Bailey Island Holiday Homes

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 Holiday Homes 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.

Holiday Accommodation Bailey Island

You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Bailey Island are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Bailey Island itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.

Bailey Island holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.

If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Bailey Island, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.

Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Bailey Island with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.

Bailey Island Holiday Homes essential information

Accommodation
430 Holiday Homes
Lowest Price
NZ$133
Highest Price
NZ$1,433
Popular accommodation
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!, Spacious & Sunny 4 Bedroom Close to Downtown, hot tub, Bayfront home with 270-degree views, large deck & porch - near Popham Beach, Beautiful Combo Home Located in Downtown Portland - Close to the Beach, Lofty cottage , Charming ocean-view cottage just 10 minutes from downtown Freeport shops, Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina, Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome, 3 Story Historic Landmark - Walk to All! West End, Dog-Friendly, 2 King Beds, Shady Potts Point Cottage Cooled by Ocean Breezes , Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun, Enjoy Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Top trending hotels in Bailey Island

^Eligibility requirements and conditions apply