Cutler Vacations from $1,513

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Your Cutler Vacation

Our Cutler vacation packages give you the power to create your own adventure. Tailor your getaway to your style and interests and make every moment count in this wonderful city. Every trip to Cutler needs a well-planned itinerary. Fill yours with leading attractions like The Bold Coast, Cutler Coast Public Reserved Land and Bog Brook Cove. Browse Expedia's extensive range of travel options and book your ultimate vacation to Cutler today.

The Latest Cutler vacation packages

Price found within the past 48 hours. Click for updated prices.
White Birches Motel

White Birches Motel

2.5 out of 5
Price was $1,739, price is now $1,513 per person
$1,513
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Bar Harbor (BHB)
7.4/10 Good! (1,012 reviews)
We stayed here while visiting Acadia NP and Bar Harbor. It's a bit out of the way, but the price was excellent, and it was quiet and clean. I would stay again if I was in the area.

Reviewed on Oct 20, 2025

Lucky Stone Retreat - Private Beach & Acadia View

Lucky Stone Retreat - Private Beach & Acadia View

4 out of 5
Price was $2,597, price is now $2,435 per person
$2,435
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Bar Harbor (BHB)
10/10 Exceptional! (7 reviews)
The house was comfortable and we loved the beautiful view from back deck.

Reviewed on Aug 7, 2025

Bluff House Inn

Bluff House Inn

3 out of 5
Price was $1,588, price is now $1,517 per person
$1,517
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip flight included
Denver (DEN) to Bar Harbor (BHB)
9.2/10 Wonderful! (398 reviews)
Rooms are clean and comfortable. Common room is open, airy and welcoming.

Reviewed on Oct 23, 2025

Picturesque Island Cottage 2 Bedroom Home by RedAwning

Picturesque Island Cottage 2 Bedroom Home by RedAwning

3 out of 5
Price was $4,770, price is now $4,641 per person
$4,641
per person
Nov 27 - Dec 1
found 2 hours ago
Roundtrip flight included
Denver (DEN) to Bar Harbor (BHB)
No reviews
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Cutler Hotel Deals

Oceanfront Home; A Coastal Maine Woodland Retreat

Oceanfront Home; A Coastal Maine Woodland Retreat

Cutler
9.8/10 Exceptional! (99 reviews)
A gorgeous, comfortable, well appointed home, and a gorgeous location! We had everything we needed and thoroughly enjoyed our stay. The property manager was fantastic when we needed help.

Reviewed on Oct 13, 2025

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

Elegant log home with unobstructed ocean views

Cutler
9.8/10 Exceptional! (65 reviews)
The house was perfect. The location was perfect. Overall the weather was pretty good for mid October. Got lobster on two different occasions from a local fisherman and it was fantastic. The only complaint we had was the local property manager was not very responsive. Other than that this property ...

Reviewed on Oct 18, 2025

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

Harbor View Cottage Maine, 150+ years old

Cutler
9.8/10 Exceptional! (32 reviews)
We have stayed here before. It is such a great location. Love spending time in Chester. Feels like a second home

Reviewed on Jul 25, 2025

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Harbor View Cottage Maine, 150+ years old
See all 257 properties in Cutler
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.

Find the Best Cutler Vacation Packages

Cutler Essential Information

Language
English
Currency
U.S dollars
Population
650
Max Temp Winter
30ºF
Max Temp Summer
65ºF
Top Sights
Jasper Beach, Boot Cove Beach and Bog Brook Cove

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Frequently asked questions

How much does a Cutler vacation package cost?
You can snap up a vacation package to this top destination from $1,513 on Expedia. However, how much your vacation to Cutler costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Cutler?
November, December and January are great times to search for cheap Cutler vacation packages. Opting to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Cutler?
The ideal length for your Cutler vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to tick off all the major attractions and explore some hidden spots along the way.
Is it worth booking a vacation package to Cutler?
Popular for its culture, walking trails and hiking, a Cutler vacation is a hit with all types of travelers. Be sure to visit top sights like The Bold Coast and Cutler Coast Public Reserved Land, and consider renting some wheels for day trips to experience even more.
How to find the best Cutler package deals?
Landing a cheap Cutler package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Cutler package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Cutler vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays separately. Better still, you can personalize your Cutler getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Cutler?
Land amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Cutler getaway.
Does Expedia offer Book Now, Pay Later Cutler vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Cutler trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.