Skip to content
Sign up
Log in
Vacation rentals in Harpswell Harbor

Vacation rentals in Harpswell Harbor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Harpswell Harbor

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

  • Waterfront Cottage On Basin Cove - Amazing Sunsets
    SUPERHOSTEntire house · 6 guests · 4 beds · 1.5 baths
    Waterfront Cottage On Basin Cove - Amazing Sunsets

    Bright, airy cottage right on Basin Cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.

    What guests are saying:

    “MaryAnn’s house on the lake is just fabulous, very clean and tidy and the views are just amazing. The house has everything you need and we were surprised and delighted with muffins on arrival. MaryAnn responds very quickly and provided info on things to do in Harpswell. Would really love to return if were in the US again 😁”

  • Schooner Landing Cottage
    SUPERHOSTEntire cottage · 10 guests · 7 beds · 2 baths
    Schooner Landing Cottage

    Welcome to Schooner Landing! This four bedroom, waterfront home is situated in a sparsely populated, quiet location with a spectacular view of Harpswell Harbor and Casco Bay. The home sits on a cozy lot that overlooks wide panoramic views of Harpswell Sound. View our other listings: https://www.airbnb.com/rooms/11455219 https://www.airbnb.com/rooms/8603984 https://www.airbnb.com/rooms/11455446 https://www.airbnb.com/rooms/11455128 https://www.airbnb.com/rooms/27931629

    What guests are saying:

    “We really enjoyed our stay. Karen always replied quickly to our questions before I booked all the way to check out. The house is very nice and well described. The location is perfect for a relaxing getaway. Our teens enjoyed the beach area and the kayaks that were available. There is plenty of room for a large family to spread out and have their own space or come together for a large family dinner. We would definitely return to Schooner Landing should we travel to the area again.”

  • Sweet Retreat
    SUPERHOSTEntire bungalow · 2 guests · 1 bed · 1 bath
    Sweet Retreat

    This lovely contemporary one-story home is a relaxing, unfussy place to call home for a few days (or longer). It is located within walking distance of the famous Cribstone Bridge, Orr’s Island Candy Store and two popular restaurants on Bailey Island.

    What guests are saying:

    “Stephen’s cottage was a fantastic place to get away for a few days. The space is large for two people, thoughtfully decorated, and has all of the amenities we could have needed for our stay. It was also very clean when we arrived. The pictures really don’t do it justice, it’s a beautiful home. Check-in was simple, and that was quite nice after a long day of traveling. Though we didn’t get the chance to meet Stephen, we was responsive and helpful whenever we reached out. Our first morning there, we woke up early and were pleasantly surprised to be able to see the sunrise over the ocean from the kitchen window. It is a fairly long drive to get in and out of Orr’s island, but we found we were always looking forward to going back to the cottage if we’d left the area for the day. It seemed like Orr’s/Bailey island had plenty to do if you don’t want to leave the area. We’ll definitely be back in the future and highly recommend Stephen’s cottage to anyone looking to stay in the area.”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Harpswell Harbor vacation rentals

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

Other great vacation rentals in Harpswell Harbor

Cove Side Cottage--- SORRY-- Closed as of 6/2/2017
Private room
Cove Side Cottage--- SORRY-- Closed as of 6/2/2017
Price:$84 CAD/night
Blue Skies 
Oceanfront Cottage
Entire cottage
Blue Skies Oceanfront Cottage
Price:$215 CAD/night
Whale Watch Oasis - Great for Stay-cation!
SUPERHOSTEntire house
Whale Watch Oasis - Great for Stay-cation!
Price:$297 CAD/night
Sea Rose Cottage, Orr’s Island, Harpswell, Maine
Entire cottage
Sea Rose Cottage, Orr’s Island, Harpswell, Maine
Price:$324 CAD/night
Sunny Apartment on the Ocean.
SUPERHOSTEntire apartment
Sunny Apartment on the Ocean.
Price:$170 CAD/night
Goldsmith Apartment
Entire house
Goldsmith Apartment
Price:$197 CAD/night
Stover's Cove Beach Coastal Retreat
Entire house
Stover's Cove Beach Coastal Retreat
Price:$577 CAD/night
Bailey Island Oceanfront Dock 4 BR 3 BA 2,850 sqft
Entire house
Bailey Island Oceanfront Dock 4 BR 3 BA 2,850 sqft
Price:$677 CAD/night
Shore House, Leona Unit - Ocean Front Property
SUPERHOSTEntire apartment
Shore House, Leona Unit - Ocean Front Property
Price:$333 CAD/night
Ocean Front w/ path to neighborhood beach
Entire house
Ocean Front w/ path to neighborhood beach
Price:$1,188 CAD/night
Updated waterfront cottage w/private deck, gas grill & dock access
Entire cottage
Updated waterfront cottage w/private deck, gas grill & dock access
Price:$280 CAD/night
The Stowe-Millay Room Historic Morrill House
SUPERHOSTPrivate room
The Stowe-Millay Room Historic Morrill House
Price:$75 CAD/night
Show all