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Compare 356 Vacation Homes in Pleasant Point with updated reviews, rates, and availability.

"We had a wonderful time at Admiral’s Quarters and wish we’d had one more night to spend in Boothbay Harbor. Our room was cozy and the two levels made it perfect for our family of four. The location was fantastic and John always had great recommendations for things to do or places to eat. "

SAR 1,773 total

includes taxes & fees

25 Nov - 26 Nov

Newly renovated 3 bedroom, 2 bath bungalow.

"We have stayed at several VRBO and this one was the best. Great location and great house."

Small beach area located behind the house

"I was traveling with my 4 sisters. We enjoyed our stay very much. Hosts were very helpful with technical things and recommendations for places to eat and things to do. The cove on the ocean is great for sunrises and peaceful mornings. Beds were comfortable, Great place to wind down after a busy day!"

"Great little place with beautiful view and good location. Would recommend"

SAR 1,334 total

includes taxes & fees

23 Dec - 24 Dec

"Very nice place for the family "

"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."

SAR 1,146 total

includes taxes & fees

24 Nov - 25 Nov

"We enjoyed Maine sooo much! The house is a dream! Well equipped, clean and the location is amazing! We did visit Rockland and Rockport several times, there are near and are lovely. Went hiking to Camden and spent the day in the vibrant town. Everything was easy and we will repeated for sure! "

Panoramic of the house, barn and yard (Spring)

"Had a wonderful time at the home. The views are just beautiful!"

"Loved the house has more than you need or want Easy to communicate with the host Highly recommend "

"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. "

"I can’t say enough about the house and our wonderful hosts. They’ve created a wonderful memory for our friends and family that will last a lifetime. The house, the views, boothbay harbor and all that it has to offer. Best vacation ever!! THANK YOU SO MUCH!! Paul"

Little island, mussel ridge channel, all the boats go by the house

"My wife and I enjoyed our stay in Owls Head. It was perfect for us. Hiking trails nearby and good seafood not far away"

"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!"

"Great location, very easy to get to harbor, and a great view. Check-in was easy, not having to keep a key on you was also nice. The house was very cozy, perfect for doing puzzles or drinking coffee in the morning. Lots of appliances and home goods to make it easy to cook, iron clothes, hang stuff, etc. Overall we would definitely stay again!"

"Beautiful house with lots of charm….. gorgeous views from the deck. I was texted when we arrived to make sure we were happy with the cleanliness of the home and we were . House was supplied with plenty of towels, blankets, toiletries, cushions for outdoor furniture and games. We stayed here with our dogs who loved it as well. We would stay here again"

SAR 1,192 total

includes taxes & fees

24 Nov - 25 Nov

"The shared driveway was a challenge and the hike from the driveway to the house had was also a challenge. Additionally the window in one of the bathrooms did not work, the dishwasher was not secured and tilted when you put dishes in, one of the commodes ran constantly unless you jiggle. The kitchen garbage can is broken."

"It is a big house with 4 bedrooms and 2 full baths. It was very clean when we arrived It is about a half mile walk into Boothbay Harbor by way of the footbridge. There are many restaurants, and shops. You can go out on boat tours from the middle of the town. Our experience was very good and be enjoyed our stay"

"Wonderful home, very clean and well stocked "

"Beautiful location, really enjoyed the stay. The stairs are a challenge especially with no landing at the top. Didn't receive any notification about check-in and I got no answer when I called but when I checked the door was unlocked and keys were on the table. Everything was very clean and the kitchen was well equipped. "

"A wonderful place for a family summer vacation, close to the shore and just a few minutes drive to Hannaford and other shopping locations. Three nearby towns to explore— Rockland, Rockport and Camden. And several lighthouses."

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Other property types in Pleasant Point

"Everything was wonderful. We will stay there again"

SAR 420 total

includes taxes & fees

5 Dec - 6 Dec

"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...

"Had an amazing stay at this charmer on the coast! Very clean, comfortable, and well cared for. Spent many hours just watching the ducks and birds enjoying the treats that come and go as the tides change. Great jumping off point to enjoy the beautiful coast of Maine! The only drawback is that the road is incredibly close to the house and the traffic noise is impossible to drown out, especially when trying to sleep in the second bedroom. Not ideal, but we would definitely return! "

Recent reviews of Pleasant Point hotels

A Charming Waterfront Cottage with Touches of Elegance

5/5 Excellent

A lovely cottage in a great location

"Beautiful cottage with an amazing view of the bay. Great porch where we spent most of our time. Very convenient to Damariscotta. Great setting for two couples. "

A verified traveler stayed at A Charming Waterfront Cottage with Touches of Elegance

Posted 3 days ago