Holiday rentals with a fire pit in Chebeague Island

Fantastic place to stay with comfy beds and a great location! Would definitely recommend!

Stayed at Bethany's place for a long weekend at the end of the season. The location is unbeatable, the house is situated on its own little peninsula in a stunning cove; it feels very private and has amazing views of the water. There's tons of outdoor space and seating, along with several kayaks. The house itself is clean, quiet, and peaceful, although it's definitely small--probably best for one or two people, or a couple with a small child. Access is down an unpaved road but Bethany's very clear instructions made it easy to find, and she was responsive to any questions we had. Harpswell abounds with areas to hike and explore, lots of good places to eat (though you will definitely need a car) and is less than an hour from Portland and only half an hour from Freeport.

It’s very cute little house. We’re enjoy it. Thank you so much.

Enjoyed our stay very much! Lovely location on the water. Some white traffic noise but worth it watching the boats and wildlife! Comfy bed. We slept very well. Well-stocked kitchen. The location is perfect for lots of little day trips. Our only disappointment was the size of the smallest room. It’s very tiny. Great for a child but pretty tight for our adult son. Host was attentive. We will be back!

Perfect weekend retreat for a small family with a young one. Close to downtown, museum, and the firepit was so nice at night. 5 stars all around and will return in the future. Thanks Phillip!

I had a wonderful stay at Cutter House! The beautiful grounds, with the charming red barn and friendly animals, created such a peaceful and inviting atmosphere. One of the highlights was the visits from the friendly, snuggly Great Pyrenees dog—such a gentle and affectionate companion who made the experience even more special. I loved spending time outdoors exploring the yard. The home itself is warm, cozy, and thoughtfully appointed. With two bedrooms and two full bathrooms, it was comfortable and convenient. The kitchen was well-stocked, and the fresh local coffee beans made my mornings extra special. The host Maria, was welcoming and communicative, providing helpful local tips and making sure I had everything I needed. Cutter House is the perfect retreat for anyone looking to relax in a beautiful, cozy setting with a touch of furry warmth. I look forward to returning! Don't forget to ask about Grace! She holds a record in Maine!!

We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10

This place was super clean with incredible views. Highly recommend.

If you’re looking to stay in Portland, this is the place! Everything about the property was pristine. It felt classic and elegant, but with modern touches. Directions were easy and clear, linens and amenities were fantastic, and communication with the host was always very prompt. It’s located on a beautiful quiet street, but only 5-10 mins to downtown Portland and the bridge over to South Portland. Don’t hesitate to book this place for your next stay.

Normand and his wife were simply amazing. From the eggs and snacks that were waiting for us when we arrived to the homemade cookies on our check out. The place was very cozy and comfortable with tons of toys and games for kids and adults. Normand was very accommodating to any request and even helped me chase the puppies when they accidently got out. I would highly recommend this!

This was a great place to accommodate five or six people. The kitchen was well equipped with all the tools we needed to cook at home, including several spices. We enjoyed a lovely patio to sit on in the back. There were a few board games available that we enjoyed. This was a great option!

Delightful place to stay in Portlands West end. It is easy walking distance to everywhere…. downtown and even the East side. Great restaurants in the neighborhood from breakfast to dinner. The apartment was immaculate and was stocked with just about everything you’d need. The shared yard was charming and felt very private. We have family in the area and I hope we can stay there again and again. It was much more comfortable than a B & B. Lorie was very responsive to anything you might need.

Great little place. We parked our car and trailer right in front of the house, had takeout and a few groceries delivered (I think we used DoorDash or GrubHub), and got rested up for the next leg of our trip. Hyeri was super kind and responsive.

Cute place! I enjoyed my stay. The hot tub was hot when I arrived, which I didn’t expect but highly appreciated!

Excellent location that allowed us to walk to anywhere we wanted, a fantastic aesthetic in one of the best Airbnbs I've stayed at.

We stayed for just one night and it was absolutely perfect for what we needed. It was our first time traveling with our dog, and the space was welcoming and pet-friendly, which made the experience so much easier and more enjoyable. Everything was clean, comfortable, and just as described. Great communication from the host as well. Would definitely stay again!

We have stayed at Jackies place twice now and enjoyed it just as much this time as the last. Even though it rained for two days the house is plenty big enough to spread out. We had to change our reservation days twice because of circumstances and Jackie was very accomidating..

Loved this cozy little cabin! Perfect for a peaceful weekend getaway in the woods!

This was my second time staying at Terrill’s place and it was just as lovely as I remembered! It’s such a peaceful place, surrounded by natural beauty, to relax and unwind. I’ll definitely be back again!

Off the grid enough to feel completely alone in the woods, but close enough to where you can get dinner or find other things to do with only a short drive. Highly recommend.

wonderful birthday weekend stay. very clean, quiet and peaceful! we had everything we needed to stay busy in the rain! very responsive host

Came for the Fall colors; left in love with the place! Small but delightful. Cluttered in the most fantastical way. Nestled in paradise. Bonnie is so nice and friendly! Pay attention to the fact that the toilet is not attached to house. Short walk to privet and very clean!

Amazing place. Very peaceful and cozy! And super clean, definitely felt at home. Wish I could stay forever Amazing communication and attended our needs

I can't stress enough how incredible this stay was for me, my husband and our pug. The Airbnb was even better in person and exceeded our expectations. The hosts were so gracious and thoughtful -- very considerate of any needs you could have. This is place a must for relaxing in nature. I'd love to come back for sure!