Damariscotta Holiday Rentals, Maine: Private House Rentals

A calm lake with boats, a bridge, and a town with red and white buildings.

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Our top choices for Damariscotta hotels

A hotel with a large driveway, well-maintained lawn, and a sign indicating the name.

A hotel room with a bed, a desk, a television, a minibar, and a view of the outdoors.

A deck with wicker furniture overlooking a well-maintained lawn and a distant body of water.

1. Cod Cove Inn, BW Signature Collection

Edgecomb

Kathleen

฿4,004

฿4,364 total

includes taxes & fees

1 Nov - 2 Nov

A house with a wooden front door, a small porch, and potted plants.

A sign for Hawks House Inn with a contact number and website.

A covered porch with wooden chairs and a sofa, a wooden railing, and a view of a green landscape.

A wooden door with a circular window, a red bench with a lamp, and two framed pictures on the wall.

2. Hawks House Inn

Walpole

Cynnie

฿4,857

฿5,294 total

includes taxes & fees

14 Oct - 15 Oct

A lobby with a fireplace, seating area, and a welcome sign.

A hotel lobby with a sofa, chairs, a TV, and a dining area.

A reception desk with a "Welcome to the Lobster State" sign, a phone, and a "Hilton Honors" badge.

A Hampton Inn hotel with a brick facade, a covered entrance, and a well-lit entrance area.

3. Hampton Inn Bath (Brunswick Area)

Bath

Susan

฿4,303

฿4,691 total

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, two windows with shutters, a lamp, a chair, and a wall-mounted light fixture.

A bedroom with a bed, a chair, a window, and a door.

A dining table with a cake, cookies, and a vase of flowers.

A cozy living room with a fireplace, a dining table set with food, and comfortable seating.

4. Five Gables Inn

East Boothbay

Maja

฿7,401

฿8,067 total

includes taxes & fees

14 Oct - 15 Oct

A stone fire pit surrounded by chairs, a stone wall, and a windowed area with a bench.

A reception area with two curved reception desks, a tiled floor, and a patterned wall.

A spacious hotel lobby with a fireplace, seating area, and a reception desk.

An indoor swimming pool with clear glass walls, green chairs, and a tiled floor.

5. Residence Inn Bath Brunswick Area

Bath

Ted

฿4,261

฿4,644 total

includes taxes & fees

8 Nov - 9 Nov

A lakeside deck with seating and a covered area, overlooking a body of water and a forested area.

A cozy room with a bed, a blue sofa, a wicker chair, a small table, and a red refrigerator.

A pool area with a view of the water, lounge chairs, and flags.

6. Linekin Bay Resort

Boothbay Harbor

William

฿9,961

฿11,943 total

includes taxes & fees

13 Oct - 14 Oct

A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

A marina with various boats docked and a pier extending into the water.

A modern kitchen with a wooden panel wall, a built-in TV, and a dining area with patterned chairs.

A bedroom with a large bed, a view of a lake, and a row of houses in the background.

7. Harborage Inn on the Oceanfront

Boothbay Harbor

Kacey

฿7,121

฿7,761 total

includes taxes & fees

2 Nov - 3 Nov

A wooden bridge leading to a building with a sign that reads "CAROUSEL MUSIC THEATER".

Three white Adirondack chairs in a grassy field with trees in the background.

The exterior of Flagship Inn with a prominent sign, a large window, and a blue awning.

A hotel room with two beds, a TV, a microwave, a coffee maker, and a chair.

8. Flagship Inn and Suites

Boothbay Harbor

Bill

฿4,003

฿5,686 total

includes taxes & fees

12 Oct - 13 Oct

A waterfront property with a dock, a boat, and a multi-story building with balconies.

A room with two blue armchairs, a small wooden table, and a TV on the wall.

An aerial view of a coastal town with a marina, docked boats, and residential buildings.

A harbor with a sailboat, buildings, and a church.

9. Tugboat Inn

Boothbay Harbor

Cynthia

฿6,055

฿6,600 total

includes taxes & fees

25 Oct - 26 Oct

A waterfront dining area with a fire feature, boats, and a sunset view.

A grassy area with a flagpole and American flag, a building with a white facade, and a clear sky.

A waterfront town with a pier, boats, and houses along the river.

A waterfront hotel with a white exterior, multiple balconies with red flower boxes, and a clear view of the water.

10. Boothbay Harbor Inn

Boothbay Harbor

Robert

฿6,392

฿6,968 total

includes taxes & fees

13 Oct - 14 Oct

A balcony with a view of a marina and boats, a wooden wall, and a person standing on the balcony.

A covered outdoor area with wooden planters filled with various plants, a wooden pergola, and a building with balconies in the background.

A hotel room with two beds, a sofa, a table, and a window with a view of boats.

11. Rockland Harbor Hotel

Rockland

Cathy

฿5,419

฿5,907 total

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a large bed, white walls, wooden ceiling, and a view of the water.

A waterfront property with a large house featuring a front porch, a driveway, and a lawn.

A bright, well-lit room with a glass table, a tufted sofa, patterned armchairs, and large windows offering a view of the outdoors.

A room with a wooden parquet floor, white wainscoting, large windows with a view, and a glass table with chairs.

12. Topside Inn

Boothbay Harbor

Dan

฿7,409

฿8,076 total

includes taxes & fees

22 Oct - 23 Oct

A spacious lobby with a large grey sofa, multiple tables, and hanging chandeliers.

A Hampton Inn & Suites by Hilton building with a covered entrance, stone facade, and multiple windows.

A gym with weightlifting equipment, dumbbells, and exercise balls.

A coffee station with four dispensers labeled DARK ROAST, LIGHT ROAST, DECAF ROAST, and HOT WATER.

13. Hampton Inn & Suites Rockland

Thomaston

William

฿4,468

฿4,871 total

includes taxes & fees

7 Nov - 8 Nov

A dining area with tables set for two, large windows offering a view of a sunset over a body of water, and wooden chairs with cushioned seats.

A cozy living room with a fireplace, two armchairs, a coffee table, and lamps.

A two-story house with a balcony, large windows, and a view of the water.

A wooden deck with outdoor seating and potted plants, overlooking a body of water at dusk.

14. Spruce Point Inn

Boothbay Harbor

Robert

฿14,351

฿17,989 total

includes taxes & fees

11 Oct - 12 Oct

A field of sunflowers with a small white building in the background.

A white house with a porch and a green planter with red flowers.

A two-story house with a snow-covered yard and leafless trees.

A dining table set with plates, bowls, and a pitcher, with chairs around it.

15. Clary Lake Bed and Breakfast

Jefferson

Elisabeth

฿4,037

฿4,400 total

includes taxes & fees

12 Oct - 13 Oct

A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.

A lakeside house with a dock extending over the water, surrounded by lush greenery and flowering plants.

A well-lit room with a wicker sofa, a white coffee table with magazines, and a view of greenery outside.

A room with a white wicker sofa, two white armchairs, a small table with a plant, and a radiator.

16. Harbour Towne Inn on the Waterfront

Boothbay Harbor

Floyd

฿8,636

฿9,413 total

includes taxes & fees

15 Oct - 16 Oct

A wooden deck with white chairs overlooking a marina with boats.

A waterfront building with multiple balconies, a dock, and a sailboat.

An aerial view of a coastal town with a marina, boats, and a bridge connecting to a peninsula.

A marina with boats docked, a flagpole with an American flag, and a building with a blue roof.

17. Fishermans Wharf Inn

Boothbay Harbor

Sherry

฿7,232

฿7,883 total

includes taxes & fees

12 Oct - 13 Oct

A lakeside lodge with multiple buildings, docked boats, and a forested shoreline.

A lakeside setting with outdoor seating and a fire pit, surrounded by trees and a boat in the distance.

18. Ocean Gate Inn

Southport

COLLEEN

฿10,678

฿12,221 total

includes taxes & fees

11 Oct - 12 Oct

A large house with multiple sections, surrounded by lush greenery and trees.

A bedroom with a wooden ceiling, a bed, a chair, a shelf with books, and a window.

A living room with a fireplace, a sofa set, a coffee table, and a lamp.

A room with hardwood flooring, a white armchair, a floor lamp, and a framed picture on the wall.

19. The Squire Tarbox Inn

Wiscasset

Oona

฿10,213

฿12,153 total

includes taxes & fees

14 Oct - 15 Oct

Two white Adirondack chairs facing a wooden deck with a view of the city skyline.

A hotel room with a large bed, two armchairs, a small table, and a desk. There are large windows with curtains, a lamp, and a view of the sea.

A spacious lobby with a wooden floor, a grey sofa with yellow cushions, and several chairs.

A harbor at sunset with multiple sailboats anchored in calm waters.

20. 250 Main Hotel

Rockland

Christine

฿7,395

฿8,061 total

includes taxes & fees

9 Nov - 10 Nov

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Stay near popular Damariscotta attractions

Frances Perkins Center

10.0/10 (1 review)

The Frances Perkins Homestead honours America's first female Cabinet member who shaped labour rights and social security. Explore the historic grounds while discovering her revolutionary New Deal legacy.

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Damariscotta Farmer's Market

Browse vibrant stalls of Maine's freshest produce, artisanal cheeses, and handcrafted goods at this community market. Arrive early to sample seasonal delights while enjoying the scenic backdrop of Round Top Farm.

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Whaleback Shell Midden State Historic Site

Ancient oyster shell mounds tell the storey of Native American coastal life spanning 1,000 years. Walk the interpretive trail for river views and archaeological insights into prehistoric diets.

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Jan Kilburn Watercolor Studio and Gallery

Vibrant watercolour paintings of Maine's coastal landscapes fill this artist-owned gallery. Browse Jan Kilburn's original works or join a class to learn her techniques for capturing New England's coastal charm.

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Learn more about Damariscotta

Stroll along Main Street to discover charming boutiques and art galleries nestled between historic buildings. Savour fresh oysters at waterfront restaurants or join a guided kayak tour to explore the scenic Damariscotta River's hidden coves.

See all hotels in Damariscotta

Top Damariscotta Hotel Reviews

Harborline Hotel

10/10 Excellent

"The restaurant across the street made the difference. It is exceptional. The breakfast was ok in motel. The rooms are big as are the bathrooms. It does have a laundry. Outside felt safe. Very nice view outside!"

Flagship Inn and Suites

8/10 Good

"The breakfast was simple but sufficient and included hot scrambled eggs and bacon or sausage, so was a good start to the day. The outdoor pool and hot tub were still open and pleasantly warm, a nice surprise for early October! The staff were very helpful and friendly. The rooms were very basic, but the fridge and microwave worked a d were clean. The shower area could have been cleaner, there was mildew around the edges. Blackout curtains would have been really helpful as the lights from the parking lot were very bright."

Topside Inn

10/10 Excellent

"This is a must stay. We will be back to stay here again. The view, the location, the room, the bed, the staff, the food- everything was just amazing!"

Tugboat Inn

8/10 Good

"Very centrally located with beautiful views. The restaurant does not serve breakfast and the service is a bit slow, so just be prepared. The staff were helpful. Also be aware check in is not at the Inn but rather down the street at another location. We had to ask a few folks before we found the correct spot"

Five Gables Inn

10/10 Excellent

"Wonder location and personnel. Because I am me, location finding was not exceptional - I was lost a couple of times - the directions sent to my wife were on her phone and we did not have access to them because of where we were - I had the GPS of my car = not real good!"

Smuggler's Cove Inn

10/10 Excellent

"Very friendly staff and rooms with beautiful views"

Spruce Point Inn

10/10 Excellent

"We were first timers. Beautiful property- amazing bay views. The food was prepared perfectly- the service was attentive and timely. We will come back again."

Rockland Harbor Hotel

10/10 Excellent

"Room was clean and comfortable and the staff was friendly and respectful"

Cod Cove Inn, BW Signature Collection

8/10 Good

"The room was very well priced. The hotel is a clean, well lighted place very convenient to multiple attractions on the coast. It is nothing special, but it fit our budget and I would definitely stay there again."

More cheap stays in Damariscotta