Bailey Island Cottages

More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

Flexibility matters
24/7 support, so you can book with confidence

Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^

Featured Cottages in Bailey Island

Don't see what you're looking for?
See all available properties in Bailey Island
View all properties
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 Cottage Accommodation

You’re on the go every day, working hard and making that cash. But if you haven’t taken a holiday in months, it’s time to rethink your life choices. It’s time for you to look into Bailey Island holiday cottages and take a day off—or ten days. Because once you’re all settled in, you won’t want to leave.

Words like charming, adorable, and delightful probably come to mind when you think of country cottages, set in lovely little towns the world over. The same applies to beach cottages—just replace the rolling hills with lapping waves. And while Bailey Island cottages can’t be in every setting at once, you’ll find that the stunning scenery here is better than all the others combined. Cottages are the perfect retreat from everyday life, with serene surroundings both inside and out and that relaxed vibe that can come only from knowing everything is taken care of. Bailey Island has an equally charming vibe, and that’s why so many travellers love it.

“Don’t worry, be happy” should be your motto on your next holiday. Well, friend, in Bailey Island, that’s not just the motto of visitors; the locals are living that theme every day. So take a break from that presentation you’re working on and make a different graph instead—of Wotif’s low prices on over Bailey Island cottage accommodation options. It’s about time you got to kick back, and we don’t mean putting your feet up at your desk.

Bailey Island Cottages essential information

Accommodation
179 Cottages
Lowest Price
NZ$157
Highest Price
NZ$369
Popular accommodation
Popham Beach Direct Oceanfront Cottage Steps to the sand, PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room, Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!, Charming Cottage on the Great Pond in Boothbay Harbor, Maine, Waterfront Cottage, Cute 2+ Bedroom Cottage, Dreamy Wooded Cabin W/ Spacious Deck, Free WiFi, Secluded Location & More, The Outlet House, Comfortable Cottage, Bayfront Cottage on Mill Cove w/ Private Dock & Furnished Deck - Walk Downtown, Boothbay Harbor Cottage Overlooking Mill Cove, Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage, Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Top trending hotels in Bailey Island

^Eligibility requirements and conditions apply