Book Holiday Homes in Dennysville

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Featured Holiday Homes in Dennysville

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 ME
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.
Opens in a new windowGardner Lake Home: Amazing views private and quiet 150' of private frontage
Fabulous 5-bedroom house in Machiasport
May - 3 day min.  June - Aug - 7 day min

Fabulous 5-bedroom house in Machiasport May - 3 day min. June - Aug - 7 day min

Machiasport ME
When you stay at this vacation home in Machiasport, you'll be within a short 4-minute drive from Jasper Beach.
Opens in a new windowFabulous 5-bedroom house in Machiasport May - 3 day min. June - Aug - 7 day min
Oceanfront Home; A Coastal Maine Woodland Retreat

Oceanfront Home; A Coastal Maine Woodland Retreat

Cutler ME
When you stay at this vacation home in Cutler, you'll be on the waterfront and 11 minutes by car from The Bold Coast.
Opens in a new windowOceanfront Home; A Coastal Maine Woodland Retreat
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Cape Home overlooking Bucks Harbor and Pettigrew Point

Cape Home overlooking Bucks Harbor and Pettigrew Point

Machiasport ME
Located in Machiasport, this vacation home is within a 15-minute drive of Jasper Beach and Bad Little Falls Park.
Opens in a new windowCape Home overlooking Bucks Harbor and Pettigrew Point
Frisky Fish cottage on the water

Frisky Fish cottage on the water

Machiasport ME
When you stay at this vacation home in Machiasport, you'll be on the waterfront and within a short 4-minute drive from Jasper Beach.
Opens in a new windowFrisky Fish cottage on the water
Historic Cottage on Perfect Ocean Shores

Historic Cottage on Perfect Ocean Shores

Machiasport ME
Located in Machiasport, this vacation home is by the ocean, within a 15-minute drive of Burnham Tavern Museum and Bad Little Falls Park.
Opens in a new windowHistoric Cottage on Perfect Ocean Shores
In-town 5 Bedroom Victorian With Heated Pool

In-town 5 Bedroom Victorian With Heated Pool

Lubec ME
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.
Opens in a new windowIn-town 5 Bedroom Victorian With Heated Pool
3-Bedroom w/Attached Garage

3-Bedroom w/Attached Garage

Baileyville ME
Located in Baileyville, this vacation home is within a 15-minute drive of Moosehorn National Wildlife Refuge and Charlotte County Museum.
Opens in a new window3-Bedroom w/Attached Garage
Cliff-perched: stunning ocean views, private hiking trails, complete seclusion

Cliff-perched: stunning ocean views, private hiking trails, complete seclusion

Machiasport ME
When you stay at this vacation home in Machiasport, you'll be on the waterfront and within a short 5-minute drive from Jasper Beach.
Opens in a new windowCliff-perched: stunning ocean views, private hiking trails, complete seclusion
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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
72 Holiday Homes
Lowest Price
AU$195
Highest Price
AU$278
Popular accommodation
Gardner Lake Home: Amazing views private and quiet 150' of private frontage, Fabulous 5-bedroom house in Machiasport May - 3 day min. June - Aug - 7 day min, Oceanfront Home; A Coastal Maine Woodland Retreat, Cape Home overlooking Bucks Harbor and Pettigrew Point, Frisky Fish cottage on the water, Historic Cottage on Perfect Ocean Shores, In-town 5 Bedroom Victorian With Heated Pool, 3-Bedroom w/Attached Garage, Cliff-perched: stunning ocean views, private hiking trails, complete seclusion

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 ME
The price is AU$219 per night from 27 May to 28 May
AU$219
27 May - 28 May
includes taxes & fees
When you stay at this cottage in Dennysville, you'll be on a lake and 11 minutes by car from Cobscook Bay State Park.
Opens in a new windowRustic log cottage, Lake-view, Pet-friendly, Downeast Maine
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$278 per night from 24 May to 25 May
AU$278
24 May - 25 May
includes taxes & fees
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 Seaside Chocolate.
Opens in a new windowThe Inn on the Wharf
Machias River Inn

Machias River Inn

2.5 out of 5
103 Main Street Machias ME
The price is AU$270 per night from 1 June to 2 June
AU$270
1 June - 2 June
includes taxes & fees
Located in Machias, Machias River Inn is in a rural location, within a 15-minute walk of Burnham Tavern Museum and Bad Little Falls Park.
Opens in a new windowMachias River Inn
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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$195 per night from 18 May to 19 May
AU$195
18 May - 19 May
includes taxes & fees
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.
Opens in a new windowThe Bluebird Motel
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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.

Top Picks

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^Subject to availability and chosen travel dates.