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Compare 422 Vacation Homes in Bailey Island with updated reviews, rates, and availability.
![Newly renovated 3 bedroom, 2 bath bungalow.](https://images.trvl-media.com/lodging/75000000/74680000/74678100/74678100/530aaf89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
10.0 out of 10, Exceptional, (70)
![Fall View from Porch](https://images.trvl-media.com/lodging/106000000/105360000/105354200/105354169/5a8cdbc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Oceanfront Cabin-Castle in Maine Woods
Oceanfront Cabin-Castle in Maine Woods
9.8 out of 10, Exceptional, (12)
![A cruise ship goes by at sunset](https://images.trvl-media.com/lodging/34000000/33390000/33388700/33388648/3258539e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Charming 110-year former Inn 10' from the Ocean!
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (116)
![Living area](https://images.trvl-media.com/lodging/49000000/48870000/48860200/48860113/e0353c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
The Globe House on Munjoy Hill - Walk to Breweries
The Globe House on Munjoy Hill - Walk to Breweries
10.0 out of 10, Exceptional, (74)
![Outdoor spa tub](https://images.trvl-media.com/lodging/69000000/68020000/68018400/68018314/e54f5662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.2 out of 10, Wonderful, (30)
![](https://images.trvl-media.com/lodging/60000000/60000000/59998200/59998151/72d61fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
9.6 out of 10, Exceptional, (65)
![](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/w1280h828x0y25-490acce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BR
![Dining Room Seating for ten, extra dining also available](https://images.trvl-media.com/lodging/34000000/33710000/33708100/33708095/790a66d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
9.8 out of 10, Exceptional, (68)
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
![Taken from the point which faces east. There is a small rocky beach to the left.](https://images.trvl-media.com/lodging/28000000/27120000/27118300/27118287/c81a9afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
10.0 out of 10, Exceptional, (212)
![Dining Room Seating for ten, extra dining also available](https://images.trvl-media.com/lodging/34000000/33710000/33708100/33708095/790a66d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
9.8 out of 10, Exceptional, (68)
![THE GILLS GROUP has two additional cottages available for larger groups](https://images.trvl-media.com/lodging/33000000/32950000/32949400/32949345/e4475066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
10.0 out of 10, Exceptional, (99)
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.
Recent reviews of Bailey Island hotels
Recent reviews of Bailey Island hotels
![Canopy by Hilton Portland Waterfront](http://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg)
Canopy by Hilton Portland Waterfront
5/5 Excellent
"Easy walk to most eating places !"
A verified traveler stayed at Canopy by Hilton Portland Waterfront
Posted 1 day ago
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