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

Holiday Homes in Orrs Island

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Orrs Island holiday homes

Terrace/patio

1. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (60 reviews)
"Wonderful stay!"
United States
Erika T.
The price is AU$519
includes taxes & fees
12 Aug - 13 Aug
Full sized home
Property grounds

2. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (66 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 AU$654
includes taxes & fees
29 Aug - 30 Aug
Centerview cottage
Terrace/patio

3. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (62 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AU$502
includes taxes & fees
25 Aug - 26 Aug
Camp Forever cottage
Property grounds

4. 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 AU$2,524
includes taxes & fees
9 Sept - 10 Sept
Classic New England Waterfront House Big Lawn Beautiful Sunrise
Smart TV, fireplace, table football, books

5. Cozy and charming coastal retreat

Cozy and charming coastal retreat
West Point
9.8 out of 10, Exceptional, (33 reviews)
"My family and I had an amazing time at the schoolhouse. It is much bigger than the pictures show! Great beds, the couches will force you to nap, and we had so much fun exploring the area. They had everything you need for fun at the beach, and lots of options for kids to keep busy. Highly recommend!"
United Kingdom
Byrony S.
The price is AU$856
includes taxes & fees
23 Aug - 24 Aug
Cozy and charming coastal retreat
3 bedrooms, WiFi, bed sheets

6. 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 AU$655
includes taxes & fees
9 Sept - 10 Sept
Fantastic Waterfront Views
Interior

7. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$1,423
includes taxes & fees
1 Sept - 2 Sept
Three bedroom in United States of America, Freeport
TV

8. 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 AU$432
includes taxes & fees
28 Aug - 29 Aug
Mid Coast Getaway w/ water views
TV

9. 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 AU$565
includes taxes & fees
9 Sept - 10 Sept
2 bedroom w/ expansive water views
Property grounds

10. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is AU$891
includes taxes & fees
30 Aug - 31 Aug
Captains Watch: A Coastal Escape
Smart TV, fireplace, books

11. Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views

Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views
Freeport
10.0 out of 10, Exceptional, (30 reviews)
"Lovely place and beautiful views! "
United Kingdom
Jacque C.
Private Waterfront Estate in Freeport with Fire Pit, Kayaks, & Water Views
Coffee/tea maker, fridge, microwave, oven

12. The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury

The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."
United States
Edwin M.
The price is AU$3,616
includes taxes & fees
25 Aug - 26 Aug
The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
Smart TV

13. 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
9.0 out of 10, Wonderful, (6 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AU$740
includes taxes & fees
1 Sept - 2 Sept
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Coffee/tea maker, fridge, microwave, oven

14. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (13 reviews)
"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"
United States
Shisheng
The price is AU$1,072
includes taxes & fees
16 Aug - 17 Aug
Award Winning Luxury Carriage House a short stroll from town!
Interior

15. 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 AU$783
includes taxes & fees
1 Sept - 2 Sept
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Terrace/patio

16. Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
Bath
8.8 out of 10, Excellent, (19 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is AU$356
includes taxes & fees
24 Aug - 25 Aug
Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
Smart TV

17. Luxe 5 Bed/ 3 Bath with Game Room & AC

Luxe 5 Bed/ 3 Bath with Game Room & AC
Yarmouth
10.0 out of 10, Exceptional, (2 reviews)
"What a beautiful home! Everything about our stay was perfect. The home has everything you could possibly need and more. My family stayed for a long weekend and everyone was so happy with the accommodations. Hoping to go back!"
United States
Lisa L.
Luxe 5 Bed/ 3 Bath with Game Room & AC
Interior

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 AU$1,211
includes taxes & fees
24 Aug - 25 Aug
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Property grounds

19. Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
8.0 out of 10, Very good, (16 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is AU$253
includes taxes & fees
17 Aug - 18 Aug
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Interior

20. 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 AU$769
includes taxes & fees
26 Aug - 27 Aug
Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
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

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

10/10 Excellent
"Two great pool options (indoor or outdoor). Older hotel but that's exactly what I like!"
Emily 1-night trip
Posted less than an hour ago
Fireside Inn & Suites Portland

Find out more about Orrs Island

Orrs Island Holiday Homes information

Number of reviews
310
Accommodation
579 Holiday Homes
Lowest Price
AU$253
Highest Price
AU$3,616