Orrs Island Vacation Homes

An aerial view of a river with a series of floating docks and a small island with trees.

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Our top choices for Orrs Island holiday homes

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

1. Orchid Harbor, Bailey Island 3BR

Harpswell

Jane D.

HK$3,060 total

includes taxes & fees

27 Oct - 28 Oct

A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

2. Mid Coast Getaway w/ water views

West Point

Rebecca

HK$1,681 total

includes taxes & fees

1 Nov - 2 Nov

A lakeside property with a deck, picnic table, and barbecue grill.

3. Camp Forever cottage

Harpswell

Len B.

HK$2,870 total

includes taxes & fees

1 Nov - 2 Nov

A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

4. 2 bedroom w/ expansive water views

West Point

Gregory M.

HK$1,886 total

includes taxes & fees

1 Nov - 2 Nov

A covered porch with a view of a lake and trees.

5. Mere Point Sunrise Views at Eastern Shore!

Brunswick

Michelle S.

HK$3,105 total

includes taxes & fees

17 Nov - 18 Nov

A deck with white railings overlooking a body of water, boats, and a forested shoreline.

6. Captains Watch: A Coastal Escape

West Point

HK$1,464 total

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with outdoor seating and string lights.

7. Full sized home

Harpswell

Erika T.

HK$2,892 total

includes taxes & fees

27 Oct - 28 Oct

A lush garden with a hammock, a variety of flowers, and a lake in the background.

8. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Harpswell

Ashma B.

HK$13,172 total

includes taxes & fees

23 Nov - 24 Nov

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Top Orrs Island Hotel Reviews

Clarion Hotel Portland Airport ME

10/10 Excellent

"Our first time to the area. Clean room, great amenities"

Inn at St John Portland In-Town

8/10 Good

"This is an old building with a lot of charm. The room was okay. Very dark and couldn’t open the blinds as it faced the street and we were on the street level. Could have done with better lighting. Also the bed was slightly lower on one side which made it quite uncomfortable. Could be just that bed needs attention otherwise, it was rather charming. The staff were very helpful and friendly. Lots of extras like snacks, coffee, water provided all day. Easy to walk around rather than driving."

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

8/10 Good

"The property was very close to the waterfront. It was clean and welcoming. My only complaint was that I never ask for anything special but the sheets on my bed were rough and pilled. The next morning I ask the front desk if they could get someone to change just the bottom sheet. I even left a tip. But when I got back all that had been done was trash emptied and new towels. Bed was not touched. It takes a lot for me to ask for anything extra."

Find out more about Orrs Island