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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Orrs Island vacation homes

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

1. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (10 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is ￥16,593
￥33,900 total
includes taxes & fees
Oct 4 - Oct 5
Mid Coast Getaway w/ water views
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, (69 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is ￥33,060
￥57,142 total
includes taxes & fees
Oct 6 - Oct 7
Camp Forever cottage
A wooden deck with outdoor seating and string lights.

3. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (71 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is ￥31,880
￥57,573 total
includes taxes & fees
Oct 7 - Oct 8
Full sized home
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

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 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 ￥19,912
￥38,035 total
includes taxes & fees
Nov 1 - Nov 2
2 bedroom w/ expansive water views
A covered porch with a view of a lake and trees.

5. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
The price is ￥29,172
￥69,238 total
includes taxes & fees
Oct 13 - Oct 14
Mere Point Sunrise Views at Eastern Shore!
A spacious living room with large windows, a sofa, a chair, and a small table.

6. 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, (12 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 ￥10,430
￥43,752 total
includes taxes & fees
Oct 20 - Oct 21
1 Mi to Maine Street! MCM-Style Home in Brunswick
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

7. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is ￥25,976
￥29,408 total
includes taxes & fees
Oct 4 - Oct 5
Captains Watch: A Coastal Escape
A wooden deck with a view of a lake, surrounded by trees and shrubs.

8. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (73 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
The price is ￥46,442
￥74,646 total
includes taxes & fees
Oct 15 - Oct 16
Centerview cottage
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

9. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (20 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is ￥28,928
￥33,561 total
includes taxes & fees
Oct 25 - Oct 26
Fantastic Waterfront Views
A treehouse with a wooden staircase and a small building with a colorful mural.

10. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 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 ￥17,569
￥27,901 total
includes taxes & fees
Oct 5 - Oct 6
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

11. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is ￥18,876
￥59,797 total
includes taxes & fees
Oct 12 - Oct 13
Quiet Spot in lovely Freeport neighborhood
A wooden staircase with a wooden railing, surrounded by green foliage.

12. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is ￥18,419
￥28,657 total
includes taxes & fees
Oct 5 - Oct 6
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

13. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
United States
boodu
Fully Updated Airy Historic Home in South Freeport
A lush garden with a hammock, a variety of flowers, and a lake in the background.

14. 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 ￥73,205
￥287,256 total
includes taxes & fees
Oct 12 - Oct 13
Classic New England Waterfront House Big Lawn Beautiful Sunrise
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

15. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is ￥32,903
￥40,841 total
includes taxes & fees
Oct 4 - Oct 5
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

16. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (12 reviews)
The price is ￥70,317
￥156,399 total
includes taxes & fees
Nov 2 - Nov 3
Three bedroom in United States of America, Freeport
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

17. 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, (5 reviews)
"Great location"
United States
Ashley W.
The price is ￥39,358
￥117,717 total
includes taxes & fees
Oct 5 - Oct 6
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

18. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.4 out of 10, Exceptional, (3 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
The price is ￥25,773
￥109,087 total
includes taxes & fees
Oct 6 - Oct 7
Charming Historic home steps away from downtown
A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

19. 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 ￥38,717
￥82,164 total
includes taxes & fees
Oct 6 - Oct 7
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
A hallway with a large, rustic mirror leaning against the wall, a potted plant in the foreground, and a glimpse of a bed with a yellow blanket in the background.

20. Lush Coastal Downtown Home - Beaches & Shopping

Lush Coastal Downtown Home - Beaches & Shopping
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was very comfortable and easy to navigate. The host was very communicative. We had everything we needed and more. It was nice to be in walking distance from downtown Freeport. Although the price was higher than we wanted, our family of four (2 teens) enjoyed having a clean, comfortable and seamless stay."
United States
Alana K.
The price is ￥53,841
￥95,924 total
includes taxes & fees
Oct 4 - Oct 5
Lush Coastal Downtown Home - Beaches & Shopping
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

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent
"We really enjoyed our stay at this hotel. Staff was incredibly kind, helpful and full of knowledge of the area restaurants and things to do for our first time in Maine. Breakfast staff were very cordial and food was awesome, a great way to start our day. We didn’t use the bar but it was always full of guests. Our room was always clean and fresh and we lived the valet parking."
rebecca 1-night trip
Posted 8 hours ago
Hilton Garden Inn Portland Downtown Waterfront

Find out more about Orrs Island

Orrs Island Vacation Homes information

Number of reviews
397
Accommodation
653 Vacation Homes
Lowest Price
￥27,901
Highest Price
￥287,256