Cutler Holiday Packages

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Our package deals combine your flights and accommodation to make life easier.

This way, you'll have some extra spending money for shopping and sightseeing in Cutler.

Your savings could add up to if you lock in a package today. So how do you do this? Just mix and match from more than 550 partner airlines and 665,000 worldwide properties.

Don't waste your time scouring the internet when you should be packing a bag. We've got some of the leading prices under the sun.

Cutler Accommodation

Don't let the lack of places to crash in Cutler deter you from travelling there. Just 30 kilometres away in Eastport is the Deer Island Inn. As it's the only available property in the area, we recommend booking well in advance to lock in the room you want.

Holidays to Cutler

Work meetings, traffic jams, endless chores. It's time to forget about all those mundane things and turn your attention to something much more fun — planning your trip to Cutler. Ready to get started with a few basics?

Cutler is 14 kilometres from Machiasport and is located in the North Coast region.

Travelling on your lonesome? Keen to get acquainted with some of the locals? With roughly 600 people living in this part of North Coast, it won't take you long to find some new mates.

Top Cutler hotels

Oceanfront Home; A Coastal Maine Woodland Retreat

Oceanfront Home; A Coastal Maine Woodland Retreat

Cutler
Oceanfront Home; A Coastal Maine Woodland Retreat: Family-friendly holiday home with WiFi and parking. Located on the waterfront.
"We had a fantastic stay! The house was clean, quiet and comfortable and waking up to a fresh sea breeze every morning was energizing. We went swimming nearly every day and took several area hikes. We also loved the proximity to Canada, and did a day trip to Campobello Island. Our only complaint: ..."

Reviewed on 21 Jul. 2025

Oceanfront Home; A Coastal Maine Woodland Retreat
Elegant log home with unobstructed ocean views

Elegant log home with unobstructed ocean views

Cutler
Elegant log home with unobstructed ocean views: Pet-friendly holiday home with free WiFi and parking. Located on the beach.
Paradise!
"Beautiful, amazing almost 360* Holmes Bay views. Cozy cabin with plenty of bedrooms/bathrooms and dog friendly! Our pups loved the rolling landscape and path down to the water! We visited many towns along the coast and up north. Scenic and peaceful and everything we were hoping for! Pure joy!!!"

Reviewed on 5 Jul. 2025

Elegant log home with unobstructed ocean views
Harbor View Cottage Maine, 150+ years old

Harbor View Cottage Maine, 150+ years old

Cutler
Harbor View Cottage Maine, 150+ years old: Holiday home with free WiFi and parking. Located near whale watching.
"We have stayed here before. It is such a great location. Love spending time in Chester. Feels like a second home"

Reviewed on 25 Jul. 2025

Harbor View Cottage Maine, 150+ years old
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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.