Pet-friendly holiday rentals in Chebeague Island

Gregory was a pleasure to deal with and this stay was exactly what we were looking for!

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!

Lovely house for our weekend getaway to Maine!

Just about as perfect as it gets for an Air BnB. Host has thought of just about everything when it comes to accommodations. So much attention to details.

Can’t say enough about how great our stay was! Andrew was incredibly responsive, let us check in early and check out late without even asking. It was a great location on the island, very walkable, even for my mother with a bad knee (she was exhausted after the first day though). Would absolutely stay again!! 10/10

Had a short but lovely stay here. Awesome location and Kathleen was very responsive and gave us great recommendations. Only wish we had planned to stay longer!

My wife, myself and our pup loved our time at Christine’s. Thought it was a great value for the area and we appreciated how many little extras were included (snacks, beer, wine, seltzer, toiletries). Location is great for walks to East Prom or Old Port, and parking is a breeze with the dedicated driveway. It is a cozy fit if you’re a bigger person (I’m 6’ and I had just a few inches of clearance from the ceiling).

We had a great stay at Julie’s beautiful home. Her home was even nicer than the pictures. Great kitchen with everything you could possibly need. Open layout so we can all converse no matter what we were doing. Beds were comfortable. But the outside stole the show. The upper deck was spacious and had great views. The hot tub was just what we needed. Then you walk down to the dock and there is enough space for everyone to lay out. Lots of kayaks and paddle boat. Had fun exploring and fishing the lake. Perfect home for families to come together and catch up!! Oh, and the lower level was perfect with ping pong, foosball and tv for late night fun!! Would recommend to anyone wanting to be in the lake region of NH.

Great backyard with a pool, hot tub, fire pit and privacy with the woods.

this house was perfect for a girls weekend getaway!! spacious and beautiful, still super close to all the activities in portland, but wonderfully peaceful! it was too cold to use the pool but it looks great and I would love to book this house again later in there summer to be able to use it! the beds were super comfortable and easy off street parking. thanks for a great stay!

loved this layout! this place had it all!

We had a wonderful stay in Angela’s beautiful home. It had great amenities, was super clean, and had everything we needed. Loved the pool and fire pit. The kitchen was roomy for cooking too. 5 stars!

My family and I had an amazing weekend. Melissa was very responsive and flexible with checking in/out. Everything was clean, plenty of linens and towels, great location, comfy beds. 10/10. We can’t wait to be back!

great accommodation, thoughtfully decorated, clean with everything you need. Perfect as a hiking base, lots of recommendations from the wonderful hosts

Loved this cabin! The family and I enjoyed our trip to Maine. Eric was an incredible host, clear instructions for check in & check out. Will definitely book again when we head up north. Thank you ☺️

The building was a little dated. The room was clean and neat. Hot water in the bathroom sink could use improvement. Again, the property is older.

We had an absolutely beautiful, special, memorable and meaningful stay here, and immediately started plotting how to get back asap on our ride home. Naughty Dog Island is breathtaking, so incredibly peaceful, is a magical world all in it's own, and wow Kent has really figured it all out. Everything is so well thought out, from the nature of off-grid living to the peaceful hang out spots, the impressive communication making sure we had everything we needed, and with immediate response to any questions, we felt right at home and cared for in the best possible way. Kent and Heather went way above above and beyond for us, and were the kindest, sweetest, and most thoughtful hosts. The house was so comfortable and the island just gorgeous. Super easy and flexible check in/out and logistics of getting to and from. I can't say enough good things about this absolute gem of a place. I highly recommend a stay here, and promise you will never want to leave. Thank you Kent + Heather!!!!!

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.

We had a great stay! The house is very nice with a view of the bay and the screened in porch was an great place to be outside but away from the bugs. The surroundings are peaceful and quiet and the house had everything we needed with appropriate notes in all the right places.

Everything was clean and exactly like the pictures. 10 out of 10 would stay again.

Does the cabin look perfect in the photo? It's better. Does the yard look like the perfect place to forget the rest of the world exists? It is. Are the White Mountains a place that make you feel like the psychological mountains in your life are just a little smaller? They are. We don't have enough good things to say about the Cabin or communicating with Cassouki. It's rare to step into a space that feels like it was designed with intention on every level - from the scents in the air to the textures of the cabin to the quiet confidence in every object's placement. The Conscious Cabin doesn't just reflect a designers eye, it reflects a storyteller's heart. I've stayed in more than a few retreats, but this is the first one that felt like it had something to say--and somehow said it quietly enough to let us hear ourselves again. Stay here.

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

The views were amazing and the place was perfect! They’ve thought of everything (beach chairs, extra linens, coffee) and the flowers and birds make the property even more lovely. I stayed with my daughter and there is privacy within the space. The beach is a five minute walk from the house. We will definitely stay again!

Our yurt set in the woods and was very peaceful. We brought our dog and I walked her every day and never saw a car on the dirt road our yurt was on. The Maine coast was a half hour away with many fine restaurants. It was so nice to have fresh seafood. The hot tub was nice to use in the evening and we had a fire every evening. It’s a great place to go and unwind.