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Featured Cottages in Orrs Island

Highland Lakefront Cabin
9.0 out of 10, Wonderful, (74)
"Beautiful setting and comfortable cottage. We were there during hot spell and air conditioner did not keep up. That said, the beds were comfortable and the place was clean. There was a bit of an ant issue- hard to control that during that time of year. Would definitely go again- had a great time "
Highland Lakefront Cabin
Classic Maine Beach Cottage **** Fabulous location!
9.4 out of 10, Exceptional, (23)
"Overall we really enjoyed our stay. The area is quiet and tranquil yet just a few minutes from downtown Portland. The nearest restaurant, Dockside, less than a mile away, was wonderful. We were unfamiliar with Roku TV and were disappointed that we were unable to get a local station. "
The price is AU$860
includes taxes & fees
6 Oct - 7 Oct
Classic Maine Beach Cottage **** Fabulous location!
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.6 out of 10, Exceptional, (27)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Classic Maine Cottage with ocean views
9.8 out of 10, Exceptional, (34)
"We enjoyed the house and love the .location.The biggest disapointment was that I could never go upstairs to sleep in the master bedroom and my husband had to crawl up and down the stairs! It definitely needs a handrail!!.Pease let people know it is not a house for handicapped ..I slept on the lower bunkbed and never got to see the upstairs bedroom. .the lb.thdothe"
Classic Maine Cottage with ocean views
Redbird Cottage. Charming respite w/ large wrap-around porch and ocean views
9.8 out of 10, Exceptional, (19)
"The house was just as described and pictured on the web. the kitchen was well equipped and the location and view were lovely. The owner was available at any moment and was always helpful and agreeable. Couldn't have been a better stay in the cool Maine summer!"
Redbird Cottage. Charming respite w/ large wrap-around porch and ocean views
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.6 out of 10, Excellent, (50)
"Beautiful property. Saw seals from living room catching fish. Front door did not lock but it’s a safe neighborhood but a bit isolated. Kitchen is well equipped for cooking. Laundry facilities were a great help! Gorgeous views of the water and excellent service and communication."
Unique oceanfront home with a deck, tons of natural light, & amazing views
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.6 out of 10, Exceptional, (34)
"Perfect rental for me and my dog. Lots of windows and light, with gorgeous views right on the water. The deck is fantastic. Great location - very quiet (except the gulls and an occasional owl), but also convenient to restaurants and such. Kitchen had everything I needed and furniture was all lovely and comfy. "
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
9.4 out of 10, Exceptional, (39)
"We wish we had more time to “use” the house. The yard and view were great and the house was well equipped with everything we would need for a comfortable stay. Highly recommend!"
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
10.0 out of 10, Exceptional, (4)
"Wonderful stay! comfortable cozy and cute, tidy cottage. Hosts are responsive and welcoming. Cottage is very well thought out and location is great. Would love to stay again!"
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
Quaint cottage intimately set on the rocky coast overlooking Casco Bay
9.8 out of 10, Exceptional, (22)
"Wonderful!"
Quaint cottage intimately set on the rocky coast overlooking Casco Bay
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
Private Contemporary Artist's Tree House on two acres with perennial gardens.
10.0 out of 10, Exceptional, (27)
"Fine time in Portland"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Thorburn - Experience a classic ME vacation at this beautiful summer cottage
9.8 out of 10, Exceptional, (12)
"Absolutely loved our late summer stay at this dreamy cottage in Harpswell. The cottage reminded us of childhood summer stays in coastal New England and the nostalgia was real and definitely welcome."
Thorburn - Experience a classic ME vacation at this beautiful summer cottage
The Outlet House, Comfortable Cottage
9.8 out of 10, Exceptional, (34)
"If I can summarize with two words: Perfect Location. Darling little house, clean, nice amenities. The little house is located in the heart of Freeport, walking distance to shopping and dining without worry of where to park your car. If I might give a plug for the Brick Hollow Brew pub. Outstanding pizza and live entertainment!!! Thank you for a great stay and hope to visit Freeport in the near future and stay with you!!"
The price is AU$428
includes taxes & fees
2 Oct - 3 Oct
The Outlet House, Comfortable Cottage
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
10.0 out of 10, Exceptional, (8)
"This place has a ton of character and we loved being able to walk to restaurants, the park, and private beach. Great view from the porch!"
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
As much "an experience" as shelter, Kinsale delights everyone of all ages.
9.4 out of 10, Exceptional, (9)
"We absolutely loved this house!! The view was incredible so we spent a lot of time on the porch and exploring the water. The house was spacious and felt like a classic coastal Maine getaway. We would absolutely love to return next summer!"
As much "an experience" as shelter, Kinsale delights everyone of all ages.
Quaint Retro Ash Cove Cottage
9.6 out of 10, Exceptional, (14)
"Chuck & Lynn were wonderful hosts, with a perfect 2 bd cottage on a relaxing pond/bay in harpswell. They made sure stay was smooth and even greeted with banana bread. The town of their cottage is quaint and beautiful with hiking and lobster shack galore, however a 20-25 min drive from lots of stores / interstate. Would recommend this property to everyone!"
Quaint Retro Ash Cove Cottage
Rose Cottage Oceanfront with Private Dock
10.0 out of 10, Exceptional, (13)
"Amazing property. Beautifully furnished, well appointed, perfectly clean, and best of all that fabulous covered porch with its fabulous view. We sat out there every morning and evening and enjoyed seeing bald eagles, ospreys, harbor seals, a mother loon teaching her little ones how to fish. Just amazing. If we are ever in this area again, we would definitely like to stay here rather then anywhere else. "
Rose Cottage Oceanfront with Private Dock
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
9.8 out of 10, Exceptional, (30)
"Loved this property. Highly recommend for 2 couples. Very clean and just like the pictures. The beds & pillows were very comfortable. High water pressure in the showers. The wall AC unit was located in the living room only. The bedrooms had great ceiling fans so we didn't have a problem since it cooled off at night during our stay. I removed the heavy comforter and used the blanket in the closet instead. Nice to have that option of a blanket if too warm. The other couple was fine with their...
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
Steamboat Landing Cottage
10.0 out of 10, Exceptional, (5)
"Great house and beautiful location. One of the few places I’ve stayed that was as good if not better than advertised. The owner was very helpful. Our group of 4 were very comfortable. Highly recommended. "
Steamboat Landing Cottage
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Other property types in Orrs Island

Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
9.6 out of 10, Exceptional, (31)
"Thoroughly enjoyed this house.Home had a Great layout . Clean . Beds comfortable . Would stay here again!"
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (53)
"Cute little spot near oxbow. Short drive to downtown. Great kitchen if you cook. Neighborhood seems Soso during the day and strangely decent at night. Pretty ideal. Best deal the weekend we stayed even over all the hotels. Worked out great. "
The price is AU$646
includes taxes & fees
17 Oct - 18 Oct
Elegant condo - walk to Portland's best restaurants & Old Port
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.6 out of 10, Excellent, (50)
"Beautiful property. Saw seals from living room catching fish. Front door did not lock but it’s a safe neighborhood but a bit isolated. Kitchen is well equipped for cooking. Laundry facilities were a great help! Gorgeous views of the water and excellent service and communication."
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.