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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is £337
includes taxes & fees
27 Oct - 28 Oct
Orchid Harbor, Bailey Island 3BR
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

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 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 £168
includes taxes & fees
5 Nov - 6 Nov
Mid Coast Getaway w/ water views
A lakeside property with a deck, picnic table, and barbecue grill.

3. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (71 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is £283
includes taxes & fees
12 Oct - 13 Oct
Camp Forever 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.

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 £183
includes taxes & fees
1 Nov - 2 Nov
2 bedroom w/ expansive water views
A wooden deck with outdoor seating and string lights.

5. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (72 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is £278
includes taxes & fees
14 Oct - 15 Oct
Full sized home
A covered porch with a view of a lake and trees.

6. 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 £286
includes taxes & fees
13 Oct - 14 Oct
Mere Point Sunrise Views at Eastern Shore!
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 £165
includes taxes & fees
20 Oct - 21 Oct
Captains Watch: A Coastal Escape
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

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 £1,332
includes taxes & fees
9 Nov - 10 Nov
Classic New England Waterfront House Big Lawn Beautiful Sunrise
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 £160
includes taxes & fees
29 Oct - 30 Oct
Fantastic Waterfront Views
A spacious living room with large windows, a sofa, a chair, and a small table.

10. 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 £251
includes taxes & fees
1 Nov - 2 Nov
1 Mi to Maine Street! MCM-Style Home in Brunswick
A stone fireplace with a TV mounted above it, a wooden mantel, and a hanging light fixture.

11. The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace
Freeport
10.0 out of 10, Exceptional, (15 reviews)
"Cottage is just as described. Great place to stay for a few nights to explore the area.Easy walk to Outlets and Restaurants."
United States
Joanne H.
The price is £201
includes taxes & fees
11 Oct - 12 Oct
The Outlet Studio, Rustic Comfort w Fireplace
A treehouse with a wooden staircase and a small building with a colorful mural.

12. 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 £136
includes taxes & fees
13 Oct - 14 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden deck with a view of a lake, surrounded by trees and shrubs.

13. 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 £356
includes taxes & fees
11 Oct - 12 Oct
Centerview cottage
A wooden staircase with a wooden railing, surrounded by green foliage.

14. 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 £138
includes taxes & fees
12 Oct - 13 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

15. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is £292
includes taxes & fees
13 Oct - 14 Oct
Quiet Spot in lovely Freeport neighborhood
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, (13 reviews)
The price is £709
includes taxes & fees
9 Nov - 10 Nov
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 £548
includes taxes & fees
9 Nov - 10 Nov
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A modern kitchen with a large island, dark cabinetry, and a view of a lake.

18. 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 £1,690
includes taxes & fees
12 Oct - 13 Oct
The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury
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.

19. 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 £448
includes taxes & fees
12 Oct - 13 Oct
Lush Coastal Downtown Home - Beaches & Shopping
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

20. 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 £534
includes taxes & fees
18 Oct - 19 Oct
Charming Historic home steps away from downtown
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

AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

10/10 Excellent
"Clean rooms, helpful staff; have stayed before and will book again"
Kin Mong 1-night trip
Posted 5 hours ago
AC Hotel Portland Downtown/Waterfront, ME

Find out more about Orrs Island

Orrs Island Holiday Homes information

Number of reviews
315
Accommodation
653 Holiday Homes
Lowest Price
£136
Highest Price
£1,690