Book Holiday Homes in Orrs Island

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Featured Holiday Homes in Orrs Island

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Cumberland
Book a stay at this family-friendly vacation home in Cumberland Center. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Capt Lyman Stuart, ...
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
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 Thompson's Point and ...
The Globe House on Munjoy Hill - Walk to Breweries
Beautifully renovated home w/ prime location - walk to the footbridge & downtown

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

Boothbay Harbor
Book a stay at this family-friendly vacation home in Boothbay Harbor. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Boothbay Harbor ...
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
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Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Boothbay Harbor
Book a stay at this beach vacation home in Boothbay Harbor. Enjoy a beach locale, a garden, and patios. Our guests praise the helpful staff in our reviews. Popular ...
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
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
Home In Boothbay - Holiday Getaway

Home In Boothbay - Holiday Getaway

Boothbay
Stay at this vacation home in Boothbay. Enjoy free WiFi, a garden, and patios. Popular attractions The Boothbay Playhouse and Dolphin Mini Golf are located ...
Home In Boothbay - Holiday Getaway
Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Boothbay
Stay at this vacation home in East Boothbay. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Grimes Cove Beach and Linekin Bay are located ...
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Boothbay Harbor
Stay at this vacation home in Boothbay Harbor. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Fisherman's Memorial Park and Burnt Island ...
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Spacious Country Home Freeport, Only 5 min to LL Bean!

Spacious Country Home Freeport, Only 5 min to LL Bean!

Freeport
Book a stay at this family-friendly vacation home in Freeport. Enjoy free WiFi, a garden, and patios. Popular attractions Desert of Maine and Wilbur's of Maine ...
Spacious Country Home Freeport, Only 5 min to LL Bean!
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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
571 Holiday Homes
Lowest Price
NZ$162
Highest Price
NZ$362
Popular accommodation
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!, The Globe House on Munjoy Hill - Walk to Breweries, Beautifully renovated home w/ prime location - walk to the footbridge & downtown, Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views, Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary, Home In Boothbay - Holiday Getaway, Welcome to Owl House - Your Coastal Retreat in East Boothbay! , Ambleside- a beautifully renovated home in Boothbay Harbor Maine!, Spacious Country Home Freeport, Only 5 min to LL Bean!

Top trending hotels in Orrs Island

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$262 per night from 21 Apr to 22 Apr
NZ$262
includes taxes & fees
21 Apr - 22 Apr
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
The Westin Portland Harborview
La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

2.5 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$162 per night from 27 Apr to 28 Apr
NZ$162
includes taxes & fees
27 Apr - 28 Apr
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham Portland
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$362 per night from 21 Apr to 22 Apr
NZ$362
includes taxes & fees
21 Apr - 22 Apr
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
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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 NZ$280 per night from 27 Apr to 28 Apr
NZ$280
includes taxes & fees
27 Apr - 28 Apr
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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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.