Chebeague Island vacation rentals

We found 757 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Chebeague Island that are perfect for your trip. Vacation homes offer the best amenities for your stay with friends, family, or just your pet, such as a hot tub and a washer and dryer. At the end of the day, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Chebeague Island

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Explore the waterfront setting in Chebeague Island

Enjoy the history and other features of Chebeague Island. Renowned for its shopping, island views and biking, this city welcomes all visitors. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Chebeague Island

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

  • Land's End Gift Shop (5.5 mi / 8.9 km)
  • Happy Wheels Skate Center (11.9 mi / 19.2 km)
  • Maine Wildlife Park (13.7 mi / 22.1 km)
  • Ash Cove Pottery (4.8 mi / 7.7 km)
  • Capt Lyman Stuart, LLC (5.3 mi / 8.6 km)
  • Paddleworks (6.6 mi / 10.6 km)

Exploring the natural features in Chebeague Island

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Chebeague Island is a great spot to appreciate mother nature. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Casco Bay (6.5 mi / 10.4 km)
  • Sand Beach (7.5 mi / 12 km)
  • East End Beach (8.3 mi / 13.4 km)
  • Eastern Promenade (8.4 mi / 13.5 km)
  • Desert of Maine (8.5 mi / 13.7 km)
  • Willard Beach (9 mi / 14.5 km)

Transportation options to and around Chebeague Island

The nearest airport is in Portland Intl. Jetport Airport (PWM), located 12.1 mi (19.4 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 23 mi (37.1 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chebeague Island?
According to our research, cottages are the most desirable vacation rental type in Chebeague Island. But as you know, everyone’s idea of an epic trip differs. Vrbo has vacation homes of all shapes, sizes and budgets, so you’re sure to find the perfect fit for you.
How much does it cost to rent a vacation rental in Chebeague Island?
The average price for a vacation home in Chebeague Island can vary depending on factors including length of stay, property type and season. Whether you’re dreaming about a sprawling villa with lots of bedrooms or a quaint cabin perfect for just you and the kids, just add your travel dates to find some great-value stays.
How much does it cost to rent a beach house in Chebeague Island?
The average price for a vacation home close to the beach in Chebeague Island depends on when you’re visiting the area and the size and style of property you want. Find prices easily on Vrbo by entering your travel dates. Then use the filters to choose the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a hot tub.
What are popular rental amenities in Chebeague Island?
When it comes to rental amenities that guests are looking for in Chebeague Island, an ocean view, tennis and a swimming pool rank highest. With Vrbo vacation homes, you’ll find options to suit your style and taste, whether you’re on a trip with your partner, family members or even pets.
Are there vacation rentals with WiFi in Chebeague Island?
Chebeague Island has five vacation rentals with WiFi, so you can stay connected while you’re on vacation. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming TV shows with the family to posting pics on social media, these Vrbo homes make it a cinch to get online.
How old do you have to be to rent a vacation rental in Chebeague Island?
You’ll need to check with the Chebeague Island vacation rental you’re looking at on Vrbo as the minimum age varies. However, it’s normally 16, 18 or 21.
How long can I rent a vacation rental in Chebeague Island for?
The length of time you can book a vacation rental in Chebeague Island differs according to the property. Simply enter your preferred dates to look at a list of options offering extended stays. With a range of amenities like kitchens and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to discover somewhere perfect to call your home away from home in Chebeague Island.
Does Vrbo offer discounts for vacation homes in Chebeague Island?
Weekend retreat or a much-needed extended escape, Vrbo has some bargain deals and special discounts in Chebeague Island that’ll suit your style and budget. Browse our weekly and monthly discounts on vacation rentals, or see what’s recently been added with one of our newly listed homes. Whatever you’re after, you’ll find the ideal place to stay — without spending a fortune.

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