Holiday rentals in Damariscotta

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Top-rated holiday rentals in Damariscotta

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Top guest favourite
A scenic view is captured from the deck, showcasing the tranquil waters of Jones Cove with lush greenery lining the shore. In the distance, small islands are visible under a clear blue sky, creating an inviting atmosphere for relaxation.
Guest house in South Bristol
4.98 out of 5 average rating, 445 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Top guest favourite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 430 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Top guest favourite
A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.
Home in Newcastle
4.99 out of 5 average rating, 188 reviews

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!

Top guest favourite
The living room features a bright green accent wall, complemented by a cozy sofa with floral patterns. A wooden coffee table sits at the center, surrounded by a patterned area rug. A kitchenette is visible, alongside a water cooler and a large window providing natural light.
Flat in Damariscotta
4.94 out of 5 average rating, 388 reviews

Cottrill House on Damariscotta River # 1

Cottrell House/Studio. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, off street parking, private bath, living room with a kitchenette, no a full kitchen. No CLEANING FEE! Private back yard with views over the Damariscotta River. Walk to unique restaurants and shops. Rent a kayak or a paddle board right across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. This is non smoking property!

Guest favourite
The yacht, Nebi, is depicted docked on calm waters. Its sleek white exterior is complemented by blue canopy awnings. Surrounding scenery includes charming buildings, suggesting a lively marina environment, while a church steeple is visible in the background against a partially cloudy sky.
Boat in Damariscotta
4.9 out of 5 average rating, 133 reviews

Nebi—Private Yacht on Scenic Damariscotta River

With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

Guest favourite
The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.
Cottage in Edgecomb
4.98 out of 5 average rating, 342 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Top guest favourite
A cozy wooden structure with a unique triangular roof is surrounded by a lush garden. Raised planting beds filled with greenery and blooming flowers are visible in the foreground, complemented by a pathway that leads up to the house's glass doors.
Guest house in Damariscotta
4.96 out of 5 average rating, 115 reviews

Private tree-top loft 5 minutes from Damariscotta.

Relax in this cozy loft with a light-filled deck overlooking the woods, but just five minutes to downtown Damariscotta. This brand new loft above our barn is cozy with all you need for a perfect vacation. You can relax with your morning coffee above the trees. It has an indoor toilet, sink and breakfast bar and outdoor shower. We’re a semi-retired couple and love to share our 62 acres property with stream and meadow. There are quite a few stairs to the loft.

Top guest favourite
A spacious studio apartment features wooden paneling and warm lighting. A queen bed with white linens is flanked by two bedside tables with lamps. A small breakfast nook with a checked tablecloth is visible, along with a desk and wooden chair.
Guest suite in Damariscotta
4.93 out of 5 average rating, 243 reviews

Cozy Carriage House in Downtown Damariscotta

Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

Top guest favourite
Flat in Damariscotta
4.85 out of 5 average rating, 577 reviews

"Ship Shape": waterfront, cozy studio- downtown

Located in a historic 200 year old building "Ship Shape" is close to downtown but on a quiet tree-lined residential street. It is just one block to the library, bookstore, post office and all the lovely shops. It is on the shore of the Damariscotta River with wonderful views from inside and out.. You’ll love my place because of the neighborhood, the light, the outdoor space, and the comfortable bed. My place is good for couples and solo adventurers.

Top guest favourite
The modern retreat is nestled among trees, featuring a deck with outdoor seating and a picnic table. The structure showcases large windows, allowing natural light to fill the interior, with a welcoming red door standing out against the dark exterior.
Guest house in Newcastle
4.98 out of 5 average rating, 122 reviews

Modern 1-BR I Wooded Retreat I Mid-Coast Maine

Escape to your perfect Midcoast Maine base camp—just 5 min to Damariscotta/Newcastle & 1 hr 6 min to PWM. Enjoy forest views, modern comforts, and easy access to the coast. • King bed + ensuite • Fully equipped kitchen + charcoal BBQ • Vaulted ceilings, wall of windows, open layout • Private deck, fire pit • WiFi, laundry, parking • Generator (2024) for year-round comfort Ideal for foodies, outdoor lovers & oyster fans!

Guest favourite
A cozy corner of the studio apartment features a tan armchair with decorative stitching. A small dining table is set nearby, and the kitchenette is visible in the background, equipped with wooden cabinets, plates, and essential appliances.
Flat in Damariscotta
4.91 out of 5 average rating, 238 reviews

Mystical Mary Howe Room, Downtown Damariscotta

This spacious studio apartment is perfect for relaxing after a day of exploring beautiful Damariscotta and surrounding communities. Situated on the third floor of one of Damariscotta's many historical buildings this apartment consists of a large living room area with kitchenette and a separate large bedroom with bath. Parking is right next to the building and a key will be provided for your apartment.

Top guest favourite
The living area features bright yellow walls and ample natural light from multiple windows. A round table with floral tablecloth sits center stage, surrounded by chairs. Two couches, one textured and the other a neutral tone, are positioned near the walls adorned with artwork.
Flat in Damariscotta
4.92 out of 5 average rating, 300 reviews

Fernald's Backside

Fernald's Backside is a sunny, comfortable 2nd floor apartment , tucked behind S. Fernald's Country Store in the heart of downtown Damariscotta. It features a deck with views of the Damariscotta River and Harbor. A one bedroom apartment with ample living space and full kitchen, it can sleep 5 with a double and single bed and a sleeper sofa. Fernald's Backside is Pet free.

Popular amenities for Damariscotta holiday rentals

When is the best time to visit Damariscotta?

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Avg. price£122£123£121£132£147£155£164£164£158£156£132£170
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Damariscotta?

    Yes! Work meets play with ease at over 30 vacation rentals in Damariscotta featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Damariscotta?

    Four-legged friends are welcome in Damariscotta. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Damariscotta?

    Experience the best of Damariscotta with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Damariscotta have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Damariscotta. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Damariscotta

  • Total holiday rentals

    Explore 60 holiday rentals in Damariscotta

  • Nightly prices starting at

    Damariscotta holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 4,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Damariscotta holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Damariscotta rentals

  • 4.9 Average rating

    Damariscotta stays are highly rated by guests – averaging 4.9 out of 5!

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