Photo by Fun Travelog

Holiday Rentals in Damariscotta

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Damariscotta

Trade Winds on the Bay

3.5 star property
8.2 out of 10, Very good, (164)
"Great place. "
The price is €119
includes taxes & fees
13 Feb - 14 Feb
Trade Winds on the Bay

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (99)
"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."
A Charming Waterfront Cottage with Touches of Elegance

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (12)
"Absolutely loved this property! My family and I enjoyed every minute of our stay! Listening to the waves crashing on the rocks, hanging out by the fire and just relaxing made for the perfect after Christmas getaway! I look forward to coming again! Highly recommend "
Oceanfront Cabin-Castle in Maine Woods

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

3.0 star property
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/

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

10.0 out of 10, Exceptional, (109)
"I was traveling with my 4 sisters. We enjoyed our stay very much. Hosts were very helpful with technical things and recommendations for places to eat and things to do. The cove on the ocean is great for sunrises and peaceful mornings. Beds were comfortable, Great place to wind down after a busy day!"
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

10.0 out of 10, Exceptional, (70)
"One of our best stays at a vacation rental. Cosy, immaculate and well equipped house with everything needed for a comfortable family stay. A short walk into town is a bonus. "
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (9)
"Clean, neat, short hop to Boothbay. Perfect for couple. Very safe as well. Neighborhood is not picturesque… not important to us. Only small, small picky note: heat was too high for us at night without ability to regulate. Highly recommend!"
The price is €235
includes taxes & fees
7 Feb - 8 Feb
Shipwright @ The Offshore House

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (33)
"Our group used both the main house and the cottage. Both had been cleaned prior to our arrival and the property was very nice. The pool was completely green and had not been taken care of. Luckily weI have a pool and we were able to "
Make Shimmering River Retreat your Maine Coastal getaway!

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

9.2 out of 10, Wonderful, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

9.6 out of 10, Exceptional, (65)
"We loved this place. Even better in person than the pictures. Gorgeous setting on Ocean Point in a quiet neighborhood. Very nicely appointed, it meets all your needs and when the thermostat acted up the property manager was quick to respond and provide space heaters until hvac could come the next morning. We highly recommend and will stay here again. "
Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.6 out of 10, Exceptional, (44)
"Absolutely beautiful views. Very well appointed and comfortable. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

10.0 out of 10, Exceptional, (138)
"This was the first trip to Maine for most of this group, and it’s safe to say we’re all in love. Being on the water was wonderful, and we enjoyed the amazing views as well as the hikes and adventures on the rocks during low tide. The pictures of the house don’t do the woodwork justice, and the grill made mealtimes easy. My only flag - the upstairs bathroom only had a tub and no shower, and with a number of girls in the group with long hair, it required some scheduling of shower time. We...
Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

9.4 out of 10, Exceptional, (33)
"Very cozy house in an absolutely lovely spot. We really enjoyed the outdoor space and the peace and quiet. "
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

8.4 out of 10, Very good, (23)
"Spacious house with nice views."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (65)
"Great management, very clean, had everything in the kitchen, comfortable beds, even a pen for a dog. The sky was beautiful at night. It was very quiet. We were very close to hiking trails and the lighthouse. We had a nice time at Christmas."
The price is €344
includes taxes & fees
7 Feb - 8 Feb
Comfortable, Close to Town Home, with Oceanview.

Multi-unit with oar & boat house with private dock & kayaks

9.0 out of 10, Wonderful, (22)
"Stayed for a week. You can’t beat the location! Fabulous spot with a dock and deck right on the Harbor. 5 min walk into town. The property is a great set up if you’ve got a large party. We were 10 and it was perfect. There are a few things that need some work… Only one bathroom had a bathmat and the 2nd floor shower in the main house is difficult to navigate without drenching the floor with its multitude of curtains and no shelf or hanging caddy to put soap and shampoo. The bedrooms, including...
Multi-unit with oar & boat house with private dock & kayaks

Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

10.0 out of 10, Exceptional, (9)
"This is a charming log cabin in an historic log cabin development minutes from town, grocery shopping and within walking distance to a lovely park (Barrett). The "great room" has a wonderful fireplace, high ceilings, and comfortable couches and chairs. The large deck facing the water is beautiful, offering a spectacular view of Lewes Cove in Linekin Bay. You can hear loons, watch cormorants fishing and drying their wings on lobster trap platforms, and see bald eagles fly by and roost in nearby...
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

9.6 out of 10, Exceptional, (41)
"Everything was as expected or better. Great directions made it easy to find. Place was well stocked, super clean, very comfortable. Neighborhood is great. And when I needed something, the property manager jumped to help at record speed. Will definitely go back. :-)"
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
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.
Don't see what you're looking for?
See all available properties in Damariscotta
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Damariscotta you may be interested in

Trade Winds on the Bay

3.5 star property
8.2 out of 10, Very good, (164)
"Great place. "
The price is €119
includes taxes & fees
13 Feb - 14 Feb
Trade Winds on the Bay

Residence Inn Bath Brunswick Area

3.0 star property
9.6 out of 10, Exceptional, (316)
"We stay here often and are always pleased with the staff and room. "
The price is €115
includes taxes & fees
9 Mar - 10 Mar
Residence Inn Bath Brunswick Area

Hampton Inn & Suites Rockland

2.5 star property
9.0 out of 10, Wonderful, (453)
"Clean hotel. Courteous front desk staff. "
The price is €128
includes taxes & fees
18 Feb - 19 Feb
Hampton Inn & Suites Rockland
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.

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?

Oceanfront Cabin-Castle in Maine Woods: This holiday home rental outside of Damariscotta is located by the ocean, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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.