Holiday rentals with a fireplace in Chebeague Island

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

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

We had a wonderful stay at this beautiful beachfront home with our extended family, including a total of 6 adults and 5 kids. We had two additional adults spend one night, there was plenty of room for everyone. The house was spacious, comfortable, and perfectly suited for a group of our size. The location is unbeatable, right on Drakes Island Beach, with incredible views and direct access to the sand. While we didn’t go in the water, we spent plenty of time relaxing on the beach, walking along the shore, and enjoying the peaceful setting. The home was clean, well-maintained, and stocked with everything we needed. The large deck and open living spaces gave us plenty of room to spend time together and unwind. This was a perfect spot for a relaxing family getaway, and we’d absolutely return again. Highly recommended!

Amazing place, host was super kind and accommodated my family’s last minute booking since we were cancelled on twice that week! We are super happy we found this adorable beautiful place that ended up being better than the other places would have been anyway!

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!!

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

Thoroughly enjoyed our stay! We unexpectedly had beautiful cloudless days most of the week. Great location & easy to get to the Harbor and Southport both of which we enjoyed! Recommend the Carriage House for a really top quality meal as well as Blue Moon Cafe (good lobster roll) which was one of Shirin’s recommendations. Would totally stay here again!!

By far one of the best Airbnb’s we’ve ever stayed at. Superb location, beautiful river view in front and forest view (with trails) in back. Plenty of garden space to run around in with the kid(s). And only a 5-minute drive into quaint and charming Bath. The place itself was beautifully laid out, with so much space and comfort. Pip was always available, efficient and kind and to communicate with. Cannot recommend this place enough if you’re looking respite in nature, comfort in home, and proximity to town.

This is a great spot to stay while in Damariscotta - cute, peaceful and comfy, looks just like the photos. It's in a great location, right in town, and near multiple sights and activities, including 4 lighthouses in the mid-coast area - Pemaquid, Marshall Point, Owls Head, and Rockland Breakwater. You can grab the boat to Monhegan in Port Clyde or head up to the Farnsworth in Rockland and tons of other things - it's a fun area and this is a spot that can work nicely as a home base. I didn't see Valerie, but all of our interactions were very pleasant and she's very responsive.

Who knew that inside an assuming building is a massive, quirky and cute space? It’s also in the perfect location close to restaurants. The apartment has everything you need and the space to host friends or family. The host was responsive. As someone who has lived in Portland and in many historic homes, it’s very normal for even the best renovated places to have a couple of more rustic details (wear & tear). The previous review disgracing this place is by someone who clearly this was not a match (they should have stayed in a modern hotel). It’s obvious that the host has been incrementally restoring this place and putting their own sweat in to make it a great airbnb. I would definitely stay here again. No question.

This place was comfortable, well-provisioned, and very well located. Pam was very responsive as well. Good stay!

Loved our stay! The airbnb is located above a restaurant, so parking in the assigned spaces can be a bit tricky if you arrive at night, but still no issues as we parked in a restaurant spot until we could move the cars later. The location is great, walkable to town and the cliff walk. The inside was more spacious than we anticipated from the photos and it was so nicely decorated! Would definitely come back! The side door was a bit tricky to lock, so I’d recommend only opening if you plan to use the little porch area with the full wall opened up.

Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️

My dog and I had a great time here and would recommend to anyone looking to stay in the area. We found lots of dog-friendly hikes and nature reserves nearby within 15-30 minutes . Otherwise we enjoyed the peaceful yard and small brook on the property. Beautiful and thoughtful rental, with very friendly hosts.

The place is very nice and private. Quiet neighborhood, yet close to the downtown area in Camden. Walking distance to the trail to Mt Battie. The apartment was very clean and comfortable. Jason was very friendly and had clear instructions on how to use everything. We really enjoyed our stay.

The 1 bedroom was exactly as described and pictured. A fun, small, well appointed roost above bustling Congress St. Check in/out was seamless and we had no difficulties connecting with Michelle. In addition to staying in a centrally-located pad, Michelle provided us with a wonderfully detailed list of restaurant recommendations and local trip destinations. We found ourselves referring to it frequently and it led us to some super meals and a fun bike ride around Peaks Island. Her parking guidance was also helpful - we ended up parking on the street without incident or ticket. While not a particular challenge for us, it's useful to know that it's quite a hike up the three floors of stairs to get to the apartment. In all, glad to have stayed there and a great spot from which to explore all that Portland has to offer.

My husband and I stayed here for our baby moon and it was perfect! The location couldn’t have been better and the airbnb was stocked with everything we needed. Nick was super responsive and made sure our stay was wonderful. We will absolutely be back!!!

Matt’s place was welcoming comfortable beds, well equipped kitchen. Matt was always responsive within a few minutes. Matt’s place was conveniently located to Portland with restaurants and shops. Spent A day at Cape Elizabeth, Peaks island and dinner in Naple….. previous visit was to Boothbay Botanical garden Really a great state to visit!!!