Search Cottages in Bailey Island

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Compare 143 Cottages in Bailey Island with updated reviews, rates, and availability.

Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
9.8 out of 10, Exceptional, (32)
"Such a cute cottage perfect for two couples. Sunrise and sunset on the deck was awesome. Great location and easy walk into town. We loved it!"
Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown
Private Contemporary Artist's Tree House on two acres with perennial gardens.
10.0 out of 10, Exceptional, (30)
"Very homey, very clean, comfortable bed. All we needed during our stay was procedez. The host was extremely responsive and courteous. We will like to visit again and I would stay here again."
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.6 out of 10, Excellent, (52)
"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
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, (30)
"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
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
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
9.8 out of 10, Exceptional, (26)
"Exceptional views. The cottage is clean and well furnished with thoughtful accessories. There are many places of interest in the area."
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views! Max 2 people.
10.0 out of 10, Exceptional, (80)
"We chose this property for our first trip to Maine and our honeymoon. We were amazed by all the property had to offer and it looked even more beautiful in person! Plus, the bed was unbelievably comfortable. The hosts were easy to communicate with and it was clear that they valued our experience. The hosts left us personalized goodies and took us on a complimentary boat tour. We have never had such a good rental experience. Thank you!"
Beaches, Boating, Cool Ocean Breezes, Trails & Incredible Views! Max 2 people.
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND
10.0 out of 10, Exceptional, (1)
"Boomfish Cottage is a cozy place with everything you could need . It was clean , comfy and serene . It provided the perfect calm for us during a weekend long family wedding at nearby Caswell Flower Farm . It was also easy access for an older person ( me) as well as small children and my little ShihTzu rescue dogs . My granddaughters came by and loved catching minnows in the still warm lake. Extra bonus was enjoying the peak foliage at the lake . Eric , the property manager was very communicative...
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.6 out of 10, Exceptional, (38)
"What a wonderful stay. The views were absolutely amazing. Kitchen well equipped. We bought live lobsters just $10 a lb from Hannafords (try also the French baguette) just 12 min drive and cooked them, clams and corn all in the steamer provided. Lounge seating very comfortable. Cooks corner area has everything incl Walmart superstore. David was a wonderful host. Could not speak too highly of him. He came out late at night when I could not work something out."
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Pet-friendly Quintessential Maine Cottage with Easterly Views of Casco Bay
9.2 out of 10, Wonderful, (14)
"Great cottage! Like stayimg at grandma's house with wifi!. Rely nice location with ocean view and much to see and do in area. Will stay again."
Pet-friendly Quintessential Maine Cottage with Easterly Views of Casco Bay
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
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
Classic Maine Beach Cottage **** Fabulous location!
9.2 out of 10, Wonderful, (24)
"Comfortable cottage with plenty of room. Very pleasant living space. We found it very convenient to the things we like to do, places we like to go. We would certainly come back"
The price is AED 1,194
AED 2,154 total
includes taxes & fees
21 Nov - 22 Nov
Classic Maine Beach Cottage **** Fabulous location!
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
9.8 out of 10, Exceptional, (35)
"Nice clean quiet place but close to a lot of things."
The price is AED 349
AED 709 total
includes taxes & fees
17 Nov - 18 Nov
The Outlet House, Comfortable Cottage
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
10.0 out of 10, Exceptional, (8)
"Location is great, clean cabin with all you need, privacy, access to food and fun. Comfortable feeling as you enter cabin views of waterfront community , with beautiful sunsets on the harbour. "
Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly!
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.
9.2 out of 10, Wonderful, (13)
"Fantastic !!!"
As much "an experience" as shelter, Kinsale delights everyone of all ages.
Quaint Retro Ash Cove Cottage
9.6 out of 10, Exceptional, (15)
"a 12 on a 1=10 scale. Real Maine...void of pretense and dreaded pandemic migrants...wonderful folks own the property. "
Quaint Retro Ash Cove Cottage
Sea Chaser Cottage - Perfect getaway for those drawn to the sea
9.4 out of 10, Exceptional, (20)
"Sea Chaser is an adorable, cozy, homey cottage with a wonderful view of Casco Bay. My granddaughter and I just kept deeply breathing in the fantastically clean, fresh air! We absolutely loved everything about our home away from home in Maine!"
Sea Chaser Cottage - Perfect getaway for those drawn to the sea
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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Other property types in Bailey Island

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
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
9.8 out of 10, Exceptional, (6)
"Overall this location is a great spot for those that dont need many amenities. There is no tv and no ac but the view and the breeze from the water make up for that! The space was clean and there was a grill plus Cooks Lobster house was a quick walk down the street! "
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (90)
"We really enjoyed our stay. This little third floor walk up was a perfect place for my husband and I to explore Portland. It is homey and comfortable and spotless. If you have any issues with mobility you should look elsewhere, but that is disclosed in the listing. The last set of stairs are very steep, but we found it charming. I highly recommend this rental. Well done! "
The price is AED 408
AED 761 total
includes taxes & fees
17 Nov - 18 Nov
Adorable Portland getaway on the Eastern Promenade
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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