Book Holiday Homes in Orrs Island

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Featured Holiday Homes in Orrs Island

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Boothbay Harbor
A stay at this vacation home places you in the heart of Boothbay Harbor, within a 5-minute walk of Boothbay Region Land Trust and Boothbay Region Historical ...
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Oceanfront Cabin-Castle in Maine Woods

Oceanfront Cabin-Castle in Maine Woods

Georgetown
Located in Georgetown, this vacation home is by the ocean, a 1-minute drive from Reid State Park and 8 minutes from Georgetown Historical Society.
Oceanfront Cabin-Castle in Maine Woods
Charming 110-year former Inn 10' from the Ocean!

Charming 110-year former Inn 10' from the Ocean!

South Portland
With a stay at this vacation home in South Portland (Willard), you'll be steps from Casco Bay and 3 minutes by foot from Willard Beach.
Charming 110-year former Inn 10' from the Ocean!
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Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Portland
A stay at this vacation home places you in the heart of Portland, steps from Casco Bay and 3 minutes by foot from University of Southern Maine.
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Portland
A stay at this vacation home places you in the heart of Portland, steps from Casco Bay and 4 minutes by foot from Eastern Promenade.
The Globe House on Munjoy Hill - Walk to Breweries
Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Boothbay
With a stay at this vacation home, you'll be centrally located in East Boothbay, just a 3-minute walk from Grimes Cove Beach and 13 minutes by foot from Linekin ...
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
Bayfront home with 270-degree views, large deck & porch - near Popham Beach

Bayfront home with 270-degree views, large deck & porch - near Popham Beach

Phippsburg
With a stay at this vacation home in Phippsburg, you'll be on the beach, just steps from Casco Bay and a 3-minute drive from Kennebec River.
Bayfront home with 270-degree views, large deck & porch - near Popham Beach
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Boothbay Harbor
When you a stay at this vacation home in Boothbay Harbor, you'll be by the sea, just steps from Cabbage Island and Linekin Bay.
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun
Coastal Cottage in fishing Village

Coastal Cottage in fishing Village

Phippsburg
With a stay at this vacation home in Phippsburg (West Point), you'll be within a 15-minute drive of Casco Bay and Popham Beach State Park.
Coastal Cottage in fishing Village
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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.

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

Holiday houses in Orrs 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 Orrs 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 Orrs Island adventures, obvs.

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

Orrs Island Holiday Homes essential information

Accommodation
450 Holiday Homes
Lowest Price
AU$173
Highest Price
AU$263
Popular accommodation
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Oceanfront Cabin-Castle in Maine Woods, Charming 110-year former Inn 10' from the Ocean!, Spacious & Sunny 4 Bedroom Close to Downtown, hot tub, The Globe House on Munjoy Hill - Walk to Breweries, Oceanfront home & guesthouse w/ incredible ocean views, deck & location, Bayfront home with 270-degree views, large deck & porch - near Popham Beach, Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun, Coastal Cottage in fishing Village

Top trending hotels in Orrs Island

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$263 per night from 26 Jan to 27 Jan
AU$263
includes taxes & fees
26 Jan - 27 Jan
A stay at Portland Harbor Hotel places you in the heart of Portland, steps from Casco Bay and 3 minutes by foot from Cross Insurance Arena.
Portland Harbor Hotel
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$240 per night from 29 Jan to 30 Jan
AU$240
includes taxes & fees
29 Jan - 30 Jan
With a stay at Canopy by Hilton Portland Waterfront in Portland (Downtown Portland), you'll be steps from Casco Bay and 3 minutes by foot from Cross Insurance ...
Canopy by Hilton Portland Waterfront
Holiday Inn Portland-By the Bay, an IHG Hotel

Holiday Inn Portland-By the Bay, an IHG Hotel

3 out of 5
88 Spring St, Portland, ME
Fully refundable
The price is AU$173 per night from 26 Jan to 27 Jan
AU$173
includes taxes & fees
26 Jan - 27 Jan
With a stay at Holiday Inn Portland-By the Bay, an IHG Hotel in Portland (Downtown Portland), you'll be steps from Casco Bay and Charles Q. Clapp House.
Holiday Inn Portland-By the Bay, an IHG Hotel
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Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$214 per night from 29 Jan to 30 Jan
AU$214
includes taxes & fees
29 Jan - 30 Jan
With a stay at Cambria Hotel Portland Downtown-Old Port in Portland (East Bayside), you'll be steps from Casco Bay and 5 minutes by foot from Maine Jewish ...
Cambria Hotel Portland Downtown-Old Port
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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.