Book Holiday Homes in Damariscove Island

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 Damariscove Island

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.
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

Permaquid Point
With a stay at this vacation home in New Harbor (Pemaquid Point), you'll be within a 5-minute drive of Pemaquid Point Lighthouse Park and Pemaquid Craft ...
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away
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
Save an average of 15% on thousands of hotels when you're signed in
Slow Down & Go Back in Time-Relax Completely in Our Maine Home

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

New Harbor
When you stay at this vacation home in New Harbor, you'll be by the sea, within a 5-minute drive of Pemaquid Craft Co-op and Rachel Carson Salt Pond ...
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
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
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Boothbay Harbor
When you a stay at this vacation home in Boothbay Harbor, you'll be by the sea, just steps from Cabbage Island and Linekin Bay.
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun
Coastal Cottage in fishing Village

Coastal Cottage in fishing Village

Phippsburg
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.
Coastal Cottage in fishing Village
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

Newcastle
When you stay at this vacation home in Newcastle, you'll be on a river, within a 5-minute drive of Frances Perkins Center and Jan Kilburn Watercolor Studio and ...
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters
Luxury Carriage House a short stroll from town!

Luxury Carriage House a short stroll from town!

2 out of 5
Bath
With a stay at this vacation home in Bath, you'll be within a 15-minute walk of Kennebec River and Waterfront Park.
Luxury Carriage House a short stroll from town!
Don't see what you're looking for?
See all available properties in Damariscove Island
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.

Damariscove Island 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 Damariscove Island vacation homes are the perfect way for you to wing it.

Holiday houses in Damariscove Island 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 Damariscove Island 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 Damariscove Island adventures, obvs.

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

Damariscove Island Holiday Homes essential information

Accommodation
317 Holiday Homes
Lowest Price
AU$172
Highest Price
AU$193
Popular accommodation
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away, Oceanfront Cabin-Castle in Maine Woods, Slow Down & Go Back in Time-Relax Completely in Our Maine Home, Bayfront home with 270-degree views, large deck & porch - near Popham Beach, Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun, Coastal Cottage in fishing Village, Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters , Luxury Carriage House a short stroll from town!

Top trending hotels in Damariscove Island

Residence Inn Bath Brunswick Area

Residence Inn Bath Brunswick Area

3 out of 5
139 Richardson St., Bath, ME
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 22 Jan to 23 Jan
AU$193
includes taxes & fees
22 Jan - 23 Jan
Located in Bath, Residence Inn Bath Brunswick Area is within a 5-minute drive of Casco Bay and Bath Visitor Information Center.
Residence Inn Bath Brunswick Area
Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St., Boothbay Harbor, ME
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.
Tugboat Inn
Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath

2.5 out of 5
71 Gurnet Road, Brunswick, ME
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 6 Jan to 7 Jan
AU$172
includes taxes & fees
6 Jan - 7 Jan
With a stay at Best Western Plus Brunswick Bath in Brunswick, you'll be in a shopping district, just steps from Casco Bay and a 2-minute drive from Brunswick ...
Best Western Plus Brunswick Bath
Save an average of 15% on thousands of hotels when you're signed in
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Westport
Located in Wiscasset, this vacation home is by the ocean, a 4-minute drive from Long Ledge and 6 minutes from Brooks Point.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Don't see what you're looking for?
See all available properties in Damariscove Island
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.