Choose from 56 vacation rentals located in Bailey Island, Maine. Top filters in Bailey Island include Internet / Wifi, Kitchen / Kitchenette, and Parking. Prices range from $143 to $1,138 per night. Our most popular vacation rental types near Bailey Island are Hotel and RV.

Top vacation rentals in Bailey Island

Walk to Little Harbor and enjoy the morning with coffee and newspaper
4.8
Outstanding(75 Reviews)
House
 in Bailey Island
Family-friendly one level home, Ocean view with semi-private beach access.
8 guests · 4 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

The best choice in Bailey Island for House, for $315 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Picture yourself sitting here enjoying the sounds, sight and smells of the ocean
4.9
Outstanding(117 Reviews)
Cottage
 in Bailey Island
Ocean Breeze Cottage with Open Water Views of Casco Bay
6 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Internet / Wifi

Experience vacation in Bailey Island with our Cottage, Ocean Breeze Cottage with Open Water Views of Casco Bay . Enjoy amenities such as Internet / Wifi, Laundry and Balcony / Patio, and more.

$$$$
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Taken from the point which faces east. There is a small rocky beach to the left.
5.0
Outstanding(192 Reviews)
House
 in Bailey Island
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
6 guests · 3 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Air conditioner

Looking to create some memories in Bailey Island? Look no further than our House, New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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View of House from Cribstone Bridge;House is surrounded by water and boats
5.0
Outstanding(142 Reviews)
House
 in Harpswell
Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay
10 guests · 5 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our House in Bailey Island has everything you need for a rejuvenating stay. Treat yourself to Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay 's exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.

$$$$
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Explore vacation rentals with the most popular amenities in Bailey Island

Vacation rentals with internet & wifi in Bailey Island

View coming in the drive with ocean and islands behind
4.9
Outstanding(26 Reviews)
Cottage
 in Bailey Island
Wake to Sunrise on the Ocean
7 guests · 4 bedrooms · 2 baths
Garden · Kitchen / Kitchenette · Internet / Wifi

Enjoy the best of Bailey Island in our Cottage, Wake to Sunrise on the Ocean. A stunning property with amenities including Fireplace, Internet / Wifi and Laundry, and more.

$$$$
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Exterior
4.3
Excellent(22 Reviews)
Cottage
 in Bailey Island
Juniper Cottage on Bailey Island – A Peaceful, Relaxing, CLEAN Vacation
6 guests · 3 bedrooms · 2 baths
Pets allowed · Kitchen / Kitchenette · Internet / Wifi

Are you ready to indulge in a relaxing getaway? Our Cottage in Bailey Island has everything you need for a rejuvenating stay. Treat yourself to Juniper Cottage on Bailey Island – A Peaceful, Relaxing, CLEAN Vacation's exceptional amenities, such as Dishwasher, Internet / Wifi and Laundry.

$$$$
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The Captain York House
4.8
Outstanding(25 Reviews)
House
 in Bailey Island
The Captain York House
14 guests · 7 bedrooms · 7 baths
Garden · Kitchen / Kitchenette · Air conditioner

Soak up the beauty of Bailey Island in our House, The Captain York House . With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.

$$$$
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Welcome to Nautical Nest! The front door to this cottage is on the right side of the house when pulling into the lot.
5.0
Outstanding(12 Reviews)
Cottage
 in Harpswell
Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel Cove!
4 guests · 2 bedrooms · 1 bath
Pool · Kitchen / Kitchenette · Internet / Wifi

Nestled in Bailey Island, this Cottage is perfect for your next vacation. Enjoy Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel Cove!'s top-rated amenities, including Dishwasher, Fireplace and Internet / Wifi, and more.

$$$$
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city photo
Bailey Island

Bailey Island travel guide

Let us help you plan your perfect Bailey Island vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Bailey Island, and more.

Frequently asked questions

What are the most popular vacation rental amenities in Bailey Island?

  • Internet / Wifi
  • Kitchen / Kitchenette
  • Parking

What are the must-visit tourist attractions in Bailey Island, ME?

Bailey Island, ME is a small island off the coast of Maine that is known for its beautiful scenery and attractions. Here are some of the must-visit tourist attractions:

  • Cribstone Bridge
  • Mackworth Island
  • Cook's Lobster & Ale House
  • Bailey Island General Store

Cribstone Bridge is a unique granite bridge that connects Bailey Island to Orr's Island and is a popular spot for sightseeing. Mackworth Island is a great spot for hiking and picnicking. Cook's Lobster & Ale House is a popular seafood restaurant that serves up delicious lobster dishes. Lastly, the Bailey Island General Store is a great spot to pick up souvenirs and local goods.

How can I get around in Bailey Island, ME?

You can get around in Bailey Island, ME in a few different ways:

  • Biking
  • Walking
  • Taking a Boat

Exploring Bailey Island on two wheels is a great way to take in the scenery and enjoy the fresh ocean air. Walking is a great way to get to know the island and its inhabitants. Taking a boat along the rugged coast is the perfect way to get to the nearby islands and coves.

Where can I find affordable accommodation in Bailey Island, ME?

Bailey Island, ME offers a variety of affordable accommodation options for travelers. Here are some of the best options:

  • The Inn at Cuckolds Lighthouse: A cozy bed and breakfast located on the harbor with stunning views of the ocean.
  • The Bailey Island Cottages: A collection of quaint cottages offering a peaceful, wooded setting.
  • Ocean View Motel: A modern motel with comfortable rooms and a convenient location near the beach.
  • Island View Inn: A charming inn situated on the waterfront with a variety of amenities.

What is the culture like in Bailey Island, ME?

Bailey Island, ME is a small town located off the coast of Maine. It is known for its unique culture, which is influenced by its close proximity to the ocean and its small-town atmosphere. The culture of Bailey Island is characterized by the following five bullet points:

  • A strong sense of community and family.
  • A focus on the outdoors, with plenty of opportunities for fishing, boating, and hiking.
  • A relaxed atmosphere, with a laid-back attitude.
  • A focus on seafood, with many restaurants serving fresh catches from the local waters.
  • A commitment to preserving the natural beauty of the island.

Is Bailey Island, ME safe to travel to?

Bailey Island, ME is a safe and beautiful place to travel to. Here are some reasons why:

  • Low crime rate
  • Beautiful scenery
  • Lots of outdoor activities

Whether you're looking for a relaxing beach vacation or an adventurous outdoor experience, Bailey Island, ME is sure to provide you with an unforgettable experience.

What are the popular shopping destinations in Bailey Island, ME?

Bailey Island, ME is a popular shopping destination for tourists and locals alike. Here are some of the most popular shopping spots:

  • Bailey Island General Store
  • The Lobster Pound
  • Bait & Tackle Shop
  • The Island Gallery

What are the best neighborhoods to visit in Bailey Island, ME?

The best neighborhoods to visit in Bailey Island, ME are:

  • Mackerel Cove
  • Cundy's Harbor
  • Harpswell Neck

These neighborhoods offer beautiful beaches, trails, and views of Casco Bay and the surrounding islands.

Where is Bailey Island, ME?

Bailey Island, ME is located in Casco Bay off the coast of Maine. It is part of the town of Harpswell and is home to just under 300 people. It is a popular tourist destination, known for its rocky shoreline and its lobster traps.

What are the most popular vacation rental amenities in Bailey Island, ME?

The most popular vacation rental amenities in Bailey Island, ME are:

  • Spectacular views of the Atlantic Ocean
  • Private beach access
  • Fully equipped kitchens
  • Wi-Fi
  • Air conditioning

What are the top things to do in Bailey Island, ME?

Bailey Island, ME is a beautiful destination with plenty of activities to explore. Here are some of the top things to do:

  • Visit the Bailey Island Bridge
  • Explore the rocky coastline
  • Go fishing or kayaking
  • Take a scenic boat tour
Bailey Island is a great spot for outdoor enthusiasts. Its rocky coastline and picturesque bridge are perfect for exploring, while fishing and kayaking are great ways to experience the local marine life. A scenic boat tour is a great way to get a unique view of the area.

What do I need to know before visiting Bailey Island, ME?

Before visiting Bailey Island, ME, it is important to know some basic information about the area. Here are some key points to consider:

  • Bailey Island is located in Casco Bay, off the coast of Maine
  • The island is accessible by its own bridge from the mainland
  • Bailey Island is a small, quaint community with stunning natural views

It is also important to note that Bailey Island is a popular tourist destination, so be prepared for crowds during the summer months. Visitors should also familiarize themselves with current local safety guidelines and restrictions.

What is the price range for rentals in Bailey Island?

Vacation rentals in Bailey Island have a price range between $143-$1,138. The average price for rentals in Bailey Island is $260 per night.

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