Book Holiday Homes in Dennysville

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

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
3-bedroom House with River View in the Center of Town

3-bedroom House with River View in the Center of Town

2 out of 5
Machias ME
With a stay at this vacation home in Machias, you'll be within a 10-minute walk of Burnham Tavern Museum and Bad Little Falls Park.
Opens in a new window3-bedroom House with River View in the Center of Town
Walk to Campobello & beach/Weekly discount/Pets welcome/Water views /Fire pit

Walk to Campobello & beach/Weekly discount/Pets welcome/Water views /Fire pit

Lubec ME
A stay at this vacation home places you in the heart of Lubec, steps from Seaside Chocolate and Monica's Chocolates.
Opens in a new windowWalk to Campobello & beach/Weekly discount/Pets welcome/Water views /Fire pit
Save an average of 15% on thousands of hotels when you're signed in
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 ME
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 ...
Opens in a new windowOceanfront Beauty ~Balcony~FirePit~Huge Deck~Wifi~A/C~Pet-Friendly~Birding~GREEN
Beautiful Downeast Maine Family Lakeside Rental!

Beautiful Downeast Maine Family Lakeside Rental!

East Machias ME
Located in East Machias, this vacation home is on a lake, within a 15-minute drive of Burnham Tavern Museum and Bad Little Falls Park.
Opens in a new windowBeautiful Downeast Maine Family Lakeside Rental!
View Of Ocean on second story , Open Concept Living, Walk To Downtown.  A/C.

View Of Ocean on second story , Open Concept Living, Walk To Downtown. A/C.

Eastport ME
A stay at this vacation home places you in the heart of Eastport, within a 5-minute drive of Raye’s Mustard Mill Museum and Small Town X Fisherman Statue.
Opens in a new windowView Of Ocean on second story , Open Concept Living, Walk To Downtown. A/C.
On the top of ledge overlooking Cobscook Bay

On the top of ledge overlooking Cobscook Bay

Eastport ME
With a stay at this vacation home in Eastport, you'll be within a 10-minute drive of Raye’s Mustard Mill Museum and Small Town X Fisherman Statue.
Opens in a new windowOn the top of ledge overlooking Cobscook Bay
Eagles Bluff Cottage

Eagles Bluff Cottage

Eastport ME
Located in Eastport, this vacation home is on the waterfront, within a 5-minute walk of Tides Institute & Museum of Art and Small Town X Fisherman Statue.
Opens in a new windowEagles Bluff Cottage
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 ME
Located in Machiasport, this vacation home is by the sea, within a 15-minute drive of Burnham Tavern Museum and Bad Little Falls Park.
Opens in a new windowPortside on Holmes Bay with ever-changing panoramic vistas of the Bold Coast.
Don't see what you're looking for?
See all available properties in Dennysville
View all properties
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
74 Holiday Homes
Lowest Price
AU$181
Highest Price
AU$280
Popular accommodation
Gardner Lake Home: Amazing views private and quiet 150' of private frontage, 3-bedroom House with River View in the Center of Town, Walk to Campobello & beach/Weekly discount/Pets welcome/Water views /Fire pit , Oceanfront Beauty ~Balcony~FirePit~Huge Deck~Wifi~A/C~Pet-Friendly~Birding~GREEN, Beautiful Downeast Maine Family Lakeside Rental!, View Of Ocean on second story , Open Concept Living, Walk To Downtown. A/C., On the top of ledge overlooking Cobscook Bay, Eagles Bluff Cottage, Portside on Holmes Bay with ever-changing panoramic vistas of the Bold Coast.

Top trending hotels in Dennysville

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$181 per night from 21 Dec to 22 Dec
AU$181
21 Dec - 22 Dec
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
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$280 per night from 22 Dec to 23 Dec
AU$280
22 Dec - 23 Dec
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
The Inn on the Wharf

The Inn on the Wharf

2.5 out of 5
69 Johnson Street Lubec ME
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
Save an average of 15% on thousands of hotels when you're signed in
Bear Mountain Lodge

Bear Mountain Lodge

2.5 out of 5
920 Goulding Lk Rd Robbinston ME
The price is AU$216 per night from 21 Dec to 22 Dec
AU$216
21 Dec - 22 Dec
includes taxes & fees
With a stay at Bear Mountain Lodge in Robbinston, you'll be on the beach, and 7.3 mi (11.8 km) from St. Croix Island and 7.9 mi (12.8 km) from Mainely Smoked ...
Opens in a new windowBear Mountain Lodge
Don't see what you're looking for?
See all available properties in Dennysville
View all properties
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.