Pet-friendly holiday 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.

Thank you for accommodating us.

Our party had a great stay at Julie's home! The house is so well stocked and so many logical choices were made by Julie to make the stay as convenient and effortless as possible. The hot tub was awesome, the lower floor was cozy and fun with plenty of games, and the layout was great for the two kids and two adults. The entire house was very clean and comfortable. Julie was very communicative and responsive throughout our stay. She also had a basket of goodies waiting for us on arrival. I would love to come back in the summer months to kayak on the lake. I wouldn't hesitate to book again.

If you get the chance to stay in Naomi’s home, consider yourself lucky. It’s a one-of-kind house with all kinds of special qualities: unique interior (it feels like a castle!), high ceilings, lots of big windows and big, open spaces, and a comfortable yet sophisticated feel overall. I stayed with my family of four (plus our two cats!) for my kids’ winter break, and the home was a big part of what made the vacation feel so special. We have vacationed frequently in North Conway over the years, and the location of Naomi’s home was ideal for our needs: skiing, shopping and dining, and enjoying the beautiful surroundings (my daughter, in particular, loved sledding and exploring in the woods behind the house)! We hope to return next winter break!

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!!!!

Heather was exceptionally accommodating and helpful in every way! The house was lovely. We were still unpacking the car and our teenage kids couldn't say enough great things before we got in the door! (And we all know teenagers are a tough crowd!) Heather helped us shift gears when our plans changed and helped us make the most of our time in the area - priceless!

Perfect stay for 4 adults, 1 infant, and 1 dog! Love the two-bedroom, two-bathroom layout, plus the kitchenette to make oatmeal and toast in the morning before hitting the ski trails. Clear check-in instructions, no hassle at all even when we arrived around midnight.

The scenery was beautiful and the house was the perfect size for our family. The kitchen was fantastic and the living room was very cozy with a nice fire place. The kids had plenty to do, we were able to spread out, and Susan was very nice to talk to and very responsive.

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!

Great house just a few minutes from downtown. The house was very cozy and clean in a quiet neighborhood. Our dogs loved the huge side yard as well. The heated ceiling fan in the upstairs bathroom is heavenly 😅

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!!! 🥰

Amazing quiet little getaway even in the cold windy winter the hot tub made for fantastic nights to be able to be outside and look at the stars, will definitely book again

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.

We had a lovely time in this apartment! The neighborhood is quiet but convenient to so much that Portland has to offer. The space was cute and comfortable - perfect home base for our family of 4 while we explored town.

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!

House was as listed, great location in a beautiful area. Plenty of amenities and host was helpful and responsive leading up to and during my stay.

This was our second stay and we are planning to make it an annual event. The house is beautiful, comfortable, cozy and well stocked. I loved cooking in the kitchen surrounded by my family. The fireplace is amazing and the location is perfect. We ski Canmore and Bretton Woods and down town North Conway is filled with great bars and restaurants and 10 minutes from the house. Perfect spot.

Diann's home was perfect for our "Polar Express" weekend in North Conway. We had two grown children and two grandchildren with us and the house was perfect. Loved the bedroom set-ups, dining areas, game room. Everything was clean and ready for us. The games were great for the kids and we had some snow overnight and enjoyed making "tiny" snowmen in the yard. Perfect combination of lovely decor and furnishings that were comfortable and well-built for little people. Highly recommend this location and this specific home for a winter retreat! Loved the Polar Express (recreating a trip we took 25 years ago) and an afternoon at Nestlenook Farm where we enjoyed horse-drawn sleigh magic! Thanks, Diann.

We had an awesome weekend stay at Monique’s cottage. The house was clean and equipped with all amenities listed. The yard space is huge for backyard games. Would definitely 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!

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.