Photo by The Maine Way of Life

Search Cottages in Orrs Island

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

Compare Cottages in Orrs Island with updated reviews, rates, and availability.

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
THE GILLS GROUP has two additional cottages available for larger groups

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.6 out of 10, Exceptional, (44)
"Absolutely beautiful views. Very well appointed and comfortable. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Popham Beach Direct Oceanfront Cottage Steps to the sand
Steps to miles of sand

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (58)
"Well taken care of and maintained. Comfortable."
Popham Beach Direct Oceanfront Cottage Steps to the sand
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

9.4 out of 10, Exceptional, (33)
"Very cozy house in an absolutely lovely spot. We really enjoyed the outdoor space and the peace and quiet. "
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Charming 3BR, 1.5BA beachfront cottage with multi-level decks

Charming 3BR, 1.5BA beachfront cottage with multi-level decks

9.2 out of 10, Wonderful, (31)
"Wonderful "
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home
The view from the front door at The Gills cottage. THE GILLS GROUP

PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home

9.6 out of 10, Exceptional, (61)
"Dating from 1918, vacationing in this cottage was a quiet visual delight. The view from the front porch, overlooking the evergreen trees and blueberry bushes, out to the ever-changing ocean will stay in my mind throughout the year. The house itself is much the way it has always been, simple, rustic and quiet; off the beaten path, a retreat with few conveniences, a great place to look and contemplate, to read and draw. For us, it was perfect."
PRIVATE OCEANFRONT RETREAT - enjoy the peace and quiet of an historic Maine home
Two separate dog-friendly homes with water views & Linekin Bay Resort access

Two separate dog-friendly homes with water views & Linekin Bay Resort access

8.0 out of 10, Very Good, (5)
"This was a beautiful place to stay and had more parking than we expected. The only hiccups we had was that the check in code we were given was one digit off from what it actually was so we had a little trouble getting into the house. Also there is an outlet that was uncovered in the bedroom and we had a child touch it. Luckily the child wasn’t harmed but this should definitely be addressed if there’s any little ones staying on the property. The houses were very clean and the only reason I gave...
Two separate dog-friendly homes with water views & Linekin Bay Resort access
Updated Long Island Maine Cottage
Interior

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Chaz' Long Island house. It is open and airy and maintains its 100 year old charm even as it's been updated. It sits in a great, grassy yard with plenty of bright light and has a terrific, large deck on the front. The golf cart ride to all beaches is short and lovely!"
Updated Long Island Maine Cottage
The Outlet House, Comfortable Cottage
Interior

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (36)
"Location was perfect for our annual Christmas shopping trip. Had everything we needed. "
The Outlet House, Comfortable Cottage
Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
Marina

Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME

10.0 out of 10, Exceptional, (27)
"My sisters and I enjoyed our stay at this home, which is very comfortable, clean, and well stocked. Loved the rocking chairs looking out onto the water. Would definitely love to return some day."
Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
As much "an experience" as shelter, Kinsale delights everyone of all ages.

As much "an experience" as shelter, Kinsale delights everyone of all ages.

9.2 out of 10, Wonderful, (13)
"Fantastic !!!"
As much "an experience" as shelter, Kinsale delights everyone of all ages.
Barters Island Cottage on the Rock
Exterior

Barters Island Cottage on the Rock

10.0 out of 10, Exceptional, (9)
"My dad and I stayed here four nights. It's rather small, but it has pretty much everything you need. The outside shower is enjoyable. The bathroom door has a ~5" gap to the floor, so you don't get much privacy from the main area. The upstairs bed is comfy and very wide. The owners are friendly and quick to respond to messages. Apart from boothbay harbor, consider visiting the botanical gardens which are pretty close to this cottage."
Barters Island Cottage on the Rock
A Cozy Retreat on Southport Island
Periwinkle Cottage with a porch facing the ocean

A Cozy Retreat on Southport Island

9.8 out of 10, Exceptional, (25)
"Adorable spot. Classic and cozy seaside cottage with the amazing boat house as an extra bonus. We walked to Robinson’s Wharf every night. Delish! We wanted to stay longer, oh well, next time! "
A Cozy Retreat on Southport Island
Cozy cottage fully renovate with open concept on Forest Lake close to I95
Exterior

Cozy cottage fully renovate with open concept on Forest Lake close to I95

10.0 out of 10, Exceptional, (1)
"The little “camp” was spotless, the decor modern and impressive, attention to every detail and comfort well-thought out, and amenities numerous. There were cozy spots for reading or gazing out at the lake. The deck allowed for serious star-gazing. The location is quiet, yet a short drive from bustling Portland or quieter towns. I enjoyed kayaking on the lovely, clear, clean lake, as well as long walks on the camp roads. Check-in/checkout was a breeze. An idyllic getaway!!"
Cozy cottage fully renovate with open concept on Forest Lake close to I95
Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
Exterior

Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!

Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
Boothbay - Ocean Point home w/ screened porch, amazing view & water access

Boothbay - Ocean Point home w/ screened porch, amazing view & water access

9.2 out of 10, Wonderful, (21)
"Peaceful with amazing views!"
Boothbay - Ocean Point home w/ screened porch, amazing view & water access
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Exterior

Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great property, great host, just as described."
Marsh View Cottage in Arrowsic is a perfect nature getaway w/ nearby amenities
Woodbine Cottage, The Heart Of Harpswell
View from the water side

Woodbine Cottage, The Heart Of Harpswell

2.0 star property
9.8 out of 10, Exceptional, (10)
"A great, cozy cottage on the water. Perfect for taking a step away from the city and relaxing! "
Woodbine Cottage, The Heart Of Harpswell
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
Stunning views from the deck!

Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
Unique oceanfront home with a deck, tons of natural light, & amazing views

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (53)
"Property was great. But we had no water for one of our three days of our stay. We had to call to get someone out to fix it, and they didn’t know how. It set the tone for our stay."
Unique oceanfront home with a deck, tons of natural light, & amazing views
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.
Don't see what you're looking for?
See all available properties in Orrs Island
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Orrs Island

Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Lowell's Cove Home facing the ocean

Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.

9.6 out of 10, Exceptional, (34)
"Gorgeous views. Wonderful house."
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (143)
"Very cozy apartment and super convenient to Munjoy Hill. Walking distance to great dining options and a great coffee shop with Double Great. It was perfect and had everything we needed. "
The price is SAR 375
SAR 834 total
includes taxes & fees
26 Jan - 27 Jan
Glorious getaway on Portland's Eastern Promenade.
Charming 110-year former Inn 10' from the Ocean!
A cruise ship goes by at sunset

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (116)
"Amazing location and view. Lots of space, huge deck. After our stay, I emailed John with some suggestions, mostly about the kitchen, which would greatly benefit future renters. I hope he follows through. But don't let this put you off, it is unique opportunity to be on the water in one of the Portland area's most trendy enclaves. "
Charming 110-year former Inn 10' from the Ocean!
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.

Frequently asked questions

Why book your cottage in Orrs Island with Expedia?
Booking a cottage in Orrs Island is as easy as entering your travel dates and selecting an ideal place for a vacation in the outdoors. From high-end retreats to inexpensive properties and cottages that include perks like free WiFi, Expedia has something for all styles and tastes. As for epic deals? We have them too!
How can I find cheap cottages in Orrs Island?
With Expedia’s handy filter tool, scoring cheap cottages in Orrs Island is a snap. To view properties that are friendly on the wallet, narrow your search results by budget, star rating and amenities.