Pleasant Point Hotel & Accommodation Deals 2026 from NZ$159 - Fully Refundable Options

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Go beyond your typical stay in Pleasant Point

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

A hotel room with a bed, a wardrobe, a desk with a chair, and framed pictures on the wall.

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

1. Hampton Inn & Suites Rockland

Thomaston

William

NZ$301

includes taxes & fees

24 Oct - 25 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 modern living room with a glass coffee table, a sofa with a colorful throw, a TV on a wooden cabinet, and a view of the outdoors through large windows.

2. Trade Winds on the Bay

Rockland

Todd

NZ$159

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 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.

3. Rockland Harbor Hotel

Rockland

Roger

NZ$313

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

4. Glen Cove Inn & Suites

Rockport

Joan

NZ$273

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

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.

5. Harborline Hotel

Rockland

Howard

NZ$250

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

6. Hawks House Inn

Walpole

Cynnie

NZ$252

includes taxes & fees

6 Oct - 7 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.

7. Cod Cove Inn, BW Signature Collection

Edgecomb

Kathleen

NZ$231

includes taxes & fees

1 Nov - 2 Nov

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.

8. Ledges by the Bay

Rockport

Amy

NZ$266

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

9. The Country Inn at Camden Rockport

Rockport

Craig

NZ$230

includes taxes & fees

3 Nov - 4 Nov

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

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

A cozy room with a wicker sofa, a round table, and potted plants.

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

10. Rockland Talbot House

Rockland

Susan

NZ$348

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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.

11. Strawberry Hill Seaside Inn

Rockport

Emily

NZ$349

includes taxes & fees

29 Oct - 30 Oct

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 harbor at sunset with multiple sailboats anchored in calm waters.

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

12. 250 Main Hotel

Rockland

Tyler

NZ$445

includes taxes & fees

2 Nov - 3 Nov

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 covered porch with hanging flower baskets and outdoor seating.

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

13. Five Gables Inn

East Boothbay

Robert

NZ$386

includes taxes & fees

6 Oct - 7 Oct

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

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.

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

14. LimeRock Inn

Rockland

Philip

NZ$377

includes taxes & fees

1 Nov - 2 Nov

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.

15. Island View Inn

Rockport

Davoud

NZ$406

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

16. Flagship Inn and Suites

Boothbay Harbor

Deborah

NZ$241

includes taxes & fees

7 Oct - 8 Oct

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

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

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

A street view with multiple brick buildings, including a shoe store and a general store.

17. Harkness Brook Inn

Rockport

Olga

NZ$274

includes taxes & fees

19 Oct - 20 Oct

18. Hotel Pemaquid

Pemaquid Point

Mariah

NZ$445

includes taxes & fees

6 Oct - 7 Oct

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

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

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

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

19. Berry Manor Inn

Rockland

Chelsea

NZ$520

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A waterfront patio with wicker furniture, a red umbrella, and a view of boats and a pier.

20. Tugboat Inn

Boothbay Harbor

Cynthia

NZ$349

includes taxes & fees

25 Oct - 26 Oct

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Top Pleasant Point Hotel Reviews

Recent Reviews in Pleasant Point

Spruce Point Inn

10/10 Excellent

"I had an awesome stay. Boothbay is a fantastic place to stay! The property was impeccable! I will stay again next summer!"

The Country Inn at Camden Rockport

10/10 Excellent

"We had a great day at the Country Inn. Our children, especially loved the pool and the playground. The breakfast provided was delicious as well."

Boothbay Harbor Inn

10/10 Excellent

"This is our second time at Boothbay Harbor hotel. We love the cozy rooms on the water. Great location to the footbridge and Town. Great little Town with lots to do. We will be back."

Glen Cove Inn & Suites

10/10 Excellent

"Charisse was very helpful at check in and responsive to a minor request we had. Room was very clean and comfortable. Continental breakfast was sufficient with dining area outside on an enclosed deck. Even with temps in the 50s it was comfortable."

Fishermans Wharf Inn

8/10 Good

"Great location for a beautiful view of the harbor. Room was oversized but bathroom was small."

Bluebird Ocean Point Inn

10/10 Excellent

"My husband and have stayed here several times. It is a really nice setting, and we have always enjoyed it. This time I spent time in Boothbay Harbor and out at Pemiquid Lighthouse. Handy to both places. I do wish they still had a complimentary breakfast like they used to."

Flagship Inn and Suites

8/10 Good

"I don't usually stay in motels BUT I was very impressed. Large rooms and a very comfortable bed. No elevator and we were put on the 2nd floor. Complimentary breakfast was fresh and hot."

Trade Winds on the Bay

10/10 Excellent

"We had a great stay! It was a wonderful property and the staff were incredibly helpful"

Tugboat Inn

10/10 Excellent

"Love Tugboat Inn! Everything was perfect and we had a wonderful view over the harbor! Great stay! We will be back!"