Pet-friendly vacation rentals in Chebeague Island

Scott’s place was cozy and comfortable. An easy drive to Sunday River and within walking distance to restaurants in Bethel. We had a great stay.

My wife is a fine furniture maker and Harvey’s house is about 25 minutes from where she takes classes with her mentor. We travel everywhere with our feline son who enjoys walks outside so Harvey’s place was purrfect for us. We had a family situation and had to cut our stay short. Harvey was very understanding and gracious. The woods near the house are a treasure.

This home is amazing! It was perfect for our group of ten family members that were in the area to celebrate a wedding for the weekend. Our hosts could not have been more accommodating and we were so impressed with their hospitality!! So many nice touches and such a spacious, comfortable home - no detail overlooked. Enjoyed our stay immensely and would definitely return.

This was our first experience with an Air B&B and happy that it was with Spencer. Our main reason for the East Coast trip was to see our grandsons football games at Bowdoin College and it was a perfect location. We stayed for seven weeks and loved the experience.

This was a lovely place and stay. It was beautifully furnished, comfortable, with terrific design. We felt so at home, partly because there were supplies such as extra blankets, coffee, and tissues. Thank you so much, highly recommend!

Thank you for accommodating us.

This was the perfect place to get away for a few days. Julie was beyond accommodating and very helpful. The house was great and has so many fun things to do to keep everyone entertained! Cooking was easy in the fully stocked kitchen! Can’t wait to come back again :)

We’ve stayed at Kent’s property several times and it is always a wonderful respite from the hustle-bustle of life. Staying in such a beautiful home only minutes away from my son and family is an extra benefit to staying with Kent who also lives very close. There’s really no need for us to look into any other Airbnb. This has it all!

Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

The place was fantastic! Looked just as pictured/described. We were a group of 8 adults and 4 kids and were very comfortable. The pool and hot tub were great, clean, and heated as promised. It felt private even though there were other units on site. The space is large and winding - a kids hide and seek dream :) lots of gathering spaces to hang out. John was super responsive and helpful. Thanks!!

Cabin is absolutely beautiful, very clean, welcoming, and beds are comfortable. Highly recommended, and we’ll be back for sure! Thanks for being awesome!

Angela’s place is great! It’s very conveniently located by the highway, great restaurants, bars, breweries and shopping . The house itself is gorgeous and looks exactly like the photos. I really appreciated the care Angela puts into the place. It was very clean and nicely decorated. The fenced in back yard was perfect for our two pups. I highly recommend a stay at Angela’s!

BEAUTIFUL Home!! Tons of space to relax and spread out with our family! The beds were very comfortable! We really appreciated all of the bathrooms for our group! The kitchen was huge and so handy for preparing meals! I absolutely loved the style and atmosphere of this wonderful home! We also loved being able to bring our dogs!! We had a lovely time and we would most definitely come back!!! 🥰

Beautiful cabin in a beautiful setting. It was very peaceful and was just what we needed to getaway with our pups.

Great place to stay for a big family and kid-friendly! We had a fantastic trip and the host was super responsive. The living room area is even more beautiful in person. Highly recommend this place.

We had a great time at Beth's property. From check in to check out, everything went by smoothly and met our expectations perfectly. Beth was incredibly informative and responsive and her restaurant recommendations were top notch. We had a wonderful and relaxing time and would love to come back during warmer months. I would definitely recommend Beth's property to anyone who needs a relaxing getaway.

Keith's place was such a cozy stay! The facility was spacious and well-ventilated. Keith was helpful, and the kitchen was equipped with items to cook with. Would love to stay again! The neighborhood cats are very friendly, I enjoyed interacting with them and giving them treats!

Actually rented both units A & B of this property for my wife's birthday to have some room for additional family (surprise). Unit A was awesome! 2 beds and a bath, BIG kitchen that had everything you would need, dog friendly with a fenced in yard which is always a plus, super comfortable living room/dining room combo that had plenty of room for everyone to gather, private courtyard (shared with unit B) with room for outdoor dining and a grill PLUS hot tub! I could go on but to summarize, it was perfect for our plans. The addition of unit B gave us the whole place and I couldn't be more pleased! Centrally located. Anywhere we wanted to explore, from Kennebunkport to Ogunquit and beyond, was never more than 20 - 30 minutes away. Even the neighbors were amazing (friendly)! 100% I would (and plan to) stay here again!

Great stay on finding a last minute stay to visit family for the holidays.. Jordan was very accommodating and responsive. Super clean place and close to everything

This is the second time I’ve stayed at this house. Spacious and a lot of light. You can see the marsh from the windows, which is lovely. Near the beach. Recommend!

Our stay at Cozy Rock Cabin was wonderful! This thoughtfully designed space strikes the ideal balance between minimalist and comfortable - everything you need is there, without any unnecessary clutter. The cabin feels spacious yet intimate, and the attention to detail is evident throughout. What really set this experience apart was the exceptional hospitality. When we encountered a minor technical issue, the hosts responded immediately and resolved it with such care and professionalism. It's clear they take great pride in ensuring their guests have the best possible experience. The location is ideal - peaceful and secluded enough to feel like a true escape, yet just minutes from Freeport's amenities and a short drive to Portland. The cabin itself is beautifully appointed, we felt at home right away. Five stars across the board - we're already looking forward to our next stay, either back here at cozy rock cabin, or in one of Janice and Sean's other properties.

Host was great and friendly. Beautiful neighborhood. Apt was very clean and comfortable. Many extras like Keurig, coffee, tea hot chocolate and water bottles. Cozy extra blankets, fans and fireplace. Bathroom was clean and had liquid soaps, shampoo etc. Not a full kitchen, but all you need. Would definitely stay again.

Stayed at Matt's place over Christmas. It is a beautiful and spotless place that fit our needs perfectly. The fireplace and cozy living room made it easy to feel like home and celebrate the holiday! Matt was responsive to our questions and was quick to reply. Would certainly stay here again!

Chelsea’s home is comfortable and cozy. The back yard has a barbeque, large deck, great outdoor furniture and an outdoor shower. We were very comfortable with 4 adults and a 2 year old. Chelsea really made us feel at home by providing inside and outside toys, a wooden toddler tower, toddler table and chair set, and toddler chair at the large dining table. We were able to cook some great meals in the kitchen and enjoy being with the family after 15 months of quarantine. We had no problem getting to the beach, shopping, parks and downtown from the house. I would recommend this locations for anyone who wants a quiet retreat in Portland.