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.

4 Rocky Shore Road Rentals

4 Rocky Shore Rd.
Bailey Island, ME 04003

phone: 207-522-3093

email: me04003@hotmail.com
Come and relax and hear the surf, enjoy the sunrise and fresh salt air!  Private one bedroom apartment or 2 bedroom home rentals waiting for you.  Call Ann for more information.

Bailey Island Motel

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1951 Harpswell Islands Rd.Bailey Island Motel
Bailey Island, ME 04003

phone: 207-833-2886
fax: 207-833-7721
email: baileyislandmotel@comcast.net
website: www.baileyislandmotel.com

By the water’s edge, clean, comfortable rooms with ocean views. Cable TV, wireless Internet, continental breakfast and a friendly staff.

Captain Lawrence E. Johnson House Maine Inn

1965 Harpswell Islands Road
Bailey Island, ME 04003
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phone: 207-541-9187
fax: 207-541-9197
email: info@maineislandgetaway.com
website: www.maineislandgetaway.com

The newly renovated Captain Lawrence E. Johnson House will be available as a luxury summer Maine Island Getaway, featuring four luxury bedrooms with flexible accommodations and en-suite bathrooms, modern professional kitchen, dining, comfortable living spaces, and a fully equipped media room with free high-speed wireless internet, and energy-efficient central heat and air conditioning. Weekly rentals in season (April to October) and monthly rental off-season.

Captain’s Watch Bed & Breakfast Maine Bed and Breakfast

926 Cundy’s Harbor Rd.
Harpswell, ME 04079
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phone: 207-725-0979
email: cwatch@gwi.net
website: http://www.captainswatchbandb.com/


Gracious Civil War-era, National Registry home, overlooking lobstering in Cundy’s Harbor, with expansive water views, decks, privacy, comfortable beds, private baths, and “quasi-gourmet” breakfasts. Relaxing, quiet getaway easily accessible to Brunswick, Bath, and Freeport! Unpretentious hospitality…come unwind.

Coastal Connections Property Management, LLC

Contact: Sheri Bartlett

16 Winding Way

Harpswell, Maine 04079

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Phone: 207-751-4687

Email: Sheribartlett69@gmail.com

A Premier Harpswell resource for helping owners maintain and rent their property, also clients seeking seasonal rentals.

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

3 seasonal cottages overlooking beautiful Middle Bay.

Common Table Inn B & B Event Center  Harpswell Inn and Bed and Breakfast

1719 Harpswell Neck Rd.
Harpswell, ME 04079
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hours: daily 8:00 am – 8:00 pm, year round

B & B accommodations weekends only from 10/15 to 5/15 without advanced special arrangements
phone: 207-833-5564; text 207-754-8693
email: deb@commontable.com
website: www.commontable.com

Comfortable, casual country accommodations, helping you create lasting memories. Common Table offers B & B, garden, outdoor seasonal weddings, family reunions, barbecues, pig roasts and other special occasions, customized meals, meeting space and more.  All with highly competitive pricing.


 Contact Deb at 207-833-5564 or deb@commontable.com for more information.

Cook’s Island View Motel

2041 Harpswell Islands Road     Harpswell Motel
Bailey Island, ME 04003
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hours: Memorial Day through Columbus Day
phone: 207-833-7780
email: cooksislandmotel@aol.com
website: http://cooksislandmotel.com

Centrally located on Bailey Island, all rooms have private baths, cable TV, wireless Internet, refrigerators and microwaves. Enjoy breathtaking sunsets over Casco Bay from the comfort of your own deck.

Driftwood Inn

81 Washington Avenue   Maine Ocean View Inn
Bailey Island, ME 04003
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phone: 207-833-5461
email: info@thedriftwoodinnmaine.com
website: www.thedriftwoodinnmaine.com

The Driftwood Inn is one of the oldest inns of its kind on Bailey Island. Sleep next to the ocean, relax and eat in our beautiful dining room. A charming, relaxing atmosphere where you can get away from the daily grind of life.

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
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


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

Join Us On Facebook Page
Main Contact: Maureen Turgeon
Business Phone: 978 388 0765

Johnson Cottages

44 Hugh Ave.   Cottage Rental Harpswell Maine
Bailey Island, ME 04003
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phone: 207-833-6053
email: agjohnson9@myfairpoint.net
website: www.johnsoncottages.com

Historical rustic cottage with a quiet relaxed setting and a semi-private beach. Picturesque sunrises and sunsets from the wrap-around porch. Enjoy Maine vacationing at its best! Open late May to mid-October. For vacancy or more information call or contact us at: agjohnson9@myfairpoint.net or visit our website www.johnsoncottages.com.

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 30 years.

MaineStay Vacations

Homes and Harbor Real Estate  
Cottage Rentals
1624 Harpswell Islands Road
Orr’s Island, ME 04066
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phone: 207-833-5337
website: www.mainestayvacations.com

Offering waterfront vacation homes for rent in beautiful Harpswell Maine.

Quahog Bay Inn

Maine Inn on the Ocean

5 Lobster Lane
Harpswell, ME 04079
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hours: May-Dec daily 8:00 am – 5:00 pm
phone: 207-725-9995
email: quahogbayinn@gmail.com
website: www.quahogbayinn.com

On the water and overlooking a working lobster dock, Quahog Bay Inn has six “wicked nice” one and two bedroom suites. Each are available by the night, week, or month. They include a full kitchen, private bath, balcony, and scenic view of beautiful Quahog and Casco Bay. Guests can get out on the water in a small boat, canoe or kayak which the Inn rents from the dock located in front of the suites.

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
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hours: May – October Limited winter
phone: 207-833-5531
fax: 207-833-2905
email: seaesc@gwi.net
website: www.seaescapecottages.com

“Since 1985 our family has offered you a cozy place to get away on a very special island. Sea Escape is a home away from home for you to relax. Enjoy the amazing ocean views from your own front porch and cook fresh lobsters in your kitchen. Take day trips hiking, sailing, fishing, touring, and shopping and come home to watch the sun set at a warm camp fire. Bring the kids and the dog.”


The Point, LLC

Contact: Jack Dostie

245 Gun Point RD.,

Harpswell Maine

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Email: JACKDOSTIE@Gmail.com

Phone: 576-1211

Open May  –  November

A very private rental home located at the tip of Gun Point – “The Point” Will take your breath away with its sweeping views of Casco Bay. We also do boat and home inspections.

Your Island Connection

7 Aaron’s Way  Rentals in the town of Harpswell Maine
Bailey Island, ME 04003
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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.