Chebeague Island Holiday Rentals: Short-Term Accommodations for Rent

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Holiday Rentals in Chebeague Island

"Great spot, large space, cool design, clean, easy to walk all over town. "

HK$2,147 total

includes taxes & fees

9 Nov - 10 Nov

"Property was very nice and close to the beach. Would stay there again. The front desk was extremely helpful as well. "

"Ease of beach access. "

1 bedroom, in-room safe, free WiFi, bed sheets

"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "

"Tremendous stay, great property and host."

"This place is a real gem. Really clean, well equipped and for our two kids it was perfect (toys inside and playground in the yard. The host is very kind and very quick to fulfill our needs. Thanks again!"

"Excellent place, so much fun!!!"

HK$2,128 total

includes taxes & fees

22 Oct - 23 Oct

"Bring your own linen if you plan on using pull out couch. Also it’s not a 2 bedroom but a 1 bedroom with full size pullout couch in sitting area which is good for kids only. You have to go through private bedroom to access bathroom. Only 1 Ac in the unit located in the private bedroom so if you close the door to the bedroom the sitting area does not get AC. "

HK$3,415 total

includes taxes & fees

7 Nov - 8 Nov

Beach nearby, sun-loungers, beach towels

"We loved everything about our stay here. Perfect location right on Old Orchard Beach. The house is perfect for what we needed/wanted. Wish we could have stayed longer. We would definitely come back for a longer stay next time we’re in Maine. "

HK$3,780 total

includes taxes & fees

16 Oct - 17 Oct

"The views from this house are amazing. It is literally steps away from the beach. We had a family gathering with all ages and everyone had a great time. The house is spacious, clean and comfortable. The owner was very responsive when we reached out. We were able to see fireworks from the balcony as we were there during the 4th. It is close enough to walk to the pier area for the arcade/rides and restaurants. We loved our time in this home and hope to return again!"

HK$9,669 total

includes taxes & fees

2 Nov - 3 Nov

"Very responsive host, even got us a pack and play for our youngest! Perfect house for a beach stay! Would stay again! "

"Dmitri is accommodating and check-in easy. Property details are accurate "

HK$1,186 total

includes taxes & fees

2 Nov - 3 Nov

"The view is beautiful and has everything you need "

"We enjoyed our stay there .the cottage was clean loved the charm of the place. Host was very helpful. Will return again. "

"The cottage location was beautiful, we had a wonderful time on the beach. The cottage could have been a little more clean than it was, but after letting the property owner know she addressed those issues. "

"The Property had everything we needed to relax and have a great time."

HK$2,652 total

includes taxes & fees

26 Oct - 27 Oct

"Loved the area. Close to shops and dining. Beach is absolutely beautiful. Perfect place for families."

"Host was very accommodating and easy to contact & communicate with. I'll definitely stay again! Highly recommended "

HK$3,423 total

includes taxes & fees

12 Nov - 13 Nov

"We didn't stay there at all. Canceled reservation "

HK$1,211 total

includes taxes & fees

9 Nov - 10 Nov

"Tiny rooms and unkempt property "

HK$1,085 total

includes taxes & fees

9 Nov - 10 Nov

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Top Chebeague Island Hotel Reviews

Comfort Inn Airport

10/10 Excellent

"The front desk staff were extremely accommodating and helpful when I had to ask if it were possible to extend my stay another night. I thought I'd probably have to wait in the lobby while a room was prepared for me, but I was given a key to the second room and moved from the first room to the other without delay. Excellent service!"

Find out more about Chebeague Island

Search for holiday rentals in Chebeague Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Chebeague Island using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Chebeague Island?

Yes, there are holiday rentals close to the most popular sights in Chebeague Island, or you can select a more secluded option if you're looking for a relaxing stay. Chebeague Island is known for its shopping and restaurants.

What are some of the best holiday rentals that Chebeague Island has to offer?

Captain's Guest Room w/private bath & house entrance. Walk to everything.: This holiday home rental outside of Chebeague Island comes with WiFi so that you can feel at home during your trip. Kitchen amenities include an electric kettle to make your meal-planning easier.

How many holiday rentals are there in Chebeague Island?

Expedia has 3 holiday rentals for your stay in Chebeague Island.

What can I see and do in Chebeague Island?

Explore the area and family-friendly sights such as Portland Observatory, or get out into nature at a spot like Casco Bay. Wolfe's Neck Woods State Park and Bailey Island Bridge are a couple of places you'll find in the wider area.

What are holiday rentals like in Chebeague Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chebeague Island. Holiday rentals offer amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips.

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Chebeague Island Holiday Rentals

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Holiday Rentals in Chebeague Island

The Weldon Hotel

68 East Grand Ave

Bright and airy condo with beachfront access and walkable entertainment nearby

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Little Miss Cottages - Two Bedroom Cottage

350 Yards to the beach. Pet friendly!

Beach House ∆ Prime Location ∆ Steps to the Ocean

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Captain's Guest Room w/private bath & house entrance. Walk to everything.

Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Gorgeous ocean-front home with stunning beach views

2 min walk to the beach. Pet friendly condo

Studio Unit Walkable Everywhere

Cozy Stay | Pool & Parking

Top Chebeague Island Hotel Reviews

Comfort Inn Airport

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