
House holiday rentals in Damariscotta
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Quick stats about house rentals in Damariscotta

Total holiday rentals
Explore 20 holiday rentals in Damariscotta

Nightly prices starting at
Damariscotta holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 1,240 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Damariscotta holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Damariscotta rentals

4.9 Average rating
Damariscotta stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Damariscotta
Guests agree: these houses are highly rated for location, cleanliness and more.

Country home ~ Family friendly
Our converted barn is located on a little used road with easy access to miles of trails. Our road is little used but intersects with US 1.There is a downstairs bedroom with an open loft on the second floor. Wonderful light and views. A fire-pit, swings, hammocks, and playground structures make this a perfect place to stay with your family. A peaceful place to visit for all ages. World famous Moody's diner, a grocery store and gas stations etc. are just 3 miles away! Perfect for young children.

Cute Midcoast Cottage w Hot Tub
Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

Lakefront: Private Hot Tub, Sauna & Free Massages!
Make memories at our updated, 2500 sq. ft., lakefront home. Use our kayaks, canoes & peddle boats for the family! Great fishing - 648 acre lake. We offer many outside games, range of indoor games & arcade systems. Amazing 4-seasons room with outdoor dining setup viewing the lake. Enjoy our new hot tub, and grilling deck right outside master bedroom. Lavish soaking tub in master bath. Only 4 minutes to golf, 10 minutes to capital city, Augusta, and 45 minutes to skiing as well as Atlantic Ocean!

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Coastal 4BR Farmhouse w/ Water Views, Walk to Town
THE EVERGREEN HOUSE 🌲 Escape to our charming coastal farmhouse in the heart of Newcastle, ME, the perfect home base for exploring the best of Midcoast. Just a short walk to the Twin Villages of Damariscotta & Newcastle, you'll be immersed in a vibrant local scene with incredible restaurants, bars, shopping, & oysters at every turn. A few miles from renowned oyster farms, a winery, brewery, and distillery, and Maine's rocky coastline. Venture up & down the coast and take in the best of Maine!

Hermit Thrush House
The 1 bedroom, 1 and 1/2 bathroom with laundry apartment is located at: 19 POORHOUSE COVE ROAD in South Bristol, Maine 04568. The apartment has skylights in the living room and kitchen and is located on a private property as a stand alone guest house. Close to Christmas Cove, Wawenock public/private golf course and 15 miles from scenic Damariscotta and the Pemaquid peninsula with a public white sand beach. Our waterfront is Poorhouse Cove, an estuary off of the Gulf of Maine, Atlantic Ocean.

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

Maine Waterfront Hideaway
You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)

Renovated home with amazing waterfront views
Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). We accept either one dog or one cat.

Hallowell Hilltop Home with Hot Tub & Sauna
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Dockside Retreat - Summer Filling Fast
This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

1830s Cape hosted by George & Paul
This 1830 cape is for rent by the month or weekly or for a two-night minimum stay. It is located at the edge of the historic village of Waldoboro. It offers a convenient base to sightseeing in midcoast Maine. It’s old-fashioned, decorated with plants, antiques and paintings and features a large, fully equipped kitchen, music room with piano, television room with pull-out sofa, full bath with stall shower and outside patio. Your hosts are right across the driveway.
Popular amenities for house rentals in Damariscotta
House rentals with a pool

Coastal Retreat with Pool and Cheerful Vibes

House in the woods

Spacious 5BR Cottage w/Pool, Water & Resort Access

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Dog Friendly Midcoast Cape

Ocean View Retreat with Heated Pool / Hot Tub

The Getaway - A River Paradise

There's No Place Like Home
Weekly house rentals

Settlers Cottage, cute Maine home with water views

Peaceful Maine Haven

Brand New 2025 Cottage Steps from Midcoast Action

Unique Octagonal House with Private Beach!

Mainelandia! Stunning New Waterfront Home!

Whisper

Five Islands Waterfront Retreat

Rustic Luxury Retreat with Hot Tub
Private house rentals

2 Acre Waterfront w/Canoes & Kayaks, Game Room

The Round Retreat - Tenants Harbor

6 Bedroom Farmhouse in the Heart of Midcoast Maine

Headwinds

Peaceful & Cozy, A Maine Retreat

Spacious Coastal Retreat | Fire Pit + Game Room

Southport, views of Christmas cove (Boothbay area)

The Camp at Moodys Island
Destinations to explore
- Long Island Holiday rentals
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- Hudson Valley Holiday rentals
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- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Quebec City Area Holiday rentals
- Halifax Holiday rentals
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- Mont-Tremblant Holiday rentals
- Family-friendly rentals Damariscotta
- Waterfront rentals Damariscotta
- Rentals with a patio Damariscotta
- Rentals with a fireplace Damariscotta
- Rentals with a washing machine and dryer Damariscotta
- Flat rentals Damariscotta
- Rentals with outdoor seating Damariscotta
- House rentals Lincoln County
- House rentals Maine
- House rentals United States
- Popham Beach, Phippsburg
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Portland Museum of Art
- Rockland Breakwater Light
- Bradbury Mountain State Park
- Maine Maritime Museum
- Farnsworth Art Museum
- Bug Light Park
- Camden Hills State Park
- Pineland Farms
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Casco Bay Lines
- Reid State Park
- Hadlock Field





