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Damariscotta Holiday Rentals

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Holiday Rentals in Damariscotta

Trade Winds on the Bay

3.5 star property
8.0 out of 10, Very good, (137)
"Everything was wonderful. We will stay there again"
The price is S$157
includes taxes & fees
2 Dec - 3 Dec
Trade Winds on the Bay
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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Other types of properties in Damariscotta you may be interested in

Rockland Harbor Hotel

2.5 star property
9.2 out of 10, Wonderful, (1021)
"Comfortable room. Nice view. Helpful staff. "
The price is S$236
includes taxes & fees
9 Dec - 10 Dec
Rockland Harbor Hotel

Tugboat Inn

3.0 star property
9.0 out of 10, Wonderful, (1087)
"It’s the perfect location to explore Boothbay Harbor! Loved the beautiful deck 😍"
The price is S$205
includes taxes & fees
2 Dec - 3 Dec
Tugboat Inn

Residence Inn Bath Brunswick Area

3.0 star property
9.6 out of 10, Exceptional, (301)
"Our stay was fabulous, very clean rooms and staff was friendly. "
The price is S$161
includes taxes & fees
16 Dec - 17 Dec
Residence Inn Bath Brunswick Area
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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.

How many holiday rentals are there in Damariscotta?

Choose from 12 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.