Pleasant Point Holiday Rentals, Cushing: Private House Rentals

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Go beyond your typical stay in Pleasant Point

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Our top choices for Pleasant Point hotels

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

A reception area with wooden reception desks, a refrigerator stocked with beverages, and a window with a view of the outside.

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

1. Rockland Harbor Hotel

Rockland

Roger

4.659.287 ₫

5.078.649 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A hotel room with two beds, a TV, a desk, and a balcony with a view of trees.

A modern cafe with a counter, seating area, and large windows.

A hotel lobby with a reception desk, seating area, and large windows.

A hotel room with two beds, a TV, a desk, and a balcony with a view.

2. Harborline Hotel

Rockland

Nikki

3.026.065 ₫

3.649.124 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

An outdoor patio with tables and chairs, string lights, and umbrellas.

A conference room with a long table, chairs, a flat-screen TV, and a door.

A hotel room with a bed, two armchairs, a small table, a floor lamp, and wall art.

3. Hampton Inn & Suites Rockland

Thomaston

William

4.083.054 ₫

4.450.529 ₫ total

includes taxes & fees

24 Oct - 25 Oct

A spacious dining area with multiple tables and chairs, large windows offering scenic views, and ceiling fans.

A cozy living room with a wooden ceiling, a brick wall, and a dining area with a table and chairs.

A reception desk with a dark wall and a sign reading "The XLEGES by the Bay".

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

4. Ledges by the Bay

Rockport

Amy

3.684.765 ₫

4.136.906 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A living room with a sofa, armchair, coffee table, and a painting on the wall.

An indoor swimming pool with lounge chairs and a hot tub.

A hotel room with two beds, a nightstand, a lamp, and a view of the outside.

5. Trade Winds on the Bay

Rockland

Todd

2.131.448 ₫

2.323.278 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A stone fireplace with a clock above it, surrounded by shelves and a bench.

A residential garden with a white fence, a hanging flower basket, and various shrubs.

A spacious library with wooden tables and chairs, large windows, and bookshelves filled with books.

An indoor swimming pool with a tiled floor, a lifeguard chair, and lounge chairs.

6. The Country Inn at Camden Rockport

Rockport

Craig

4.656.685 ₫

5.075.787 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A row of white cabins with blue awnings, a covered porch, and a parking lot.

A white building with a blue awning, a deck with hanging flower baskets, and a sign indicating a coffee shop.

A pool area with a white fence, surrounded by lush greenery and trees.

A hotel room with two beds, a wooden headboard, a nightstand, a lamp, a window with curtains, and a door leading to a balcony.

7. Glen Cove Inn & Suites

Rockport

Deb

3.425.864 ₫

3.994.342 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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 view with three Adirondack chairs facing a marina with boats docked.

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

8. Boothbay Harbor Inn

Boothbay Harbor

Roy

4.942.590 ₫

5.387.447 ₫ total

includes taxes & fees

24 Sept - 25 Sept

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

A buffet setup with various food items and beverages, including a fruit bowl, yogurt containers, and a juice dispenser.

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

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

9. Flagship Inn and Suites

Boothbay Harbor

Jean

3.095.785 ₫

4.397.503 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A coastal view with a white fence, a yellow umbrella, and a golf course.

A lush green landscape with a pathway leading to a seating area with blue umbrellas.

A rectangular swimming pool with a clear blue water, surrounded by white lounge chairs and umbrellas, and a white building with balconies in the background.

A bedroom with a bed, two chairs, a desk, and a view of the outdoors.

10. Strawberry Hill Seaside Inn

Rockport

Emily

4.918.136 ₫

5.360.651 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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.

11. Cod Cove Inn, BW Signature Collection

Edgecomb

ANNA

3.876.495 ₫

4.225.379 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with umbrellas, surrounded by a white fence, and a view of a lake.

A cozy living room with a plaid carpet, a wooden cabinet with various items, a sofa, and a fireplace.

A residential area with a house, a driveway, and a view of the sea.

A sign for Island View Inn surrounded by lush greenery and a flag.

12. Island View Inn

Rockport

Davoud

5.437.135 ₫

5.926.477 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

A spacious living area with multiple seating options, a fireplace, and large windows providing natural light.

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.

13. 250 Main Hotel

Rockland

Linda

9.080.980 ₫

9.898.268 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A covered porch with hanging flower baskets and outdoor seating.

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

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

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

14. Five Gables Inn

East Boothbay

Mark

5.723.300 ₫

6.238.397 ₫ total

includes taxes & fees

24 Sept - 25 Sept

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

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

A dining area with a round wooden table, chairs, and placemats. There is a sofa and a bookshelf in the background.

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

15. Hawks House Inn

Walpole

Cynnie

3.380.389 ₫

3.684.504 ₫ total

includes taxes & fees

24 Sept - 25 Sept

A street lamp and a stone sculpture on a pedestal.

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

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

A building with a window display of colorful flowers and a sign indicating an office vacancy.

16. Mid-Town Motel

Boothbay Harbor

Susan

4.425.152 ₫

5.213.640 ₫ total

includes taxes & fees

27 Sept - 28 Sept

A two-story Victorian-style house with a turret and a porch.

A bedroom with a large bed, two windows with curtains, a radiator, a small table with a lamp, and a chair.

A gazebo with a green roof and white drapery, surrounded by a garden with various flowers and a bench.

A dining area with wooden tables and chairs, set with white napkins, cutlery, and glassware.

17. LimeRock Inn

Rockland

Jason

8.047.740 ₫

8.771.998 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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

A waterfront restaurant with outdoor seating, a dock, and a view of the water.

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

18. Bluebird Ocean Point Inn

Ocean Point

James

5.977.467 ₫

7.082.584 ₫ total

includes taxes & fees

30 Sept - 1 Oct

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

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

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

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

19. Fishermans Wharf Inn

Boothbay Harbor

JAMES

4.942.590 ₫

5.387.447 ₫ total

includes taxes & fees

1 Oct - 2 Oct

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

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

A waterfront property with a pool, outdoor seating, and a flagpole with multiple flags.

20. Linekin Bay Resort

Boothbay Harbor

William

6.419.201 ₫

7.696.622 ₫ total

includes taxes & fees

13 Oct - 14 Oct

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Top Pleasant Point Hotel Reviews

Cod Cove Inn, BW Signature Collection

10/10 Excellent

"We enjoyed our one night stay on our way up the coast. The hotel was easy to find and was a convenient proximity to town. We had a comfortable bed and the facility was quiet so we could get a good night’s rest. We did not take advantage of any of the amenities so cannot comment on those, but would definitely stay again."

Ledges by the Bay

8/10 Good

"The hotel is a motel where you can park outside your room. The room was clean and comfortable (king bed). The balcony faces the water and sunrise. There is a nice area with continental breakfast. The Wifi did not work. Went to the desk twice and still couldn't get it to work."

Boothbay Harbor Inn

8/10 Good

"The hotel was in a great location, easy to walk across the bridge to Boothbay harbor. Very walkable. You could sit outside the room and look across the bay. The room was clean and comfortable. Wifi was sufficient. The room had a fridge microwave and coffee maker. If you arrive after 6 pm there is no one at the desk and you have to go next door to their sister hotel to check in."

Tugboat Inn

10/10 Excellent

"Perfect location, great views"

Trade Winds on the Bay

8/10 Good

"This hotel is fine—not amazing, but not bad in any area, either. The bathroom in my room was in need of an update, but again, no big deal. I’d stay there again."

Flagship Inn and Suites

8/10 Good

"Brea"

Rockland Harbor Hotel

8/10 Good

"The room was large and comfy, good shower & comfy bed. Smelled a bit stale and didn’t like that you had to ask to have your room serviced. In a good spot very close to amenities and restaurants. Lovely place to visit."

Island View Inn

10/10 Excellent

"N/a"

Strawberry Hill Seaside Inn

10/10 Excellent

"The beautiful water views and expansive lawn leading down to the water make this property truly special. We loved the peaceful setting, the clean and comfortable accommodations, and the convenience of having so many great restaurants nearby. We really enjoyed our stay and hope to return next year!"

More cheap stays in Pleasant Point

Harkness Brook Inn

337 Commercial St. Rockport ME

3.570.299 ₫

3.891.584 ₫ total

19 Oct - 20 Oct

includes taxes & fees

9/10 Wonderful! (138 reviews)