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
Stay at this vacation home in Boothbay Harbor. Enjoy free WiFi, a garden, and patios. Our guests praise the property condition in our reviews. Popular attractions ...
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Oceanfront Cabin-Castle in Maine Woods

Oceanfront Cabin-Castle in Maine Woods

Georgetown
Stay at this vacation home in Georgetown. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Reid State Park and Josephine Newman ...
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
Book a stay at this beach vacation home in South Portland. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Portland Head Light and State ...
Charming 110-year former Inn 10' from the Ocean!
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The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Portland
Book a stay at this family-friendly vacation home in Portland. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Portland Observatory ...
The Globe House on Munjoy Hill - Walk to Breweries
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Portland
Book a stay at this family-friendly vacation home in Portland. Enjoy free WiFi, a water park, and a garden. Popular attractions Thompson's Point and Deering ...
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Oceanfront home & guesthouse w/ incredible ocean views, deck & location

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

Boothbay
Book a stay at this beach vacation home in East Boothbay. Enjoy a beach locale, patios, and an in-room coffeemaker. Popular attractions Grimes Cove Beach and ...
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

Harpswell
Stay at this vacation home in Bailey Island. Enjoy a garden. Popular attractions Cobwork Bridge and Bailey Island Bridge are located nearby.
Orchid Harbor, Bailey Island 3BR
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Bailey Island
Book a stay at this family-friendly vacation home in Bailey Island. Enjoy free WiFi, a garden, and patios. Popular attractions Bailey Island Bridge and Cobwork ...
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Beautiful, Spacious Home, minutes to the Old Port!

Beautiful, Spacious Home, minutes to the Old Port!

Portland
The price is NZ$592 per night from 5 Mar to 6 Mar
NZ$592
includes taxes & fees
5 Mar - 6 Mar
Stay at this vacation home in Portland. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Thompson's Point and Westbrook College Historic ...
Beautiful, Spacious Home, minutes to the 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.

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
433 Holiday Homes
Lowest Price
NZ$180
Highest Price
NZ$592
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!, The Globe House on Munjoy Hill - Walk to Breweries, Spacious & Sunny 4 Bedroom Close to Downtown, hot tub, Oceanfront home & guesthouse w/ incredible ocean views, deck & location, Orchid Harbor, Bailey Island 3BR, Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary, Beautiful, Spacious Home, minutes to the Old Port!

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 NZ$301 per night from 16 Mar to 17 Mar
NZ$301
includes taxes & fees
16 Mar - 17 Mar
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
Portland Harbor Hotel
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$180 per night from 26 Feb to 27 Feb
NZ$180
includes taxes & fees
26 Feb - 27 Feb
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 spa tubs. Our guests praise the restaurant and the helpful staff ...
Ramada Plaza by Wyndham Portland
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 NZ$234 per night from 2 Mar to 3 Mar
NZ$234
includes taxes & fees
2 Mar - 3 Mar
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Cambria Hotel Portland Downtown-Old Port
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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 NZ$189 per night from 26 Feb to 27 Feb
NZ$189
includes taxes & fees
26 Feb - 27 Feb
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Holiday Inn Portland-By the Bay, an IHG Hotel
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See all available properties in Orrs 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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.