Deep Water Dock and Pool, vacation rental in Boothbay
Vintage Victorian Oceanfront with Deep Water Dock and Pool, vacation rental in Boothbay
Vintage Victorian Oceanfront with Deep Water Dock and Pool, vacation rental in Boothbay

Vintage Victorian Oceanfront with Deep Water Dock and Pool

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront cabin with ocean view, fireplace, & private dock, vacation rental in Boothbay
Waterfront cabin with ocean view, fireplace, & private dock, vacation rental in Boothbay
Waterfront cabin with ocean view, fireplace, & private dock, vacation rental in Boothbay

Waterfront cabin with ocean view, fireplace, & private dock

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Peaceful! Oceanfront Sunsets With Beach And Deep Water Access!, vacation rental in Boothbay
Peaceful! Oceanfront Sunsets With Beach And Deep Water Access!, vacation rental in Boothbay
Peaceful! Oceanfront Sunsets With Beach And Deep Water Access!, vacation rental in Boothbay

Peaceful! Oceanfront Sunsets With Beach And Deep Water Access!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Knickerbocker Lake house. Great for  Fall Foliage 2 weeks left Sept 3 & 24th, vacation rental in Boothbay
Knickerbocker Lake house. Great for  Fall Foliage 2 weeks left Sept 3 & 24th, vacation rental in Boothbay
Knickerbocker Lake house. Great for  Fall Foliage 2 weeks left Sept 3 & 24th, vacation rental in Boothbay

Knickerbocker Lake house. Great for Fall Foliage 2 weeks left Sept 3 & 24th

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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AUTUMN SALE Charming 5BR Waterfront Cape on 15 acre estate, vacation rental in Boothbay
AUTUMN SALE Charming 5BR Waterfront Cape on 15 acre estate, vacation rental in Boothbay
AUTUMN SALE Charming 5BR Waterfront Cape on 15 acre estate, vacation rental in Boothbay

AUTUMN SALE Charming 5BR Waterfront Cape on 15 acre estate

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife, vacation rental in Boothbay
Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife, vacation rental in Boothbay
Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife, vacation rental in Boothbay

Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Cozy Detached Guest Cottage on Mill Pond, vacation rental in Boothbay
Cozy Detached Guest Cottage on Mill Pond, vacation rental in Boothbay
Cozy Detached Guest Cottage on Mill Pond, vacation rental in Boothbay

Cozy Detached Guest Cottage on Mill Pond

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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SeaGlass Cottage: Magical, Private Oceanfront Retreat in E. Boothbay! Dock & AC!, vacation rental in Boothbay
SeaGlass Cottage: Magical, Private Oceanfront Retreat in E. Boothbay! Dock & AC!, vacation rental in Boothbay
SeaGlass Cottage: Magical, Private Oceanfront Retreat in E. Boothbay! Dock & AC!, vacation rental in Boothbay

SeaGlass Cottage: Magical, Private Oceanfront Retreat in E. Boothbay! Dock & AC!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Year Round Charming & Cozy Cottage at Ocean Point, vacation rental in Boothbay
Year Round Charming & Cozy Cottage at Ocean Point, vacation rental in Boothbay
Year Round Charming & Cozy Cottage at Ocean Point, vacation rental in Boothbay

Year Round Charming & Cozy Cottage at Ocean Point

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming East Boothbay Cottage w/ Large Yard!, vacation rental in Boothbay
Charming East Boothbay Cottage w/ Large Yard!, vacation rental in Boothbay
Charming East Boothbay Cottage w/ Large Yard!, vacation rental in Boothbay

Charming East Boothbay Cottage w/ Large Yard!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Gorgeous Oceanfront Sunsets With Deep Water Access!, vacation rental in Boothbay
Gorgeous Oceanfront Sunsets With Deep Water Access!, vacation rental in Boothbay
Gorgeous Oceanfront Sunsets With Deep Water Access!, vacation rental in Boothbay

Gorgeous Oceanfront Sunsets With Deep Water Access!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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cozy 1 bedroom, 1 bath, sleeps 4 fully equipped apartment, vacation rental in Boothbay
cozy 1 bedroom, 1 bath, sleeps 4 fully equipped apartment, vacation rental in Boothbay
cozy 1 bedroom, 1 bath, sleeps 4 fully equipped apartment, vacation rental in Boothbay

cozy 1 bedroom, 1 bath, sleeps 4 fully equipped apartment

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Relax & Enjoy Beautiful Views From This 2BR with Loft Cottage On the Sea, vacation rental in Boothbay
Relax & Enjoy Beautiful Views From This 2BR with Loft Cottage On the Sea, vacation rental in Boothbay
Relax & Enjoy Beautiful Views From This 2BR with Loft Cottage On the Sea, vacation rental in Boothbay

Relax & Enjoy Beautiful Views From This 2BR with Loft Cottage On the Sea

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Best view in East  Boothbay , Maine - 4 Bedroom Oceanfront Cottage, vacation rental in Boothbay
Best view in East  Boothbay , Maine - 4 Bedroom Oceanfront Cottage, vacation rental in Boothbay
Best view in East  Boothbay , Maine - 4 Bedroom Oceanfront Cottage, vacation rental in Boothbay

Best view in East Boothbay , Maine - 4 Bedroom Oceanfront Cottage

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Historic Boathouse Cottage on Water's Edge, Stunning View, Private Wharf, vacation rental in Boothbay
Historic Boathouse Cottage on Water's Edge, Stunning View, Private Wharf, vacation rental in Boothbay
Historic Boathouse Cottage on Water's Edge, Stunning View, Private Wharf, vacation rental in Boothbay

Historic Boathouse Cottage on Water's Edge, Stunning View, Private Wharf

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cornell Lane Cottage, vacation rental in Boothbay
Cornell Lane Cottage, vacation rental in Boothbay
Cornell Lane Cottage, vacation rental in Boothbay

Cornell Lane Cottage

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Maine island amenities! Enjoy a private, modern retreat with a focus on comfort., vacation rental in Boothbay
Maine island amenities! Enjoy a private, modern retreat with a focus on comfort., vacation rental in Boothbay
Maine island amenities! Enjoy a private, modern retreat with a focus on comfort., vacation rental in Boothbay

Maine island amenities! Enjoy a private, modern retreat with a focus on comfort.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relax and enjoy beautiful sunsets at Le Petit Port!, vacation rental in Boothbay
Relax and enjoy beautiful sunsets at Le Petit Port!, vacation rental in Boothbay
Relax and enjoy beautiful sunsets at Le Petit Port!, vacation rental in Boothbay

Relax and enjoy beautiful sunsets at Le Petit Port!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous sunsets on peaceful Linekin Bay coastal beach at low tide, dockfloat, vacation rental in Boothbay
Gorgeous sunsets on peaceful Linekin Bay coastal beach at low tide, dockfloat, vacation rental in Boothbay
Gorgeous sunsets on peaceful Linekin Bay coastal beach at low tide, dockfloat, vacation rental in Boothbay

Gorgeous sunsets on peaceful Linekin Bay coastal beach at low tide, dockfloat

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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ONE WEEK OPEN in the 2017 SEASON ~ AUG. 5 - AUG. 12 ~ BOOK NOW!, vacation rental in Boothbay
ONE WEEK OPEN in the 2017 SEASON ~ AUG. 5 - AUG. 12 ~ BOOK NOW!, vacation rental in Boothbay
ONE WEEK OPEN in the 2017 SEASON ~ AUG. 5 - AUG. 12 ~ BOOK NOW!, vacation rental in Boothbay

ONE WEEK OPEN in the 2017 SEASON ~ AUG. 5 - AUG. 12 ~ BOOK NOW!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Pointed Fir Cove: Stunning Ocean Front Maine Retreat for Discerning Vacationers!, vacation rental in Boothbay
Pointed Fir Cove: Stunning Ocean Front Maine Retreat for Discerning Vacationers!, vacation rental in Boothbay
Pointed Fir Cove: Stunning Ocean Front Maine Retreat for Discerning Vacationers!, vacation rental in Boothbay

Pointed Fir Cove: Stunning Ocean Front Maine Retreat for Discerning Vacationers!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Quiet family and pet friendly home, vacation rental in Boothbay
Quiet family and pet friendly home, vacation rental in Boothbay
Quiet family and pet friendly home, vacation rental in Boothbay

Quiet family and pet friendly home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanfront Cottage on Linekin Bay - Panoramic Ocean View - steps to rocky beach, vacation rental in Boothbay
Oceanfront Cottage on Linekin Bay - Panoramic Ocean View - steps to rocky beach, vacation rental in Boothbay
Oceanfront Cottage on Linekin Bay - Panoramic Ocean View - steps to rocky beach, vacation rental in Boothbay

Oceanfront Cottage on Linekin Bay - Panoramic Ocean View - steps to rocky beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Updated vintage log cabin near Ocean Point, vacation rental in Boothbay
Updated vintage log cabin near Ocean Point, vacation rental in Boothbay
Updated vintage log cabin near Ocean Point, vacation rental in Boothbay

Updated vintage log cabin near Ocean Point

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Heron Cove on Hodgdon Island, Boothbay, Maine, vacation rental in Boothbay
Heron Cove on Hodgdon Island, Boothbay, Maine, vacation rental in Boothbay
Heron Cove on Hodgdon Island, Boothbay, Maine, vacation rental in Boothbay

Heron Cove on Hodgdon Island, Boothbay, Maine

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Cottage on Tidal Cove with Dock, vacation rental in Boothbay
Waterfront Cottage on Tidal Cove with Dock, vacation rental in Boothbay
Waterfront Cottage on Tidal Cove with Dock, vacation rental in Boothbay

Waterfront Cottage on Tidal Cove with Dock

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect . Water . Paradise, vacation rental in Boothbay
Perfect . Water . Paradise, vacation rental in Boothbay
Perfect . Water . Paradise, vacation rental in Boothbay

Perfect . Water . Paradise

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Maine Waterfront Cottage With Deep Water Dock!, vacation rental in Boothbay
Maine Waterfront Cottage With Deep Water Dock!, vacation rental in Boothbay
Maine Waterfront Cottage With Deep Water Dock!, vacation rental in Boothbay

Maine Waterfront Cottage With Deep Water Dock!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Private Waterfront Vacation Home on Barters Island, vacation rental in Boothbay
Private Waterfront Vacation Home on Barters Island, vacation rental in Boothbay
Private Waterfront Vacation Home on Barters Island, vacation rental in Boothbay

Private Waterfront Vacation Home on Barters Island

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Amid nature-charming, romantic,fun!4boats,2 docks,fireplace, SWest view+ sunsets, vacation rental in Boothbay
Amid nature-charming, romantic,fun!4boats,2 docks,fireplace, SWest view+ sunsets, vacation rental in Boothbay
Amid nature-charming, romantic,fun!4boats,2 docks,fireplace, SWest view+ sunsets, vacation rental in Boothbay

Amid nature-charming, romantic,fun!4boats,2 docks,fireplace, SWest view+ sunsets

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Smuggler's Retreat - The Vacation Hideaway for Great Maine Memories, vacation rental in Boothbay
The Smuggler's Retreat - The Vacation Hideaway for Great Maine Memories, vacation rental in Boothbay
The Smuggler's Retreat - The Vacation Hideaway for Great Maine Memories, vacation rental in Boothbay

The Smuggler's Retreat - The Vacation Hideaway for Great Maine Memories

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mossy Glen Lodge  'Log Cabin' with a brook and hammock, vacation rental in Boothbay
Mossy Glen Lodge  'Log Cabin' with a brook and hammock, vacation rental in Boothbay
Mossy Glen Lodge  'Log Cabin' with a brook and hammock, vacation rental in Boothbay

Mossy Glen Lodge 'Log Cabin' with a brook and hammock

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Private House in wooded area in Boothbay Center, vacation rental in Boothbay
Private House in wooded area in Boothbay Center, vacation rental in Boothbay
Private House in wooded area in Boothbay Center, vacation rental in Boothbay

Private House in wooded area in Boothbay Center

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Historic riverfront home with boathouse & private dock - dogs OK, vacation rental in Boothbay
Historic riverfront home with boathouse & private dock - dogs OK, vacation rental in Boothbay
Historic riverfront home with boathouse & private dock - dogs OK, vacation rental in Boothbay

Historic riverfront home with boathouse & private dock - dogs OK

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor, vacation rental in Boothbay
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor, vacation rental in Boothbay
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor, vacation rental in Boothbay

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome, vacation rental in Boothbay
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome, vacation rental in Boothbay
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome, vacation rental in Boothbay

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront, views, the sound of open ocean, the tranquility of an idyllic cove, vacation rental in Boothbay
Waterfront, views, the sound of open ocean, the tranquility of an idyllic cove, vacation rental in Boothbay
Waterfront, views, the sound of open ocean, the tranquility of an idyllic cove, vacation rental in Boothbay

Waterfront, views, the sound of open ocean, the tranquility of an idyllic cove

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Classic New England home in Secluded Oceanfront Neighborhood, vacation rental in Boothbay
Classic New England home in Secluded Oceanfront Neighborhood, vacation rental in Boothbay
Classic New England home in Secluded Oceanfront Neighborhood, vacation rental in Boothbay

Classic New England home in Secluded Oceanfront Neighborhood

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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