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Damariscotta Vacation Rentals

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Our top choices for Damariscotta vacation rentals

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.4 out of 10, Very Good, (325)
"Very nice place to stay. Staff helpful and friendly."
Canada
Dan
$99 nightly
The price is $108
Jan 3 - Jan 4, 2026
Total with taxes and fees
Trade Winds on the Bay

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
10.0 out of 10, Exceptional, (3)
"Very comfortable and convenient location. Super comfortable beds and living room furniture. Host was very quick to clean up the snow that fell overnight!"
United States
tom w.
$196 nightly
The price is $214
Dec 31 - Jan 1, 2026
Total with taxes and fees
Bright 2-Bedroom Apartment Near Downtown Thomaston

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
Boothbay
10.0 out of 10, Exceptional, (1)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
$256 nightly
The price is $279
Jan 1 - Jan 2, 2026
Total with taxes and fees
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (29)
"Amazing little house tucked away close to the river. It was very clean and nicely furnished. I had a great time staying here and it was very close to downtown Thomaston."
United States
Avery W.
$252 nightly
The price is $275
Dec 31 - Jan 1, 2026
Total with taxes and fees
Peaceful, Centrally Located Home with Seasonal River Views

Top floor loft apartment in downtown Bath

Top floor loft apartment in downtown Bath
Bath
9.8 out of 10, Exceptional, (6)
"Awesome location, great stay, loved the apartment"
United States
William B.
$200 nightly
The price is $218
Jan 1 - Jan 2, 2026
Total with taxes and fees
Top floor loft apartment in downtown Bath

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (85)
"Convenient location; host responsive; good towel supply. "
United States
Connie K.
$306 nightly
The price is $333
Jan 2 - Jan 3, 2026
Total with taxes and fees
Comfortable, Close to Town Home, with Oceanview.

Waterfront 2br/2ba cottage

Waterfront 2br/2ba cottage
West Gardiner
9.8 out of 10, Exceptional, (15)
"Very nice and clean place. We used this rental as a hub to go around and see lots that Maine had to offer. Hosts were very nice and kept a very clean place."
United States
Bruce J.
$333 nightly
The price is $363
Jan 5 - Jan 6, 2026
Total with taxes and fees
Waterfront 2br/2ba cottage

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (45)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
$228 nightly
The price is $248
Jan 4 - Jan 5, 2026
Total with taxes and fees
2 Bedroom Close to Town Home

Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
2.0 star property
Newcastle
6.0 out of 10, (1)
$140 nightly
The price is $153
Jan 13 - Jan 14, 2026
Total with taxes and fees
Peaceful Intown Studio ~ Walk to Shops & Dining

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (43)
"House was very clean and beautiful the beach and fishing are were lovely as well very nicecstay"
United States
Lori R.
$268 nightly
The price is $292
Dec 31 - Jan 1, 2026
Total with taxes and fees
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Solitude @ The Offshore House

Solitude @ The Offshore House
Boothbay
9.8 out of 10, Exceptional, (7)
"Managers were very responsive and helpful. Condo was very clean and comfortable and close to the town of Boothbay Harbor and Ocean Point and the Botanic Gardens. "
United States
Linda O.
$284 nightly
The price is $301
Dec 31 - Jan 1, 2026
Total with taxes and fees
Solitude @ The Offshore House

Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
10.0 out of 10, Exceptional, (3)
"Very nice and very quiet "
United States
justin s.
$302 nightly
The price is $329
Jan 21 - Jan 22, 2026
Total with taxes and fees
Tiny A-Frame Romantic Getaway

Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards

Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards
Whitefield
9.8 out of 10, Exceptional, (30)
"We stayed in this cabin for two nights with our dog and it was very peaceful and fun! The cabin has a campfire, lots of batteries for charging, lights, battery fans, etc. There were many long walking trails with fun activities; like kayaking, axe throwing, a pizza oven… Exactly what we were looking for! Would stay again! "
United States
Ben R.
Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards

Seabed @ The Offshore House

Seabed @ The Offshore House
Boothbay
9.8 out of 10, Exceptional, (14)
"My husband and I stayed at Seabed because we were in town for a friend’s wedding. It was beautiful and clean! Check in was easy and the hosts are super responsive! Amazing location. "
United States
Hailey K.
$284 nightly
The price is $301
Dec 31 - Jan 1, 2026
Total with taxes and fees
Seabed @ The Offshore House

Shipwright @ The Offshore House

Shipwright @ The Offshore House
Boothbay
9.6 out of 10, Exceptional, (14)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
$284 nightly
The price is $301
Jan 1 - Jan 2, 2026
Total with taxes and fees
Shipwright @ The Offshore House

Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
$266 nightly
The price is $290
Jan 1 - Jan 2, 2026
Total with taxes and fees
Historic Bath's, Home Away from Home

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

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.
$416 nightly
The price is $453
Jan 1 - Jan 2, 2026
Total with taxes and fees
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
Whitefield
10.0 out of 10, Exceptional, (6)
"Great getaway! We loved all of the discoveries to be made both in the cabin and on the property. We stayed in Stella. It was adorable, functional, and very welcoming. We also enjoyed an outing to Kennebec Maine Cabin Masters only 20 min away! "
United States
Sandra L.
$271 nightly
The price is $295
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (22)
"Beautiful place, had everything we needed!"
United States
Kathy H.
$507 nightly
The price is $552
Dec 31 - Jan 1, 2026
Total with taxes and fees
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Damariscotta vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Damariscotta vacation 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 low season months. For more hustle and bustle, you may prefer to visit Damariscotta in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $108 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Damariscotta rentals

At Expedia, we put the best Damariscotta vacation 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 vacation.

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 vacation rentals in Damariscotta?

Yes, there are vacation rentals close to the most popular local attractions in Damariscotta, or you can go with a more secluded option if you'd like a relaxing place to stay. Damariscotta is known for its art and museums.

What's the top vacation rental that Damariscotta has to offer?

8mn to Gardens Aglow! Peaceful Lake! Automatic Generator! Full Kitchen! Heat! : Visitors like this Damariscotta vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Damariscotta?

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

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 larger area.

What’s a vacation rental in Damariscotta like?

Vacation rentals are private properties you can stay in for several days or longer in Damariscotta. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for families.