Search Cottages in Pleasant Point

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 196 Cottages in Pleasant Point with updated reviews, rates, and availability.

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
A Charming Waterfront Cottage with Touches of Elegance
Miscellaneous

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (107)
"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
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!
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
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Terrace/patio

Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More

9.8 out of 10, Exceptional, (18)
"Sasanoa is a beautiful cabin in the woods. The vintage decor is lovely. The living area is very spacious, comfortable and perfect for two couples. Screened-in porch is great for reading and/or games. The location is extremely peaceful and quiet! "
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
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, (38)
"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
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
Boothbay Harbor Cottage Overlooking Mill Cove
TV

Boothbay Harbor Cottage Overlooking Mill Cove

10.0 out of 10, Exceptional, (18)
"We had a wonderful time at Mill Cove. Close to downtown and just the right size for a short getaway for my wife and I. "
Boothbay Harbor Cottage Overlooking Mill Cove
Sheepscot Overlook Cottage
Exterior

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
Stunning Modern Maine Oceanfront Cottage - newly built in 2019
Outdoor dining

Stunning Modern Maine Oceanfront Cottage - newly built in 2019

10.0 out of 10, Exceptional, (21)
"Amazing, tranquility, absolutely worth planning a return visit."
Stunning Modern Maine Oceanfront Cottage - newly built in 2019
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!
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden
Property grounds

Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden

10.0 out of 10, Exceptional, (75)
"Scenic, remote location that’s perfectly located close to Camden, Rockport, Rockland, and Acadia. Very comfortable and had everything I needed. Highly recommend!"
Lazy Days - Sunny Dock - Great Swimming & Fishing - close to Camden
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach

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/
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
Spring Discount, Full Month 1,650-April through May, 1st Flr King/Loft
Interior

Spring Discount, Full Month 1,650-April through May, 1st Flr King/Loft

10.0 out of 10, Exceptional, (56)
"Just a classic maine cabin and great for our 3yr old lab. Will return!"
Spring Discount, Full Month 1,650-April through May, 1st Flr King/Loft
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
Olde Post Office Cottage at Pemaquid Point
Fitness facility

Olde Post Office Cottage at Pemaquid Point

9.6 out of 10, Exceptional, (135)
"We stayed at the cottage for Christmas holiday. It was perfect. Beautifully decorated. Bed is super comfy. Kitchen had everything we needed. Special treat was the Maine maple syrupand a jar of blueberry jam we were given along with a beautiful Christmas card which I will be placing in a frame. We walked the Pemaquid loop every morning and enjoyed the beautiful ocean views. A total gem of a small cottage for two."
Olde Post Office Cottage at Pemaquid Point
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.
Don't see what you're looking for?
See all available properties in Pleasant Point
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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, (207)
"I liked that it was centrally located."
The price is AED 436
AED 475 total
includes taxes & fees
27 Apr - 28 Apr
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, (107)
"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
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.