Kid-friendly holiday rentals in Chebeague Island

Our stay was so relaxing. The house is very comfortable and we felt at home right away. Kitchen had everything we needed to prepare meals. The sauna is absolutely magical and the lake was quiet and peaceful. Check in/out was a breeze. Perfect spot for a relaxing long weekend with zero stress.

We can’t say enough good things about this stay. We came for our honeymoon, and were met with flowers and a few other treats from the host as a gift. How sweet! As far as the property, the cottage is perfectly sized for two or three, and is designed delightfully. It is on a shared lot with the family’s primary residence , but feels very comfortable and private. A close by walk to the water as well. Inside, you will find everything you could ever need from pots and pans, spices, towels, and the best recommendations for the area. We’d build our own version of this cottage to take home with us if we could. We hope to one day be back and will always remember our amazing time in Harpswell.

Stayed here for 1 night to cap off a Maine coastal trip and it was a perfect place to unwind and relax. Good walkable food options and very comfortable bed.

If you’re looking for a place in Freeport, look no further! I cannot say enough nice things about this experience. 1. The location is literally just minutes from the outlets, restaurants, etc…BUT away from the main road so you feel a neighborhood vibe vs the down town vibe which is SO relaxing. 2. The home was immaculate. Sheets, dishes, floors, bathrooms…you name it, it was clean! We felt so comfortable letting our children play and be kids. 3. The hosts were incredibly responsive, even in the middle of the night! You can just tell they’re good people◡̈ 4. Everything was thought of, from baby shampoo, to paper towels, trash bags, kids books, even ice in the ice trays! Everything we didn’t know we needed was provided. 5. The furniture was super comfortable. Every person that stayed said their bed was amazing, even the couches felt like you could just melt into. I could keep going, but bottom line, this whole experience was 10 stars and I’d book again in a heartbeat. ♡︎

We came to Portland to stay for the week, this Airbnb was perfect! Great location! Loved all the amenities! And the place itself was soo cute! We took full use of the hot tub! And also the grill, it was great and easy to use! The bedrooms and space for our dog was amazing! Our pup loved his stay too! (The neighbors dogs are very annoying and barked everytime we were out- but nothing the host has control over!!) The host was so responsive, when we got there I accidentally mistaken the heater for the AC! She got back to me in seconds on what’s what! Was never bothered, and check in and check out was seamless! Thank you for an amazing stay and hospitality for our first trip to Maine! 10/10 recommend! I would definitely come back!

Anna and Ryan’s Scandi House is a perfectly situated and beautifully, cleanly designed and furnished house (and guesthouse) that was a soothing and restorative getaway from my home in hectic New York City and a refreshing alternative to Portland where my son lives and which I have visited repeatedly over the last 12 years or so. Surrounded by water and the sky, so peaceful, and close to hiking trails and very good restaurants and grocery stores (I love to cook), I look forward to returning to Scandi House in the years to come.

We had a wonderful stay! The house was impeccable with an incredible view of the ocean. We had everything we could want. Marsha was a wonderful host and we’re so glad we stayed here!

We had a fantastic stay at Sari and Saul’s place! Traveling with an infant and a 7-year-old can be a lot, but their home had everything we needed to keep both kids happy and entertained. It was cozy, well-stocked, and surrounded by beautiful nature — a perfect family escape. We’ll definitely be back and wouldn’t hesitate to recommend it to friends!

We absolutely loved our stay. This was our first time in Portland and coming back to this unit after a full day of activities felt like we were right at home. Lucie has truly made this unit so warm and inviting with great attention to detail. The location itself is also great, not too far from the city to drive but not too close either. Thanks again!

A beautiful and cozy space with lovely natural light and generous room to spread out. The full kitchen is equipped like a real home, with everything from basic pots and pans to whisks and even nut crackers! A great place for cooking full meals. A nice quiet location, even with its relative proximity to a regularly-traveled road. I'm sensitive to noise and was never bothered by sounds of traffic. Pettengill Farm is only a few minutes up the road, a beautiful place to walk for both dogs and humans and really easy to access multiple times a day. Mandana was always very responsive to communication, and when there was a glitch with Airbnb's fee calculation she was extremely helpful and approachable and took care of it immediately.

Very happy with my stay here, host was very responsive and helpful. Very quaint, peaceful, clean space!

We had a great stay. The location is quiet but just a few minutes away from amazing restaurants, cafes, and breweries. Highlights: The bed was super comfortable. The sauna was great on a rainy day. The walkability to the Back Bay trail was appreciated.

I can’t say enough good things about Jeanne’s place! It was spotless, filled with gorgeous artwork, the bed was so comfortable and the stores and restaurants are just a short walk away. Peaks Island is magical and we’ll definitely be back!

A lovely place to stay in Portland’s East End. Great location in a very quiet and walkable neighborhood. (I happily did not need a car during my visit.) The apartment is great, with a comfy bed, smart TV and a nice little patio too. And you’re just steps from the Eastern Promenade park, which is one of Portland’s best amenities imo and leads to a beach, waterfront trail, dock w/ kayak rentals, etc. Jennifer was a very kind host; thank you!

Seth was the best host I’ve had. He was super helpful and understanding of my situation. Location was great around 23 mins from Portland. Place was a great price since staying in Portland was pricey and parking would be a nightmare. Thank you Seth for an easy stay.

Love staying in South Portland and this spot had exactly what we needed! Super cozy which was great for the chilly January. A great location year round!

Great stay

Lovely space that perfectly fit our needs. Description and photos were very accurate. And it was so clean!

We had a great time! The place was very clean, nicely maintained, and in a perfect location—just a short drive to local coffee shops and great restaurants. The surrounding nature was absolutely beautiful and made the whole trip feel relaxing and refreshing. Highly recommend!

Wonderful little spot very close to the beach. Plenty of places to walk to from the location as well as a short drive to Old Orchard Beach. Would come back in a heartbeat!

The condo was perfect! Very clean, neat, cute decor. I loved the box of dog supplies that the host left. The condo was also in a GREAT area, walkable to bars, restaurants, coffee shops, stores. The host, Jason was friendly and accommodating. I will definitely return to Portland and stay in this condo again.

This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.

The Baxter Suite was perfect for our weekend stay with 4 people. Thomas was a great host- very responsive and accommodating. The apartment is beautiful and very clean. The bathroom is gorgeous and beds were so comfy. One note is that the only mirror is in the bathroom and there is no full length mirror (not a huge issue but a small struggle with 4 women trying to get ready at the same time lol). The free parking spot was very nice to have but there was also plenty of street parking available. Overall Thomas’s place had everything we needed and we would stay here again!

Amazing apartment at a great location! Lots of character and the newly renovated kitchen was a plus. Very quiet neighborhood that allowed us to relax. Dave is a great host and was very helpful and flexible when it came to our check in time. We definitely recommend his place and will be back soon! Thank you Dave!