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

Gorgeous new mid-coast listing! Large, family friendly home, perfect location!

Gorgeous new mid-coast listing! Large, family friendly home, perfect location!

Rockport
Located in Rockport, this vacation home is within a 5-minute drive of Chickawaukee Lake and Chickawaukie Pond.
Gorgeous new mid-coast listing! Large, family friendly home, perfect location!
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

Saint George
Located in Tenants Harbor, this vacation home is within a 15-minute drive of Tenants Harbor Marina and Marshall Point Lighthouse.
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
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
Save an average of 15% on thousands of hotels when you're signed in
“Otter Getaway”
Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Nobleboro
The price is AU$700 per night from 23 Dec to 24 Dec
AU$700
includes taxes & fees
23 Dec - 24 Dec
When you stay at this vacation home in Nobleboro, you'll be steps from Damariscotta Lake.
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
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
Waterfront home with beautiful bay views - near shops & dining

Waterfront home with beautiful bay views - near shops & dining

Owls Head
Located in Owls Head, this vacation home is by the ocean, within a 15-minute walk of Sail Power and Steam Museum and Snow Marine Park.
Waterfront home with beautiful bay views - near shops & dining
Peace in Pemaquid - Ocean Sunsets & Stargazing

Peace in Pemaquid - Ocean Sunsets & Stargazing

Bristol
When you stay at this vacation home in Pemaquid, you'll be by the sea, within a 5-minute drive of Pemaquid Craft Co-op and Colonial Pemaquid State Historic ...
Peace in Pemaquid - Ocean Sunsets & Stargazing
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.
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
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
781 Holiday Homes
Lowest Price
AU$191
Highest Price
AU$700
Popular accommodation
Gorgeous new mid-coast listing! Large, family friendly home, perfect location!, The Perch - A cozy cottage minutes from Tenants Harbor, with water access!, Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away, “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage, Oceanfront Cabin-Castle in Maine Woods, Waterfront home with beautiful bay views - near shops & dining, Peace in Pemaquid - Ocean Sunsets & Stargazing , Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Top trending hotels in Damariscotta

Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St., Boothbay Harbor, ME
The price is AU$244 per night from 23 Dec to 24 Dec
AU$244
includes taxes & fees
23 Dec - 24 Dec
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
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$191 per night from 3 Jan to 4 Jan
AU$191
includes taxes & fees
3 Jan - 4 Jan 2025
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
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
The price is AU$199 per night from 5 Jan to 6 Jan
AU$199
includes taxes & fees
5 Jan - 6 Jan 2025
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.
Trade Winds on the Bay
Save an average of 15% on thousands of hotels when you're signed in
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$265 per night from 16 Jan to 17 Jan
AU$265
includes taxes & fees
16 Jan - 17 Jan 2025
A stay at Rockland Harbor Hotel places you in the heart of Rockland, steps from Rockland Ferry Terminal and 3 minutes by foot from Strand Theater.
Rockland Harbor Hotel
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.