Book Holiday Homes in Hermit Island

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Featured Holiday Homes in Hermit Island

Beautiful Oceanfront House- Stunning Water Views

Beautiful Oceanfront House- Stunning Water Views

Harpswell ME
Located in Harpswell, this vacation home is a 1-minute drive from Casco Bay and 7 minutes from Androscoggin River.
Opens in a new windowBeautiful Oceanfront House- Stunning Water Views
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
Centerview cottage

Centerview cottage

Harpswell ME
The price is AU$662 per night from 16 May to 17 May
AU$662
16 May - 17 May
includes taxes & fees
Located in Harpswell, this vacation home is by the ocean, within a 15-minute drive of Paddleworks and Bailey Island Bridge.
Opens in a new windowCenterview cottage
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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
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
Captain's Guest Room. Discover the authenticity & great value!

Captain's Guest Room. Discover the authenticity & great value!

Bath ME
The price is AU$205 per night from 16 May to 17 May
AU$205
16 May - 17 May
includes taxes & fees
With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church Arts Center and Bath Center for the Arts.
Opens in a new windowCaptain's Guest Room. Discover the authenticity & great value!
Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need "

Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need "

Phippsburg ME
A stay at this vacation home places you in the heart of Phippsburg, a 1-minute drive from Casco Bay and 7 minutes from Maine Maritime Museum.
Opens in a new windowSummer 2026 ! Kayak on the Kennebec " EVERYTHING you need "
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
Charming  Retreat w/ WiFi, Ping Pong Table & Walking Distance to the Ocean

Charming Retreat w/ WiFi, Ping Pong Table & Walking Distance to the Ocean

Cumberland ME
With a stay at this vacation home in Cumberland Foreside, you'll be by the sea, within a 15-minute drive of LL Bean Flagship Store and Casco Bay.
Opens in a new windowCharming Retreat w/ WiFi, Ping Pong Table & Walking Distance to the Ocean
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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.

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

Holiday houses in Hermit Island 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 Hermit Island 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 Hermit Island adventures, obvs.

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

Hermit Island Holiday Homes essential information

Accommodation
493 Holiday Homes
Lowest Price
AU$158
Highest Price
AU$662
Popular accommodation
Beautiful Oceanfront House- Stunning Water Views, Boothbay Harbor Woodland Retreat, Centerview cottage, Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE, Downtown Waterfront Cottage with shoreline sitting room, Captain's Guest Room. Discover the authenticity & great value!, Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need ", Downtown Boothbay Harbor, 2-Story Cottage, Charming Retreat w/ WiFi, Ping Pong Table & Walking Distance to the Ocean

Top trending hotels in Hermit Island

The Federal

The Federal

3.5 out of 5
10 Water St Brunswick ME
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 7 June to 8 June
AU$203
7 June - 8 June
includes taxes & fees
With a stay at The Federal in Brunswick, you'll be within a 15-minute drive of LL Bean Flagship Store and Androscoggin River.
Opens in a new windowThe Federal
The Brunswick Hotel

The Brunswick Hotel

3 out of 5
4 Noble St Brunswick ME
Fully refundableReserve now, pay when you stay
The price is AU$192 per night from 25 May to 26 May
AU$192
25 May - 26 May
includes taxes & fees
A stay at The Brunswick Hotel places you in the heart of Brunswick, steps from Casco Bay and Maine Street.
Opens in a new windowThe Brunswick Hotel
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 out of 5
450 U.S. Route 1 Freeport ME
Fully refundable
The price is AU$158 per night from 19 May to 20 May
AU$158
19 May - 20 May
includes taxes & fees
With a stay at Holiday Inn Express Hotel & Suites Freeport by IHG in Freeport, you'll be within a 5-minute drive of LL Bean Flagship Store and Wilbur's of Maine ...
Opens in a new windowHoliday Inn Express Hotel & Suites Freeport by IHG
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The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

3.5 out of 5
162 Main St Freeport ME
Fully refundableReserve now, pay when you stay
The price is AU$195 per night from 25 May to 26 May
AU$195
25 May - 26 May
includes taxes & fees
A stay at The Harraseeket Inn & Event House Freeport Downtown places you in the heart of Freeport, within a 10-minute walk of LL Bean Flagship Store and Freeport ...
Opens in a new windowThe Harraseeket Inn & Event House Freeport Downtown
Don't see what you're looking for?
See all available properties in Hermit Island
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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.