Photo by Fun Travelog

Damariscotta Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Damariscotta

Trade Winds on the Bay

3.5 star property
8.4 out of 10, Very good, (278)
"The rooms were spacious and the view was beautiful!"
Trade Winds on the Bay

Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

2.0 star property
8.8 out of 10, Excellent, (11)
"The home is on a beautiful, private piece of land right on the St. George River estuary. The views are absolutely stunning and there is a short path right to the water and rocks. It was a perfect spot for two couples to relax and convenient to explore the midcoast region."
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

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

8.2 out of 10, Very good, (17)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is AU$230
includes taxes & fees
1 Oct - 2 Oct
Captain's Guest Room w/private bath & house entrance. Walk to everything.

Your own private island! Rustic and close to Nature.

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 !"
Your own private island! Rustic and close to Nature.

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

8.8 out of 10, Excellent, (38)
"This was our second stay here. We love the comfort of this home and the location is perfect."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (35)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (103)
"If you plan to visit Boothbay Harbor, you won't find a better place! The lakefront property is very close to town but offers a quiet location in a private neighborhood. Beautiful and bright interior in a natural setting. One of the best places I've stayed at. Great for kayaking and fishing too! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

9.4 out of 10, Exceptional, (26)
"Perfect base for exploring the mid-coast region. "
The price is AU$760
includes taxes & fees
28 Sept - 29 Sept
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

10.0 out of 10, Exceptional, (78)
"Another great stay"
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

10.0 out of 10, Exceptional, (96)
"Beautiful home and scenery, hosts were communicative. "
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (81)
"We had a great stay while in town for a family event. We were ecstatic to be able to take our family dog with us on the trip. The view from the back deck was incredible and close to many local parks for hiking."
The price is AU$567
includes taxes & fees
7 Oct - 8 Oct
Comfortable, Close to Town Home, with Oceanview.

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (16)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.

Captain's Quarters 2BR Apartment. Walk to Everything!

8.6 out of 10, Excellent, (7)
"Nice, clean, cosy, conveniently located and easy enough to find. Great communication with host, comfortable beds and plenty of hot water. very responsive and would definitely consider using again. "
The price is AU$397
includes taxes & fees
28 Sept - 29 Sept
Captain's Quarters 2BR Apartment. Walk to Everything!

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (39)
"It was a very nice place for a family vacation. There was plenty of room for all of us (10).Yard and inside games provided along with kayaks for the river and a pool."
Make Shimmering River Retreat your Maine Coastal getaway!

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (59)
"We loved this property and had a great time staying here. It was clean and check in/check out were a breeze. Nothing better than a cup of coffee on the porch watching the wildlife on the water in the morning!"
Unique oceanfront home with a deck, tons of natural light, & amazing views

Renovated home with water views, dock access, - dogs okay

6.6 out of 10, (8)
"location was great. bed sheets/ covers were not clean. nice kitchen no outside chairs or deck to enjoy the Maine weather."
Renovated home with water views, dock access, - dogs okay

Newly Renovated Cozy Cove Cabin at White Anchor Inn

7.6 out of 10, Good, (4)
"As advertised, comfy bed cozy cabin. Would stay again "
The price is AU$357
includes taxes & fees
4 Oct - 5 Oct
Newly Renovated Cozy Cove Cabin at White Anchor Inn

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

7.0 out of 10, Good, (4)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
The price is AU$235
includes taxes & fees
5 Oct - 6 Oct
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

9.6 out of 10, Exceptional, (78)
"Great stay, wonderful location"
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.

10.0 out of 10, Exceptional, (135)
"We loved this place! It was beautiful and in a convenient location. We highly recommend it."
Unobstructed Ocean Views Private Onsite Access to the water & small sandy beach.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Damariscotta Hotel Reviews

Find out more about Damariscotta

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 favourite 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 depend 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 AU$230 per night. Entering your travel dates in the search wizard might find you 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.

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 Damariscotta Lake 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.