183+ Private Villas and Holiday Rentals in Bailey Island |
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  3. Bailey Island

Bailey Island Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Bailey Island

Discover more than 183 vacation rentals available in Bailey Island. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Bailey Island.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Bailey Island, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Bailey Island. On average, places to stay near Bailey Island offer 1043.86 ft², with nightly prices averaging US $424.

With Casai, finding and comparing holiday rentals in Bailey Island is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Bailey Island

Type Count
Vacation Homes 84
Cottages 81
Holiday Apartments 10

Use these Quick Filters to Find a Holiday Rental in Bailey Island

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Bailey Island.

Weather in Bailey Island, ME

View the weather forecast for Bailey Island before booking your Bailey Island Vacation Rentals to confirm your best time to go.

December - February
High 38°F       Low 16°F
March - May
High 61°F       Low 21°F
June - August
High 79°F       Low 55°F
September - November
High 74°F       Low 29°F

Top Attractions Around Bailey Island, ME

Casai offers a large selection of top attractions around Bailey Island . Research things to do on your vacation before you visit Bailey Island.


Bailey Island Bridge
Land's End Gift Shop
Cobwork Bridge
Ragged Island
Acadia National Park
Maine Mall
Maine Medical Center
Higgins Beach
State Theatre
Cross Insurance Arena
Portland Head Light
Portland Museum of Art
Thompson's Point
University of Southern Maine
University of New England
Victoria Mansion
Portland Stage
Merrill Auditorium
Popham Beach State Park
Fort Williams Park

Other Places to Stay in Bailey Island, ME


Bailey Island Bridge 196 Properties
Cobwork Bridge 196 Properties
Land's End Gift Shop 136 Properties
Ragged Island 88 Properties

Frequently Asked Questions About Bailey Island?

What are the top holiday rentals in Bailey Island?

With numerous options available in Bailey Island, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Bailey Island:

Which holiday homes in Bailey Island are best for families?

If you're searching for a family-friendly holiday home in Bailey Island, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Bailey Island:

How many Casai.com holiday rentals are available in Bailey Island?

As of 2025, Casai boasts over 183 properties listed in the Bailey Island area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Bailey Island.


People Also Ask

There are 183 Bailey Island, ME Holiday Rentals

Recently Booked Holiday Rentals in Bailey Island