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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Orrs Island holiday homes

A wooden deck with outdoor seating and string lights.

1. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (66 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is £288
includes taxes & fees
22 Sept - 23 Sept
Full sized home
A lakeside property with a deck, picnic table, and barbecue grill.

2. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (65 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is £272
includes taxes & fees
31 Aug - 1 Sept
Camp Forever cottage
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

3. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (7 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is £207
includes taxes & fees
23 Sept - 24 Sept
Mid Coast Getaway w/ water views
A spacious living room with large windows, a sofa, a chair, and a small table.

4. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (11 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is £203
includes taxes & fees
23 Sept - 24 Sept
1 Mi to Maine Street! MCM-Style Home in Brunswick
A wooden deck with a view of a lake, surrounded by trees and shrubs.

5. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (68 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is £357
includes taxes & fees
2 Sept - 3 Sept
Centerview cottage
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.

6. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (4 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is £228
includes taxes & fees
7 Sept - 8 Sept
2 bedroom w/ expansive water views
A treehouse with a wooden staircase and a small building with a colorful mural.

7. Captain's Guest Room. Authenticity. Great Value. Large yard. Walk to everything.

Captain's Guest Room. Authenticity. Great Value. Large yard. Walk to everything.
Bath
8.4 out of 10, Very good, (28 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is £143
includes taxes & fees
1 Sept - 2 Sept
Captain's Guest Room. Authenticity. Great Value. Large yard. Walk to everything.
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

8. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
The price is £415
includes taxes & fees
27 Aug - 28 Aug
Fully Updated Airy Historic Home in South Freeport
A wooden staircase with a wooden railing, surrounded by green foliage.

9. Captain's 1BR Suite. Authenticity. Value. Near everything. Large yard. No fees.

Captain's 1BR Suite. Authenticity. Value. Near everything. Large yard. No fees.
Bath
8.0 out of 10, Very good, (18 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is £127
includes taxes & fees
27 Aug - 28 Aug
Captain's 1BR Suite. Authenticity. Value. Near everything. Large yard. No fees.
A dining area with a wooden table, benches, a metal shelf, and a kitchen in the background.

10. Walk to Town 4BR, 200yr old home! #1

Walk to Town 4BR, 200yr old home! #1
Brunswick
The price is £307
includes taxes & fees
26 Aug - 27 Aug
Walk to Town 4BR, 200yr old home! #1
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

11. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (17 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is £315
includes taxes & fees
9 Sept - 10 Sept
Fantastic Waterfront Views
A lush garden with a hammock, a variety of flowers, and a lake in the background.

12. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Classic New England Waterfront House Big Lawn Beautiful Sunrise
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
United States
Ashma B.
The price is £1,447
includes taxes & fees
8 Sept - 9 Sept
Classic New England Waterfront House Big Lawn Beautiful Sunrise

13. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (9 reviews)
"Lovely location "
United States
Michelle S.
The price is £497
includes taxes & fees
3 Sept - 4 Sept
Mere Point Sunrise Views at Eastern Shore!
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

14. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (8 reviews)
The price is £781
includes taxes & fees
26 Aug - 27 Aug
Three bedroom in United States of America, Freeport
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

15. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is £380
includes taxes & fees
7 Sept - 8 Sept
Captains Watch: A Coastal Escape
A room with a radiator, a potted plant, a striped ottoman, a wooden table, and a staircase leading to another room.

16. Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
Brunswick
The price is £364
includes taxes & fees
26 Aug - 27 Aug
Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
A spacious living room with a wooden floor, a white sofa, a coffee table, and a dining area with a white table and chairs.

17. Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds
Brunswick
9.2 out of 10, Wonderful, (7 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is £393
includes taxes & fees
2 Sept - 3 Sept
Beautiful 3BR Home with Office in Town of Brunswick with King beds
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

18. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (4 reviews)
"Great location and super clean house"
United States
Gary R.
The price is £540
includes taxes & fees
14 Sept - 15 Sept
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a granite countertop.

19. Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Freeport
10.0 out of 10, Exceptional, (10 reviews)
"Our whole family was impressed by this house!"
United States
Gary B.
The price is £561
includes taxes & fees
26 Aug - 27 Aug
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

20. Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
8.8 out of 10, Excellent, (28 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is £392
includes taxes & fees
26 Aug - 27 Aug
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
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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Top Orrs Island Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"It was great for our needs. A few hiccups: The Second we arrived, the doorman/bell hop lost our keys and delivered our luggage to the wrong room. The mistake was quickly fixed but our luggage was put in a room that was already filled!"
Kelly 2-night trip
Posted 1 hour ago
The Westin Portland Harborview

Find out more about Orrs Island

Orrs Island Holiday Homes information

Number of reviews
270
Accommodation
653 Holiday Homes
Lowest Price
£127
Highest Price
£1,447