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Compare 181 Cottages in Harpswell with updated reviews, rates, and availability.

Highland Lakefront Cabin
9.0 out of 10, Wonderful, (74)
"Beautiful setting and comfortable cottage. We were there during hot spell and air conditioner did not keep up. That said, the beds were comfortable and the place was clean. There was a bit of an ant issue- hard to control that during that time of year. Would definitely go again- had a great time "
Highland Lakefront Cabin
Classic Maine Beach Cottage **** Fabulous location!
9.4 out of 10, Exceptional, (23)
"Overall we really enjoyed our stay. The area is quiet and tranquil yet just a few minutes from downtown Portland. The nearest restaurant, Dockside, less than a mile away, was wonderful. We were unfamiliar with Roku TV and were disappointed that we were unable to get a local station. "
The price is ¥46,498
¥84,679 total
includes taxes & fees
Oct 7 - Oct 8
Classic Maine Beach Cottage **** Fabulous location!
Spacious 1 Bedroom Close to Everything 4
10.0 out of 10, Exceptional, (12)
"The cottage is very comfortable and very clean. It is centrally located to take in several of the coastal towns around. "
The price is ¥15,045
¥34,192 total
includes taxes & fees
Oct 8 - Oct 9
Spacious 1 Bedroom Close to Everything 4
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.6 out of 10, Exceptional, (27)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Classic Maine Cottage with ocean views
9.8 out of 10, Exceptional, (34)
"We enjoyed the house and love the .location.The biggest disapointment was that I could never go upstairs to sleep in the master bedroom and my husband had to crawl up and down the stairs! It definitely needs a handrail!!.Pease let people know it is not a house for handicapped ..I slept on the lower bunkbed and never got to see the upstairs bedroom. .the lb.thdothe"
Classic Maine Cottage with ocean views
Spacious 1 Bedroom Cottage Close to Everything 2
9.8 out of 10, Exceptional, (11)
"Adorable little cottage, so cute and comfortable. Big enough for 2 only. Doesn't have a stove tho."
Spacious 1 Bedroom Cottage Close to Everything 2
Redbird Cottage. Charming respite w/ large wrap-around porch and ocean views
9.8 out of 10, Exceptional, (19)
"The house was just as described and pictured on the web. the kitchen was well equipped and the location and view were lovely. The owner was available at any moment and was always helpful and agreeable. Couldn't have been a better stay in the cool Maine summer!"
Redbird Cottage. Charming respite w/ large wrap-around porch and ocean views
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.6 out of 10, Excellent, (49)
"Beautiful property. Saw seals from living room catching fish. Front door did not lock but it’s a safe neighborhood but a bit isolated. Kitchen is well equipped for cooking. Laundry facilities were a great help! Gorgeous views of the water and excellent service and communication."
Unique oceanfront home with a deck, tons of natural light, & amazing views
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.6 out of 10, Exceptional, (34)
"Perfect rental for me and my dog. Lots of windows and light, with gorgeous views right on the water. The deck is fantastic. Great location - very quiet (except the gulls and an occasional owl), but also convenient to restaurants and such. Kitchen had everything I needed and furniture was all lovely and comfy. "
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
9.4 out of 10, Exceptional, (37)
"We wish we had more time to “use” the house. The yard and view were great and the house was well equipped with everything we would need for a comfortable stay. Highly recommend!"
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
10.0 out of 10, Exceptional, (4)
"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!
Cheerful Cottage Close to Everything 12
9.4 out of 10, Exceptional, (6)
"Cute place and very clean will definitely stay again "
The price is ¥13,598
¥32,326 total
includes taxes & fees
Oct 3 - Oct 4
Cheerful Cottage Close to Everything 12
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
9.8 out of 10, Exceptional, (14)
"Convenient base for all of your adventures in Wiscasset, in Westport and Boothbay, and in the wider midcoast region. Quiet side street lined with stately, historic homes from the 1800's. Rental comes with all the conveniences, plus a deck with table and comfortable chairs overlooking the private gardens of the larger house and a dell with tall shade trees, perfect just for sitting and letting your road-weariness melt away."
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
Quaint cottage intimately set on the rocky coast overlooking Casco Bay
9.8 out of 10, Exceptional, (22)
"Wonderful!"
Quaint cottage intimately set on the rocky coast overlooking Casco Bay
Olde post office
9.6 out of 10, Exceptional, (132)
"A nice small cottage, that's perfect for 1-2 people. It's a great location for exploring the Pemaquid peninsula. The cottage was clean and the description and picture showed exactly what you were getting. It is located on the main road down to the lighthouse and was busy on the weekend but only during daylight hours, but I was expecting that. I enjoyed my stay there and would take it again if I wanted to stay in Pemaquid. "
Olde post office
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
Private Contemporary Artist's Tree House on two acres with perennial gardens.
10.0 out of 10, Exceptional, (27)
"Fine time in Portland"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Thorburn - Experience a classic ME vacation at this beautiful summer cottage
9.8 out of 10, Exceptional, (12)
"Absolutely loved our late summer stay at this dreamy cottage in Harpswell. The cottage reminded us of childhood summer stays in coastal New England and the nostalgia was real and definitely welcome."
Thorburn - Experience a classic ME vacation at this beautiful summer cottage
The Outlet House, Comfortable Cottage
9.8 out of 10, Exceptional, (34)
"If I can summarize with two words: Perfect Location. Darling little house, clean, nice amenities. The little house is located in the heart of Freeport, walking distance to shopping and dining without worry of where to park your car. If I might give a plug for the Brick Hollow Brew pub. Outstanding pizza and live entertainment!!! Thank you for a great stay and hope to visit Freeport in the near future and stay with you!!"
The price is ¥25,316
¥42,259 total
includes taxes & fees
Oct 2 - Oct 3
The Outlet House, Comfortable Cottage
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
10.0 out of 10, Exceptional, (8)
"This place has a ton of character and we loved being able to walk to restaurants, the park, and private beach. Great view from the porch!"
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
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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 Harpswell

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.6 out of 10, Exceptional, (34)
"Perfect rental for me and my dog. Lots of windows and light, with gorgeous views right on the water. The deck is fantastic. Great location - very quiet (except the gulls and an occasional owl), but also convenient to restaurants and such. Kitchen had everything I needed and furniture was all lovely and comfy. "
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Full sized home
9.6 out of 10, Exceptional, (17)
"We were attending a wedding at Live Well Farm just down the road. This was a perfect location to be close to the venue. Cute and cozy! "
The price is ¥35,768
¥57,701 total
includes taxes & fees
Oct 3 - Oct 4
Full sized home
Bay-View. Waterfront Log cabin on the bay. Pet Friendly.
9.6 out of 10, Exceptional, (24)
"Very peaceful, quiet cove. Nice cozy rustic cabin."
Bay-View. Waterfront Log cabin on the bay. Pet Friendly.
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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