Book Holiday Homes in Castine

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Featured Holiday Homes in Castine

Elegant Historic Home with Refined Interiors and Private Outdoor Spaces

Elegant Historic Home with Refined Interiors and Private Outdoor Spaces

Camden
A stay at this vacation home places you in the heart of Camden, steps from High Street Historic District and 4 minutes by foot from Camden Public Library.
Elegant Historic Home with Refined Interiors and Private Outdoor Spaces
Island log home in Maine with ocean views

Island log home in Maine with ocean views

Islesboro
When you stay at this vacation home in Islesboro, you'll be 6 minutes by car from Warren Island State Park.
Island log home in Maine with ocean views
1812 Pierce House

1812 Pierce House

3.5 out of 5
384 S Main St, Winterport, ME
With a stay at 1812 Pierce House in Winterport, you'll be within a 5-minute walk of Winterport Winery and Penobscot River.
1812 Pierce House
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Ocean-Beach Front Cottage on Blue Hill Bay w/ Mt Desert Island on the Horizon...

Ocean-Beach Front Cottage on Blue Hill Bay w/ Mt Desert Island on the Horizon...

Surry
The price is AU$1,881 per night from 12 Aug to 13 Aug
AU$1,881
12 Aug - 13 Aug
includes taxes & fees
Located in Surry, this vacation home is by the ocean, within a 10-minute drive of Woodlawn Museum and Rooster Brother Coffee Roasters.
Ocean-Beach Front Cottage on Blue Hill Bay w/ Mt Desert Island on the Horizon...
Chickadee Bay House S

Chickadee Bay House S

Trenton
With a stay at this vacation home in Trenton, you'll be on the waterfront, within a 15-minute drive of Acadia National Park and Kisma Preserve.
Chickadee Bay House S
Charming Antique Cape, Water View, Historic Castine, Penobscot Bay.

Charming Antique Cape, Water View, Historic Castine, Penobscot Bay.

Castine
When you stay at this vacation home in Castine, you'll be next to a golf course, within a 5-minute drive of Main Street and Castline Golf Club.
Charming Antique Cape, Water View, Historic Castine, Penobscot Bay.
Tiny Trenton Beach House

Tiny Trenton Beach House

Trenton
With a stay at this vacation home in Trenton, you'll be on the beach, within a 15-minute drive of Acadia National Park and Kisma Preserve.
Tiny Trenton Beach House
Pointe Branch Lake-New!

Pointe Branch Lake-New!

Ellsworth
Located in Ellsworth, this vacation home is on the waterfront, a 1-minute drive from Branch Lake and 5 minutes from Telephone Museum.
Pointe Branch Lake-New!
Charming Sandy Point Home

Charming Sandy Point Home

Stockton Springs
Located in Stockton Springs, this vacation home is a 2-minute drive from Penobscot River and 5 minutes from Penobscot Narrows Bridge and Observatory.
Charming Sandy Point Home
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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.

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

Holiday houses in Castine 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 Castine 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 Castine adventures, obvs.

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

Castine Holiday Homes essential information

Accommodation
523 Holiday Homes
Lowest Price
AU$304
Highest Price
AU$1,881
Popular accommodation
Elegant Historic Home with Refined Interiors and Private Outdoor Spaces, Island log home in Maine with ocean views, 1812 Pierce House, Ocean-Beach Front Cottage on Blue Hill Bay w/ Mt Desert Island on the Horizon..., Chickadee Bay House S, Charming Antique Cape, Water View, Historic Castine, Penobscot Bay., Tiny Trenton Beach House, Pointe Branch Lake-New!, Charming Sandy Point Home

Top trending hotels in Castine

Belfast Harbor Inn

Belfast Harbor Inn

3.5 out of 5
91 Searsport Ave, Belfast, ME
Fully refundableReserve now, pay when you stay
The price is AU$356 per night from 27 Aug to 28 Aug
AU$356
27 Aug - 28 Aug
includes taxes & fees
Located in Belfast, Belfast Harbor Inn is on the waterfront, within a 5-minute drive of Belfast Historical Society and Museum and Belfast Harbor.
Belfast Harbor Inn
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
8 Country Inn Way, Rockport, ME
Fully refundableReserve now, pay when you stay
The price is AU$355 per night from 27 Aug to 28 Aug
AU$355
27 Aug - 28 Aug
includes taxes & fees
When you stay at The Country Inn at Camden Rockport in Rockport, you'll be near the beach, just steps from Golfer's Crossing Mini Golf and 9 minutes by foot ...
The Country Inn at Camden Rockport
Cedar Crest Inn

Cedar Crest Inn

2.5 out of 5
115 Elm Street, Camden, ME
Fully refundableReserve now, pay when you stay
The price is AU$404 per night from 13 Aug to 14 Aug
AU$404
13 Aug - 14 Aug
includes taxes & fees
When you stay at Cedar Crest Inn in Camden, you'll be near the beach, within a 10-minute walk of Merryspring Park and Golfer's Crossing Mini Golf.
Cedar Crest Inn
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Fort Knox Park Inn

Fort Knox Park Inn

2 out of 5
64 Main St, Bucksport, ME
Fully refundableReserve now, pay when you stay
The price is AU$304 per night from 3 Aug to 4 Aug
AU$304
3 Aug - 4 Aug
includes taxes & fees
When you stay at Fort Knox Park Inn in Bucksport, you'll be on the waterfront, within a 5-minute drive of Buck Memorial Library and Buck Cemetery.
Fort Knox Park Inn
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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.