Destination guide

Take in the waterfront beauty of Chebeague Island

Enjoy the history and other features of Chebeague Island. This city's shopping, island views and biking draw many visitors. Portland Observatory and Wadsworth-Longfellow House are just a couple of the must-sees in the area. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Activities and attractions in Chebeague Island

Are you hoping to find top things to see and do in the area? Venture out of your cozy vacation rental and check out everything that makes Chebeague Island a fun spot to vacation. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Wilbur's of Maine Chocolate Confections (7.7 mi / 12.4 km)
  • Southworth Planetarium (9.6 mi / 15.4 km)
  • Riverside Municipal Golf Course (9.9 mi / 16 km)
  • Joker's Family Fun and Games (10.8 mi / 17.5 km)
  • Sable Oaks Golf Course (13.1 mi / 21.1 km)
  • Twin Falls Golf Club (13.2 mi / 21.2 km)
Natural features

Exploring the natural landscape of Chebeague Island

Whether you're an adventurous traveler or just want to appreciate the scenery, Chebeague Island is a great place to get out in nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city center:

  • Casco Bay Islands (1.1 mi / 1.7 km)
  • Eagle Island State Park (3.5 mi / 5.7 km)
  • Wolfe's Neck State Park (6.4 mi / 10.4 km)
  • Casco Bay (6.6 mi / 10.6 km)
  • Mackworth Island (6.7 mi / 10.7 km)
  • Wolfe's Neck Farm (6.8 mi / 11 km)
How to get there

Transportation options to and around Chebeague Island

Fly into Portland, ME (PWM-Portland Intl. Jetport), the closest airport, located 11.5 mi (18.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Brunswick, ME (NHZ-Brunswick Executive), which is 14.2 mi (22.9 km) away.

Where to stay around Chebeague Island?

Our 2019 property listings offer a large selection of 562 vacation rentals near Chebeague Island. From 278 Houses to 123 Cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chebeague Island for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Chebeague 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 Chebeague Island:

  • Peaks Island: 84 vacation rentals
  • Pine Point: 276 vacation rentals
  • Biddeford Pool: 79 vacation rentals
  • Bailey Island: 143 vacation rentals
  • Ocean Park: 239 vacation rentals

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

What are the popular points of interest near where I can stay when traveling to Chebeague Island?

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

  • Higgins Beach: 1,495 vacation rentals
  • Maine Mall: 1,439 vacation rentals
  • Ferry Beach State Park: 1,987 vacation rentals
  • Old Orchard Beach Station: 1,680 vacation rentals
  • Southern Maine Community College: 1,383 vacation rentals

But there are many other points of interest around Chebeague Island listed on HomeAway 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 Chebeague Island?

Yes, of course. HomeAway has 278 Houses in Chebeague Island. Our other popular types of vacation rentals in Chebeague Island include:

  • Cottages: 123 rentals available
  • Cabins: 123 rentals available
  • Bungalows: 123 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Chebeague Island?

Yes, you can select your preferred vacation rental with pool among our 21 vacation rentals with pool available in Chebeague Island. Please use our search bar to access the selection of vacation rentals available.

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