Where to stay around Bailey Island, Harpswell?

Our 2018 property listings offer a large selection of 58 vacation rentals near Bailey Island. From 27 houses to 26 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
  • Orr's Island: 50 vacation rentals
  • Downtown: 72 vacation rentals
  • Willard: 64 vacation rentals
  • Topsham: 15 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 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Bailey Island Bridge: 881 vacation rentals
  • Merrill Auditorium: 1,221 vacation rentals
  • Fort Williams Park: 1,203 vacation rentals
  • Umbrella Cover Museum: 1,198 vacation rentals
  • Bowdoin College: 797 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 27 houses in Bailey Island. Our other popular types of vacation rentals in Bailey Island include:

  • Cottages: 26 rentals available
  • Apartments: 2 rentals available
  • Cabins: 2 rentals available

Can I rent ocean view rentals in Bailey Island?

Absolutely, VRBO has 42 ocean view rentals in Bailey Island. You have also many other possibilities in Bailey Island area, including:

  • Oceanfront rentals: 25 rentals
  • Beachfront rentals: 24 rentals
  • Golf rental rentals: 24 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 56 vacation rentals with online bookable available in Bailey Island. Please use our search bar to access the selection of vacation rentals available.

    Delight in the waterfront landscape of Bailey Island

    Enjoy the monuments and other features of Bailey Island. Renowned for its island views, shopping and fishing, this city welcomes all visitors. Portland Head Light and Portland Observatory are just a couple of the must-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

    Sightseeing in and around Bailey Island

    Are you hoping to find top things to see and do while you're in the area? Venture out of your vacation home and check out everything that makes Bailey Island a fun spot to vacation. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

    • Wilbur's of Maine Chocolate Confections (10.2 mi / 16.5 km)
    • Brunswick Golf Club (13.1 mi / 21 km)
    • Brunswick Golf Course (13.1 mi / 21 km)
    • Southworth Planetarium (15.3 mi / 24.6 km)
    • Riverside Municipal Golf Course (16.3 mi / 26.2 km)

    Exploring the natural landscape of Bailey Island

    Whether you're an adventurous traveler or just want to take in the scenery, Bailey Island is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

    • Casco Bay (2.5 mi / 4 km)
    • Eagle Island State Park (3.6 mi / 5.8 km)
    • Casco Bay Islands (6.4 mi / 10.3 km)
    • Hermit Island (6.6 mi / 10.7 km)
    • Bates-Morse Mountain Conservation Area (7.9 mi / 12.7 km)
    • Wolfe's Neck Farm (8.1 mi / 13 km)