Bailey Island, Harpswell, ME, USA

Bailey Island, Harpswell, ME, USA

We found 62 vacation rentals — enter your dates for availability

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Find the best place to stay — Bailey Island

Where to stay around Bailey Island, Harpswell?

Our 2018 property listings offer a large selection of 62 vacation rentals near Bailey Island. From 30 houses to 25 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Bailey Island for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Bailey Island?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Bailey Island:

  • Peaks Island: 57 vacation rentals
  • Willard Beach: 58 vacation rentals
  • Orr's Island: 46 vacation rentals
  • Downtown: 65 vacation rentals
  • Town Landing: 22 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Bailey Island?

VRBO offers a large selection of vacation rentals near lovely places in Bailey Island. From VRBO travelers, the top 5 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Bailey Island Bridge: 857 vacation rentals
  • South Portland Historical Society Museum: 1,182 vacation rentals
  • Fort Williams Park: 1,199 vacation rentals
  • Portland Observatory: 1,208 vacation rentals
  • Cape Elizabeth Light: 1,196 vacation rentals

But there are many other points of interest around Bailey Island listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent houses in Bailey Island?

Yes, of course. VRBO has 30 houses in Bailey Island. Our other popular types of vacation rentals in Bailey Island include:

  • Cottages: 25 rentals available
  • Cabins: 3 rentals available
  • Apartments: 2 rentals available

Can I rent ocean view rentals in Bailey Island?

Absolutely, VRBO has 44 ocean view rentals in Bailey Island. You have also many other possibilities in Bailey Island area, including:

  • Beachfront rentals: 27 rentals
  • Oceanfront rentals: 27 rentals
  • Golf rental rentals: 25 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with online bookable in Bailey Island?

Yes, you can select your prefered vacation rental with online bookable among our 60 vacation rentals with online bookable available in Bailey Island. Please use our search bar to access the selection of vacation rentals available.

    Take in the Waterfront Beauty of Bailey Island

    The island views and surrounding scenery provide a peaceful ambiance to your vacation home in Bailey Island. This family-friendly city is known for its shopping, fishing and seafood. The area has so much to see with top attractions like Portland Head Light, Portland Observatory and Wadsworth-Longfellow House. If you want to stay someplace a bit more spacious, consider a vacation rental. Many rental homes come with Internet access, air conditioning and a kitchen.

    Attractions In and Around Bailey Island

    Looking for places to see while you're in Bailey Island? Some of the area's family-friendly draws for travelers include Wilbur's of Maine Chocolate Confections and Southworth Planetarium. Visitors searching for nearby cultural experiences can take a trip to Portland Head Light and Portland Observatory or spend an enlightening afternoon at Wadsworth-Longfellow House or Children's Museum of Maine. To appreciate the outdoor scene, make time for green spaces such as Eagle Island State Park and Hermit Island. You can take a shopping trip to LL Bean Flagship Store and Maine Street. Popular regional attractions like Victoria Mansion and Portland Museum of Art might be worth a visit during your stay. Why not add Bailey Island Bridge, Casco Bay or Bates-Morse Mountain Conservation Area to your agenda too?