Skip to content
Sign up
Log in
Vacation rentals in Harpswell

Vacation rentals in Harpswell

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Harpswell

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Weather's Edge, Freeport
    SUPERHOSTEntire guest suite · 2 guests · 1 bed · 1 bath
    Weather's Edge, Freeport

    Come enjoy the historic charm of South Freeport. This antique home and cozy accommodation await you, featuring a private entrance, private room, private full bath, t.v. with cable, and wi-fi. This is a second-floor room, accessed from a dramatic original (steep) staircase, and is conveniently located in an area of lovely homes, with Freeport Village just five minutes away.

    What guests are saying:

    “I loved my stay at Sandy and Jerry’s. This was my first time using air bnb and it was a great experience. I am used to staying at hotels and this was better! They provided so many nice touches, like coffee creamer and breakfast bars, that made it extra convenient. I was on a solo get away so I really appreciate how their setup allows 100% privacy. I did not hear them once! The location is great - a very quite and seemingly safe neighborhood with people out walking and enjoying their day. Sandy and Jerry offered to let me check-in early to avoid driving in a snow storm and also shoveled out my entrance walkway and put salt to melt the ice. Very thoughtful and kind. Very comfortable bed and awesome pillows. 10/10 and will be staying again!”

  • Classic Maine Oceanfront Cottage
    SUPERHOSTEntire cottage · 6 guests · 4 beds · 1 bath
    Classic Maine Oceanfront Cottage

    This oceanfront cottage has sea views from nearly every window and stunning sunset views. Sit on the deck & smell the salt spay, listen to waves & watch sea birds as lobstermen pull up their traps. Or glide off the dock on kayaks to explore the seals in the island cove.

    What guests are saying:

    “This was our first trip to Maine and we couldn't have wished for a better place to stay! The view and house itself were both amazing and we really enjoyed the thoughtful touches left by the host. Its perfectly located near lots of outdoor activities and the surrounding island communities. We hope to return in the future and would recommend this house to anyone traveling to the area!”

  • Buttermilk Cottage
    SUPERHOSTEntire cottage · 4 guests · 2 beds · 1 bath
    Buttermilk Cottage

    Charming seasonal oceanfront cottage boasting awe inspiring views of Buttermilk Cove. Interior is tastefully decorated with granite countertops, stainless steal appliances, wood floors, a gas fireplace and many attractive touches including a spiral staircase. Lounge dockside or venture to the rooftop deck where you are completely private from your neighbors. Close to Bowdoin College, Maine State Music Theater, Freeport and 25 minutes to Portland.

    What guests are saying:

    “This is an absolute hidden gem. The view is utterly amazing outside on the decks and the view is equally amazing indoors with all of the windows overlooking the water. There is a nice little general store up the street with all the essentials and liquor and a little seafood stand in the other direction with great food. We will definitely be back!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Harpswell vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Harpswell

Island Alchemy Cottage
SUPERHOSTEntire guesthouse
Island Alchemy Cottage
Price:$116 CAD/night
Unique Setting on the Point
SUPERHOSTPrivate room
Unique Setting on the Point
Price:$122 CAD/night
Camp Forever
SUPERHOSTEntire cabin
Camp Forever
Price:$265 CAD/night
Crow’s Nest Tiny House *Certificate of Compliance*
SUPERHOSTTiny house
Crow’s Nest Tiny House *Certificate of Compliance*
Price:$214 CAD/night
Sea Rose Cottage Apartment
SUPERHOSTEntire apartment
Sea Rose Cottage Apartment
Price:$184 CAD/night
Waterfront Cottage On Basin Cove - Amazing Sunsets
SUPERHOSTEntire house
Waterfront Cottage On Basin Cove - Amazing Sunsets
Price:$306 CAD/night
Beekeepers Cottage: Safe. Calm. Private. Oceanside
SUPERHOSTEntire guesthouse
Beekeepers Cottage: Safe. Calm. Private. Oceanside
Price:$251 CAD/night
Black Elephant Hostel: Bed in 8 bed MIXED dorm
SUPERHOSTHotel room
Black Elephant Hostel: Bed in 8 bed MIXED dorm
Price:$71 CAD/night
Black Elephant Hostel: bed in 8 bed FEMALE DORM
SUPERHOSTHotel room
Black Elephant Hostel: bed in 8 bed FEMALE DORM
Price:$71 CAD/night
Homeport Cottage
Entire cottage
Homeport Cottage
Price:$224 CAD/night
The Cottage at the McCobb House
SUPERHOSTEntire cottage
The Cottage at the McCobb House
Price:$170 CAD/night
Take Me Tenting (Groupie Site)
SUPERHOSTPrivate room
Take Me Tenting (Groupie Site)
Price:$170 CAD/night
Show all