Find the best place to stay — Chebeague Island

Where to stay around Chebeague Island?

Our 2018 property listings offer a large selection of 533 vacation rentals near Chebeague Island. From 241 houses to 135 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: 58 vacation rentals
  • Bailey Island: 63 vacation rentals
  • Willard Beach: 61 vacation rentals
  • Orr's Island: 54 vacation rentals
  • Downtown: 70 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: 1,390 vacation rentals
  • Southern Maine Community College: 1,245 vacation rentals
  • Maine Mall: 1,307 vacation rentals
  • Crescent Beach State Park: 1,368 vacation rentals
  • Cape Elizabeth Light: 1,271 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 241 houses in Chebeague Island. Our other popular types of vacation rentals in Chebeague Island include:

  • Cottages: 135 rentals available
  • Apartments: 80 rentals available
  • Condos: 30 rentals available

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

Can I rent near the ocean rentals in Chebeague Island?

Absolutely, HomeAway has 336 near the ocean rentals in Chebeague Island. You have also many other possibilities in Chebeague Island area, including:

  • Golf rentals: 233 rentals
  • Waterfront rentals: 191 rentals
  • Beach rentals: 113 rentals

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

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

Yes, you can select your preferred vacation rental with pool among our 23 vacation rentals with pool available in Chebeague Island. Please use our search bar to access the selection of vacation rentals available.

    Head to the Historical City of Chebeague Island

    The island views and surrounding scenery provide a peaceful ambiance to your vacation home in Chebeague Island. Well-known for its shopping, biking and restaurants, this family-friendly city won't disappoint. Top attractions in the area include Portland Observatory, Wadsworth-Longfellow House and Portland Head Light. Need more space to accommodate a family vacation, friends trip or romantic retreat? Rental homes often come with a full kitchen, separate dining area and laundry facilities.

    Attractions In and Around Chebeague Island

    Looking for places to see while you're in Chebeague Island? Take the kids and check out Wilbur's of Maine Chocolate Confections, Southworth Planetarium and Joker's Family Fun and Games. Visitors searching for nearby cultural experiences can take a trip to Portland Observatory and Portland Head Light 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, Fort Williams Park and Hermit Island. You can take a shopping trip to LL Bean Flagship Store, Maine Mall and Maine Street. Popular regional attractions like Portland Museum of Art and Victoria Mansion might be worth a visit during your stay. Also a trip to Eartha, Bailey Island Bridge or Wolfe's Neck State Park might be a nice excursion.