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Damariscotta Holiday Rentals

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Holiday Rentals in Damariscotta

Trade Winds on the Bay

3.5 star property
Rockland
8.4 out of 10, Very good, (312)
"Basic room , clean and perfect for our stay. "
United States
Deborah
Trade Winds on the Bay

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is NZ$831
includes taxes & fees
17 Nov - 18 Nov
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

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

Bath
8.2 out of 10, Very good, (21)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
United States
Benjamin E.
The price is NZ$202
includes taxes & fees
17 Nov - 18 Nov
Captain's Guest Room w/private bath. Walk to everything.

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Boothbay
7.8 out of 10, Good, (7)
"Nice place to stay for a quick trip to the area! Would stay there again. "
United States
Lisa M.
The price is NZ$384
includes taxes & fees
1 Dec - 2 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!……

Westport Island
WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!……

Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

Tenants Harbor
9.8 out of 10, Exceptional, (74)
"The view at sunrise is phenomenal. Place is extremely clean, neat and comfortable. We really enjoyed our stay."
United States
Scott P.
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

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

2.0 star property
Boothbay
10.0 out of 10, Exceptional, (30)
"Everything was so new with beautiful finishes and tastefully decorated. Highly recommend!"
United States
Jennifer Z.
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

Captain's 2BR Quarters. Walk to everything . No fees. Dogs Free'

Bath
8.6 out of 10, Excellent, (10)
"Great location and interesting layout in this historic house. It was the perfect respite for our stay before our puffin tour the next day and close to town for a concert on the common and restaurants. Note : to access one of the bedrooms you need to go through the bathroom, but it worked out fine. Dmitri was super communicative and was kind enough to let us know we left a pair of shoes there after we departed. Since we were still in the area, he left them on the porch for us to retrieve, which...
United States
Erika B.
The price is NZ$288
includes taxes & fees
19 Nov - 20 Nov
Captain's 2BR Quarters. Walk to everything . No fees. Dogs Free'

Comfortable, Close to Town Home, with Oceanview.

Owls Head
9.6 out of 10, Exceptional, (83)
"Our family enjoyed staying in this cute cottage. The host was very helpful and quick to respond when we had trouble getting into the location upon arrival. We had a great time hanging out on the front porch and relaxing in the evening. We definitely wished we could have stayed another night or two to relax and explore the area a little more, maybe sometime in the future."
United States
Laura C.
The price is NZ$586
includes taxes & fees
17 Nov - 18 Nov
Comfortable, Close to Town Home, with Oceanview.

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

Boothbay Harbor
9.2 out of 10, Wonderful, (100)
"This home is situated on a quiet street, but within a half-mile walking distance to the shops, restaurants, and puffin cruise piers. The house is comfortable and well-equipped, with several nice extras. The house was very clean when we arrived. The location is perfect, and we enjoyed sitting outside by the cove."
United States
Debbie A.
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Oceanfront Cabin-Castle in Maine Woods

Georgetown
9.8 out of 10, Exceptional, (42)
"Place was amazing with an incredible view and fun layout. "
United States
Jeremy H.
Oceanfront Cabin-Castle in Maine Woods

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Boothbay Harbor
10.0 out of 10, Exceptional, (20)
"Great location"
United States
Lynn D.
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Boothbay Harbor
9.4 out of 10, Exceptional, (3)
"We appreciated being so close to the town area. It was even a walkable distance if you don’t mind the hills on the way home. Found the home to be very clean and the kitchen was well equipped. Nice and private yard."
United States
Lisa L.
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Your own private island! Rustic and close to Nature.

Arrowsic
9.4 out of 10, Exceptional, (33)
"wonderful place, glamping, wildlife all around, you can't but enjoy the beauty of Mid Coast Maine. Thanks for sharing your island with all of us !"
United States
Wendolyn H.
Your own private island! Rustic and close to Nature.

Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

South Thomaston
9.2 out of 10, Wonderful, (20)
"Great place for a romantic get a way. Great lobster just down the road."
United States
G Allen H.
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

Dog-friendly bay view home - water views, dock access

Boothbay Harbor
6.8 out of 10, (9)
"We had a great time and Sea View was perfect for oir stay!"
United States
Norman M.
Dog-friendly bay view home - water views, dock access

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

Westport
8.4 out of 10, Very good, (49)
"great place to relax. Appreciated the lack of 'over decor'. Many of these place are so over done & way too busy. house def needs updates & some basic home maintenance prob just due to age. Very clean. Not the best place to be if you plan on site seeing. We werent, so perfect for us"
United States
Anne D.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Family Home in Rockport, ME, 5 minutes away from Camden, ME.

Rockport
9.6 out of 10, Exceptional, (42)
"Property owners offered effective check in and communication."
United States
Adele B.
Family Home in Rockport, ME, 5 minutes away from Camden, ME.

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

Rockport
10.0 out of 10, Exceptional, (126)
"We enjoyed the property, especially the ocean view."
United States
John M B.
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

Shipwright @ The Offshore House

Boothbay
9.4 out of 10, Exceptional, (13)
"Room was as advertised. Clean, good location, easy check in/out. The Shipwright room had a cute little kitchenette and sitting area. "
United States
Virginia G.
The price is NZ$530
includes taxes & fees
17 Nov - 18 Nov
Shipwright @ The Offshore House
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.
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Top Damariscotta Hotel Reviews

Find out more about Damariscotta

Everything you need to know about Damariscotta holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Damariscotta holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Damariscotta holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Damariscotta holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Damariscotta. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Damariscotta holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Damariscotta holiday rentals we have selected for you start as low as NZ$202 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Damariscotta rentals

At Expedia, we put the best Damariscotta holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Damariscotta rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Damariscotta holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Damariscotta. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Damariscotta?

Yes, there are holiday rentals close to the most popular sights in Damariscotta, or you can select a more secluded option if you're looking for a relaxing stay. Damariscotta is known for its art and museums.

What are some of the best holiday rentals that Damariscotta has to offer?

Captain's Guest Room w/private bath. Walk to everything.: This holiday home rental outside of Damariscotta comes with free WiFi so that you can feel at home during your trip. Kitchen amenities include an electric kettle to make your meal-planning easier.

How many holiday rentals are there in Damariscotta?

Choose from 14 Expedia holiday rentals in Damariscotta for a memorable holiday.

What’s there to see and do in Damariscotta?

Cultural attractions include Frances Perkins Center and Jan Kilburn Watercolor Studio and Gallery, whereas Biscay Pond and Whaleback Shell Midden State Historic Site are a couple of picturesque spots to enjoy the outdoors. Damariscotta Farmer's Market and La Verna Preserve are a couple of places you'll find in the wider area.

What’s a holiday rental in Damariscotta like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Damariscotta. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.