Boothbay Harbor, Maine

Vacation Rentals in Boothbay Harbor, Maine

Discover 206 vacation rental properties in Boothbay Harbor. From 1 to 7 bedrooms. Average $385/night. 100% have pools.

206 verified listings Book securely on VRBO Prices updated March 2026

206 properties available

The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay

The Coal Shack: Pet-Friendly Harborfront Studio in Downtown Boothbay

1 bed 1 bath
PoolA/CWiFiBalcony
$311/night
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Historic Boothbay Harbor cottage with antique decor, washer/dryer & deck

Historic Boothbay Harbor cottage with antique decor, washer/dryer & deck

1 bed 1 bath
PoolA/CWiFiBalcony
$156/night
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Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

1 bed 1 bath
PoolA/CWiFiBalcony
Price on request
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Iconic downtown retreat with firepit & fireplace- walk to Harbor Footbridge

Iconic downtown retreat with firepit & fireplace- walk to Harbor Footbridge

2 beds 1 bath
PoolA/CWiFiBalcony
$222/night
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Year Round Incredible 4BR/3BA sleeps 10 Maine Family Vacation Ocean Retreat

Year Round Incredible 4BR/3BA sleeps 10 Maine Family Vacation Ocean Retreat

4 beds 3 baths
PoolA/CWiFiBalcony
$850/night
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Woodlandview Lodge with Porch and Garden|Fireplace

Woodlandview Lodge with Porch and Garden|Fireplace

1 bed 1 bath
PoolA/CWiFiBalcony
$443/night
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Lodge Room with Partial Ocean View | Pool + Spa

Lodge Room with Partial Ocean View | Pool + Spa

1 bed 1 bath
PoolA/CWiFiBalcony
$443/night
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Adirondack Feel With Ocean Appeal ... Yes Please!

Adirondack Feel With Ocean Appeal ... Yes Please!

5 beds 3 baths
PoolA/CWiFiBalcony
$474/night
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Fantastic cottage and apartment with fast WiFi, firepit, & furnished deck

Fantastic cottage and apartment with fast WiFi, firepit, & furnished deck

4 beds 4 baths
PoolA/CWiFiBalcony
$885/night
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Bright ADA Lodge Room with Partial Ocean Views

Bright ADA Lodge Room with Partial Ocean Views

1 bed 1 bath
PoolA/CWiFiBalcony
$429/night
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Relaxing Escape! Partial Oceanview Lodge Room

Relaxing Escape! Partial Oceanview Lodge Room

1 bed 1 bath
PoolA/CWiFiBalcony
$438/night
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Beautiful saltbox style home with water views

Beautiful saltbox style home with water views

3 beds 2 baths
PoolA/CWiFiBalcony
$500/night
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Nautical vacation rental in in walkable downtown with harbor view, grill & deck

Nautical vacation rental in in walkable downtown with harbor view, grill & deck

4 beds 2 baths
PoolA/CWiFiBalcony
$394/night
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Oceanfront

Oceanfront

3 beds 2 baths
PoolA/CWiFiBalcony
$994/night
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Two separate dog-friendly homes with water views & Linekin Bay Resort access

Two separate dog-friendly homes with water views & Linekin Bay Resort access

5 beds 3 baths
PoolA/CWiFiBalcony
$685/night
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Jordan Cottage by Sea Maine

Jordan Cottage by Sea Maine

4 beds 2 baths
PoolA/CWiFiBalcony
$460/night
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SALTAIRE | OCEANFRONT | 3 Bed, 1 Bath

SALTAIRE | OCEANFRONT | 3 Bed, 1 Bath

3 beds 1 bath
PoolA/CWiFiBalcony
$511/night
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Topside by Sea Maine

Topside by Sea Maine

3 beds 2 baths
PoolA/CWiFiBalcony
$461/night
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Oceanfront House on 2 acres, Sleeps 8, Use of SPI amenities-6 passes. Views!

Oceanfront House on 2 acres, Sleeps 8, Use of SPI amenities-6 passes. Views!

4 beds 2 baths
PoolA/CWiFiBalcony
$629/night
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Bright Oceanview Lodge Room | Private Porch + Spa

Bright Oceanview Lodge Room | Private Porch + Spa

1 bed 1 bath
PoolA/CWiFiBalcony
$458/night
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SALT WATER LODGE | 4 Bed, 3.5 Bath

SALT WATER LODGE | 4 Bed, 3.5 Bath

4 beds 3 baths
PoolA/CWiFiBalcony
$1,059/night
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Classic Maine Waterfront Cottage w Deepwater Dock

Classic Maine Waterfront Cottage w Deepwater Dock

4 beds 2 baths
PoolA/CWiFiBalcony
$401/night
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Landings East...Classic Waterfront Coastal Home

Landings East...Classic Waterfront Coastal Home

2 beds 2 baths
PoolA/CWiFiBalcony
$502/night
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Oceanfront Family Retreat + Dock + Walk to Town + Lobster wharf + Fire pit

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

5 beds 4 baths
PoolA/CWiFiBalcony
$803/night
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OCEAN FRONT HOME IN THE HEART OF BOOTHBAY HARBOR , PETS OK

OCEAN FRONT HOME IN THE HEART OF BOOTHBAY HARBOR , PETS OK

3 beds 2 baths
PoolA/CWiFiBalcony
$434/night
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Exclusive oceanfront location in Boothbay Harbor! Walk to town.

Exclusive oceanfront location in Boothbay Harbor! Walk to town.

5 beds 5 baths
PoolA/CWiFiBalcony
$1,506/night
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Luxury Cabin on Linekin Bay

Luxury Cabin on Linekin Bay

1 bed 1 bath
PoolA/CWiFiBalcony
$451/night
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Eastern Compass | 5 Bed, 4 Bath

Eastern Compass | 5 Bed, 4 Bath

5 beds 4 baths
PoolA/CWiFiBalcony
$1,692/night
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Boothbay Harbor Greenleaf Inn Room 8 Private Suite, Ocean Views, private kitchen.

Boothbay Harbor Greenleaf Inn Room 8 Private Suite, Ocean Views, private kitchen.

1 bed 1 bath
PoolA/CWiFiBalcony
$456/night
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Newly Restored 1920's Vintage Boathouse.

Newly Restored 1920's Vintage Boathouse.

3 beds 2 baths
PoolA/CWiFiBalcony
$1,054/night
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Discover a Family Tradition on Linekin Bay

Discover a Family Tradition on Linekin Bay

6 beds 2 baths
PoolA/CWiFiBalcony
$1,005/night
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Over the Water Home

Over the Water Home

5 beds 5 baths
PoolA/CWiFiBalcony
$1,295/night
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Brand new guest apartment with furnished deck, fast WiFi, dock, & water views

Brand new guest apartment with furnished deck, fast WiFi, dock, & water views

1 bed 1 bath
PoolA/CWiFiBalcony
$269/night
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Boothbay Harbor Maine, Beautiful private Apartment

Boothbay Harbor Maine, Beautiful private Apartment

1 bed
PoolA/CWiFiBalcony
$97/night
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Boothbay Harbor, Maine Beautiful Suite

Boothbay Harbor, Maine Beautiful Suite

1 bed 1 bath
PoolA/CWiFiBalcony
$102/night
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Waterfront tiny house cottage! Nautical, kayaks to use!

Waterfront tiny house cottage! Nautical, kayaks to use!

1 bed 1 bath
PoolA/CWiFiBalcony
$137/night
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Beautiful Studio in downtown Boothbay Harbor

Beautiful Studio in downtown Boothbay Harbor

1 bed 1 bath
PoolA/CWiFiBalcony
$149/night
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Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access

Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access

1 bed 1 bath
PoolA/CWiFiBalcony
$187/night
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Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away

Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away

2 beds 1 bath
PoolA/CWiFiBalcony
$164/night
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Boothbay Harbor Cottage Overlooking Mill Cove

Boothbay Harbor Cottage Overlooking Mill Cove

2 beds 1 bath
PoolA/CWiFiBalcony
$244/night
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Downtown Boothbay Harbor, 2-story house.

Downtown Boothbay Harbor, 2-story house.

1 bed 1 bath
PoolA/CWiFiBalcony
$199/night
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Waterfront Boothbay Harbor Condo w/ Patio!

Waterfront Boothbay Harbor Condo w/ Patio!

2 beds 2 baths
PoolA/CWiFiBalcony
$173/night
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Studio Apartment with views of Boothbay Harbor

Studio Apartment with views of Boothbay Harbor

1 bed 1 bath
PoolA/CWiFiBalcony
$165/night
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Beautifully renovated home w/ prime location - walk to the footbridge & downtown

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

2 beds 1 bath
PoolA/CWiFiBalcony
$174/night
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WINDSONG | 3 Bed, 1.5 Bath

WINDSONG | 3 Bed, 1.5 Bath

3 beds 1 bath
PoolA/CWiFiBalcony
$156/night
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Cozy Boothbay Harbor Cottage

Cozy Boothbay Harbor Cottage

1 bed 2 baths
PoolA/CWiFiBalcony
$211/night
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Boothbay Apt w/ Furnished Deck ~ 1 Mi to Bay

Boothbay Apt w/ Furnished Deck ~ 1 Mi to Bay

2 beds 1 bath
PoolA/CWiFiBalcony
$164/night
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Elegant Boothbay Harbor, Maine Studio

Elegant Boothbay Harbor, Maine Studio

1 bed 1 bath
PoolA/CWiFiBalcony
$192/night
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Showing 48 of 206 properties

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