Book Holiday Homes in Dennysville

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Featured Holiday Homes in Dennysville

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
Walk to restaurants/ Weekly discount/No pet fee/ Water views / Fire pit 🔥

Walk to restaurants/ Weekly discount/No pet fee/ Water views / Fire pit 🔥

Lubec
A stay at this vacation home places you in the heart of Lubec, steps from Northern Tides Gallery and Seaside Chocolate.
Walk to restaurants/ Weekly discount/No pet fee/ Water views / Fire pit 🔥
Beautiful Lake Front home w/Pool table and Bar.

Beautiful Lake Front home w/Pool table and Bar.

Northfield
With a stay at this vacation home in Machias, you'll be on the waterfront, and 11.7 mi (18.8 km) from Bad Little Falls Park and 18.7 mi (30.1 km) from Roque ...
Beautiful Lake Front home w/Pool table and Bar.
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Pet friendly Maine Waterfront Farmhouse with Amazing Views @Canadian Border

Pet friendly Maine Waterfront Farmhouse with Amazing Views @Canadian Border

Calais
A stay at this vacation home places you in the heart of Calais, within a 5-minute drive of Washington County Community College and Calais Regional Hospital.
Pet friendly Maine Waterfront Farmhouse with Amazing Views @Canadian Border
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
Weekly private house rental with access to ATV trail

Weekly private house rental with access to ATV trail

Jonesboro
When you stay at this vacation home in Jonesboro, you'll be by the sea and 9 minutes by car from Bad Little Falls Park.
Weekly private house rental with access to ATV trail
Oceanfront and Spectacular Views!

Oceanfront and Spectacular Views!

Machiasport
When you stay at this vacation home in Machiasport, you'll be within a 5-minute drive of Jasper Beach.
Oceanfront and Spectacular Views!
Down East Maine: Gardner Lake Living - Sunshine Lane

Down East Maine: Gardner Lake Living - Sunshine Lane

East Machias
Located in East Machias, this vacation home is on the waterfront, within a 15-minute drive of Bad Little Falls Park and Orange Lake.
Down East Maine: Gardner Lake Living - Sunshine Lane
Little Mountain Cottage in Whiting Maine.

Little Mountain Cottage in Whiting Maine.

Whiting
When you stay at this vacation home in Whiting, you'll be steps from Orange Lake.
Little Mountain Cottage in Whiting Maine.
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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.

Dennysville 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 Dennysville vacation homes are the perfect way for you to wing it.

Holiday houses in Dennysville 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 Dennysville 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 Dennysville adventures, obvs.

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

Dennysville Holiday Homes essential information

Accommodation
66 Holiday Homes
Lowest Price
AU$163
Highest Price
AU$250
Popular accommodation
Oceanfront Home; A Coastal Maine Woodland Retreat, Walk to restaurants/ Weekly discount/No pet fee/ Water views / Fire pit 🔥, Beautiful Lake Front home w/Pool table and Bar., Pet friendly Maine Waterfront Farmhouse with Amazing Views @Canadian Border, Oceanfront -10 rm-6 BR-2BA - Sleeps 15 lg deck -- outdoor shower- Beach, Weekly private house rental with access to ATV trail, Oceanfront and Spectacular Views! , Down East Maine: Gardner Lake Living - Sunshine Lane, Little Mountain Cottage in Whiting Maine.

Top trending hotels in Dennysville

Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine

Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine

Edmunds Township
The price is AU$225 per night from 17 Nov to 18 Nov
AU$225
includes taxes & fees
17 Nov - 18 Nov
When you stay at this cottage in Dennysville, you'll be on a lake and 11 minutes by car from Cobscook Bay State Park.
Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine
The Bluebird Motel

The Bluebird Motel

2.5 out of 5
231Dublin St, Machias, ME
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 7 Nov to 8 Nov
AU$163
includes taxes & fees
7 Nov - 8 Nov
With a stay at The Bluebird Motel in Machias, you'll be 6 mi (9.7 km) from Roque Bluffs State Park and 10.6 mi (17.1 km) from Jasper Beach.
The Bluebird Motel
Machias River Inn

Machias River Inn

2.5 out of 5
103 Main Street, Machias, ME
Fully refundableReserve now, pay when you stay
The price is AU$250 per night from 7 Nov to 8 Nov
AU$250
includes taxes & fees
7 Nov - 8 Nov
When you stay at Machias River Inn in Machias, you'll be 11 minutes by foot from Bad Little Falls Park.
Machias River Inn
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The Inn on the Wharf

The Inn on the Wharf

2.5 out of 5
69 Johnson Street, Lubec, ME
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 7 Dec to 8 Dec
AU$164
includes taxes & fees
7 Dec - 8 Dec
With a stay at The Inn on the Wharf in Lubec, you'll be within a 10-minute walk of McCurdy Smokehouse Museum and Gallery and Northern Tides Gallery.
The Inn on the Wharf
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See all available properties in Dennysville
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.