Kid-friendly holiday rentals in Casco Bay

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

Great spot for a private getaway! Hosts were very friendly, flexible and ensured we had everything we needed. Would absolutely visit again and recommend 100%

Amazing surroundings and views. The reserve loop walk is great.The perfect Maine coastal experience.

Stop scrolling & just book this amazing home! Randy is an excellent, gracious & very responsive host! Check-in was a breeze w/ wonderful detailed instructions for the house and region sent in advance. This house is awesome, pristine clean, beautifully decorated and outfitted. Totally turnkey set up as they thought of everything one might need to cook, relax, sleep, explore and enjoy your visit! It's very evident that these hosts want their guests to have an exceptional experience and we did! Beds were comfy along with plenty of high quality linens and supplies. We truly cannot wait to return on what will be our regular road trips to Maine! We toured Boothbay, Chebeague Island, Brunswick, Portland, Kennebunkport, Freeport and Ogunquit while we were there. Yarmouth is awesome with super friendly locals! Close by, we found Rosemont Market, Maggie Mae's Cafe and Royal River Grille convenient options among many good ones in the area. Thanks to our host for the wine & chocolate!

I wanted a peaceful place by the water to unwind and Maggie’s home nailed it. Every aspect of our stay exceeded expectations. The deck views were amazing—islands, ospreys hunting, and a duck and her ducklings feeding along the shoreline. At low tide we poked around in the sand at the bottom of the rocks, and could have easily walked out to the center of the bay but it was juuuust a bit chilly for us. Easy to drive, park and walk along beach on the Atlantic side and explore. We didn’t have time to kayak but hope to be back to give it a go. So much beauty and nature, but with all the amenities that make it easy to relax. Maggie was responsive, and she and her family obviously care very much for the property. Check the propane BEFORE you plan to grill :), and bring flip flops to easily get from the house to the grotto (which was so comfy and cozy) and back again.

My family of 6 throughly enjoyed our stay. We loved the town of Freeport and Portland was just a short drive away. The house was incredible and the location was just private enough but still walkable into town if you’d like. James was wonderful to communicate with and we had no issues our entire week long stay. Would highly recommend if you considering this area.

Absolutely loved it here. First time to Maine, it was the perfect getaway for my birthday! I hope to be back. The place was very “New England-like” which is what I was looking for.

Top notch spot and host!! We had such a great time at Alexa’s lovely home! It was so cozy, beautifully decorated, modernized, and had all the essential items you’d need - plus it is completely pet friendly! Our dog loved the fenced in yard with a doggy door to get out to it. The sauna, endless pool, and hot tub are just amazing amenities to have on site - that sunroom was my favorite place in the house to say the least! Can’t say enough about it and Alexa, too! She is super friendly, responsive, and had great recommendations for fun and good food in the area. Overall, it was just a wonderful and relaxing experience for our first time on the Maine coast and we can’t wait to visit again!

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!

This place lives up to the title Architectural Masterpiece! From the moment you walk into the space and how up the steps to the main level, you are flooded with beautiful light from all sides and multiple views of the city. The apartment was artsy, spacious, yet cozy and welcoming. Just be ready to climb three sets of stairs to enter into the cool space. Alice friendly, and communicated the directions and updates when the room was ready early. Highly recommend!!!

Robert’s place was the perfect getaway for me calm, quiet, and peaceful. Everything was perfect, the space was cozy and neat, it had everything I needed for a few days away. Quick drive to the harbor with lots to do if one chooses. Hoping to make it back there soon.

Arian’s house is so lovely. It’s cozy, modern and very clean. The house is in an excellent location close to restaurants and walking paths. Arian was responsive and helpful. We highly recommend his place if you’re looking for somewhere to stay in Portland

Great stay! Location is perfect for everything we wanted to do, be by the water, stay right next to downtown, and a short walk from our tour with Eco Adventures. Furniture was very comfortable and everything was clean. Great restaurants in the area. Would return back!

Exactly what we were looking for. Completed our Maine trip perfectly was close to everything we wanted to go do and see I would highly recommend

Donna and Jeff were fantastic hosts! Our stay was absolutely lovely, and we felt very safe in the area. Everything looked as it did in the pictures on the listing. We were able to walk into Portland (we enjoyed the peacefulness of staying in South Portland while still being close to the city!). This was the perfect spot to come back and rest after eventful days. Thank you for an amazing stay!

Our stay at Alex’s place was perfect! Clean and cute apartment. The neighborhood and building felt safe and not too far from downtown. Definitely would stay here again if we’re in town!

This was a perfect location for enjoying being in the heart of Old Orchard Beach. You get live music down stairs, a few steps away from the beach, quick walk to downtown/pier. Totally worth it! The condo is beautiful and comfortable.

Came to Portland for my birthday weekend with a small group of friends and we had such a great stay! The apartment was in the best location, so close to everything. It had alot of space, didn't feel crowded with our group at all. Such a great spot and hosts!

Great stay

We only had a very short overnight stay on our way through Portland but this would have been the perfect spot for a longer weekend as well! Loved the location and size for five friends.

Awesome place. Would book in a heartbeat again! Alyssa rocks too! Loved everything about this stay.

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!

We had a great first stay in Portland. Carl was very helpful, accommodating late checkouts and a clogged sink! The apartment was comfortable for a family traveling - walkable to just about anything you'd need. I would absolutely recommend!

Had a bit of a hiccup at check in, but Antonina was extremely helpful and responsive and quickly solved our issue; would 10/10 recommend staying here when in Portland! Great little space, very comfortable and the shower was wonderful after a long day of walking the city.