Family-friendly holiday rentals in Damariscotta

Lobsterman’s Lodge- Working Waterfront Marina!

Spectacular water views from every window in this 900 sq. ft. 2nd floor apartment built atop a stone seawall on Muscongus Bay. Spacious & affordable home-base in the heart of the Pemaquid Peninsula. You are renting the whole 3 bedroom 30’ x 30’ apartment at Broad Cove Marine. The space includes 3 water-view bedrooms, bath, a large living room with high speed internet, and a well-equipped eat-in kitchen. For a truly authentic Maine maritime experience, Lobsterman’s Lodge is the place to stay.

Cozy Loft in the Woods (Dogs Welcome)

Bright, cozy loft, surrounded by deep woods, a tranquil retreat offering true peace, separate from our home, w/ its own entrance; we're here if needed. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - woods rich with abundant birds, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. Dogs welcome, no cats due to allergies.

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!

Rustic Cabin on Maine Farm

We look forward to welcoming you to our beautiful farm. The cabin has a great connection to nature. It is a quiet, cozy and romantic place. The cabin has a queen bed in the downstairs bedroom and a double bed in the loft. The couch also folds-out to double bed in the sitting room. When reserving the cabin, please register all people over 2 years old. The cabin does not have any heat, but we provide loads of comfy blankets and warm tea to make sure you are comfortable.

A Spacious Vacation Cottage in Sheepscot Harbour

A large and stylish one bedroom cottage with water views. Newly renovated and offering style and convenience. Located within walking distance to Wiscasset. A great home base for exploring Boothbay Harbor and many more midcoast Maine destinations! Plan a day excursion, or relax inside with the view of the harbor. Make yourself at home in the cottage! Enjoy and walk the resort common areas including a gazebo, riverside lawn, and a 100 ft pier.

25 Middle: Two floor loft w. water view -sleeps 5

A private apartment on the second and third floor of an historic house located in the heart of Wiscasset village. Featuring a bird’s eye views of the harbor and surrounded by lovely gardens.Stroll to restaurants, waterfront, antique shops, historic homes & gardens. Ideal base for touring Maine attractions. Full kitchen, five other rooms including two full baths. Central yet private. Not suitable for children younger than 12.

Cozy Village Cottage

Cozy, isolated, well stocked cottage cleaned by a professional cleaning crew awaits your visit. Need a quiet, inexpensive 'get away' where you can work and relax? Contact for long term stays this winter and alternatives to the week long requirement.

Davis Island Waterfront Retreat

We invite you to share our charming cottage overlooking the beautiful town of Wiscasset, Maine. A cozy retreat year round, our cabin is tastefully decorated, comfortable, and conveniently located close to Rt. 1, just 15 minutes from Boothbay Harbor.

Cozy Cottage on u pick blueberry farm.

Cozy cottage located on upick blueberry farm with seasonal farm store, gift shop. Easy commute to coastal Rockland, Camden or the capital, Augusta. One hour forty minutes to Bar Harbor and Acadia National Park. One and a half hours to Portland.