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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 455 Vacation Homes in Pleasant Point with updated reviews, rates, and availability.

2 Bedroom Close to Town Home
TV

2 Bedroom Close to Town Home

9.0 out of 10, Wonderful, (26)
"Our primary objective was a clean cost-effective one night stay for a road trip through New England. This was right on the road, which was convenient but a little bit noisy at night."
The price is AED 386
AED 917 total
includes taxes & fees
2 Apr - 3 Apr
2 Bedroom Close to Town Home
Oceanfront home on 6 acres with multi-level deck & spectacular view
Interior

Oceanfront home on 6 acres with multi-level deck & spectacular view

10.0 out of 10, Exceptional, (15)
"Beautiful property that we wish we could have enjoyed more but it was perfectly cozy for a snowstorm. My only request is that of you can’t use the wood burning stove there should be some fire feature to enjoy during the winter even a gas one. "
Oceanfront home on 6 acres with multi-level deck & spectacular view
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Fridge, microwave, oven, stovetop

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

9.4 out of 10, Exceptional, (50)
"Very clean place. Right across the town of boothbay. Very good communication with host. She was very helpful. Very good stay"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Elegant home right in town with gorgeous water view, deck & interior
TV, fireplace

Elegant home right in town with gorgeous water view, deck & interior

10.0 out of 10, Exceptional, (11)
"Open floor plan was great for family gatherings.Nice to be on the water and so close to down."
Elegant home right in town with gorgeous water view, deck & interior
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
On the beach, sun loungers

Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

9.8 out of 10, Exceptional, (108)
"A beautiful location, just a short distance from so many things. Our plan was to rest and relax, we couldn't have asked for a better place to do that. Just watching the tide come in and go out each day with lovely Fall views was perfect! Alex and Siobhan were fabulous hosts with great suggestions. Thank you!"
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Lake

Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

9.8 out of 10, Exceptional, (119)
"I arrived in the middle of a late March snow storm! After harrowing driving conditions, it was a relief to enter a very warm and cozy cottage in the woods at Boyd Pond. The gas stove was lit and made the cottage warm and inviting.The chairs around the stove were very comfortable. the kitchen was well-stocked with all you need to cook and eat a great meal.The owners were available at a moments notice, and were very helpful with answers to my questions.All in all, I look forward to my next stay...
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Home In Boothbay - Holiday Getaway
Dining

Home In Boothbay - Holiday Getaway

9.4 out of 10, Exceptional, (10)
"Great trip. Home met all our needs. It needs tables by the couch and perhaps another chair in tv room. But it was comfortable and homey. "
Home In Boothbay - Holiday Getaway
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Miscellaneous

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

10.0 out of 10, Exceptional, (1)
"Spacious and comfortable home with open floor plan. We really enjoyed our walks everyday - two blocks from crashing waves, pine trees and steps from the courts and field. It feels remote uniquely beautiful place, yet it is so convenient to stores and restaurants in Boothbay Harbor."
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Smart TV, books

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
In-town, coastal + relaxing in Rockland
Beach/ocean view

In-town, coastal + relaxing in Rockland

10.0 out of 10, Exceptional, (21)
"I cannot say enough complimentary things about the “Salty Cape”!The listing photos and location were what drew me in initially and the reality did not disappoint! Our snowy week visit was brightened by the bright white: neutral Japandi decor! The homeowners know how to welcome visitors. There was nothing they had not thought oft that we could possibly need. Every room was outfitted. And comfortable!The kitchen and bath were top notch!Thank you Jin ….look forward to a return"
In-town, coastal + relaxing in Rockland
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Interior

Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.

10.0 out of 10, Exceptional, (81)
"We had a fantastic winter long weekend at the house with our teenage son. This was our second time staying here. The kitchen was perfectly stocked for cooking our meals and the beds were very comfortable. We relaxed in front of the fireplace and stargazed in the hot tub. The nearby towns are full of great restaurants and bookstores. Our stay really was perfect and we can’t wait to return."
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Lovely Waterfront Owls Head Home w/ Own Beach
Interior

Lovely Waterfront Owls Head Home w/ Own Beach

10.0 out of 10, Exceptional, (48)
"We thoroughly enjoyed our visit to Owl’s Head and our stay! The home was lovely, very spacious, cozy, spotless, well apportioned, with an incredible view of the ocean. A perfect mini vacation to wrap up winter and welcome spring! "
Lovely Waterfront Owls Head Home w/ Own Beach
Historical New England home with outdoor shower - near downtown
Dining

Historical New England home with outdoor shower - near downtown

9.2 out of 10, Wonderful, (32)
"We came up to celebrate my dads birthday with my family and it was perfect."
Historical New England home with outdoor shower - near downtown
Coastal bungalow with large yard, beautiful kitchen, & great location
Fridge, microwave, oven, stovetop

Coastal bungalow with large yard, beautiful kitchen, & great location

9.4 out of 10, Exceptional, (30)
"We had a wonderful stay! Perfect location to Boothbay and surrounding areas! The home was very clean and it was great have 2 full baths. Planning on booking again next year!"
Coastal bungalow with large yard, beautiful kitchen, & great location
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities
Fridge, microwave, oven, stovetop

Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities

10.0 out of 10, Exceptional, (14)
"Wanted to see the trolls at the Coastal Maine Botanical Gardens and explore lighthouses in the area. Great location. Enjoyed the view of the bay of Boothbay Harbor."
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities
Single-family home situated on the waterfront in the beautiful midcoast Maine
Exterior

Single-family home situated on the waterfront in the beautiful midcoast Maine

Single-family home situated on the waterfront in the beautiful midcoast Maine
Charming 3-bedroom house with AC and WiFi in Thomaston
Fridge, microwave, oven, dishwasher

Charming 3-bedroom house with AC and WiFi in Thomaston

Charming 3-bedroom house with AC and WiFi in Thomaston
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Property grounds

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (92)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Comfortable, Close to Town Home, with Oceanview.
Interior

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (66)
"Great management, very clean, had everything in the kitchen, comfortable beds, even a pen for a dog. The sky was beautiful at night. It was very quiet. We were very close to hiking trails and the lighthouse. We had a nice time at Christmas."
The price is AED 680
AED 1,349 total
includes taxes & fees
5 Apr - 6 Apr
Comfortable, Close to Town Home, with Oceanview.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Pleasant Point

Trade Winds on the Bay
Reception

Trade Winds on the Bay

4.0 star property
8.2 out of 10, Very Good, (194)
"Excellent experience!"
The price is AED 380
AED 452 total
includes taxes & fees
3 Apr - 4 Apr
Trade Winds on the Bay
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Outdoor dining

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
A Charming Waterfront Cottage with Touches of Elegance
Miscellaneous

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (104)
"I know the area very well but never would have known what this beautiful property had to offer from driving by all my life!David was a very welcoming host and easy to reach/helpul.House is immaculate and very well equipped with anything you could need. Beautiful mornings onthe sun porch with a bald eagle!will come back next year!"
A Charming Waterfront Cottage with Touches of Elegance
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.