Kid-friendly holiday rentals in Cumberland County

Cottage style home 2 blocks from the beach!

Comfortable Cottage style home with 3 bedrooms, private baths. Many amenities. Two living areas for everyone's comfort, a beautiful kitchen, a large private outdoor patio with multiple seating, a fire pit and a gas grill. Backyard is partially shared. We are close to the Portland nightlife, airport, shopping, restaurants and family-friendly activities. We are in a community that offers biking , running routes, parks and History. Warm, welcoming home. In law attached with private entrance.

Point Paratus Pine Point; Kid, Dog & EV Friendly

Come visit Pine Point! This beach house is steps away from the ocean for swimming, marsh for kayaking, and many seasonal restaurants. It is an ideal vacation location; set up well for multiple families with a separate "kid zone" complete with beds, tv and games. Dogs will also want to tag along to enjoy the fenced in yard and morning beach walks. Short trolley to Old Orchard Beach and a 20 minute drive to Portland’s airport, restaurants, and breweries. Fully stocked kitchen & outdoor shower.

Spacious 2 bedroom cabin, 50ft from the beach no.8

This spacious, charming cottage features two bedrooms. One bedroom has a queen bed and one has two bunk beds, for a total of 6 people maximum. The open kitchen, dining, living room area has cathedral ceilings. The bathroom offers his & her sinks, shower and whirlpool tub. Relax with the whole family at this peaceful place to stay. Fully equipped efficiency kitchenettes, with dishes, utensils, paper towels, and coffee provided Individually controlled heat & air conditioning All linens provided

Paradise in the Lakes Region

A spectacular, massive, state-of-the-art log cabin that's the perfect getaway for summer vacations (beaches, water-sports, cookouts, galore), fall gatherings (stunning scenery) & winter ski trips (only 25 minutes to Pleasant Mountain) with friends or family. With a chef's kitchen, two ovens, a large dining area, bedrooms for up to 12 (with two king beds), two living rooms, & tons of outdoor dining & relaxation space, there's no gathering this wonderful, warm, gorgeous home can't accommodate!

Falmouth 3br near Town landing

Enjoy the rocky coast of Maine with lobster rolls on Town Landing pier. Watch the Lobster fishers work and buy fresh lobster right off the boat. With Portland Maine’s iconic Foodie city with artisan brewers and fun dining and night life just down the road. (6.6 miles) Our classic New England Cape home is the perfect place to meet family and cook and eat around the counter in our amateur chef’s kitchen. Crack some fresh Lobster from Shaws on Rt One they are happy to cook them for you.

Back Cove Cape Escape

Please note: We have a 3 Night Minimum for Holiday weekends. This charming and well appointed home is more than meets the eye. Master suite, fireplace, first floor bedroom and bath, deck, hot tub, there is nothing else you need. All walking distance to Back Cove and 2 miles to Portland's Old Port. Our space is ideally suited for 2-4 adults. Quiet gatherings best suit our home and neighborhood. We will consider renting to 6 (case by case), however there is an additional charge .

Portland Back Cove Hideaway-1 BR- With Patio

Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

#7 Family Cottage Minutes from the Beach

3 night Min. stay 6/1 to Labor Day. The Perfect 2 Bedroom Family Beach Cottage. Just a short walk to the pier and 7 miles of sandy beach, shopping and more. This cottage features a queen master bedroom and bunk beds in the second bedroom. Full size washer dryer and full size bathroom with tub and shower. Take advantage of the essentials stocked kitchen or grill outside on your private, fenced in patio. Heat and AC are included. Pets are welcome.

Peaceful Sun and Fun Cabin-B

Your well needed relaxing and peaceful getaway awaits in this newly renovated cabin centrally located on a quiet safe street with short walk to the beach, restaurants, and Pier and amusements. This newly renovated 1-bedroom cozy cabin is perfect for a those looking to spend a peaceful and lovely time near the white sand in Old Orchard Beach. There is a hiking trail and biking trail beginning at the end of our street.