
Kid-friendly vacation rentals in Cumberland County
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Top-rated kid-friendly rentals in Cumberland County
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Popular amenities for Cumberland County kid-friendly rentals
Kid-friendly house rentals

Modern Farmhouse-Western Maine [Lakes & Mountains]
This is a perfect place to have a great time with your loved one, very comfortable , spacious and easy to access, the house is clean and and had everything we needed, I recommend for everyone, I loved our stay at the house.

Cottage by the Beach in OOB/Pine Point
Great location, there was construction hear by but you couldn't really hear it. There is also a train that runs maybe a 1/4 mile behind the house, you can hear it a little bit but for us wasnt a problem with 3 children in the house.

Fowler Farmhouse | Downtown | Beach | Hot tub +Bar
Jeremiah and Lisseth were very accommodating. They communicated well and clearly. The house was clean, comfortable, and matched the listing. We had a great trip!

House, sleeps 8, close to beach
Awesome place to stay 😃 very very clean!! Easy check in , follow instructions!. Clear communication with host! Loved the home , hardwood floors are my favorite , had everything we needed for our stay 😃 thank you for hosting us!

Secluded Lakehouse/2 private docks*Hottub*big yard
We had a wonderful stay at this home for a mother daughter weekend end of March. Great location for each of us coming from different states in New England. The home was very clean, each of us commented on how comfortable the beds were, also loved the good quality linens. The huge dining table was unique for a rental and was awesome for sharing meals and doing arts & crafts. Lots of space and seating in the living room as well. Highly recommend staying here!

Charming Historic Freeport House
A perfect place to stay especially for a family with young children. The house is even more charming than the photos. The space is clean, spacious and the beds were extremely comfortable. Would definitely stay here again if visiting Portland

Family Paradise w/Huge Backyard
Beautiful house! We loved staying. One thing we appreciated was the amount of parking for the place. Area is also beautiful in the fall.

Feb/April school breaks available. 8 bedrooms
This was our 4th year staying at Sandy Cove to celebrate Christmas with our entire family. There are plenty of bedrooms and bathrooms to accommodate overnight stays. We love the 2 dining room tables and refrigerators. We had a small issue with a clog in the kitchen sink. I reached out to Mike and he sent someone over to fix it within a few hours. We hope to stay again next year!
Family-friendly apartment rentals

Sophisticated Charm at an unbeatable price!
The apartment was just as described by the host, and was very comfortable for a two night stay, for two couples. Excellent, proactive, communication by the host prior to check-in. Very clear instructions. The kitchen was well equipped for breakfast (which is the only meal we ate at the apartment during our stay). A serrated knife would be a nice addition. All of the appliances were very clean, and in good working order. Entry to the building was easy. Be comfortable climbing stairs. Five minute drive, or 15 minute walk to downtown. Quiet and peaceful neighborhood. Would definitely return, and recommended it to others. Thank you for a nice stay, Susan.

Enjoy private outdoor deck and downtown location!
I enjoyed my stay at this location. It was quiet, clean, and as described. I would stay here again if I come to Portland again. I would recommend this stay to others.

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry
Margaret’s place is very homey with all the necessities for a family gathering. The neighborhood is beautiful and close to beautiful trails

Bright, Fun & Spacious Apartment on Back Cove
Ian's place was great for a girls trip ti Portland. He was a great communicator if I had any questions or cleaning instructions. Will definitely stay again for any future trips to Portland.

Bright and cozy Munjoy Hill neighborhood apartment
We had a great stay at Sadie’s place. Everything was as described and everything we needed was there. Great location too.

BEST location! HUGE 1 bedroom downtown Portland
Very well located apartment, with large living room and bed room, small kitchen and tiny bathroom. Communication with Sharon was easy and responsive.

Bright & Sunny West End Apartment.
Such a great location! Super walkable to all the shops and restaurants downtown. Would definitely stay here again!

Beautiful Oceanside Apartment Prime Location
My daughter and I enjoyed our stay at Christopher’s place. Beautiful location, walkable to restaurants, bars, shopping, and nature. Christopher always responded quickly and was very clear conveying the instructions. We highly recommend this home.
Family-friendly condo rentals

"Cornelia" Penthouse Waterfront Suite
Easy to find. The description is accurate. The views are breathtaking. I enjoyed waking up early and sitting on the balcony with a cup of coffee watching the freshmen start their day and head out on their boats. Great walking area.

Luxury Beach Front Condo! Prime Location!
If you're looking for a little bit of peace and quiet, a decent meal or a drink on the beach, and to fall asleep to the sounds of waves calmly crashing than this is the place for you! Let's start with the host Sameer. Very clear and concise with visit guidelines and very quick to respond to any messages. Fantastic. The condo itself is spotless and pretty much has everything you need whether it's coffee in the morning or cookware for an afternoon dinner. Now haven't been to the Brunswick quite a bit I do know the music and crowds in the summer can be a bit much, but being able to easily go upstairs to this condo that is on the opposite side of the band I'm sure is a nice way to end your day with having the opportunity to sit on the deck to listen to the music or close the doors and relax. Can't say enough good things about this place!!

Old Port on foot
Thus was a great location for our stay in Portland. Easy to get around and plenty to see and do nearby. i will definitely stay here again when I'm in the area.

Oceanfront Condo with Awesome Views
This is the perfect place! Everything is very clean, and nothing missing! Kevin is very nice. He was good tips. I've always dreamed of coming to OOB in the winter and really enjoyed the experience! Loved our stay. With its location and double patios, the views are splendid! For lovers of the sound of the waves, the view of the sea, sunrises, long walks to the beach… this is the place!

East Bayside/ Munjoy - Charming Downtown Escape
excellent location which made for a lovely stay. very easy to get in and out with no issues whatsoever. Tons of hot water made multiple showers in a row between users a breeze . TV's in every room worked well for those who needed a break from children shows and was a great addition. lovely stay all around and very glad we came!

Cozy condo by the beach!
I had an amazing stay. Place was just as described and was the perfect location for a weekend getaway!

Comfy condo with loft by the beach!
The location was convenient and easy to find, I really enjoyed the space.

Rustic Willard Beach condo ten mins from Old Port!
Dave was a very responsive host and his property was exactly what he described. The location was very good to visit downtown Portland. At last, we loved the bakery right in front!
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- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Scarborough Beach
- York Harbor Beach
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- East End Beach
- King Pine Ski Area
- Mt. Abram
- Palace Playland
- Dunegrass Golf Club
- Pemaquid Beach
- Middle Beach
- Parsons Beach
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