A calm lake with boats, a bridge, and a town with red and white buildings.

Damariscotta Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Damariscotta holiday rentals

Property grounds

Discover Coastal charm, just a quick 26-min drive away

Discover Coastal charm, just a quick 26-min drive away
Damariscotta
10.0 out of 10, Exceptional, (22 reviews)
"Lovely, small cottage. Very convenient to Main Street shops. A great coffee shop just across the street! The outside garden area is particularly charming for relaxing and reading. Host was friendly and readily available."
United States
June I.
The price is HK$2,313
HK$2,880 total
includes taxes & fees
29 Jul - 30 Jul
Discover Coastal charm, just a quick 26-min drive away
Interior

Damariscotta Lakefront Cottage perfect for a relaxing getaway

Damariscotta Lakefront Cottage perfect for a relaxing getaway
Jefferson
The price is HK$2,744
HK$5,862 total
includes taxes & fees
2 Aug - 3 Aug
Damariscotta Lakefront Cottage perfect for a relaxing getaway
Living area

Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is HK$4,292
HK$6,088 total
includes taxes & fees
2 Aug - 3 Aug
Bee Hive Cottage, Romantic Maine Waterfront Cottag
Property grounds

Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (64 reviews)
"Perfect home away from home. Very well stocked kitchen, the beds were very comfy and everything was just overall cozy. Such a serene location. We will definitely stay again next time we come to visit our grandkids. "
United States
Tina B.
The price is HK$1,411
HK$4,444 total
includes taxes & fees
22 Jul - 23 Jul
Oceanview Bungalow Style Home in Owls Head
Interior

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (93 reviews)
"Great location close to town"
United States
Rich W.
The price is HK$1,960
HK$3,521 total
includes taxes & fees
4 Aug - 5 Aug
Comfortable, Close to Town Home, with Oceanview.
Coffee/tea maker, fridge, microwave, oven

In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (46 reviews)
"Very clean, fantastic location, and very attentive hosts"
United States
Sam K.
The price is HK$2,039
HK$4,496 total
includes taxes & fees
7 Aug - 8 Aug
In-town, coastal + relaxing in Rockland
Lobby sitting area

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (429 reviews)
"Everything was great and the location was amazing. Right in the arts district and surrounded by interesting shops, amazing eats and coffee & right on the harbor."
United States
Gerald
The price is HK$1,391
HK$1,516 total
includes taxes & fees
21 Jul - 22 Jul
Trade Winds on the Bay
1 bedroom, free WiFi, bed sheets

Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (25 reviews)
"Very clean and allows for easy access around the area! "
United States
Sarah V.
The price is HK$953
HK$1,406 total
includes taxes & fees
26 Jul - 27 Jul
Simplicity-Just what you need! STR24-20
Smart TV

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (48 reviews)
"We enjoyed staying at this site but we had difficulty with the address. I would recommend putting the number 67 on the outside of the mud room door, which would make it much easier to find the location A member of our party had difficulty sleeping on the pull out couch and recommended a thicker mattress. We also smelled cigarettes upon entry into the building but once the door was open for a short time the smell went away. I would definitely stay at this site again when I the area."
United States
April
The price is HK$1,529
HK$2,837 total
includes taxes & fees
3 Aug - 4 Aug
2 Bedroom Close to Town Home
Coffee/tea maker, fridge, microwave, oven

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (37 reviews)
"Great place at a great price! I look forward to staying there again. "
United States
Stephen H.
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Property grounds

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.8 out of 10, Exceptional, (6 reviews)
"Host was fast in responding to all questions and concerns. Location was good for being close to all shopping and eating. "
United States
Kim W.
The price is HK$1,372
HK$2,444 total
includes taxes & fees
23 Jul - 24 Jul
Bright 2-Bedroom Apartment Near Downtown Thomaston
Smart TV

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (35 reviews)
"Great place at a great price! We look forward to staying there again. "
United States
Stephen H.
The price is HK$1,521
HK$2,829 total
includes taxes & fees
28 Jul - 29 Jul
Peaceful, Centrally Located Home with Seasonal River Views
TV, offices

Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is HK$1,701
HK$5,290 total
includes taxes & fees
19 Jul - 20 Jul
Fully Updated Airy Historic Home in West Rockport
Smart TV, fireplace

Bee Hive Cottage, romantic Maine waterfront cottag

Bee Hive Cottage, romantic Maine waterfront cottag
Cushing
10.0 out of 10, Exceptional, (1 review)
"we enjoyed sipping coffee in the morning watching the lobster boats go to/from the working harbor next door."
United States
Karen L.
The price is HK$3,304
HK$5,729 total
includes taxes & fees
2 Aug - 3 Aug
Bee Hive Cottage, romantic Maine waterfront cottag
Property grounds

Luxury Lakefront Cabin in Hope - Close to Camden & Rockland

Luxury Lakefront Cabin in Hope - Close to Camden & Rockland
Hope
10.0 out of 10, Exceptional, (1 review)
"Jen was very communicative…responding in minutes! The cabin was lovely and very comfortable. Our youngest son spent the afternoon and following morning fishing off the dock and loved the s’more fixings. My husband took out the kayak and just relaxed by reading and taking in the tranquil setting. Our oldest loved hanging in his nook. I took advantage of the washer/dryer but also enjoyed a glass of wine and the old school records. The beds were very comfortable, and the master bedroom was...
United States
Lauren E.
Luxury Lakefront Cabin in Hope - Close to Camden & Rockland
Terrace/patio

Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is HK$2,744
HK$6,179 total
includes taxes & fees
23 Jul - 24 Jul
Luxury Yurt at Seaside Farm in Friendship
Interior

Unique ISLAND Living off the grid -Waterfront cottage

Unique ISLAND Living off the grid -Waterfront cottage
Friendship
10.0 out of 10, Exceptional, (28 reviews)
"We love coming here and once again we had a wonderful week! The outside world melts away when you’re on Friendship Long Island."
United States
Cheryl C.
The price is HK$2,156
HK$3,888 total
includes taxes & fees
5 Aug - 6 Aug
Unique ISLAND Living off the grid -Waterfront cottage
Property grounds

Oceanfront, Dog-friendly, Sunsets, With Boat

Oceanfront, Dog-friendly, Sunsets, With Boat
Friendship
Oceanfront, Dog-friendly, Sunsets, With Boat
Exterior

Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (18 reviews)
"We had never stayed in a yurt before and this one had everything you need. We ate breakfast out on the deck and enjoyed the scenery. We had a really nice time!"
United States
Karen I.
The price is HK$2,548
HK$3,518 total
includes taxes & fees
9 Aug - 10 Aug
Dome 1 - Luxury Dome at Come Spring Farm
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

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"We stay at the Flagship when we visit relatives, several times a year. It is comfortable, and affordable. The breakfast is fresh and had plenty of good regular breakfast items. My husband really liked the scrambled eggs and sausage. This was our first summer visit and I was hoping to be able to swim. I was delighted at the pool. The water was clean and comfortably warm. The hot tub was a great bonus. But the best surprise was the lovely landscaped area around the pool. Blooming flowers, trimmed shrubs, not a weed anywhere. And Butterflies! And a bonus is that a very good ice cream stand is right next door for an evening treat. Thanks again for a pleasant stay."
Patricia 7-night trip
Posted 4 hours ago
Flagship Inn and Suites

Find out more about Damariscotta

Search for holiday rentals in Damariscotta on Expedia! You can easily find your home rentals, villas, holiday apartments in Damariscotta using one of the methods below:

  • View our selection of featured holiday rentals in Damariscotta
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Look no further and take a look at our great range of rental properties in Damariscotta!

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?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: This holiday home rental outside of Damariscotta is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Damariscotta?

Choose from 17 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. While here, Damariscotta Farmer's Market and Pemaquid Pond are other places worth a visit.

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.