Book Holiday Homes in Boothbay Harbor

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Featured Holiday Homes in Boothbay Harbor

Downtown Waterfront Cottage with shoreline sitting room

Downtown Waterfront Cottage with shoreline sitting room

Boothbay Harbor ME
With a stay at this vacation home, you'll be centrally located in Boothbay Harbor, just a 4-minute walk from Boothbay Harbor Memorial Library and 5 minutes by ...
Opens in a new windowDowntown Waterfront Cottage with shoreline sitting room
Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need "

Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need "

Phippsburg ME
A stay at this vacation home places you in the heart of Phippsburg, a 1-minute drive from Casco Bay and 7 minutes from Maine Maritime Museum.
Opens in a new windowSummer 2026 ! Kayak on the Kennebec " EVERYTHING you need "
Downtown Boothbay Harbor, 2-Story Cottage

Downtown Boothbay Harbor, 2-Story Cottage

Boothbay Harbor ME
With a stay at this vacation home in Boothbay Harbor, you'll be within a 5-minute walk of Opera House at Boothbay Harbor and Boothbay Region Historical Society ...
Opens in a new windowDowntown Boothbay Harbor, 2-Story Cottage
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Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

East Boothbay ME
A stay at this vacation home places you in the heart of East Boothbay, within a 5-minute drive of Linekin Bay and Grimes Cove Beach.
Opens in a new windowSmuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE
Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!

Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!

Boothbay Harbor ME
Located in Boothbay Harbor, this vacation home is on a lake, within a 5-minute drive of Boothbay Harbor Marina and Burnt Island Living Lighthouse.
Opens in a new windowPeaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!
Boothbay Harbor Woodland Retreat

Boothbay Harbor Woodland Retreat

Boothbay Harbor ME
With a stay at this vacation home in Boothbay Harbor, you'll be within a 5-minute drive of Boothbay Harbor Marina and Burnt Island Living Lighthouse.
Opens in a new windowBoothbay Harbor Woodland Retreat
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Boothbay Harbor ME
When you stay at this vacation home in Boothbay Harbor, you'll be on the waterfront, just steps from Linekin Bay and Barrett Park.
Opens in a new windowEnjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.
Home In Boothbay - Holiday Getaway

Home In Boothbay - Holiday Getaway

Boothbay ME
Located in Boothbay, this vacation home is in a rural location, within a 15-minute walk of The Boothbay Playhouse and Dolphin Mini Golf.
Opens in a new windowHome In Boothbay - Holiday Getaway
Peaceful Georgetown Retreat with Water Views, Near Reid State and Popham

Peaceful Georgetown Retreat with Water Views, Near Reid State and Popham

Georgetown ME
With a stay at this vacation home in Georgetown, you'll be on the waterfront, a 4-minute walk from Georgetown Pottery and a 3-minute drive from Sewell Pond Conservation ...
Opens in a new windowPeaceful Georgetown Retreat with Water Views, Near Reid State and Popham
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Boothbay Harbor Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Boothbay Harbor vacation homes are the perfect way for you to wing it.

Holiday houses in Boothbay Harbor let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Boothbay Harbor in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Boothbay Harbor adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Boothbay Harbor with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Boothbay Harbor vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Boothbay Harbor Holiday Homes essential information

Accommodation
256 Holiday Homes
Lowest Price
AU$185
Highest Price
AU$283
Popular accommodation
Downtown Waterfront Cottage with shoreline sitting room, Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need ", Downtown Boothbay Harbor, 2-Story Cottage, Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE, Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!, Boothbay Harbor Woodland Retreat, Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly., Home In Boothbay - Holiday Getaway, Peaceful Georgetown Retreat with Water Views, Near Reid State and Popham

Top trending hotels in Boothbay Harbor

Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St. Boothbay Harbor ME
The price is AU$256 per night from 14 May to 15 May
AU$256
14 May - 15 May
includes taxes & fees
With a stay at Tugboat Inn in Boothbay Harbor, you'll be within a 5-minute walk of Burnt Island Living Lighthouse and Boothbay Harbor Marina.
Opens in a new windowTugboat Inn
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
The price is AU$185 per night from 26 May to 27 May
AU$185
26 May - 27 May
includes taxes & fees
With a stay at Flagship Inn and Suites in Boothbay Harbor, you'll be a 1-minute walk from Carousel Music Theater and 6 minutes by foot from Boothbay Region Land ...
Opens in a new windowFlagship Inn and Suites
Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront

3.5 out of 5
75 Townsend Avenue Boothbay Harbor ME
The price is AU$283 per night from 14 May to 15 May
AU$283
14 May - 15 May
includes taxes & fees
With a stay at Harborage Inn on the Oceanfront, you'll be centrally located in Boothbay Harbor, steps from Opera House at Boothbay Harbor and within a 5-minute ...
Opens in a new windowHarborage Inn on the Oceanfront
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Fishermans Wharf Inn

Fishermans Wharf Inn

2.5 out of 5
22 Commercial St Boothbay Harbor ME
The price is AU$271 per night from 21 May to 22 May
AU$271
21 May - 22 May
includes taxes & fees
With a stay at Fishermans Wharf Inn, you'll be centrally located in Boothbay Harbor, steps from Boothbay Harbor Marina and Burnt Island Living Lighthouse.
Opens in a new windowFishermans Wharf Inn
Don't see what you're looking for?
See all available properties in Boothbay Harbor
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

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^Subject to availability and chosen travel dates.