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Cottages in Pleasant Point

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (111)
"My husband and our 1 year old daughter had a wonderful stay. The home is close to everything and has everything you may need. Would love to stay again. "
A Charming Waterfront Cottage with Touches of Elegance

Peaceful.... Lakefront Cottage... Kayakers Paradise....

10.0 out of 10, Exceptional, (54)
"Beautiful, peaceful location. Great fishing. Comfortable, immaculate cabin."
Peaceful.... Lakefront Cottage... Kayakers Paradise....

Charming coastal cottage with firepit and easy beach access

10.0 out of 10, Exceptional, (4)
"Beautiful, clean cottage perfect for 2. Perfect setting. We will return!"
Charming coastal cottage with firepit and easy beach access

Waterfront Cottage in South Bristol w/ private dock and lobster boat views

10.0 out of 10, Exceptional, (105)
"We stayed at the property for two nights for a family getaway after the holidays. The house was in a great location, beautiful views, spotlessly clean, and very well equipped. We loved waking up to the light hitting the water and being able to explore the beautiful peninsula. Great hikes a short drive away. We would gladly stay again! "
Waterfront Cottage in South Bristol w/ private dock and lobster boat views

Boothbay Harbor Cottage Overlooking Mill Cove

9.8 out of 10, Exceptional, (19)
"Clean, close to downtown."
Boothbay Harbor Cottage Overlooking Mill Cove

Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

10.0 out of 10, Exceptional, (68)
"The cottage was perfect for a post Christmas relaxing week of downtime."
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

Cheerful Cottage Close to Everything 12

9.4 out of 10, Exceptional, (12)
"Well appointed and comfortable cabin. Loved the retro fridge and microwave and sitting on the deck with a morning coffee. We awoke to a woodsy view every morning. The location was perfect for us; convenient to Wiscasset, Damariscotta and Pemaquid Point. Our host was fabulous with his timely communication and down east hospitality. If we pass through this way again, we will be sure to stay here again."
Cheerful Cottage Close to Everything 12

Lakefront Cozy Cottage

9.8 out of 10, Exceptional, (68)
"We loved our stay at the little cottage by the pond. It was peaceful and relaxing."
Lakefront Cozy Cottage

Dog-friendly oceanfront cottage with views

9.6 out of 10, Exceptional, (24)
"On the ocean. Great view. Secluded property. Clean"
Dog-friendly oceanfront cottage with views

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

9.6 out of 10, Exceptional, (44)
"Tenants Harbor 🎉"
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

Newly renovated 2-bedroom cottage conveniently located with all the amenities!

2.0 star property
10.0 out of 10, Exceptional, (8)
"It is conveniently located. Very clean. Nice big yard."
Newly renovated 2-bedroom cottage conveniently located with all the amenities!

Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!

10.0 out of 10, Exceptional, (12)
"Wonderful stay! comfortable cozy and cute, tidy cottage. Hosts are responsive and welcoming. Cottage is very well thought out and location is great. Would love to stay again!"
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!

Spacious 1 Bedroom Close to Everything 4

10.0 out of 10, Exceptional, (17)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Spacious 1 Bedroom Close to Everything 4

Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area

10.0 out of 10, Exceptional, (44)
"Beautiful property & so clean & well appointed, great location! Had everything we wanted for a wonderful vacation week!"
Peaceful, Oceanfront Retreat, Sleeps 8, Semi-Private Sandy Swim Area

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

10.0 out of 10, Exceptional, (6)
Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Newly updated cottage directly on Maple Juice Cove

9.8 out of 10, Exceptional, (35)
"The property was clean and updated. Cabins are much smaller than I expected with no storage for our suitcases or clothing. I wish fresh towels were easier to obtain. Pool and hot tub was nice. It is right off of a noisy road, the trucks going by at night made it quite loud. The air conditioner had a musty odor. Friendly relaxed atmosphere overall. "
Newly updated cottage directly on Maple Juice Cove

Dog-friendly cottage with amazing bay views & deck - snowbirds welcome

9.2 out of 10, Wonderful, (27)
"Very comfortable, clean, and in a great location near town."
Dog-friendly cottage with amazing bay views & deck - snowbirds welcome

Happy Cottage Near Everything 11

Happy Cottage Near Everything 11

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

9.8 out of 10, Exceptional, (45)
"This rustic cottage is a slice of true Maine. Lobster boats outside the window. Friendly people and lobster rolls. We would come again and again. John and Melanee are wonderful, as is the entire family."
Cozy Cottage with spectacular salt water view / 3 Kayaks available/

Contemporary Cottage With Spectacular Ocean Views And Access

9.8 out of 10, Exceptional, (45)
"The house is well equipped and has a gorgeous view. "
Contemporary Cottage With Spectacular Ocean Views And Access
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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Top Pleasant Point Hotel Reviews