Harpswell Vacation Rentals

Compare 7 vacation rentals.
USA > Maine > Harpswell

Make Harpswell your next getaway

To explore the northeastern reaches of Casco Bay is to discover a narrow scenic peninsula, a collection of more than 200 tranquil islands, and nearly 216 miles of shoreline that comprise the coastal community of Harpswell. As the American author Harriet Beecher Stowe once wrote, this town of just under 5,000 residents is "of more varied and singular beauty than can ordinarily be found on the shores of any land." It's a place full of history, natural beauty, and open seascapes, and you'll feel its wonder all around you at our Harpswell vacation homes. 

Explore Harpswell house rentals, cabins, and more

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House rentals

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Cabins

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Popular amenities for Harpswell vacation rentals

Popular
Dog-friendly Internet Ocean view
Casco Breeze
2 Bedroom | 2 Bath | Sleeps 6 (4 Adults Max)

Casco Breeze - Harpswell, ME

$309 avg / night
4.8 (35)
Harpswell Beach House
3 Bedroom | 1.5 Bath | Sleeps 8

Harpswell Beach House - Harpswell, ME

$450 avg / night
2.75 (4)
Clark Cove
3 Bedroom | 2.5 Bath | Sleeps 7

Clark Cove - Harpswell, ME

$392 avg / night
5.0 (7)
Harpswell Bay House
3 Bedroom | 1 Bath | Sleeps 6

Harpswell Bay House - Harpswell, ME

$210 avg / night
4.18 (33)
Live Well Farm
5 Bedroom | 2.5 Bath | Sleeps 11

Live Well Farm - Harpswell, ME

$711 avg / night
3.6 (5)

View 2 more homes

Recent Harpswell guest reviews

Stunning views from the deck and through the large back windows. Great updated appliances. Saggy worn mattress and pillows were problematic. Beautiful site requires well water so suggest you buy several gallons for drinking
Keith O. | Nov 2024
This place was very nice. Large open spaces (perfect for 2, maybe a bit less - at least in cold weather for 4). There were two things that might have been the thermostat, neither of which worked (the one upstairs was actually locked) so be ready for a chilly night if you go in Fall/Winter. The digital control of the shower must seem a highlight, but it didn’t immediately turn on. The million dollar digital toilet was also….an experience. But if you have been dreaming of trying out a bidet, heated toilet seat, and fanny dryer, you’ll love it.
Scott J. | Nov 2024
This house is absolutely beautiful, quite well appointed, in a stunning location, and so comfortable and roomy. I hate to give it 4 stars instead of 5, but the lack of the final star is because we had some maintenance issues (washing machine stuck on error code so not working, locked thermostat so we were chilly at night in bedrooms, bathrooms), and an intense sulphuric smell in the water), and though I texted Vacasa per instructions on the arrival text we received (which got no response even after 24 hours), then tried calling the local maintenance number listed in the guidebook (no response), it was only when I called the main Vacasa number before checkout that I reached someone who said they would get on this stuff after we left (we only were there 2 days). So I think it is probably more of a management issue than a property/owner issue, and I hope they get it resolved because the place is overall awesome!
Katherine S. | Oct 2024
Harpswell vacation rental FAQ

Yes, 13 of our Harpswell homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 37 of our Harpswell vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Harpswell vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Harpswell team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Harpswell, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
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Professional cleaning

Where is Harpswell, ME?

With borders that encompass the peninsula of Harpswell Neck, Sebascodegan Island (known locally as Great Island), Orr's Island, Bailey Island, and 200 smaller islands accessible only by boat, Harpswell sits in Casco Bay just 40 miles east of historic downtown Portland. The peninsula and its three main islands (which are connected by bridges) are only 13 miles south of Bowdoin College in Brunswick, 17 miles south of Bath, and 20 miles southeast of the famous outlets in Freeport. 

Things to Do in Harpswell, ME

For more than a century, Harpswell has welcomed visitors in search of ocean views, working harbors, public trails and marinas, and quiet natural splendor. Set sail on your own craft from one of the town's 11 public landings, marinas, and boat launches, or book a charter excursion with ALERT Windjammer Cruises, H2Outfitters, or Sail Casco to see the gorgeous coastline from the water.

Thanks to the town's cooperation with the Harpswell Heritage Land Trust, our Harpswell vacation rentals enjoy direct access to beautiful walking trails, serene nature preserves, and pristine beaches. Take a walk along the 2.3-mile Cliff Trail to soak in views that overlook Long Reach, or stroll the easy half-mile Giant's Stairs Trail to admire spectacular vistas of eastern Casco Bay. Johnson Field at Mackerel Cove is also a beloved local landmark for its picturesque Bailey Island harbor, its lovely beach, and its ideal setting for picnicking and kayaking.

View the islands through the eyes of local painters at the Sebascodegan Artists Gallery, or catch a summer evening concert with a crowd of locals at Mitchell Field's Bandstand by the Sea.

Day Trips from Harpswell, ME

While Harpswell is known for its peace and quiet, the beauty of this bayfront community is its close proximity to Maine's largest city, one of its most respected colleges, and a bastion of the state's shipbuilding history.

Take a short and scenic drive to reach the old port of Portland, a thriving and artistic city that boasts some of New England's most charming streets and exciting cuisine. Grab morning pastries at Standard Baking Co., savor a lunchtime lobster roll at Fishermen's Grill, and taste the divine local bounty at Eventide Oyster Co.

Guarding the northern reaches of Harpswell Neck is the shopping mecca of Freeport (the flagship location of the iconic outfitter L.L. Bean), while nearby Brunswick has gained fame as the home of Bowdoin College. You'll also be just 18 miles from the Maine Maritime Museum in the historic town of Bath on the Kennebec River. 

The countless wonders of Midcoast Maine await - plan an escape to our Harpswell vacation homes for an experience you'll never forget.