Book Holiday Homes in East Boothbay

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in East Boothbay

Fantastic Waterfront Views

Fantastic Waterfront Views

Phippsburg ME
The price is AU$463 per night from 12 Jan to 13 Jan
AU$463
12 Jan - 13 Jan 2026
includes taxes & fees
With a stay at this vacation home in Phippsburg (West Point), you'll be within a 15-minute drive of Casco Bay and Popham Beach State Park.
Opens in a new windowFantastic Waterfront Views
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Boothbay Harbor ME
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 ...
Opens in a new windowNewly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.
Captain's Guest Room w/private bath. Walk to everything.

Captain's Guest Room w/private bath. Walk to everything.

Bath ME
With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church and Markings Gallery.
Opens in a new windowCaptain's Guest Room w/private bath. Walk to everything.
Save an average of 15% on thousands of hotels when you're signed in
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Boothbay Harbor ME
With a stay at this vacation home in Boothbay Harbor, you'll be on the beach, just a 4-minute walk from Boothbay Harbor Memorial Library and 6 minutes by foot ...
Opens in a new windowDowntown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Windward Lodge- stunning, dog-friendly private waterfront retreat. Seasonal dock

Windward Lodge- stunning, dog-friendly private waterfront retreat. Seasonal dock

Woolwich ME
Located in Woolwich, this vacation home is within a 5-minute drive of Kennebec River and Markings Gallery.
Opens in a new windowWindward Lodge- stunning, dog-friendly private waterfront retreat. Seasonal dock
Beautiful house on the Harpswell Peninsula over looking Casco Bay

Beautiful house on the Harpswell Peninsula over looking Casco Bay

Harpswell ME
With a stay at this vacation home in Harpswell, you'll be by the ocean, just steps from Casco Bay and a 4-minute drive from Mitchell Field.
Opens in a new windowBeautiful house on the Harpswell Peninsula over looking Casco Bay
Lone Pine Cottage Maine - Chef’s Kitchen

Lone Pine Cottage Maine - Chef’s Kitchen

Bath ME
When you stay at this vacation home in Bath, you'll be by the sea, within a 15-minute walk of Maine Maritime Museum and Kennebec River.
Opens in a new windowLone Pine Cottage Maine - Chef’s Kitchen
Beautiful Oceanfront House- Stunning Water Views

Beautiful Oceanfront House- Stunning Water Views

Harpswell ME
Located in Harpswell, this vacation home is a 1-minute drive from Casco Bay and 7 minutes from Androscoggin River.
Opens in a new windowBeautiful Oceanfront House- Stunning Water Views
Oceanfront Cabin-Castle in Maine Woods

Oceanfront Cabin-Castle in Maine Woods

Georgetown ME
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.
Opens in a new windowOceanfront Cabin-Castle in Maine Woods
Don't see what you're looking for?
See all available properties in East Boothbay
View all properties
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
452 Holiday Homes
Lowest Price
AU$463
Highest Price
AU$463
Popular accommodation
Fantastic Waterfront Views, Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH., Captain's Guest Room w/private bath. Walk to everything., Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views, Windward Lodge- stunning, dog-friendly private waterfront retreat. Seasonal dock, Beautiful house on the Harpswell Peninsula over looking Casco Bay, Lone Pine Cottage Maine - Chef’s Kitchen, Beautiful Oceanfront House- Stunning Water Views, Oceanfront Cabin-Castle in Maine Woods

Top trending hotels in East Boothbay

Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

3 out of 5
191 Shore Road East Boothbay ME
With a stay at Bluebird Ocean Point Inn in East Boothbay (Ocean Point), you'll be steps from Linekin Bay and a 3-minute drive from Grimes Cove Beach.
Opens in a new windowBluebird Ocean Point Inn
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.
Opens in a new windowSmuggler's Cove Inn
Charming Victorian Estate with AC, WiFi with water views in East Boothbay

Charming Victorian Estate with AC, WiFi with water views in East Boothbay

Boothbay ME
With a stay at this vacation home in East Boothbay, you'll be within a 5-minute drive of Linekin Bay and Carousel Music Theater.
Opens in a new windowCharming Victorian Estate with AC, WiFi with water views in East Boothbay
Save an average of 15% on thousands of hotels when you're signed in
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Dog-friendly

Expansive Modern Home w/ Ocean View, Gorgeous Garden & Dog-friendly

East Boothbay ME
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.
Opens in a new windowExpansive Modern Home w/ Ocean View, Gorgeous Garden & Dog-friendly
Don't see what you're looking for?
See all available properties in East Boothbay
View all properties
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.