Book Holiday Homes in Cutler

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Featured Holiday Homes in Cutler

Oceanfront Home; A Coastal Maine Woodland Retreat

Oceanfront Home; A Coastal Maine Woodland Retreat

Cutler
When you stay at this vacation home in Cutler, you'll be on the waterfront and 11 minutes by car from The Bold Coast.
Oceanfront Home; A Coastal Maine Woodland Retreat
Portside on Holmes Bay with ever-changing panoramic vistas of the Bold Coast.

Portside on Holmes Bay with ever-changing panoramic vistas of the Bold Coast.

Machiasport
Located in Machiasport, this vacation home is by the sea, within a 15-minute drive of Burnham Tavern Museum and Bad Little Falls Park.
Portside on Holmes Bay with ever-changing panoramic vistas of the Bold Coast.
Channel View Cottage, Bay of Funday, Beach 1 mile away,  2.5 miles to town

Channel View Cottage, Bay of Funday, Beach 1 mile away, 2.5 miles to town

2 out of 5
Lubec
Located in Lubec, this vacation home is by the sea, a 1-minute drive from Roosevelt Campobello International Park and 6 minutes from Quoddy Head State Park.
Channel View Cottage, Bay of Funday, Beach 1 mile away, 2.5 miles to town
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Gardner Lake Home:  Amazing views private and quiet  150' of private frontage

Gardner Lake Home: Amazing views private and quiet 150' of private frontage

East Machias
With a stay at this vacation home in East Machias, you'll be within a 15-minute drive of Burnham Tavern Museum and Bad Little Falls Park.
Gardner Lake Home: Amazing views private and quiet 150' of private frontage
In-town 5 Bedroom Victorian With Heated Pool

In-town 5 Bedroom Victorian With Heated Pool

Lubec
With a stay at this vacation home in Lubec, you'll be within a 5-minute walk of McCurdy Smokehouse Museum and Gallery and Seaside Chocolate.
In-town 5 Bedroom Victorian With Heated Pool
Peaceful Lubec Home w/ Views: Walk to Beach!

Peaceful Lubec Home w/ Views: Walk to Beach!

Lubec
Located in Lubec, this vacation home is by the sea, a 1-minute drive from Quoddy Head State Park and 6 minutes from Roosevelt Campobello International Park.
Peaceful Lubec Home w/ Views: Walk to Beach!
Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach

Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach

Starboard
When you stay at this vacation home in Machiasport, you'll be by the ocean and within a 5-minute drive of Jasper Beach.
Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach
WOW! Amazing property with an amazing view.  You will never want to leave!

WOW! Amazing property with an amazing view. You will never want to leave!

Jonesport
With a stay at this vacation home in Jonesport, you'll be by the ocean, and 19.5 mi (31.3 km) from Roque Bluffs State Park and 20.2 mi (32.4 km) from Bad Little ...
WOW! Amazing property with an amazing view. You will never want to leave!
Oceanfront Beauty ~Balcony~FirePit~Huge Deck~Wifi~A/C~Pet-Friendly~Birding~GREEN

Oceanfront Beauty ~Balcony~FirePit~Huge Deck~Wifi~A/C~Pet-Friendly~Birding~GREEN

Lubec
A stay at this vacation home places you in the heart of Lubec, a 3-minute drive from Quoddy Head State Park and 6 minutes from Roosevelt Campobello International ...
Oceanfront Beauty ~Balcony~FirePit~Huge Deck~Wifi~A/C~Pet-Friendly~Birding~GREEN
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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.

Cutler Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cutler vacation homes are the perfect way for you to wing it.

Holiday houses in Cutler let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cutler in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cutler adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cutler with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cutler vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cutler Holiday Homes essential information

Accommodation
86 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Oceanfront Home; A Coastal Maine Woodland Retreat, Portside on Holmes Bay with ever-changing panoramic vistas of the Bold Coast., Channel View Cottage, Bay of Funday, Beach 1 mile away, 2.5 miles to town, Gardner Lake Home: Amazing views private and quiet 150' of private frontage, In-town 5 Bedroom Victorian With Heated Pool, Peaceful Lubec Home w/ Views: Walk to Beach!, Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach, WOW! Amazing property with an amazing view. You will never want to leave! , Oceanfront Beauty ~Balcony~FirePit~Huge Deck~Wifi~A/C~Pet-Friendly~Birding~GREEN

Top trending hotels in Cutler

Oceanfront Home; A Coastal Maine Woodland Retreat

Oceanfront Home; A Coastal Maine Woodland Retreat

Cutler
When you stay at this vacation home in Cutler, you'll be on the waterfront and 11 minutes by car from The Bold Coast.
Oceanfront Home; A Coastal Maine Woodland Retreat
Bear Beach Maine! Oceanfront Log Cabin, Secluded Sandy Beach, Sunsets & Sauna

Bear Beach Maine! Oceanfront Log Cabin, Secluded Sandy Beach, Sunsets & Sauna

Cutler
When you stay at this cabin in Cutler, you'll be on the beach and 14 minutes by car from The Bold Coast.
Bear Beach Maine! Oceanfront Log Cabin, Secluded Sandy Beach, Sunsets & Sauna
Harbor View Cottage Maine, 150+ years old

Harbor View Cottage Maine, 150+ years old

Cutler
Located in Cutler, this vacation home is by the ocean, a 4-minute drive from The Bold Coast and 6 minutes from Cutler Coast Public Reserved Land.
Harbor View Cottage Maine, 150+ years old
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Elegant log home with unobstructed ocean views

Elegant log home with unobstructed ocean views

Cutler
When you stay at this vacation home in Cutler, you'll be on the beach and 13 minutes by car from The Bold Coast.
Elegant log home with unobstructed ocean views
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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.

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^Subject to availability and chosen travel dates.