Book Holiday Homes in East Boothbay

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Featured Holiday Homes in East Boothbay

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Boothbay Harbor
A stay at this vacation home places you in the heart of Boothbay Harbor, within a 5-minute walk of Boothbay Region Land Trust and Boothbay Region Historical ...
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Oceanfront Cabin-Castle in Maine Woods

Oceanfront Cabin-Castle in Maine Woods

Georgetown
Located in Georgetown, this vacation home is by the ocean, a 1-minute drive from Reid State Park and 8 minutes from Georgetown Historical Society.
Oceanfront Cabin-Castle in Maine Woods
Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Boothbay
With a stay at this vacation home, you'll be centrally located in East Boothbay, just a 3-minute walk from Grimes Cove Beach and 13 minutes by foot from Linekin ...
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
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Single-family home situated on the waterfront in the beautiful midcoast Maine

Single-family home situated on the waterfront in the beautiful midcoast Maine

Bristol
With a stay at this vacation home in New Harbor (Pemaquid Beach), you'll be a 3-minute walk from Colonial Pemaquid State Historic Site and within a 5-minute ...
Single-family home situated on the waterfront in the beautiful midcoast Maine
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Bailey Island
A stay at this vacation home places you in the heart of Bailey Island, steps from Casco Bay and Bailey Island Bridge.
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

Camden/Friendship
With a stay at this vacation home in Friendship, you'll be on the beach, and 10.5 mi (16.9 km) from St. George River and 12 mi (19.3 km) from Maine State Prison ...
Spectacular Oceanfront Home - MidCoast Maine [EV Charger]
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be on the waterfront, just a 3-minute walk from Opera House at Boothbay Harbor and 5 minutes by ...
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock
Bayfront home with 270-degree views, large deck & porch - near Popham Beach

Bayfront home with 270-degree views, large deck & porch - near Popham Beach

Phippsburg
With a stay at this vacation home in Phippsburg, you'll be on the beach, just steps from Casco Bay and a 3-minute drive from Kennebec River.
Bayfront home with 270-degree views, large deck & porch - near Popham Beach
Breathtaking 35 Acre Private Oceanfront Compound with countless amenities!

Breathtaking 35 Acre Private Oceanfront Compound with countless amenities!

Harpswell
When you stay at this vacation home in Harpswell, you'll be on the waterfront and steps from Casco Bay.
Breathtaking 35 Acre Private Oceanfront Compound with countless amenities!
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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.

East 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 East Boothbay vacation homes are the perfect way for you to wing it.

Holiday houses in East 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 East 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 East Boothbay adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in East 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 East 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.

East Boothbay Holiday Homes essential information

Accommodation
366 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Oceanfront Cabin-Castle in Maine Woods, Oceanfront home & guesthouse w/ incredible ocean views, deck & location, Single-family home situated on the waterfront in the beautiful midcoast Maine, Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary, Spectacular Oceanfront Home - MidCoast Maine [EV Charger], The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock, Bayfront home with 270-degree views, large deck & porch - near Popham Beach, Breathtaking 35 Acre Private Oceanfront Compound with countless amenities!

Top trending hotels in East Boothbay

Smuggler's Cove Inn

Smuggler's Cove Inn

2.5 out of 5
727 Ocean Point Road, East Boothbay, ME
Located in East Boothbay, Smuggler's Cove Inn is by the ocean, within a 10-minute drive of Boothbay Harbor Memorial Library and Boothbay Harbor Marina.
Smuggler's Cove Inn
Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Boothbay
With a stay at this vacation home, you'll be centrally located in East Boothbay, just a 3-minute walk from Grimes Cove Beach and 13 minutes by foot from Linekin ...
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

East Boothbay
Located in East Boothbay, this vacation home is by the sea, a 2-minute drive from Linekin Bay and 7 minutes from Grimes Cove Beach.
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Save an average of 15% on thousands of hotels when you're signed in
2 bedroom  1 bath, large deck and dock, on the water in peaceful cove,   Year

2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year

Boothbay
When you stay at this vacation home in East Boothbay, you'll be near the beach, within a 5-minute drive of Linekin Bay and Grimes Cove Beach.
2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year
Don't see what you're looking for?
See all available properties in East Boothbay
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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.

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^Subject to availability and chosen travel dates.