Islesboro Holiday Packages

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Our flight and accommodation packages are truly unbeatable.

This way, you'll have some extra spending money for sightseeing in Islesboro.

Your savings could add up to if you secure a package. Exactly how do you do this? Just mix and match from more than 550 airlines and 665,000 properties.

We all love a good deal, and Wotif's affordable prices will surely satisfy. You'll be grabbing your passport and hitting the skies in no time at all.

Islesboro Accommodation

The Point Lookout is the only listed property in Islesboro. Book now and nab the best room.

Car Hire in Islesboro

If you want to rent a set of wheels not long after touching down at Hancock County - Bar Harbour Airport, head towards Enterprise (436 High St), a short drive away. They'll get you and the gang on the road in no time. Just remember to call shotgun on the front seat.

Holidays to Islesboro

Just like drinking cocktails and eating chocolate cake, it's never too early to start studying up on your next holiday destination. If you're planning a stay in Islesboro, here are few bits and bobs which we hope will be useful.

Islesboro is a short commute from two significant cities. Belfast is 15 kilometres to the northwest, while Rockland is 30 kilometres away to the southwest.

Want some info about what to see and do while you're around this part of Maine? With a population of approximately 600 people, you're bound to come across a few locals willing to offer their sightseeing tips.

Top Islesboro hotels

Island log home in Maine with ocean views

Island log home in Maine with ocean views

Islesboro ME
Island log home in Maine with ocean views: Pet-friendly holiday home with free WiFi and parking.
"Very cozy home well equipped with what you need. Quick response from Steven. Very enjoyable time."

Reviewed on 25 Sept 2026

Opens in a new windowIsland log home in Maine with ocean views
Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...

Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...

Islesboro ME
Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...: Cabin with free WiFi and barbecues. Located on the waterfront.
Great Spot
"Excellent host! Great connections on the island for everything. Great information on Ferry status, etc. Cabin is truly rustic, spartan appointments as described. Great location and view west with good weather. Bring your goodies, luxuries from the mainland. Lobsters are available tho!"

Reviewed on 29 Nov 2023

Opens in a new windowSecluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive Rockland ME
Fully refundableReserve now, pay when you stay
The price is AU$204 per night from 30 Sept to 1 Oct
AU$204
30 Sept - 1 Oct
includes taxes & fees
Harborline Hotel: Hotel with free breakfast and free WiFi. Located near whale watching.
"The location was excellent. Staff in the evenings were nice and helpful. We liked the free parking. Having a code for the door rather than a key was nice. We did have a small refrigerator and microwave in the room, which was nice. No coffee maker which was a bummer. The coffee maker downstairs was ..."

Reviewed on 27 Sept 2026

Opens in a new windowHarborline Hotel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.