Damariscove Island Holiday Rentals, East Boothbay: Private House Rentals

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Our top choices for Damariscove Island hotels

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 swimming pool area at night with a clear view of the stars, a dock, and a small shed.

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.

1. Spruce Point Inn

Boothbay Harbor

Susan

Rp3.328.734

Rp4.172.469 total

includes taxes & fees

4 Oct - 5 Oct

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.

A dock with kayaks and a building with a deck overlooking the water.

2. Linekin Bay Resort

Boothbay Harbor

William

Rp4.412.383

Rp5.290.447 total

includes taxes & fees

4 Oct - 5 Oct

An aerial view of a coastal property with a large house, a circular driveway, and a view of the ocean.

A restaurant with wooden tables and chairs, two plates of seafood, and wine glasses.

An aerial view of a coastal property with a large house, a swimming pool, and a dock.

A deck with wooden chairs and a table, overlooking a grassy area with trees and a body of water.

3. Newagen Seaside Inn

Southport

elizabeth brian

Rp3.318.702

Rp4.104.670 total

includes taxes & fees

4 Oct - 5 Oct

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.

4. Flagship Inn and Suites

Boothbay Harbor

Jean

Rp1.770.318

Rp2.608.921 total

includes taxes & fees

4 Oct - 5 Oct

A dining area with a table and chairs, large windows with a view of the water, and a wooden ceiling.

A dining area with a view of the water, a table with chairs, and a window with blinds.

A hotel room with two beds, a view of a body of water, a small table with a vase, and a wall-mounted lamp.

A wooden table with a clear glass vase and pampas grass, overlooking a lakeside view with outdoor seating and umbrellas.

5. Bluebird Ocean Point Inn

Ocean Point

James

Rp4.016.118

Rp4.767.341 total

includes taxes & fees

4 Oct - 5 Oct

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

A covered porch with hanging flower baskets and outdoor seating.

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.

6. Five Gables Inn

East Boothbay

Robert

Rp3.916.158

Rp4.268.612 total

includes taxes & fees

25 Oct - 26 Oct

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

A waterfront dock with chairs, a stone wall, and a building labeled "Harborage Inn" 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.

7. Harborage Inn on the Oceanfront

Boothbay Harbor

Kacey

Rp3.785.083

Rp4.125.735 total

includes taxes & fees

2 Nov - 3 Nov

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.

8. Ocean Gate Inn

Southport

COLLEEN

Rp5.006.860

Rp5.730.356 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

9. Topside Inn

Boothbay Harbor

Dan

Rp5.226.694

Rp5.697.096 total

includes taxes & fees

22 Oct - 23 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.

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

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

10. Tugboat Inn

Boothbay Harbor

Cynthia

Rp3.218.581

Rp3.508.270 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A room with a bed, a chair, a TV, an air conditioning unit, and a sliding glass door leading to an outdoor area with chairs and tables.

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

11. Boothbay Harbor Inn

Boothbay Harbor

Robert

Rp3.397.401

Rp3.703.183 total

includes taxes & fees

4 Oct - 5 Oct

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

A room with two blue armchairs, a small wooden table, and large windows offering a marina view.

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

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

12. Fishermans Wharf Inn

Boothbay Harbor

Cary

Rp3.844.451

Rp4.190.468 total

includes taxes & fees

6 Oct - 7 Oct

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

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

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

A wooden deck with wicker chairs and hanging flower baskets.

13. Harbour Towne Inn on the Waterfront

Boothbay Harbor

Floyd

Rp4.958.679

Rp5.405.013 total

includes taxes & fees

21 Oct - 22 Oct

14. Hotel Pemaquid

Pemaquid Point

Mariah

Rp4.094.978

Rp4.463.526 total

includes taxes & fees

4 Oct - 5 Oct

A room with a dining area, a large window with curtains, a radiator, and a potted plant.

A spacious room with a white sofa, a bench, and two chairs, large windows offering a view of boats and greenery.

15. Admirals Quarters Inn

Boothbay Harbor

Tracey

Rp4.158.959

Rp5.349.253 total

includes taxes & fees

7 Oct - 8 Oct

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

A multi-story hotel with a central entrance, stone facade, and a parking lot with handicapped accessibility.

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

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

16. Residence Inn Bath Brunswick Area

Bath

Ted

Rp2.340.754

Rp2.551.421 total

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with a table and chairs, overlooking a marina with boats and houses.

A room with large windows, wooden chairs, a green sofa, and a patterned rug.

A bedroom with a bed, a chair, a window with curtains, a chandelier, a bedside table, and a painting on the wall.

A room with a wooden ceiling, large windows with blinds, a grey sofa, a beige armchair, and a patterned rug.

17. Greenleaf Inn

Boothbay Harbor

Christine

Rp4.158.959

Rp4.817.731 total

includes taxes & fees

5 Oct - 6 Oct

A street lamp and a stone sculpture on a pedestal.

A large bed with white linens, wooden headboard, two bedside tables with lamps, and two framed pictures on the wall.

A bathroom with a white sink, toilet, and a hairdryer on the wall.

A building with a sign indicating an office and vacancy. There are white chairs outside.

18. Mid-Town Motel

Boothbay Harbor

Wyman

Rp2.558.914

Rp3.057.446 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A gym with exercise equipment, a mirror, and a rack of dumbbells.

19. Hampton Inn Bath (Brunswick Area)

Bath

Robert

Rp2.419.435

Rp2.637.184 total

includes taxes & fees

1 Nov - 2 Nov

A wooden deck with picnic tables and umbrellas overlooking a lake.

A wooden-paneled room with a television, wicker chairs, a coffee table, and a sign reading "MAINE BLUEBERRIES".

A sandy beach with a large tree and a building in the background.

A cozy cabin room with wooden walls, a view of a lake, a chair with striped cushions, a table with a lamp, and a hanging plant.

20. Spinneys Guesthouse & Beach Cottages

Phippsburg

Shari

Rp3.034.482

Rp3.872.836 total

includes taxes & fees

4 Oct - 5 Oct

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Top Damariscove Island Hotel Reviews

Topside Inn

10/10 Excellent

"This Inn was in a great location and was lovely. Our room was clean. Breakfasts were delicious! I would stay there again without question."

Bluebird Ocean Point Inn

10/10 Excellent

"Waterfront property with great restaurant attached to it"

Best Western Plus Brunswick Bath

10/10 Excellent

"Great location. Very convenient for the activities we were participating in."

Linekin Bay Resort

10/10 Excellent

"Everything was great!"

Ocean Gate Inn

10/10 Excellent

"Great place loved the view"

Fishermans Wharf Inn

8/10 Good

"Area was convenient"

Spruce Point Inn

8/10 Good

"A relaxing and peaceful stay. Thank you."

Days Inn by Wyndham Brunswick Bath Area

8/10 Good

"Nice place for an overnight with nice staff."