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Compare 139 Cottages in Pleasant Point with updated reviews, rates, and availability.

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (99)
"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

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.6 out of 10, Exceptional, (44)
"Absolutely beautiful views. Very well appointed and comfortable. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Spectacular ocean-view cottage

10.0 out of 10, Exceptional, (59)
"We had a lovely time staying in Thomas and Laurie’s cottage! They were kind and offered helpful suggestions for our stay. The space is well equipped and inviting. The neighborhood is a quiet one with friendly neighbors nearby and within a stone’s throw from the ocean. "
Spectacular ocean-view cottage

A Historic Storybook Maine Cottage

9.8 out of 10, Exceptional, (103)
"The Laughing Gull Cottage was so relaxing, quaint and everything we needed was there. So quiet, and a million dollar view from the front porch. Our daughter loved the small beaches within walking distance. We will definitely be back!"
A Historic Storybook Maine Cottage

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

9.4 out of 10, Exceptional, (33)
"Very cozy house in an absolutely lovely spot. We really enjoyed the outdoor space and the peace and quiet. "
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

9.0 out of 10, Wonderful, (17)
"We enjoyed our stay here. Cottage was clean and well appointed. Loved the front porch. It was busy with lobster processing traffic going by but not so much that it was a problem. Two issues that were not good: no wifi. Zip .Zero. No internet service n this day and age is not acceptable. (which we were supposed to have according to the website.) Phoned the number provided. Zero response. V bad in my opinion. Second the fire dept was prepping to burn an abandoned house next door so there were...
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

Ocean Point home w/large porch, amazing views, and sunsets with water access

9.2 out of 10, Wonderful, (21)
"Peaceful with amazing views!"
Ocean Point home w/large porch, amazing views, and sunsets with water access

Quiet & cozy ocean-side hideaway. Pet friendly!

10.0 out of 10, Exceptional, (7)
"This beautiful cabin was cozy and modern, spotlessly clean, and thoughtfully well-equipped. Everything we needed was provided. Multiple places inside and outside for gathering and relaxing; a cute kitchen with all the necessities; and the super-efficient wood stove was easy to use. It was a great base for exploring nearby, but also comfortable for just hanging out and enjoying the quiet. Thank you for sharing this amazing place."
Quiet & cozy ocean-side hideaway. Pet friendly!

Quiet & Lovely Lakefront Cottage for Families!

9.6 out of 10, Exceptional, (13)
"Our family loved the access to the water! We had a blast playing and fishing on the lake. We also appreciated the ease of check in and the quick response from the host to any questions or issues we had. We knew that this was a cottage or camp so did not expect something fancy or super modern. It fit our needs very well."
Quiet & Lovely Lakefront Cottage for Families!

Sheepscot Overlook Cottage

10.0 out of 10, Exceptional, (4)
"Very convenient location for mid-Maine. Didn't know the unit was three levels from description. Kitchen fairly well stocked. TV in every room. Good internet. Checkout procedure was a little strict, stripping sheets, putting away all dishes, garbage delivered to dumpster."
Sheepscot Overlook Cottage

Two separate dog-friendly homes with water views & Linekin Bay Resort access

8.0 out of 10, Very Good, (5)
"This was a beautiful place to stay and had more parking than we expected. The only hiccups we had was that the check in code we were given was one digit off from what it actually was so we had a little trouble getting into the house. Also there is an outlet that was uncovered in the bedroom and we had a child touch it. Luckily the child wasn’t harmed but this should definitely be addressed if there’s any little ones staying on the property. The houses were very clean and the only reason I gave...
Two separate dog-friendly homes with water views & Linekin Bay Resort access

Beautiful Seaside cottage with stunning views

9.0 out of 10, Wonderful, (2)
"Very nice property in a beautiful location. Owners very responsive in addressing questions or issues. "
Beautiful Seaside cottage with stunning views

Cheerful Cottage with Loft 9

10.0 out of 10, Exceptional, (2)
"We had a lovely weekend stay at this cozy cabin. Super clean, all the amenities needed for our small family, 2 adults + 3 year old. Convenient location, we would book here again when we are back in the area. "
Cheerful Cottage with Loft 9

Spacious 1 Bedroom Cottage Close to Everything 5

10.0 out of 10, Exceptional, (6)
"Everything was great. We had a minor ‘blip’ when the morning of our arrival, the hot water went out in our cabin. Our host reached out and offered an alternative. No biggie and everything went well. We appreciated Jeff's willingness to find a solution. "
Spacious 1 Bedroom Cottage Close to Everything 5

Updated Tiny House: Walk to Wiscasset Village

8.0 out of 10, Very Good, (5)
"Great location, easy to get to lots of coastal regions. Property is clean and cozy."
Updated Tiny House: Walk to Wiscasset Village

Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock

7.4 out of 10, Good, (3)
"We had a great stay at Depatsy’s camp with our 10mo old son and pup. The house was cozy, spacious and had everything we needed. The house was in a perfect location with access to the water and kayaks/paddle boards. We spent a lot of time on the patio enjoying the view and using the fire pit. Would definitely return for another trip! "
Waterfront Nobleboro Cottage w/ Kayaks & Boat Dock

Cheerful Cottage Close to Everything 13

9.6 out of 10, Exceptional, (9)
"Cozy, clean, and conveniently located for accessing many peninsulas. Just off Rt 1- noise not a problem."
The price is AED 331
AED 805 total
includes taxes & fees
5 Mar - 6 Mar
Cheerful Cottage Close to Everything 13

Lakefront Home w/ Beautiful Water Views Dock and Canoes Available - Dogs OK

8.0 out of 10, Very Good, (10)
"I wish I could give 5 stars, but I can’t. We arrived on a Tuesday afternoon, at 4:30. We unlocked the door and entered into a powerful smell. Campfire. Black soot up the front of the fireplace and the smell was awful. And of coarse, we are super sensitive to the smell. Looking around, I found the couch to be filthy, every screen had nasty cobwebs, dirt on the floor, bedding filthy, mold on the shower floor, Bathroom faucet was disgusting and obviously not cleaned . I was profoundly disappointed,...
Lakefront Home w/ Beautiful Water Views Dock and Canoes Available - Dogs OK

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (38)
"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...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/

Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

10.0 out of 10, Exceptional, (9)
"This is a charming log cabin in an historic log cabin development minutes from town, grocery shopping and within walking distance to a lovely park (Barrett). The "great room" has a wonderful fireplace, high ceilings, and comfortable couches and chairs. The large deck facing the water is beautiful, offering a spectacular view of Lewes Cove in Linekin Bay. You can hear loons, watch cormorants fishing and drying their wings on lobster trap platforms, and see bald eagles fly by and roost in nearby...
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
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

3.5 star property
8.2 out of 10, Very Good, (166)
"Very cool place , lots of space and great views "
The price is AED 344
AED 375 total
includes taxes & fees
17 Feb - 18 Feb
Trade Winds on the Bay

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (99)
"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

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (38)
"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...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
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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