Harpswell Maine Accommodations: Hotels, Inns, Campgrounds and Rentals

Looking for a place to stay on Bailey Island or on the Great Island with the wonderful fishing village of Cundy’s Harbor. There are many wonderful spots, with great views, charming character and much history, to spend the night or week while visiting Harpswell on this beautiful part of the Maine Coast.          

Coastal Connections Property Management, LLC

Contact: Sheri Blackstone

16 Winding Way, Harpswell, Maine 04079

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Phone: 207-751-4687

Email: sheri@mainecoastalconnections.com 

A professional Harpswell resource for clients seeking seasonal/long-term rentals, helping owners to maintain and rent their properties and offering caretaking services.


Coastal Cottages At Lookout PointCoastal Cottage For Rent Maine

Owners: Richard and Anne Moseley

22 Woodlanding Road, Harpswell, Maine 04079

Phone: 207-833-2399

Website: coastalcottageslookoutpoint.com

Email     coastalcottageslookoutpoint@gmail.com

2 seasonal cottages overlooking beautiful Middle Bay.


Grace’s PlaceGrace's Place Inn

Contact Person: Jack Deislinger

19 Harmony Lane,                                                           Harpswell Maine 04079

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Phone: 207-833-5329

Email: jack@Ark11Charter.com

Website: http://home.tiac.net/~jrd/maine/

Open May – October

Traditional Maine cottage. 4 bedrooms, sleeps 7, fieldstone fireplace, wireless and cable, washer and dryer, includes linens, view or Harpswell Harbor.

Harpswell Inn

108 Lookout Point Rd.    Maine Inn on the Ocean
Harpswell, ME 04079
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hours: Open daily, year round
phone: 207-833-5509; toll free 1-800-843-5509 Reservations Only

Owner:  (207) 815-0419
email: reservations@harpswellinn.com
website: http://harpswellinn.com

Located on a knoll overlooking Lookout Point, we are a casually elegant, waterfront inn featuring large rooms, suites, cottages and a 50-seat function room.


Harpswell Property ManagementHarpswell Property

1958 Harpswell Islands Road Bailey Island, Maine 04033
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Email: Property@baileyisland.com


Contact: 207-833-7795
Seasonal and year round property rental throughput Harpswell

Heron’s Rest Vacation Rentals Vacation Rental Harpswell Maine

Heron’s Rest vacation rental is the perfect location for your get away on Orr’s Island.  Water views from every room, 2 bedrooms, 1.5 bath.

Find us on: VRBO.com 131916

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Main Contact: Maureen Turgeon
Business Phone: 978 388 0765


Log Cabin An Island Inn

5 Log Cabin Lane   Ocean View Inn on Bailey Island
Bailey Island, ME 04003
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hours: April through October
phone: 207-833-5546
website: www.logcabin-maine.com

Email: Sue@logcabin-maine.com

Luxurious inn with a panoramic view and exquisite sunsets. All nine rooms have private baths and balconies. Includes full breakfast. Open April to October. Family owned and operated for over 40 years.


Rob Williams Real Estate Rob Williams Real Estate

1958 Harpswell Islands Road
Bailey Island, Maine 04033
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phone: 207-833-5078

Email: Rob@baileyisland.com

Specializing in unique coastal Harpswell property since 1979. We offer full service real estate brokerage and rentals.

Sea Escape Cottages & Charters

23 Sea Escape Lane Cottage Rental on the Ocean
Bailey Island, ME 04003
Bethany McNelly-Davis
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hours: Year Round Cottages and Seasonal Charters
phone: 207-833-5531
fax: 207-833-2905
email: seaesc@gwi.net
website: www.seaescapecottages.com

Classic seaside cottages and traditional sailing charters.  Relaxing, cozy, fun and beautiful.  Check the website for full moon sails, island adventures and fireworks!

Shorehouse Rentals

Contact: Jennifer Bisson

11 Merritt House Road, Orrs Island, ME 04066

Mailing Address: 6 Edgewood Lane, Orrs Island, ME 04066


Waterfront year-round rental overlooking Harpswell Sound.


Your Island Connection

2067 Harpswell Islands Road  Rentals in the town of Harpswell Maine
Bailey Island, ME 04003
Mail: P.O. Box 300, Bailey Island , ME 04003

phone: 207-833-7779
email: Vacation@Mainerentals.com
website: www.mainerentals.com

Offering over 60 oceanfront rental properties throughout the Harpswell Islands for your vacation or seasonal needs.