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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 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

9.2 out of 10, Wonderful, (27)
"Very clean and nice property as advertised."
The price is AED 422
AED 961 total
includes taxes & fees
29 Apr - 30 Apr
2 Bedroom Close to Town Home
Oceanfront home on 6 acres with multi-level deck & spectacular view
TV

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

10.0 out of 10, Exceptional, (15)
"Amazing cozy cottage with a breath taking view!"
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)
"Perfect spot in Boothbay Harbor… house has everything you need…"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Elegant home right in town with gorgeous water view, deck & interior
Exterior

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

10.0 out of 10, Exceptional, (11)
"Lovely view and attention to so many details for a comfortable stay and night's rest!"
Elegant home right in town with gorgeous water view, deck & interior
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Exterior

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

9.8 out of 10, Exceptional, (108)
"A little out of town in a cove overlooking the ocean. Nice place to relax on the patio and a little walk down to the private beach. Rockland is a nice town - plenty of places to stroll and places to eat - a good place as a base for our trip. "
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, (121)
"Quiet location, nice walk to the pond! Would stay again."
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
TV

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
Smart TV, DVD player, books

Home In Boothbay - Holiday Getaway

9.4 out of 10, Exceptional, (10)
"We used this cozy home as our home base while we were visiting the sights at Boothbay Harbor."
Home In Boothbay - Holiday Getaway
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Exterior

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
Exterior

In-town, coastal + relaxing in Rockland

10.0 out of 10, Exceptional, (23)
"The unit was impeccable as was the location: just 100 yards from Rockland Harbor and the harbor view walk. The hose was immaculate and the kitchen had everything you need to cook in. We are in our early 70s and would highly recommend a stay here. We met the owners, Jim and Wayne, who were delightful "
The price is AED 735
AED 1,830 total
includes taxes & fees
29 Apr - 30 Apr
In-town, coastal + relaxing in Rockland
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Property grounds

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

10.0 out of 10, Exceptional, (84)
"What a fantastic property. It was exactly the peaceful seclusion we were looking for. Place was spotless and massive. Best way to ring in the New Year, cooking together, playing board games, laughter and cheer. Hoping we can come back with a larger group so they can experience the fantastic space, too."
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Lovely Waterfront Owls Head Home w/ Own Beach
Fridge, microwave, stovetop, dishwasher

Lovely Waterfront Owls Head Home w/ Own Beach

10.0 out of 10, Exceptional, (49)
"This house was comfortable and had an amazing view. The location was perfect!"
Lovely Waterfront Owls Head Home w/ Own Beach
Historical New England home with outdoor shower - near downtown
TV, fireplace, books

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)
"Nice and quiet - Close to everything !! Thoughtfully decorated and had everything we needed for Steak and lobster dinners .. very comfortable."
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)
"A lovely secluded quaint getaway. A short drive into town and a comfortable stay. We even had deer having breakfast out our bedroom window one morning what fun."
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, stovetop

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.
Exterior

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
29 Apr - 30 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
Premier Double Room, 2 Double Beds, Balcony, Harbor View | Free WiFi, bed sheets

Trade Winds on the Bay

4.0 star property
8.2 out of 10, Very Good, (207)
"I liked that it was centrally located."
The price is AED 436
AED 475 total
includes taxes & fees
29 Apr - 30 Apr
Trade Winds on the Bay
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Exterior

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

8.8 out of 10, Excellent, (35)
"Wonderful place to stay. Plenty of room. Right next to the water. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
A Charming Waterfront Cottage with Touches of Elegance
Terrace/patio

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (107)
"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."
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.