Pet-friendly vacation rentals in Chebeague Island

Scott's place was perfect for our small family's ski trip! It was exactly as pictured, had everything we needed for our stay, and was so close to Sunday River (~10 minutes) and right down the road from restaurants in Bethel Village. We would love to stay again on our next ski trip!

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.

We had a lovely weekend at Debbie's home! It was immaculate and very welcoming. The place is located right off the main road but is secluded. The weather wasn't great so we didn't get to enjoy the grill or outdoor setup but it looked very nice. The kitchen was amazing! All the equipment was in great condition and as a cook, was everything I wanted. Close to everything York has to offer! Great for families or a couple with a dog like us. Highly recommend!

Second stay at the farm house. Two weeks this time. We just love it here. Plenty of space yet cozy, everything you need, lovely outdoors space. We enjooed watching the chickens, dicks and horse next door. I wish we could stay for months. Thank you, Amy and family!

Great house for large family. Lots of games and entertainment inside, and plenty of outdoor activities for both kids and adults. The covered hot tub was a big hit as well! Julie provides a great house manual with all of the necessary info, as well as recommendations and tips for local restaurants, entertainment, etc. We would definitely stay here again and recommend it to others.

We had an amazing time over valentines day weekend. There was a snow storm and Kent snow blowed around our vehicle to make sure we could get out. The house is very comfortable and peaceful, amazing view of the river and just off the road enough to not be bothered by passing traffic. Definitely recommend!!!!

This home was so charming. Once we were inside, we felt right at home - everything was so wisely laid out, clean, and fit my family of 4 plus 2 furry animals perfectly. The decor is beautiful! The outside had a good size yard with a runner for my dogs which was so thoughtful. The house is only 12 minutes away from Sunday River and very easy to get to. Our host was wonderful, I really appreciate her flexibility and accommodation to my several requests!! We had a blast - thank you so much!!!!

This trip was more than we could've ever wanted! The property was lovely and the hosts were more than accommodating and made sure everything was as comfortable as it could've been! I'd recommend anyone to book with these hosts and I will definitely be booking again!

My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!

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!!! 🥰

Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

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.

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

Spent Thanksgiving at the cabin and it was absolutely perfect! Jim met us upon check-in with a welcome basket full of homemade baked goods—they were delicious! Home was stocked with board games and puzzles as well. 10/10 stay.

Eric was a great host. He was very responsive and friendly in all communications. The home was perfect for our family of 5 and three dogs. After long days of hiking we really enjoyed the hot tub! We had a great time.

Wonderful host, comfortable bedding and cozy quaint house! It snowed and George even plowed the sidewalk, steps and driveway for us. Will definitely be back when we come to visit our son and his family!

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!

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!

I took myself and my dog Sammy on a CEO business planning retreat to the Cozy Rock Cabin and it was incredible! It was the perfect location to be free of every day distractions, to visit, map out and strategize while also getting in time for play and rest. The location was perfect, beautiful and surrounded by nature. The cabin itself was clean, comfy and cozy. When we weren’t enjoying the cabin, we were off exploring downtown and going for hikes. There’s so much to do in the area, and you get to make your stay whatever you’d like! We both didn’t want to leave, and will definitely be back!

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.

Amazing $1M+ house. Everything you need, especially in the kitchen. Everything is high-end and perfect. Beautiful house and land. Great deck with fire table. Upstairs shower is amazing! Left doggie treats for my Labrador! The property is on the water; the house is on the hill, so it is a steep hike down to the river. Beautiful Maine woods surrounding the house. It is private, no neighbors to worry about. This host has made this house a dream vacation home with everyone one would possibly need. Farmer’s markets are close by, as well as Freeport and LL Bean. Couldn’t recommend more!

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.