Book Holiday Homes in Orrs Island

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Featured Holiday Homes in Orrs Island

Full sized home

Full sized home

Harpswell
The price is AU$522 per night from 7 Jun to 8 Jun
AU$522
per night
7 Jun - 8 Jun
With a stay at this vacation home in Harpswell, you'll be by the sea, just steps from Casco Bay and a 3-minute drive from Ash Cove Pottery.
Full sized home
Coastal home with new, full kitchen, walkable downtown location

Coastal home with new, full kitchen, walkable downtown location

Boothbay Harbor
With a stay at this vacation home, you'll be centrally located in Boothbay Harbor, just a 3-minute walk from Boothbay Railway Village and 6 minutes by foot from ...
Coastal home with new, full kitchen, walkable downtown location
Charming Remodeled Home with Deck overlooking Land Trust Nature - Dog Friendly!

Charming Remodeled Home with Deck overlooking Land Trust Nature - Dog Friendly!

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be within a 15-minute walk of Carousel Music Theater and Boothbay Region Land Trust.
Charming Remodeled Home with Deck overlooking Land Trust Nature - Dog Friendly!
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Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port

Portland
The price is AU$725 per night from 17 Jun to 18 Jun
AU$725
per night
17 Jun - 18 Jun
With a stay at this vacation home, you'll be centrally located in Portland, within a 5-minute drive of State Theatre and Thompson's Point.
Elegant condo - walk to Portland's best restaurants & Old Port
Downtown Boothbay Harbor, 2-story house.

Downtown Boothbay Harbor, 2-story house.

Boothbay Harbor
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 ...
Downtown Boothbay Harbor, 2-story house.
Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!

Portland
The price is AU$771 per night from 10 Jun to 11 Jun
AU$771
per night
10 Jun - 11 Jun
With a stay at this vacation home, you'll be centrally located in Portland, a 2-minute drive from State Theatre and 5 minutes from Thompson's Point.
Modern & Sunny House Steps from the Promenade. Private Parking!
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Westport
Located in Wiscasset, this vacation home is by the ocean, a 4-minute drive from Long Ledge and 6 minutes from Brooks Point.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Rent a room in the gorgeous Holt House

Rent a room in the gorgeous Holt House

Portland
With a stay at this vacation home in Portland (Parkside), you'll be within a 5-minute drive of State Theatre and Thompson's Point.
Rent a room in the gorgeous Holt House
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

East Boothbay
With a stay at this vacation home in East Boothbay (Ocean Point), you'll be within a 5-minute drive of Grimes Cove Beach and Linekin Bay.
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
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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
458 Holiday Homes
Lowest Price
AU$146
Highest Price
AU$771
Popular accommodation
Full sized home, Coastal home with new, full kitchen, walkable downtown location, Charming Remodeled Home with Deck overlooking Land Trust Nature - Dog Friendly!, Elegant condo - walk to Portland's best restaurants & Old Port, Downtown Boothbay Harbor, 2-story house., Modern & Sunny House Steps from the Promenade. Private Parking!, Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces, Rent a room in the gorgeous Holt House, Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

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$387 per night from 10 Jun to 11 Jun
AU$387
per night
10 Jun - 11 Jun
With a stay at Portland Harbor Hotel, you'll be centrally located in Portland, within a 5-minute drive of State Theatre and Thompson's Point.
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$559 per night from 9 Jun to 10 Jun
AU$559
per night
9 Jun - 10 Jun
With a stay at Canopy by Hilton Portland Waterfront in Portland (Downtown Portland), you'll be within a 5-minute drive of State Theatre and Thompson's ...
Canopy by Hilton Portland Waterfront
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$196 per night from 9 Jun to 10 Jun
AU$196
per night
9 Jun - 10 Jun
With a stay at Clarion Hotel Portland in Portland, you'll be near the airport, within a 15-minute walk of Thompson's Point and Hadlock Field.
Clarion Hotel Portland
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Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
90 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is AU$146 per night from 11 Jun to 12 Jun
AU$146
per night
11 Jun - 12 Jun
When you stay at Comfort Inn Airport in South Portland, you'll be in a shopping district, a 1-minute drive from Maine Mall and 6 minutes from Thompson's ...
Comfort Inn Airport
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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.

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^Subject to availability and chosen travel dates.