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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 171 Cottages in Pleasant Point with updated reviews, rates, and availability.

A Charming Waterfront Cottage with Touches of Elegance
Miscellaneous

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (102)
"My friend and I are writers, and we came to this cottage to work on our books. It was the perfect location with the sunrise views over the water from the magnificent porch. The cottage was exceptionally clean, cozy, and beautiful. We had one small hiccup with the heat, but the manager, David, showed up immediately and the problem was rectified promptly. I loved it and we would absolutely stay there again."
A Charming Waterfront Cottage with Touches of Elegance
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
Interior

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!
Newly updated cottage directly on Maple Juice Cove
Aerial view

Newly updated cottage directly on Maple Juice Cove

10.0 out of 10, Exceptional, (33)
"Really terrific vacation house. Location, furnishings, and attention to detail all excellent. Highly recommend."
Newly updated cottage directly on Maple Juice Cove
Charming Cottage on the Great Pond in Boothbay Harbor, Maine
Terrace/patio

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Charming Cottage on the Great Pond in Boothbay Harbor, Maine
Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room + Loft w/Queen
Beach

Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room + Loft w/Queen

10.0 out of 10, Exceptional, (39)
"This is a beautifully unique place to stay! This cozy cottage is charming and warm. The area is stunning with a gorgeous property, perfect for our pup! So many stunning places to see by the ocean… hikes, restaurants, botanical garden with the huge Trolls! Made memories with our family to hold dear. Thank you! Definitely would stay again! "
Pets Stay Free! 3 Modern Cottages, 1st Floor King & Bunk Room + Loft w/Queen
Quiet & cozy ocean-side hideaway. Pet friendly!
Exterior

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!
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
TV, books

Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown

9.8 out of 10, Exceptional, (32)
"Such a cute cottage perfect for two couples. Sunrise and sunset on the deck was awesome. Great location and easy walk into town. We loved it!"
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.
Aerial view

Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.

10.0 out of 10, Exceptional, (16)
"I stayed here while visiting family and friends in Nee Harbor. It is a cute little place, and the hosts were very helpful re: parking and checkout process. The property is accurately described on the website, and I would definitely stay again."
Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.
"The Cottage " is Perfect couples retreat!
Property grounds

"The Cottage " is Perfect couples retreat!

9.6 out of 10, Exceptional, (26)
"We picked this property because it sounded like just what we needed for a short vacation. It fit the bill. Very cozy. The owner was super nice and responded to questions immediately. We didn't prepare any meals but everything was there to do so. Likewise, the "in case you forgot" selection was quite comprehensive. We would definitely stay here again."
"The Cottage " is Perfect couples retreat!
Stunning Views on Ocean's Edge. Pebble beach, sunbathing, firepit and grill.
Miscellaneous

Stunning Views on Ocean's Edge. Pebble beach, sunbathing, firepit and grill.

10.0 out of 10, Exceptional, (47)
"My husband & I stayed for a week. Owner was available & even turned some lights in for us since we were arriving after dark. The cottage was clean & comfortable. Nice updated bathroom with a very nice walk-in shower. Kitchen fully stocked. There was never anything that we needed that wasn’t there. It’s set on a beautiful & peaceful, oceanfront private drive. The view from the bed was amazing to wake up to. Location was just wanted we were hoping for as far as convenience to all that we wanted...
Stunning Views on Ocean's Edge. Pebble beach, sunbathing, firepit and grill.
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
TV, fireplace, books, stereo

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
Morning sun, coffee in hand, a good book and so much more...
Property grounds

Morning sun, coffee in hand, a good book and so much more...

9.8 out of 10, Exceptional, (77)
"Quiet. Beautiful view. "
Morning sun, coffee in hand, a good book and so much more...
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
TV

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

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
Newly renovated 2-bedroom cottage conveniently located with all the amenities!
Fridge, microwave, oven, stovetop

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"The cottage was clean, well maintained and equipped, and within walking distance to town. Good communication with owner. Would definitely stay here again!"
Newly renovated 2-bedroom cottage conveniently located with all the amenities!
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
TV, books, streaming services

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
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
Outdoor dining

Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer

9.8 out of 10, Exceptional, (17)
"This is a small backyard apartment a block away from downtown Wiscasset. The house met our needs. The bed was comfortable. The kitchen was small but with enough equipment to prepare simple meals. The house was in walking distance of shops and restaurants in Wiscasset. There was a grill and patio for those who wanted to cook outside. The was a washer and dryer available. "
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
Two separate dog-friendly homes with water views & Linekin Bay Resort access
Terrace/patio

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
Raspberry Cottage: Above Port Clyde Village, Ocean Front Cottage, with Views of the Harbor
Fridge, microwave, oven, stovetop

Raspberry Cottage: Above Port Clyde Village, Ocean Front Cottage, with Views of the Harbor

9.6 out of 10, Exceptional, (69)
"This was our second stay in Port Clyde and with this host. The properties were both impeccable and well kempt. They make check-in and check-out very easy. I'd highlight that if you're traveling to Port Clyde and expect to see the historic General Store, it is no longer there. We were surprised to see it no longer standing, leaving downtown PC without a real restaurant. "
Raspberry Cottage: Above Port Clyde Village, Ocean Front Cottage, with Views of the Harbor
Dew Drop Cottage II: Within Walking Distance Of Port Clyde Village
Interior

Dew Drop Cottage II: Within Walking Distance Of Port Clyde Village

9.8 out of 10, Exceptional, (59)
"The cottage was exactly what we needed, very well equipped. Would definitely stay here again."
Dew Drop Cottage II: Within Walking Distance Of Port Clyde Village
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, (193)
"Perfect so clean everyone there was so nice. I will be staying there from now on when I travel."
The price is AED 380
AED 452 total
includes taxes & fees
24 Mar - 25 Mar
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, (102)
"My friend and I are writers, and we came to this cottage to work on our books. It was the perfect location with the sunrise views over the water from the magnificent porch. The cottage was exceptionally clean, cozy, and beautiful. We had one small hiccup with the heat, but the manager, David, showed up immediately and the problem was rectified promptly. I loved it and we would absolutely stay there again."
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.

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