Pleasant Point Holiday Rentals, Cushing: Private House Rentals

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Our top choices for Pleasant Point hotels

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

A snack display area with various packaged snacks and a beverage cooler.

A gym with treadmills, weight machines, and dumbbells.

An indoor swimming pool with clear windows, chairs, and a tiled floor.

1. Hampton Inn & Suites Rockland

Thomaston

William

3.378.928 ₫

3.683.032 ₫ total

includes taxes & fees

13 Nov - 14 Nov

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

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

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

2. Trade Winds on the Bay

Rockland

Allene

2.248.239 ₫

2.450.581 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

3. Rockland Harbor Hotel

Rockland

Cathy

4.175.068 ₫

4.550.850 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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

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

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

4. 250 Main Hotel

Rockland

Christine

5.697.373 ₫

6.210.251 ₫ total

includes taxes & fees

9 Nov - 10 Nov

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

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

A breakfast buffet with various food items and a coffee station.

A hotel with a central tower, multiple stories, and a parking lot with several cars.

5. Harborline Hotel

Rockland

Susan

3.014.549 ₫

3.635.237 ₫ total

includes taxes & fees

3 Nov - 4 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 dining area with a round wooden table, chairs, and placemats. There is a sofa and a bookshelf in the background.

6. Hawks House Inn

Walpole

Lynn

3.367.525 ₫

3.670.483 ₫ total

includes taxes & fees

16 Oct - 17 Oct

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

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

A swimming pool with a white fence, lounge chairs, and umbrellas.

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

7. Ledges by the Bay

Rockport

Charles

3.446.310 ₫

3.756.525 ₫ total

includes taxes & fees

15 Oct - 16 Oct

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

A coastal view with a grassy area, a white fence, and a yellow umbrella.

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

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

8. Island View Inn

Rockport

Davoud

5.416.444 ₫

5.903.924 ₫ total

includes taxes & fees

19 Oct - 20 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 bedroom with a bed, a chair, a window, and a door.

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

9. Five Gables Inn

East Boothbay

Maja

5.701.520 ₫

6.214.657 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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

A street lined with white mobile homes, each with a porch and a small garden.

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

10. Glen Cove Inn & Suites

Rockport

Joan

2.860.867 ₫

3.377.505 ₫ total

includes taxes & fees

5 Nov - 6 Nov

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 large house with a garage and a driveway, surrounded by trees and a body of water.

11. Strawberry Hill Seaside Inn

Rockport

Emily

4.653.218 ₫

5.072.021 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A pier extending into calm water with a boat docked at the end.

A room with a fireplace, a bed, a desk with a lamp, and a chair.

A large, two-story Victorian-style house with a wrap-around porch and a well-lit entrance.

A cozy living room with a fireplace, plush seating, and a decorative giraffe.

12. Berry Manor Inn

Rockland

Chelsea

6.945.488 ₫

7.570.582 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A historic house with a porch, an American flag, and a sign indicating it is a historic house.

A hallway with a wooden cabinet, two red armchairs, a table with flowers, and a staircase with a railing.

A porch with a sofa, chairs, a table, and a decorative rug.

A cozy room with a blue sofa, a small round ottoman, and a potted plant.

13. Rockland Talbot House

Rockland

Susan

4.639.741 ₫

5.057.248 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

A living room with a sofa, chairs, a coffee table, and a radiator. There are windows with curtains and a framed picture on the wall.

14. LimeRock Inn

Rockland

Philip

5.036.775 ₫

5.490.046 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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.

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

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

15. The Country Inn at Camden Rockport

Rockport

Craig

3.343.164 ₫

3.644.049 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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

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

16. Linekin Bay Resort

Boothbay Harbor

William

8.145.241 ₫

9.766.144 ₫ total

includes taxes & fees

15 Oct - 16 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.

17. Cod Cove Inn, BW Signature Collection

Edgecomb

Kathleen

3.084.263 ₫

3.361.847 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A hotel lobby with a fireplace, seating area, and a view of the dining area.

A modern hotel room with a fireplace, a bed with patterned bedding, a television mounted above the fireplace, and a view of the city through a window.

A bedroom with a fireplace, a bed with patterned bedding, a television mounted above the fireplace, and a painting on the wall.

18. Rockport Harbor Hotel

Rockport

charlotte

8.140.216 ₫

8.872.861 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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.

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

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

19. Flagship Inn and Suites

Boothbay Harbor

Bill

4.163.405 ₫

5.629.671 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A marina with several boats docked, surrounded by lush greenery and residential buildings.

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

A modern kitchen with a wooden countertop and a potted plant.

A wooden bridge over a stream in a lush garden with dense foliage and a white building in the background.

20. Harkness Brook Inn

Rockport

Steven

3.965.148 ₫

4.322.011 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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Top Pleasant Point Hotel Reviews

Tugboat Inn

10/10 Excellent

"Just a lovely situated and comfortable hotel. It was quiet, clean and a large room with balcony overlooking the harbor. Close to restaurants, stores and walking areas. Probably quite busy in summer but perfect in fall."

Fishermans Wharf Inn

10/10 Excellent

"Great"

Spruce Point Inn

10/10 Excellent

"An absolutely wonderful stay. I was in town for one night for business and it was about the same price as much lesser accommodations. The sunset was a nice bonus."

Topside Inn

10/10 Excellent

"Wonderful accommodations close to the town amenities. Staff was wonderful and breakfast for the two days we were there was outstanding!!"

Ledges by the Bay

8/10 Good

"Property was very nice. Clean well kept. Only thing I’d change would be the fan in the bathroom. Loud to the point I stepped out to brush my teeth. It came in with light so couldn’t shut it off."

Trade Winds on the Bay

8/10 Good

"Good area to walk the town."

Flagship Inn and Suites

10/10 Excellent

"The room was updated and everything worked. Decent room."

Island View Inn

10/10 Excellent

"Room was beautiful."

250 Main Hotel

10/10 Excellent

"Great place to stay while in Rockland, Maine!"

More cheap stays in Pleasant Point

Glen Cove Inn & Suites

866 Commercial St., Route 1 Rockport ME

2.860.867 ₫

3.377.505 ₫ total

5 Nov - 6 Nov

includes taxes & fees

9.4/10 Exceptional! (1,011 reviews)

The Country Inn at Camden Rockport

8 Country Inn Way Rockport ME

3.343.164 ₫

3.644.049 ₫ total

3 Nov - 4 Nov

includes taxes & fees

Ledges by the Bay

930 Commercial St Rockport ME

3.446.310 ₫

3.756.525 ₫ total

15 Oct - 16 Oct

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Harkness Brook Inn

337 Commercial St. Rockport ME

3.965.148 ₫

4.322.011 ₫ total

19 Oct - 20 Oct

includes taxes & fees

Rockland Harbor Hotel

520 Main Street Rockland ME

4.175.068 ₫

4.550.850 ₫ total

3 Nov - 4 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Flagship Inn and Suites

200 Townsend Avenue Boothbay Harbor ME

4.163.405 ₫

5.629.671 ₫ total

19 Oct - 20 Oct

includes taxes & fees

8/10 Very good! (1,009 reviews)

Hotels in Pleasant Point with star rating

Frequently asked questions

What's the seasonal weather in Pleasant Point?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Pleasant Point are January, March, December and February, with each month seeing an average of 17 cm of snowfall.

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Book Hotels in Pleasant Point on Expedia.com

Find hotels in Pleasant Point, ME from 2.450.581 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pleasant Point

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pleasant Point hotels

1. Hampton Inn & Suites Rockland

2. Trade Winds on the Bay

3. Rockland Harbor Hotel

4. 250 Main Hotel

5. Harborline Hotel

6. Hawks House Inn

7. Ledges by the Bay

8. Island View Inn

9. Five Gables Inn

10. Glen Cove Inn & Suites

11. Strawberry Hill Seaside Inn

12. Berry Manor Inn

13. Rockland Talbot House

14. LimeRock Inn

15. The Country Inn at Camden Rockport

16. Linekin Bay Resort

17. Cod Cove Inn, BW Signature Collection

18. Rockport Harbor Hotel

19. Flagship Inn and Suites

20. Harkness Brook Inn

Top Pleasant Point Hotel Reviews

Tugboat Inn

Fishermans Wharf Inn

Spruce Point Inn

Topside Inn

Ledges by the Bay

Trade Winds on the Bay

Flagship Inn and Suites

Island View Inn

250 Main Hotel

More cheap stays in Pleasant Point

Glen Cove Inn & Suites

The Country Inn at Camden Rockport

Ledges by the Bay

Harkness Brook Inn

Rockland Harbor Hotel

Flagship Inn and Suites

Hotels in Pleasant Point with star rating

Frequently asked questions

Explore a world of travel with Expedia

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