Book Holiday Homes in Port Clyde

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Featured Holiday Homes in Port Clyde

Downtown Waterfront Cottage with shoreline sitting room

Downtown Waterfront Cottage with shoreline sitting room

Boothbay Harbor ME
With a stay at this vacation home, you'll be centrally located in Boothbay Harbor, just a 4-minute walk from Boothbay Harbor Memorial Library and 5 minutes by ...
Opens in a new windowDowntown Waterfront Cottage with shoreline sitting room
Downtown Boothbay Harbor, 2-Story Cottage

Downtown Boothbay Harbor, 2-Story Cottage

Boothbay Harbor ME
With a stay at this vacation home in Boothbay Harbor, you'll be within a 5-minute walk of Opera House at Boothbay Harbor and Boothbay Region Historical Society ...
Opens in a new windowDowntown Boothbay Harbor, 2-Story Cottage
Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

East Boothbay ME
A stay at this vacation home places you in the heart of East Boothbay, within a 5-minute drive of Linekin Bay and Grimes Cove Beach.
Opens in a new windowSmuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE
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Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston ME
The price is AU$365 per night from 15 May to 16 May
AU$365
15 May - 16 May
includes taxes & fees
With a stay at this vacation home in Thomaston, you'll be within a 5-minute drive of General Henry Knox Museum and Maine State Prison Store.
Opens in a new windowBright 2-Bedroom Apartment Near Downtown Thomaston
Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!

Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!

Boothbay Harbor ME
Located in Boothbay Harbor, this vacation home is on a lake, within a 5-minute drive of Boothbay Harbor Marina and Burnt Island Living Lighthouse.
Opens in a new windowPeaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!
Boothbay Harbor Woodland Retreat

Boothbay Harbor Woodland Retreat

Boothbay Harbor ME
With a stay at this vacation home in Boothbay Harbor, you'll be within a 5-minute drive of Boothbay Harbor Marina and Burnt Island Living Lighthouse.
Opens in a new windowBoothbay Harbor Woodland Retreat
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

Rockport ME
Located in Rockport, this vacation home is by the ocean, within a 5-minute drive of Oakland Park Bowling Lanes and Owls Head Lighthouse.
Opens in a new windowOceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Boothbay Harbor ME
When you stay at this vacation home in Boothbay Harbor, you'll be on the waterfront, just steps from Linekin Bay and Barrett Park.
Opens in a new windowEnjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.
Home In Boothbay - Holiday Getaway

Home In Boothbay - Holiday Getaway

Boothbay ME
Located in Boothbay, this vacation home is in a rural location, within a 15-minute walk of The Boothbay Playhouse and Dolphin Mini Golf.
Opens in a new windowHome In Boothbay - Holiday Getaway
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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.

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

Holiday houses in Port Clyde 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 Port Clyde 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 Port Clyde adventures, obvs.

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

Port Clyde Holiday Homes essential information

Accommodation
453 Holiday Homes
Lowest Price
AU$153
Highest Price
AU$365
Popular accommodation
Downtown Waterfront Cottage with shoreline sitting room, Downtown Boothbay Harbor, 2-Story Cottage, Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE, Bright 2-Bedroom Apartment Near Downtown Thomaston, Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!, Boothbay Harbor Woodland Retreat, Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach, Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly., Home In Boothbay - Holiday Getaway

Top trending hotels in Port Clyde

Timeless Days, Oceanfront Fisherman’s Cottage, Deep Water Dock & Boathouse

Timeless Days, Oceanfront Fisherman’s Cottage, Deep Water Dock & Boathouse

Port Clyde ME
Located in Port Clyde, this cottage is by the ocean, a 4-minute drive from Marshall Point Lighthouse and 8 minutes from Tenants Harbor Marina.
Opens in a new windowTimeless Days, Oceanfront Fisherman’s Cottage, Deep Water Dock & Boathouse
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
2 Park Dr Rockland ME
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 17 May to 18 May
AU$153
17 May - 18 May
includes taxes & fees
A stay at Trade Winds on the Bay places you in the heart of Rockland, steps from Maine Lighthouse Museum and Project Puffin Visitor Center.
Opens in a new windowTrade Winds on the Bay
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive Rockland ME
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 17 May to 18 May
AU$208
17 May - 18 May
includes taxes & fees
With a stay at Harborline Hotel, you'll be centrally located in Rockland, within a 5-minute drive of Samoset Resort Golf Course and Maine Lighthouse Museum.
Opens in a new windowHarborline Hotel
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Rockland Harbor Hotel

Rockland Harbor Hotel

2.5 out of 5
520 Main Street Rockland ME
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 27 May to 28 May
AU$185
27 May - 28 May
includes taxes & fees
With a stay at Rockland Harbor Hotel, you'll be centrally located in Rockland, steps from Rockland Ferry Terminal and within a 10-minute walk of Rockland Harbor ...
Opens in a new windowRockland Harbor Hotel
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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.