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

Our top choices for Orrs Island holiday 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 €180
includes taxes & fees
1 Oct - 2 Oct
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, (68 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is €330
includes taxes & fees
4 Oct - 5 Oct
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 €326
includes taxes & fees
5 Oct - 6 Oct
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 €226
includes taxes & fees
1 Oct - 2 Oct
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 €355
includes taxes & fees
6 Oct - 7 Oct
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 €242
includes taxes & fees
20 Oct - 21 Oct
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 €169
includes taxes & fees
1 Oct - 2 Oct
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 €429
includes taxes & fees
11 Oct - 12 Oct
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 €185
includes taxes & fees
25 Oct - 26 Oct
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 €169
includes taxes & fees
1 Oct - 2 Oct
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 €327
includes taxes & fees
11 Oct - 12 Oct
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 €172
includes taxes & fees
5 Oct - 6 Oct
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
The price is €448
includes taxes & fees
1 Oct - 2 Oct
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 €1,580
includes taxes & fees
13 Oct - 14 Oct
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 €244
includes taxes & fees
4 Oct - 5 Oct
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, (11 reviews)
The price is €966
includes taxes & fees
7 Oct - 8 Oct
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 €648
includes taxes & fees
19 Oct - 20 Oct
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 €625
includes taxes & fees
6 Oct - 7 Oct
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 €452
includes taxes & fees
5 Oct - 6 Oct
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.
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

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Very nice hotel, nice staff. Good location in Portland. As with most cities, evidence of local homeless population is obvious. Parking garage is next door and very convenient."
Mark 1-night trip
Posted 1 hour ago
The Westin Portland Harborview

Find out more about Orrs Island

Orrs Island Holiday Homes information

Number of reviews
394
Accommodation
653 Holiday Homes
Lowest Price
€169
Highest Price
€1,580