Kid-friendly holiday rentals in Cumberland County

We thoroughly enjoyed our peaceful and quiet time of rest at The Rising Tides. The setting is absolutely serene. It’s very secluded and quiet, the perfect place for a week of rest and relaxation. We went hiking on the Cliff Trail (15 minutes away and a very nice hiking trail), watched the sunrise at the Lands End store on Bailey island (15-20 minutes), and kayaked in the cove. The grill was very nice and we enjoyed cooking on it regularly. The place was very clean and ready on our arrival. The host communicated very clearly. You will need to follow her driving directions as they are very clear and helpful. In our four days there we only saw 1 neighbor - and that was as we were leaving on the weekend. There’s a grocery store only 15 minutes away and we were able to stock up on our way there. Really, this was one of our favorite places we’ve ever stayed. We really enjoyed having a few options of things to do while also being able to just do nothing on our vacation in a quiet place.

We loved this place! We were renting for our daughter’s college graduation, and even though it poured all weekend- we really enjoyed just hanging out at the house. Mostly I loved loved the king size bed and I’m going to ask where the owner got it - slept like a baby!

Violeta and her space were amazing. The house was exactly as advertised and we felt right at home for our long weekend. We are looking forward to making this a yearly visit!

Kate’s place is in a beautiful location and has so much to do. We loved the wildlife, the easy access to Portland and all the yard games. We can’t wait to come back!

This unit was delightful in every way...clearly a labor of love, solidly and tastefully built, such a well-stocked kitchen, terrific lighting, spotless, awesome spaces to hang out (screened-in porch, back deck, multiple places to sit and eat), very thoughtfully done! We enjoyed the firepit with all the fixings to get a fire going. Quiet road with easy access to Portland and also points further north. Thanks so much for the opportunity to stay at this special lodging!

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%

Our group was two small families with kids ages 6 and 8. Everyone had a great time. If you’re looking for a home to get out into nature, this is it. The private dock and lake gave us hours of time to play outside. Kayaks, paddle boards, and fishing off the dock was fun and all part of the house. Kids had a blast and so did the adults. Perfect for family summer vacation. We had a few rainy days but either played board games inside or went into Portland which is only 20-30 minutes away. Visited Mackworth Island in Casco Bay. Must do if you want to have a day excursion. The house well kept and easy to navigate. We spent more time outside on the lake than inside.

It was a great location for a quick getaway. Close to Portland and plenty of places to eat in town. I only met Clarishell but she was lovely!

"Extraordinary Architectural Masterpiece" pretty much sums up the apartment. Nice open spaces with elegant lighting and design touches throughout. Lots of windows ensured it was bright and offered great views of the city (often made possible by an abundance of parking lots close by - this is a good thing!). We were able to walk to a number of great restaurants, none of which were more than 10 minutes on foot. Likewise, the ferry to Peaks Island is an easy walk (and worth the trip, particularly if you rent a bike which is super easy). Alice was super responsive when I reached out with questions and updates on timing. So all good and glad we stayed there!

Visited Feb '25 Steep stairs {a delightful New England quirk} lead to a comfortable bed, quaint views out the window. Soft cottage core vibes. Eclectic design steeping in a life well lived. Wonderful kitchen, well stocked and easy to cook in. Shower pressure is adequate. Bathroom is clean and filled with an array of books and tchotchkes. Your eyes always have something to wander and examine. It's a maximalists dream. The book shelf in the living room is filled with old books some titles are expected due to surroundings and some are just plain fun. May I recommend a game of I spy Nina is quite fantastic. A spit fire. An attentive host. Hospitable and kind. She gave it a welcoming vibe. Meeting her animals was truthfully a highlight. They are even tempered and kind. Her horse is stunning & social. The donkey a goof. The mule is oh so friendly. Sheep a bit shy but non the less beautiful. Chickens? fluffy feet! The ducks were personable. The goats, joyful. Cat, adorable. Good workin dogs.

Enjoyed our stay so much! Nestled into a picturesque and quiet town. Super easy to get to and from Portland without having to stay in the hustle and bustle of staying directly downtown. The house itself is charming and clean. Felt like we were coming back to our own home every night after exploring Portland and the surrounding cities. Plus, the banana bread was such a sweet and thoughtful touch. 10/10 would recommend to anyone!

We always love our stay here and will always be our first choice in the area!

Great little place. We parked our car and trailer right in front of the house, had takeout and a few groceries delivered (I think we used DoorDash or GrubHub), and got rested up for the next leg of our trip. Hyeri was super kind and responsive.

Very cozy little apartment. Perfect for a couple or maybe small family. The outdoor patio is a lovely touch! Everything was very clean and nicely decorated. Alex was a great host!

Great stay! Would definitely recommend!

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

Je recommande à 100%

Hermosa, amplia y luminosa casa, con todo lo necesario para estar cómodos y recorrer Portland. En un momento tuvimos un problema con la alarma de incendios y Allyson no sólo contestó en minutos, sino que también nos dijo cómo solucionar el problema y nos dejó baterías extra para que no se repitiera. No duden en quedarse en lo de Allyson, no solo es el alojamiento ideal para una familia, sino que Allyson fue la mejor anfitriona. Muchas gracias!

Très beau séjour! L’emplacement est parfait, tout ce dont on a besoin est sur place. Je recommande!

We had a great stay at Tysons place. Its a perfect location, only like 5-10 minutes drive from Old Port. The home is clean and beautiful. Street parking was super easy. Always space right on the side of the home. Each room has its own A/C. Would definitely recommend staying at Tysons place!

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!

We stayed at a few of Spencer's places while our child was at Bowdoin college. The places are lovely and convenient and made visiting our child a pleasure.

You cannot beat the location with this rental. We love coming to Willard Beach with our pup, and when our old go-to BNB stopped renting we were so worried we wouldn’t find another. But this condo worked out so perfectly in terms of location (across the road from both Scratch Bakery and Willard Scoops, comfortable walk to the beach with several entrance options) and the actual comfort of the condo itself. The proximity to the beach was really a plus for us, as we didn’t have to get up as early to make the dog friendly beach hours! Host is responsive, and any household items (eg. soap, coffee filters) that were missing from the condo we could easily run down to get from Hannaford. The downsides: It is on a second floor walk up, which may be challenging for those with mobility issues. Hand railing is odd too. Bit pricey, couldn’t swing a full week this time around as the price shot up dramatically when I added Friday to the duration. But overall, really lovely!