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Compare 150 Cottages in Bailey Island with updated reviews, rates, and availability.

Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

10.0 out of 10, Exceptional, (9)
"This is a charming log cabin in an historic log cabin development minutes from town, grocery shopping and within walking distance to a lovely park (Barrett). The "great room" has a wonderful fireplace, high ceilings, and comfortable couches and chairs. The large deck facing the water is beautiful, offering a spectacular view of Lewes Cove in Linekin Bay. You can hear loons, watch cormorants fishing and drying their wings on lobster trap platforms, and see bald eagles fly by and roost in nearby...
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

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

Rose Cottage Oceanfront with Private Dock

10.0 out of 10, Exceptional, (15)
"The location is great, the house is clean and well maintained, and the hosts are very responsive. We hope to be back next year!"
Rose Cottage Oceanfront with Private Dock

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

Cute 2+ Bedroom Cottage

9.6 out of 10, Exceptional, (14)
"Returned this year for our 2nd stay. Clean, comfortable and quiet. Will book again!"
Cute 2+ Bedroom Cottage

Cozy Year-round House right outside Portland Maine on Highland Lake.

9.8 out of 10, Exceptional, (62)
"My wife and I stay for a long weekend, had a great time! Anything you might need is provided, watched the sun rise over the lake right from the dinning table, enjoyed the gas fireplace at night. Off the beaten path but not really 5min and your on the main drag with a multitude of stores. I'm sure its even nicer in the warm weather."
Cozy Year-round House right outside Portland Maine on Highland Lake.

Stunning Waterfront Designer Hideaway on the Maine Coast!

2.0 star property
The price is AED 1,102
AED 2,034 total
includes taxes & fees
13 Mar - 14 Mar
Stunning Waterfront Designer Hideaway on the Maine Coast!

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

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

Classic Maine Beach Cottage **** Fabulous location!

9.2 out of 10, Wonderful, (25)
"We had a great Thanksgiving here with my family. This looks like a very small cottage but looks are deceiving because it's huge inside. Fabulous layout and great communication with the owner. Only thing we didn't like is it's very close to the ocean but you can't get access to it. owner..this was"
The price is AED 1,194
AED 2,158 total
includes taxes & fees
19 Mar - 20 Mar
Classic Maine Beach Cottage **** Fabulous location!

Waterfront Cottage

9.2 out of 10, Wonderful, (24)
"Perfect for us close location wise for visiting my so at college, close to freeport for shopping, house was so comfortable and had amazing views. Everything you needed was supplied, cant wait to visot again"
Waterfront Cottage

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

Sea Ledge North - Capture Breathtaking Sunsets from this Beautiful Home

9.6 out of 10, Exceptional, (20)
"Darling cottage, great views and well equipped. "
Sea Ledge North - Capture Breathtaking Sunsets from this Beautiful Home

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

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

Boothbay Harbor Cottage Overlooking Mill Cove

10.0 out of 10, Exceptional, (18)
"We had a wonderful time at Mill Cove. Close to downtown and just the right size for a short getaway for my wife and I. "
Boothbay Harbor Cottage Overlooking Mill Cove

Historic riverfront home with boathouse & private dock - dogs OK

8.8 out of 10, Excellent, (20)
"Beautiful house with views. We enjoyed it. Be aware that it is antique (stairs and steps are very steep, in case anyone has mobility issues). Listed with 5 bedrooms; we only found 4, but it could easily sleep 10."
Historic riverfront home with boathouse & private dock - dogs OK

Down East Gem - The White Cottage, 4 bed 2 bath, beach front and dog friendly

Down East Gem - The White Cottage, 4 bed 2 bath, beach front and dog friendly

Great location on Bailey Island

9.8 out of 10, Exceptional, (8)
"Cute, clean and comfortable. Owners are quickly responsive and easy to reach. Cottage is newly updated with air conditioning ( no screens on windows, so air conditioning was important). Very comfortable beds and well stocked with linens, towels, paper goods and kitchen supplies."
Great location on Bailey Island
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

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (212)
"We had a peaceful time at this home. It served as a home base for exploring. When my daughter left her most priced possession, her stuffed otter, the lovely hosts found it and shipped it back to us. We're so grateful for the thoughtfulness. "
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
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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