Family-friendly vacation rentals in Old Orchard Beach

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Top-rated family-friendly rentals in Old Orchard Beach

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

The three-story beach house features a prominent grey exterior with multiple large windows allowing natural light. A spacious patio is surrounded by landscaped greenery, offering seating areas with chairs and sun beds. Balconies extend from the upper levels, providing outdoor spaces with relaxing views.

Home in Old Orchard Beach

4.96 out of 5 average rating, 153 reviews

Luxury 6 bedroom Beach House 50 ft from beach

This has to be the Best looking house in Old Orchard Beach! Our Beach house is so close to the Ocean you can smell the salty air see & hear the small waves crashing. This 3 story home is ideal for families and friends reuniting & spending either a long weekend together off-season or a week together during the summer season. Located on a quiet, serene cul-de-sac street that leads on to Maine's best hidden treasure The beach! 15 min drive to Downtown Portland. Sleeps up to a maximum of 25 guests.

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, 107 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 summer fireworks every Thursday!

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

4.88 out of 5 average rating, 115 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 two-story house is shown, featuring a light blue exterior and a partial front deck with stairs leading up. A green lawn surrounds the home, with chairs positioned in front and blooming bushes adding color to the scene. A barbeque grill is located to the right, under a protective cover.

Home in Old Orchard Beach

4.77 out of 5 average rating, 104 reviews

Great House Near the Beach!

Last Minute Deal! Book 3 nights 7/26-30 for a discounted rate! Enjoy this beautiful property just a 5-10 min walk from the beach, pier and downtown OOB! Large front yard, partially covered deck, and off street parking. Eat in Kitchen and separate dining room. Three good sized bedrooms plus a front room with the convertible futon. Bigger than it looks, our house provides lots of space for your group in this quiet neighborhood just a short walk from everything!

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, 436 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, 439 reviews

Luxury Beach Front Condo! Prime Location!

✨August 15 - 18 & August 20 - 23 just opened up! ✨ Condo is directly on beach ✨ 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 we typically do not negotiate rates. Thank you!

Guest favorite

The cozy cabin is illuminated by soft outdoor lights, enhancing its charming facade. The front porch features a seating area, with potted flowers adding a touch of nature. The surrounding grassy area includes stone steps leading towards the entrance, promoting a welcoming atmosphere.

Tiny home in Portland

4.96 out of 5 average rating, 489 reviews

The Garden Cabin Tiny Home

Curious about tiny homes? Love dogs, gardens, pine trees, campfires, and birds? Hate cleaning fees? Our private 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping a beverage from your own deck or around the campfire. Heat and A/C when needed. Please, no smokers, kids under 13, or guest pets. STHR-000718-2018

Guest favorite

A covered patio area features a black wooden dining table surrounded by six matching chairs. Bright pink flowers are planted along the edge, enhancing the space. The patio is bordered by a white picket fence and has a pebble-strewn pathway leading from the entrance.

Apartment in Old Orchard Beach

4.9 out of 5 average rating, 185 reviews

Breezy Beach Bungalow on Old Orchard Beach

Just a few steps from the beach, this quintessential Maine beachside hideaway provides the perfect respite for your family! Charming, bright 5 room - 2 bedroom unit. Short walk (under 1/2 mile) to Pier, Palace Playland, restaurants and shops. 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.

Superhost

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, 252 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

Guest favorite

A clean and functional kitchen features white cabinetry and a granite countertop. A refrigerator, dishwasher, and microwave are included, along with a stove. Natural light enters through a window above the sink, while a striped rug adds a touch of color to the wooden floor.

Cottage in Old Orchard Beach

4.94 out of 5 average rating, 112 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).

Superhost

A cozy bedroom features a spacious bed dressed in crisp white linens with a gray accent blanket. Light wooden paneling adds warmth to the space. A bedside lamp and decorative elements are present, complemented by sheer curtains allowing natural light to filter through.

Apartment in Scarborough

4.83 out of 5 average rating, 737 reviews

Your beach retreat - eat, sleep, beach, repeat!

Welcome to your own private beach pod! A cozy, clean, beach retreat! All the essentials to eat, sleep, beach and repeat. Plenty to do and see here at the heart of Morgan's Corners a mere 500 feet from Pine Point beach. Spend your time relaxing and rejuvenating in our cozy place!

Top guest favorite

A patio area features white Adirondack chairs facing a scenic view of the water. Colorful flowers in various pots add vibrancy to the space, while an American flag gently flutters in the breeze. The tranquil waterway is visible beyond the floral arrangement.

Guest suite in South Portland

5 out of 5 average rating, 810 reviews

Oceanfront with amazing views and private entrance

This private space has unmatched water views, a hot tub overlooking the ocean and its own entrance. We are a short drive to downtown Portland, in a quiet neighborhood that's walkable to the beach and several restaurants. It's the best of all possible worlds!