Vacation Homes in Bailey Island
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Featured Vacation Homes in Bailey Island

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Shady Potts Point Cottage Cooled by Ocean Breezes

Sunny Modern Oasis in Portland’s Trendy East End

On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing.

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Elegant and efficient Island home 4 miles from downtown Portland

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

Fantastic Waterfront Views

Beachfront Delight with detached guesthouse, sunset views & private beach access

Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn
Top trending hotels in Bailey Island

The Westin Portland Harborview
Vacation Rentals in Bailey Island
What kind of vacation do you want in Bailey Island? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Bailey Island that will speak to you.
Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Bailey Island, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.
Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.
Bailey Island Vacation Homes essential information
Accommodation | 595 Vacation Homes |
---|---|
Lowest Price | CA $124 |
Highest Price | CA $577 |
Popular accommodation | Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor, Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!, Shady Potts Point Cottage Cooled by Ocean Breezes , Sunny Modern Oasis in Portland’s Trendy East End, On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing., Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary, Elegant and efficient Island home 4 miles from downtown Portland, Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!, Fantastic Waterfront Views, Beachfront Delight with detached guesthouse, sunset views & private beach access, Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn, Large, light filled 4 bedroom house - walk to ocean and ferry |
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