Book Holiday Homes in Damariscotta

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Featured Holiday Homes in Damariscotta

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!
Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!

Bath ME
With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church Arts Center and Bath Center for the Arts.
Opens in a new windowCaptain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Boothbay ME
A stay at this vacation home places you in the heart of Boothbay, within a 5-minute drive of Coastal Maine Botanical Gardens and Hodgdon Island.
Opens in a new windowGeodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
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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
2 Bedroom Close to Town Home

2 Bedroom Close to Town Home

Thomaston ME
The price is AU$355 per night from 18 Mar to 19 Mar
AU$355
18 Mar - 19 Mar
includes taxes & fees
Located in Thomaston, this vacation home is within a 5-minute drive of General Henry Knox Museum and Maine State Prison Store.
Opens in a new window2 Bedroom Close to Town Home
Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Owls Head ME
The price is AU$510 per night from 18 Mar to 19 Mar
AU$510
18 Mar - 19 Mar
includes taxes & fees
When you stay at this vacation home in Owls Head, you'll be by the sea, within a 5-minute drive of Breakwater Vineyards and Coastal Children's Museum.
Opens in a new windowComfortable, Close to Town Home, with Oceanview.
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
Hidden Gem on Westport Island

Hidden Gem on Westport Island

Wiscasset ME
Located in Wiscasset, this vacation home is by the sea, within a 15-minute drive of Monkey C Monkey Do and Wiscasset Historic District.
Opens in a new windowHidden Gem on Westport Island
Jordan Cottage by Sea Maine

Jordan Cottage by Sea Maine

Boothbay Harbor ME
With a stay at this vacation home in Boothbay Harbor, you'll be steps from Linekin Bay and a 4-minute drive from Carousel Music Theater.
Opens in a new windowJordan Cottage by Sea Maine
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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.

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

Holiday houses in Damariscotta 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 Damariscotta 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 Damariscotta adventures, obvs.

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

Damariscotta Holiday Homes essential information

Accommodation
464 Holiday Homes
Lowest Price
AU$168
Highest Price
AU$510
Popular accommodation
Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!, Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!, Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome, Home In Boothbay - Holiday Getaway, 2 Bedroom Close to Town Home, Comfortable, Close to Town Home, with Oceanview., Oceanfront Cabin-Castle in Maine Woods, Hidden Gem on Westport Island, Jordan Cottage by Sea Maine

Top trending hotels in Damariscotta

Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
2 Park Dr Rockland ME
Fully refundableReserve now, pay when you stay
A stay at Trade Winds on the Bay places you in the heart of Rockland, steps from Maine Lighthouse Museum and Project Puffin Visitor Center.
Opens in a new windowTrade Winds on the Bay
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$202 per night from 24 Mar to 25 Mar
AU$202
24 Mar - 25 Mar
includes taxes & fees
Located in Bath, Residence Inn Bath Brunswick Area is within a 5-minute drive of Casco Bay and Bath Visitor Information Center.
Opens in a new windowResidence Inn Bath Brunswick Area
Rockland Harbor Hotel

Rockland Harbor Hotel

2.5 out of 5
520 Main Street Rockland ME
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 18 Mar to 19 Mar
AU$201
18 Mar - 19 Mar
includes taxes & fees
With a stay at Rockland Harbor Hotel, you'll be centrally located in Rockland, steps from Rockland Ferry Terminal and within a 10-minute walk of Rockland Harbor ...
Opens in a new windowRockland Harbor Hotel
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Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
The price is AU$168 per night from 18 Mar to 19 Mar
AU$168
18 Mar - 19 Mar
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
Don't see what you're looking for?
See all available properties in Damariscotta
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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.