Book Holiday Homes in Bailey Island
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Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Bailey Island
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Oceanfront Cabin-Castle in Maine Woods
Charming 110-year former Inn 10' from the Ocean!
The Globe House on Munjoy Hill - Walk to Breweries
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
Orchid Harbor, Bailey Island 3BR
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Beautiful, Spacious Home, minutes to the Old Port!
Bailey Island Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Bailey Island vacation homes are the perfect way for you to wing it.
Holiday houses in Bailey Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Bailey Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Bailey Island adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Bailey Island with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Bailey Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Bailey Island Holiday Homes essential information
Accommodation | 404 Holiday Homes |
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Lowest Price | AU$174 |
Highest Price | AU$590 |
Popular accommodation | Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Oceanfront Cabin-Castle in Maine Woods, Charming 110-year former Inn 10' from the Ocean!, The Globe House on Munjoy Hill - Walk to Breweries, Spacious & Sunny 4 Bedroom Close to Downtown, hot tub, Oceanfront home & guesthouse w/ incredible ocean views, deck & location, Orchid Harbor, Bailey Island 3BR, Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary, Beautiful, Spacious Home, minutes to the Old Port! |
Top Locations for Holiday Homes in Bailey Island
Top trending hotels in Bailey Island
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Portland Harbor Hotel
Holiday Inn Portland-By the Bay, an IHG Hotel
More ways to explore Bailey Island
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.