Book Holiday Homes in Boothbay

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Featured Holiday Homes in Boothbay

Centerview cottage

Centerview cottage

Harpswell ME
The price is AU$660 per night from 14 May to 15 May
AU$660
14 May - 15 May
includes taxes & fees
Located in Harpswell, this vacation home is by the ocean, within a 15-minute drive of Paddleworks and Bailey Island Bridge.
Opens in a new windowCenterview cottage
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 "
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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
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.
Atlantic View - on the eastern cliffs of Bailey Island!

Atlantic View - on the eastern cliffs of Bailey Island!

Harpswell ME
When you stay at this vacation home in Bailey Island, you'll be on the waterfront, just steps from Casco Bay and Mackerel Cove.
Opens in a new windowAtlantic View - on the eastern cliffs of Bailey Island!
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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 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 vacation homes are the perfect way for you to wing it.

Holiday houses in Boothbay 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 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 adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Boothbay 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 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 Holiday Homes essential information

Accommodation
529 Holiday Homes
Lowest Price
AU$196
Highest Price
AU$660
Popular accommodation
Centerview cottage, 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., Atlantic View - on the eastern cliffs of Bailey Island!

Top trending hotels in Boothbay

SALT WATER MAINE COTTAGE WITH DOCK - MINUTES TO BOTANICAL GARDENS

SALT WATER MAINE COTTAGE WITH DOCK - MINUTES TO BOTANICAL GARDENS

Boothbay ME
Located in Boothbay, this vacation home is by the sea, a 3-minute drive from Hodgdon Island and 7 minutes from Coastal Maine Botanical Gardens.
Opens in a new windowSALT WATER MAINE COTTAGE WITH DOCK - MINUTES TO BOTANICAL GARDENS
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Boothbay ME
The price is AU$212 per night from 14 May to 15 May
AU$212
14 May - 15 May
includes taxes & fees
With a stay at this cabin in Boothbay, you'll be a 3-minute walk from Boothbay Railway Village and 7 minutes by foot from Dolphin Mini Golf.
Opens in a new windowCozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
The Brunswick Hotel

The Brunswick Hotel

3 out of 5
4 Noble St Brunswick ME
The price is AU$196 per night from 25 May to 26 May
AU$196
25 May - 26 May
includes taxes & fees
A stay at The Brunswick Hotel places you in the heart of Brunswick, steps from Casco Bay and Maine Street.
Opens in a new windowThe Brunswick Hotel
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The Federal

The Federal

3.5 out of 5
10 Water St Brunswick ME
The price is AU$202 per night from 7 June to 8 June
AU$202
7 June - 8 June
includes taxes & fees
With a stay at The Federal in Brunswick, you'll be within a 15-minute drive of LL Bean Flagship Store and Androscoggin River.
Opens in a new windowThe Federal
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.