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Browse Select Bailey Island Cottages

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Smart TV, books
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
9.8 out of 10, Exceptional, 27 reviews
"We spent our 19th wedding anniversary here. It was the perfect romantic getaway. The views are stunning and the location is tranquil. Just a short drive to the general store for necessities, and Uber Eats delivers. We didn’t want to leave. Would 100% stay here again."
Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.
Unique oceanfront home with a deck, tons of natural light, & amazing views
Interior
Unique oceanfront home with a deck, tons of natural light, & amazing views
8.8 out of 10, Excellent, 43 reviews
"We needed a quiet place to visit with elderly aunt and uncle. This was a great place with all the living space on the same floor with spacious area to visit."
Unique oceanfront home with a deck, tons of natural light, & amazing views
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Outdoor spa tub
Private Contemporary Artist's Tree House on two acres with perennial gardens.
10.0 out of 10, Exceptional, 16 reviews
"Brian reached out to us while we were still traveling to let us know how things would be when we arrived, and met up with us later that evening. We truly enjoyed the area, and loved exploring. It was our 1st time in Maine. We saw so many beautiful places from Ft. Williams and the lighthouse to Wolfe's Neck Park in Freeport. The ferry ride to Peaks Island and the bike ride around were amazing. Maine is so beautiful. We will definitely be back."
Private Contemporary Artist's Tree House on two acres with perennial gardens.
The Outlet House, Comfortable Cottage
Fridge, microwave, oven, stovetop
The Outlet House, Comfortable Cottage
9.6 out of 10, Exceptional, 29 reviews
"Comfortable Cottage is a great description of this home! We enjoyed our time there and appreciated the location. It was very clean. We’ll definitely stay again!"
The Outlet House, Comfortable Cottage
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
Interior
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!
Seawood Sunset Cottage: Southport Island
Property grounds
Seawood Sunset Cottage: Southport Island
The price is £621
includes taxes & fees
10 Jul - 11 Jul
Seawood Sunset Cottage: Southport Island
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
Property grounds
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
9.4 out of 10, Exceptional, 18 reviews
"We had a wonderful stay. The house is very cute and the view is gorgeous. Communication with the host was excellent. We would definitely stay here again if we needed a place in the area."
Charming 3BR, 1.5BA beachfront cottage with multi-level decks
Dog-friendly forest cottage with HOA beach on Linekin Bay, walk to dining/spa
Fridge, microwave, oven, stovetop
Dog-friendly forest cottage with HOA beach on Linekin Bay, walk to dining/spa
8.8 out of 10, Excellent, 3 reviews
"A terrific cozy cabin for a getaway with our dogs. The property was in a good location, close to town, with ample yard to explore wiwith the pups. The cabin was cozy and comfortable."
Dog-friendly forest cottage with HOA beach on Linekin Bay, walk to dining/spa
Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove
Exterior
Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove
9.2 out of 10, Wonderful, 10 reviews
"Perfect Maine cottage"
Lowell's Cove Cottage - Quaint 2BR Cottage short walk away from Lowell's Cove
Cute 2+ Bedroom Cottage
Fridge, microwave, oven, stovetop
Cute 2+ Bedroom Cottage
9.4 out of 10, Exceptional, 12 reviews
"The beds were comfortable and shower nice. Only recommendation is outdoor plastic Adirondack chairs. The one I was sitting on n collapsed . Will definitely keep your property in mind when coming back Jennifer. Thanks again Jen"
Cute 2+ Bedroom Cottage
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
Property grounds
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
9.6 out of 10, Exceptional, 13 reviews
"Rustic charm like I have not seen before. Be prepared to stay in a real log cabin, plank floors, pitched log walls and all. Rustic as I mentioned yet still has the creature comforts we like to take for granted, plenty of hot water, full kitchen including a dishwasher, and internet connection. If we get back I will stay there again for the big front porch and serene setting on the hillside above the water."
Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More
As much "an experience" as shelter, Kinsale delights everyone of all ages.
TV, fireplace, DVD player, books
As much "an experience" as shelter, Kinsale delights everyone of all ages.
10.0 out of 10, Exceptional, 7 reviews
"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.
Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach
Smart TV, DVD player, books, stereo
Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach
Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach
Popham Beach Direct Oceanfront Cottage Steps to the sand
View from property
Popham Beach Direct Oceanfront Cottage Steps to the sand
10.0 out of 10, Exceptional, 47 reviews
"Beautiful place. Everything just as listed. Thank you."
Popham Beach Direct Oceanfront Cottage Steps to the sand
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
TV, fireplace, books, stereo
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
9.4 out of 10, Exceptional, 24 reviews
"What a great stay. Our first time in Maine, and New England and so glad we had this location. Booth bay is the “just right” costal town to stay in. 5 minutes from the harbor, so much to do locally, and the home was great. The property stole the show, though. The water, deck, dock, fire pit, grill, the trees! All so great. The house is large and well equipped, but could use some updating, better humidity control, and AC. Highly recommend."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Property grounds
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
10.0 out of 10, Exceptional, 94 reviews
"We celebrated our Mom’s 70th birthday in this beautiful space. It exceeded our expectations and the property manager David is the best!"
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Island cottage getaway
Pool
Island cottage getaway
10.0 out of 10, Exceptional, 15 reviews
"We had a wonderful stay!! The house had all the amenities and was clean and well cared for. Love the decks and yard. Great location near the beaches and store. Awesome view right from the house!!"
Island cottage getaway
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer
Outdoor dining
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer
8.0 out of 10, Very good, 8 reviews
"Property was wonderful. Very comfortable and clean. Working with the management company was not a good experience. I received multiple e-mails and texts from them providing me with confirmation of my trip, trip details, early check in etc.....Not one of those communications indicated that they still needed my ID verified. Once I sent my ID for verification on the day of my checkin and it was accepted and confirmed on line, my reservation was cancelled by the management group because they could...
Newly renovated waterfront dog-friendly cottage with dock, patio, & washer/dryer
Pet-friendly Quintessential Maine Cottage with Easterly Views of Casco Bay
Aerial view
Pet-friendly Quintessential Maine Cottage with Easterly Views of Casco Bay
9.4 out of 10, Exceptional, 6 reviews
"Cozy and comfortable"
Pet-friendly Quintessential Maine Cottage with Easterly Views of Casco Bay
Highland Lakefront Cabin
Highland Lakefront Cabin
9.0 out of 10, Wonderful, 66 reviews
"The cottage was true to the listing it's not fancy, but has what you need at a very reasonable price. We enjoyed Highland Lake and the surrounding area. We brought kayaks and toured the whole lake."
Highland Lakefront Cabin
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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.

Other property types in Bailey Island

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Property grounds
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
10.0 out of 10, Exceptional, 94 reviews
"We celebrated our Mom’s 70th birthday in this beautiful space. It exceeded our expectations and the property manager David is the best!"
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Fridge, microwave, oven, stovetop
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
TV, fireplace
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.6 out of 10, Excellent, 35 reviews
"Beautiful views. House was very nice but had some trouble trying to unlock the door. Had on the site there was a beach. Where’s the beach? I didn’t see any beach. There were just large boulders."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
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.

Bailey Island Cottages information

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 Cottages
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Bailey Island Hotel Reviews
Expedia verified reviews

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

5/5 Excellent
"Always clean and nice. Great breakfast options "
A verified traveller stayed at Tru by Hilton Portland Airport Area
Posted 2 days ago
Tru by Hilton Portland Airport Area