Family-friendly vacation rentals in Old Orchard Beach

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Top-rated family-friendly rentals in Old Orchard Beach

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Guest favorite

A charming cottage is nestled among tall pine trees, showcasing a spacious front porch with planters beneath the windows. The exterior features light green siding and a dark shingled roof. A parked scooter and a tree stump can be seen in the foreground, hinting at a relaxed atmosphere.

Cottage in Old Orchard Beach

4.87 out of 5 average rating, 106 reviews

The Pine Grove

Newly rebuilt - the Pine Grove is air conditioned and features a 10 by 14 ft deck, a brand new bathroom with tub, bedroom closets, and a full kitchen. It is one half of two charming rustic cottages set on a single plot on a leafy side-street. This cottage is wedged in a "grove" of tall majestic pine trees that provide an abundant supply of shade and breeze, pine cones, needles and all. It is great for families with children and a short walk (.4 of a mile) through the neighborhood to the beach.

Guest favorite

A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.

Condo in Old Orchard Beach

4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

Wake up to a full ocean view on a seven mile sandy beach! Enjoy this one bedroom condo's great views, private balcony, and fully furnished decorated living space, along with a full kitchen with dishwasher, and even including a washer and dryer! Walk to everything downtown Old Orchard Beach has to offer: Amusement park, restaurants, clubs, shopping, and the famous Pier. Downstairs is a bar/restaurant that features live bands seven days a week in summer. Enjoy the fireworks every Thursday!

Guest favorite

A compact sleeping area features a spacious bed with a light-colored quilt and decorative pillows. A small television is situated atop a dark dresser. Natural light enters from a nearby window, illuminating the neutral wall and floor decor.

Apartment in Scarborough

4.86 out of 5 average rating, 545 reviews

Tiny Pine Point Beach Pad - comfy, cozy surf shed

Fondly referred to as “The Barnacle” this tiny beach pod is the perfect place to eat, sleep & shower. This efficient apartment is PERFECT for those who want to try tiny living! Call this home as you explore the beach, take a hike, enjoy day trips around the coast or check out the vibrant culture in Portland. Super comfy bed, Fully functional kitchen and bathroom have everything you need to prepare simple meals, take shelter from the elements and rest comfortably on vacation!

Guest favorite

The entryway features a blend of natural wood and modern design elements. A staircase with a wooden railing leads to an upper level. A vibrant area rug lies beneath a plant and a bar cart, while large windows allow natural light to brighten the space.

Farm stay in Kennebunkport

4.96 out of 5 average rating, 114 reviews

Farmhouse Experience in a Beachside Community

2025 Summer Rentals: 7 night min requirement (Friday Check-in) / Inquire for alternative dates. Enjoy being equidistant between Dock Square and Cape Porpoise, where you be immersed in a world of top chefs, fine wines, beautiful homes, acclaimed artists, and the quintessential oceanfront charm of Kennebunkport. Relax in this inspired barn house restored design with modern touches in a farm to table community. Weather the storm with our newly installed generator.

Top guest favorite

The Birch Ledge Guest House is a two-story structure nestled among trees, featuring a rustic exterior with a metal roof. A small patio with two chairs is positioned at the entrance, and a staircase leads to the loft area. Lush greenery surrounds the home.

Home in Hollis

4.99 out of 5 average rating, 424 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Guest favorite

A bright and airy living area is showcased with large glass doors letting in natural light. Potted plants are positioned throughout, and a sectional sofa offers comfortable seating. A media console holds a television, complemented by a small dining table and chairs in the background.

Condo in Old Orchard Beach

4.91 out of 5 average rating, 428 reviews

Luxury Beach Front Condo! Prime Location!

✨Generally minimum night stay is 2 nights during the week and 3 nights over the weekend. Unless the trip is within the next few weeks, we appreciate it if guests don't book trips that leave a single night open. If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open.✨ ✨To simplify things and to be fair to those that instant book, we typically do not negotiate rates. Thank you!✨

Top guest favorite

A spacious bedroom features two beds: a queen bed and a full-size bed, with colorful bedding and cushions. A small desk and a television are positioned against the wall. Natural light filters in through a large window adorned with blue curtains, illuminating the warm peach walls.

Guest suite in Biddeford

4.97 out of 5 average rating, 402 reviews

Private, spacious, colorful, fun & unique space

Large private comfortable annex with a SEPARATE entrance, your own bathroom. A "kitchenette" located within one of the 2 bedrooms for our guests to enjoy in a farmhouse style family home built in 1850. Located on a quiet street 3 miles from Biddeford Pool Beach. 1 mile to the UNE Biddeford campus. 10 minutes to Saco train station. 15 minutes to Old Orchard Beach and 25 Minutes to the city of Portland and the Jetport.

Top guest favorite

A private porch is shown, featuring a blue table surrounded by four black chairs. American flag waves gently in the breeze. Flower pots with pink blooms add color to the white railing. An ocean view peeks through the lattice work, enhancing the outdoor space.

Apartment in Old Orchard Beach

4.92 out of 5 average rating, 202 reviews

Blissful Beachside Retreat on Old Orchard Beach

Breathe the salt air and feel yourself relax, this private porch is literally a few steps from the beach! This is where you will be sipping your morning coffee, enjoying the sound of the surf, gazing out at the ocean. Short walk to Pier or Ocean Park.Comfort Ave. Head in the other direction for a short walk to Ocean Park. NOTE - Minimum age to rent is 25. Maximum number of guests is 4.

Guest favorite

The exterior of the home features a wooden deck with railing, accessible from the front area. A well-maintained lawn is visible in the foreground, bordered by a low stone wall. Parking spaces are available nearby, with neighboring homes partially visible.

Home in Old Orchard Beach

4.92 out of 5 average rating, 177 reviews

Beach Getaway House

Recently updated home in the heart of beautiful Old Orchard Beach. In town lot with convenient off street parking, a back yard, and many fun and exciting amenities within walking distance away. The beach is .3 miles away and a short 5 minute walk. This includes clean linens, towels, a fully stocked kitchen with appliances and anything you will need for 1 night or for a family gathering.

Guest favorite

The exterior of a coastal cottage is visible, featuring light blue siding and a white front door with a decorative screen. A turquoise flag flutters above the entryway. A small garden area with shrubs is present in front of the cottage.

Condo in Scarborough

4.85 out of 5 average rating, 240 reviews

Cozy cottage steps to the beach!

Classic coastal cottage Short walk to 7 miles of sandy beach 1 mile to nightlife in old orchard beach 15 minute drive to Portland, Maine Restaurants and bars a short walk away Cozy cottage with kitchen and bath Futon sleeps two comfortably Sleeping loft with sleeping bags could accommodate 2 young and adventurous people Beautiful back yard Located near a salt marsh

Superhost

Cottage in Old Orchard Beach

4.94 out of 5 average rating, 109 reviews

Newly renovated beach cottage in Old OrchardBeach

My place is close to The Pier , great views, restaurants and dining, the beach, family-friendly activities, nightlife. You’ll love my place because of the kitchen, the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Guest favorite

A serene view of a sandy beach at sunset, with soft clouds painted in hues of orange and pink against a clear sky. The sun sets gently on the horizon, reflecting on calm ocean waters, creating a tranquil atmosphere.

Condo in Old Orchard Beach

4.84 out of 5 average rating, 111 reviews

Oceanfront condo, spectacular views

Newly renovated one bedroom condo with queen size bed. Spectacular views of the ocean and sunrises from inside or on the new, large private balcony. Directly on the beach. Kitchen is fully equipped. Queen size sofa bed and 2 small futons in living room. AC, WiFi, cable.