Book Holiday Homes in Damariscotta

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 Damariscotta

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be a 4-minute walk from Boothbay Harbor Memorial Library and 5 minutes by foot from Boothbay Harbor ...
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2 out of 5
Boothbay
With a stay at this vacation home in Boothbay, you'll be by the sea, just steps from Hodgdon Island and a 2-minute drive from Coastal Maine Botanical ...
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
Captain's Quarters  Guest Room w/Private Bath & Entrance. Best Value in Town!

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Bath
The price is AU$256 per night from 7 Aug to 8 Aug
AU$256
7 Aug - 8 Aug
includes taxes & fees
With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church and Markings Gallery.
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Save an average of 15% on thousands of hotels when you're signed in
Captain's House 2BR Apartment. Walk to Everything!

Captain's House 2BR Apartment. Walk to Everything!

Bath
The price is AU$422 per night from 12 Aug to 13 Aug
AU$422
12 Aug - 13 Aug
includes taxes & fees
With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church and Markings Gallery.
Captain's House 2BR Apartment. Walk to Everything!
Well-located, dog-friendly home - walk to footbridge & Barrett Park

Well-located, dog-friendly home - walk to footbridge & Barrett Park

Boothbay Harbor
When you a stay at this vacation home in Boothbay Harbor, you'll be by the sea, just steps from Linekin Bay and Fisherman's Memorial Park.
Well-located, dog-friendly home - walk to footbridge & Barrett Park
Peaceful home with forest views & great yard - minutes to town

Peaceful home with forest views & great yard - minutes to town

Wiscasset
Located in Wiscasset, this vacation home is by the sea, within a 10-minute drive of Lincoln County Jail Museum and Wiscasset Historic District.
Peaceful home with forest views & great yard - minutes to town
Sunny coastal retreat with deck, grill, beach, dock, & ocean access

Sunny coastal retreat with deck, grill, beach, dock, & ocean access

East Boothbay
When you stay at this vacation home in East Boothbay, you'll be by the sea, within a 5-minute drive of Linekin Bay and Carousel Music Theater.
Sunny coastal retreat with deck, grill, beach, dock, & ocean access
Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!

Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!

Bath
With a stay at this vacation home in Bath, you'll be on the waterfront, just steps from Casco Bay and a 4-minute drive from Bath Visitor Information Center.
Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

Bristol
When you stay at this vacation home in New Harbor, you'll be by the sea, within a 5-minute drive of Pemaquid Point Lighthouse Park and Pemaquid Craft Co-op.
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views
Don't see what you're looking for?
See all available properties in Damariscotta
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.

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
570 Holiday Homes
Lowest Price
AU$253
Highest Price
AU$422
Popular accommodation
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor, Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer, Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!, Captain's House 2BR Apartment. Walk to Everything!, Well-located, dog-friendly home - walk to footbridge & Barrett Park, Peaceful home with forest views & great yard - minutes to town, Sunny coastal retreat with deck, grill, beach, dock, & ocean access, Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!, Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

Top trending hotels in Damariscotta

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
The price is AU$272 per night from 1 Sept to 2 Sept
AU$272
1 Sept - 2 Sept
includes taxes & fees
Located in Southport, Ocean Gate Resort is by the ocean, a 4-minute drive from Hendricks Hill Museum and 5 minutes from Juniper Point.
Ocean Gate Resort
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is AU$264 per night from 17 Aug to 18 Aug
AU$264
17 Aug - 18 Aug
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 ...
Flagship Inn and Suites
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is AU$253 per night from 6 Aug to 7 Aug
AU$253
6 Aug - 7 Aug
includes taxes & fees
A stay at Harborline Hotel places you in the heart of Rockland, steps from Maine Lighthouse Museum and Buoy Park.
Harborline Hotel
Save an average of 15% on thousands of hotels when you're signed in
Fishermans Wharf Inn

Fishermans Wharf Inn

2.5 out of 5
22 Commercial St, Boothbay Harbor, ME
The price is AU$387 per night from 26 Aug to 27 Aug
AU$387
26 Aug - 27 Aug
includes taxes & fees
With a stay at Fishermans Wharf Inn, you'll be centrally located in Boothbay Harbor, steps from Boothbay Harbor Marina and Burnt Island Living Lighthouse.
Fishermans Wharf Inn
Don't see what you're looking for?
See all available properties in Damariscotta
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.