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Holiday Apartments in Boothbay

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103 rentals in Boothbay.
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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, holiday rental in Boothbay
Classic Waterfront Cottage with Private Fishing & boat dock - Boothbay Harbor, holiday rental in Boothbay
Classic Waterfront Cottage with Private Fishing & boat dock - Boothbay Harbor, holiday rental in Boothbay

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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A Unique Experience!!, holiday rental in Boothbay
A Unique Experience!!, holiday rental in Boothbay
A Unique Experience!!, holiday rental in Boothbay

A Unique Experience!!

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

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

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Boothbay/Ocean Point 1/1 Air conditioned Oceanfront apartment, holiday rental in Boothbay
Boothbay/Ocean Point 1/1 Air conditioned Oceanfront apartment, holiday rental in Boothbay
Boothbay/Ocean Point 1/1 Air conditioned Oceanfront apartment, holiday rental in Boothbay

Boothbay/Ocean Point 1/1 Air conditioned Oceanfront apartment

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Peaceful! Oceanfront Sunsets With Beach And Deep Water Access!, holiday rental in Boothbay
Peaceful! Oceanfront Sunsets With Beach And Deep Water Access!, holiday rental in Boothbay
Peaceful! Oceanfront Sunsets With Beach And Deep Water Access!, holiday 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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Amazing sunsets/Cozy cottage/Ocean view/Hidden Gem near Boothbay Harbo, holiday rental in Boothbay
Amazing sunsets/Cozy cottage/Ocean view/Hidden Gem near Boothbay Harbo, holiday rental in Boothbay
Amazing sunsets/Cozy cottage/Ocean view/Hidden Gem near Boothbay Harbo, holiday rental in Boothbay

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

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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SeaGlass Cottage: Magical, Private Oceanfront Retreat in E. Boothbay! Dock & AC!, holiday rental in Boothbay
SeaGlass Cottage: Magical, Private Oceanfront Retreat in E. Boothbay! Dock & AC!, holiday rental in Boothbay
SeaGlass Cottage: Magical, Private Oceanfront Retreat in E. Boothbay! Dock & AC!, holiday 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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Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife, holiday rental in Boothbay
Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife, holiday rental in Boothbay
Elegant Boothbay Waterfront Estate-15 acres/Gardens, Trails, Wildlife, holiday 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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Best view in East  Boothbay , Maine - 4 Bedroom Oceanfront Cottage, holiday rental in Boothbay
Best view in East  Boothbay , Maine - 4 Bedroom Oceanfront Cottage, holiday rental in Boothbay
Best view in East  Boothbay , Maine - 4 Bedroom Oceanfront Cottage, holiday rental in Boothbay

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

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Quaint and comfy Condo With Over 400 Feet Of Salt Water Frontage On Linekin Bay, holiday rental in Boothbay
Quaint and comfy Condo With Over 400 Feet Of Salt Water Frontage On Linekin Bay, holiday rental in Boothbay
Quaint and comfy Condo With Over 400 Feet Of Salt Water Frontage On Linekin Bay, holiday 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 4
Match: Sleeps
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Charming East Boothbay Cottage w/ Large Yard!, holiday rental in Boothbay
Charming East Boothbay Cottage w/ Large Yard!, holiday rental in Boothbay
Charming East Boothbay Cottage w/ Large Yard!, holiday rental in Boothbay

Charming East Boothbay Cottage w/ Large Yard!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tranquil!!  Oceanfront Sunsets with beach, pier,and deep water access, holiday rental in Boothbay
Tranquil!!  Oceanfront Sunsets with beach, pier,and deep water access, holiday rental in Boothbay
Tranquil!!  Oceanfront Sunsets with beach, pier,and deep water access, holiday 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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AUTUMN SALE Charming 5BR Waterfront Cape on 15 acre estate, holiday rental in Boothbay
AUTUMN SALE Charming 5BR Waterfront Cape on 15 acre estate, holiday rental in Boothbay
AUTUMN SALE Charming 5BR Waterfront Cape on 15 acre estate, holiday 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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Pointed Fir Cove: Stunning Ocean Front Maine Retreat for Discerning Vacationers!, holiday rental in Boothbay
Pointed Fir Cove: Stunning Ocean Front Maine Retreat for Discerning Vacationers!, holiday rental in Boothbay
Pointed Fir Cove: Stunning Ocean Front Maine Retreat for Discerning Vacationers!, holiday 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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SPECTACULAR VIEWS!  With Dock,  on 3.5 acres of privacy!  Mid coast Maine area…., holiday rental in Boothbay
SPECTACULAR VIEWS!  With Dock,  on 3.5 acres of privacy!  Mid coast Maine area…., holiday rental in Boothbay
SPECTACULAR VIEWS!  With Dock,  on 3.5 acres of privacy!  Mid coast Maine area…., holiday 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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Relax & Enjoy Beautiful Views From This 2BR with Loft Cottage On the Sea, holiday rental in Boothbay
Relax & Enjoy Beautiful Views From This 2BR with Loft Cottage On the Sea, holiday rental in Boothbay
Relax & Enjoy Beautiful Views From This 2BR with Loft Cottage On the Sea, holiday 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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Vintage Victorian Oceanfront with Deep Water Dock and Pool, holiday rental in Boothbay
Vintage Victorian Oceanfront with Deep Water Dock and Pool, holiday rental in Boothbay
Vintage Victorian Oceanfront with Deep Water Dock and Pool, holiday 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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Gorgeous Oceanfront Sunsets With Deep Water Access!, holiday rental in Boothbay
Gorgeous Oceanfront Sunsets With Deep Water Access!, holiday rental in Boothbay
Gorgeous Oceanfront Sunsets With Deep Water Access!, holiday rental in Boothbay

Gorgeous Oceanfront Sunsets With Deep Water Access!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New listing! Oceanfront home w/ a wood stove, full kitchen, & stunning bay views, holiday rental in Boothbay
New listing! Oceanfront home w/ a wood stove, full kitchen, & stunning bay views, holiday rental in Boothbay
New listing! Oceanfront home w/ a wood stove, full kitchen, & stunning bay views, holiday rental in Boothbay

New listing! Oceanfront home w/ a wood stove, full kitchen, & stunning bay views

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Detached Guest Cottage on Mill Pond, holiday rental in Boothbay
Cozy Detached Guest Cottage on Mill Pond, holiday rental in Boothbay
Cozy Detached Guest Cottage on Mill Pond, holiday rental in Boothbay

Cozy Detached Guest Cottage on Mill Pond

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Authentic Log Cabin on Damariscotta River W/ Dock and Moorings, holiday rental in Boothbay
Authentic Log Cabin on Damariscotta River W/ Dock and Moorings, holiday rental in Boothbay
Authentic Log Cabin on Damariscotta River W/ Dock and Moorings, holiday rental in Boothbay

Authentic Log Cabin on Damariscotta River W/ Dock and Moorings

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Quiet family and pet friendly home, holiday rental in Boothbay
Quiet family and pet friendly home, holiday rental in Boothbay
Quiet family and pet friendly home, holiday rental in Boothbay

Quiet family and pet friendly home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Gorgeous sunsets on peaceful Linekin Bay coastal beach at low tide, dockfloat, holiday rental in Boothbay
Gorgeous sunsets on peaceful Linekin Bay coastal beach at low tide, dockfloat, holiday rental in Boothbay
Gorgeous sunsets on peaceful Linekin Bay coastal beach at low tide, dockfloat, holiday 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
More info
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Waterfront cabin with ocean view, fireplace, & private dock, holiday rental in Boothbay
Waterfront cabin with ocean view, fireplace, & private dock, holiday rental in Boothbay
Waterfront cabin with ocean view, fireplace, & private dock, holiday rental in Boothbay

Waterfront cabin with ocean view, fireplace, & private dock

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Historic Boathouse Cottage on Water's Edge, Stunning View, Private Wharf, holiday rental in Boothbay
Historic Boathouse Cottage on Water's Edge, Stunning View, Private Wharf, holiday rental in Boothbay
Historic Boathouse Cottage on Water's Edge, Stunning View, Private Wharf, holiday rental in Boothbay

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cornell Lane Cottage, holiday rental in Boothbay
Cornell Lane Cottage, holiday rental in Boothbay
Cornell Lane Cottage, holiday rental in Boothbay

Cornell Lane Cottage

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Maine island amenities! Enjoy a private, modern retreat with a focus on comfort., holiday rental in Boothbay
Maine island amenities! Enjoy a private, modern retreat with a focus on comfort., holiday rental in Boothbay
Maine island amenities! Enjoy a private, modern retreat with a focus on comfort., holiday 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
More info
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Relax and enjoy beautiful sunsets at Le Petit Port!, holiday rental in Boothbay
Relax and enjoy beautiful sunsets at Le Petit Port!, holiday rental in Boothbay
Relax and enjoy beautiful sunsets at Le Petit Port!, holiday rental in Boothbay

Relax and enjoy beautiful sunsets at Le Petit Port!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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ONE WEEK OPEN in the 2017 SEASON ~ AUG. 5 - AUG. 12 ~ BOOK NOW!, holiday rental in Boothbay
ONE WEEK OPEN in the 2017 SEASON ~ AUG. 5 - AUG. 12 ~ BOOK NOW!, holiday rental in Boothbay
ONE WEEK OPEN in the 2017 SEASON ~ AUG. 5 - AUG. 12 ~ BOOK NOW!, holiday rental in Boothbay

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Heron Cove on Hodgdon Island, Boothbay, Maine, holiday rental in Boothbay
Heron Cove on Hodgdon Island, Boothbay, Maine, holiday rental in Boothbay
Heron Cove on Hodgdon Island, Boothbay, Maine, holiday rental in Boothbay

Heron Cove on Hodgdon Island, Boothbay, Maine

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Waterfront Cottage on Tidal Cove with Dock, holiday rental in Boothbay
Waterfront Cottage on Tidal Cove with Dock, holiday rental in Boothbay
Waterfront Cottage on Tidal Cove with Dock, holiday rental in Boothbay

Waterfront Cottage on Tidal Cove with Dock

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Year Round Charming & Cozy Cottage at Ocean Point, holiday rental in Boothbay
Year Round Charming & Cozy Cottage at Ocean Point, holiday rental in Boothbay
Year Round Charming & Cozy Cottage at Ocean Point, holiday rental in Boothbay

Year Round Charming & Cozy Cottage at Ocean Point

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Perfect . Water . Paradise, holiday rental in Boothbay
Perfect . Water . Paradise, holiday rental in Boothbay
Perfect . Water . Paradise, holiday 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!, holiday rental in Boothbay
Maine Waterfront Cottage With Deep Water Dock!, holiday rental in Boothbay
Maine Waterfront Cottage With Deep Water Dock!, holiday rental in Boothbay

Maine Waterfront Cottage With Deep Water Dock!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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cozy 1 bedroom, 1 bath, sleeps 4 fully equipped apartment, holiday rental in Boothbay
cozy 1 bedroom, 1 bath, sleeps 4 fully equipped apartment, holiday rental in Boothbay
cozy 1 bedroom, 1 bath, sleeps 4 fully equipped apartment, holiday 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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Updated vintage log cabin near Ocean Point, holiday rental in Boothbay
Updated vintage log cabin near Ocean Point, holiday rental in Boothbay
Updated vintage log cabin near Ocean Point, holiday rental in Boothbay

Updated vintage log cabin near Ocean Point

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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Classic New England home in Secluded Oceanfront Neighborhood, holiday rental in Boothbay
Classic New England home in Secluded Oceanfront Neighborhood, holiday rental in Boothbay
Classic New England home in Secluded Oceanfront Neighborhood, holiday rental in Boothbay

Classic New England home in Secluded Oceanfront Neighborhood

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Dog-friendly oceanfront historic home w/ boathouse & private boat dock!, holiday rental in Boothbay
Dog-friendly oceanfront historic home w/ boathouse & private boat dock!, holiday rental in Boothbay
Dog-friendly oceanfront historic home w/ boathouse & private boat dock!, holiday rental in Boothbay

Dog-friendly oceanfront historic home w/ boathouse & private boat dock!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Smuggler's Retreat - The Vacation Hideaway for Great Maine Memories, holiday rental in Boothbay
The Smuggler's Retreat - The Vacation Hideaway for Great Maine Memories, holiday rental in Boothbay
The Smuggler's Retreat - The Vacation Hideaway for Great Maine Memories, holiday 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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Breathtaking Oceanfront Cottage perched on the edge of Linekin Bay!, holiday rental in Boothbay
Breathtaking Oceanfront Cottage perched on the edge of Linekin Bay!, holiday rental in Boothbay
Breathtaking Oceanfront Cottage perched on the edge of Linekin Bay!, holiday rental in Boothbay

Breathtaking Oceanfront Cottage perched on the edge of Linekin Bay!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Mossy Glen Lodge  'Log Cabin' with a brook and hammock, holiday rental in Boothbay
Mossy Glen Lodge  'Log Cabin' with a brook and hammock, holiday rental in Boothbay
Mossy Glen Lodge  'Log Cabin' with a brook and hammock, holiday rental in Boothbay

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

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Private House in wooded area in Boothbay Center, holiday rental in Boothbay
Private House in wooded area in Boothbay Center, holiday rental in Boothbay
Private House in wooded area in Boothbay Center, holiday 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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Geodesic dome w/ riverfront deck, lovely views & shared dock - dogs welcome!, holiday rental in Boothbay
Geodesic dome w/ riverfront deck, lovely views & shared dock - dogs welcome!, holiday rental in Boothbay
Geodesic dome w/ riverfront deck, lovely views & shared dock - dogs welcome!, holiday rental in Boothbay

Geodesic dome w/ riverfront deck, lovely views & shared dock - dogs welcome!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Breathtaking Oceanfront Estate with Private Deep Water Dock, holiday rental in Boothbay
Breathtaking Oceanfront Estate with Private Deep Water Dock, holiday rental in Boothbay
Breathtaking Oceanfront Estate with Private Deep Water Dock, holiday rental in Boothbay

Breathtaking Oceanfront Estate with Private Deep Water Dock

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Century-old oceanfront home w/ wrap-around porch - walk downtown, dogs OK!, holiday rental in Boothbay
Century-old oceanfront home w/ wrap-around porch - walk downtown, dogs OK!, holiday rental in Boothbay
Century-old oceanfront home w/ wrap-around porch - walk downtown, dogs OK!, holiday rental in Boothbay

Century-old oceanfront home w/ wrap-around porch - walk downtown, dogs OK!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Twin Ponds Waterfront Guest house, holiday rental in Boothbay
Twin Ponds Waterfront Guest house, holiday rental in Boothbay
Twin Ponds Waterfront Guest house, holiday rental in Boothbay

Twin Ponds Waterfront Guest house

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Spacious 3 Bedroom Retreat with Yard, Damariscotta River View, and Dock Access, holiday rental in Boothbay
Spacious 3 Bedroom Retreat with Yard, Damariscotta River View, and Dock Access, holiday rental in Boothbay
Spacious 3 Bedroom Retreat with Yard, Damariscotta River View, and Dock Access, holiday rental in Boothbay

Spacious 3 Bedroom Retreat with Yard, Damariscotta River View, and Dock Access

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Bayfront home boasting gorgeous water views! Outdoor firepit and dock!, holiday rental in Boothbay
Bayfront home boasting gorgeous water views! Outdoor firepit and dock!, holiday rental in Boothbay
Bayfront home boasting gorgeous water views! Outdoor firepit and dock!, holiday rental in Boothbay

Bayfront home boasting gorgeous water views! Outdoor firepit and dock!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor, holiday rental in Boothbay
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor, holiday rental in Boothbay
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor, holiday 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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