Holiday Rentals in Bailey Island
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Holiday Rentals in Bailey Island

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

The Weldon Hotel
The Weldon Hotel

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Charming cottage near the beach with balcony, deck, grill, fireplace - dogs OK
Charming cottage near the beach with balcony, deck, grill, fireplace - dogs OK

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.
Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.
Find out more about Bailey Island
Find out more about Bailey Island
Everything you need to know about Bailey Island holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bailey Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bailey Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Bailey Island holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Bailey Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bailey Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Bailey Island holiday rentals we have selected for you start as low as €143 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on Bailey Island rentals
At Expedia, we put the best Bailey Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Bailey Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bailey Island holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bailey Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Recent reviews of Bailey Island properties
Recent reviews of Bailey Island properties
