Family-friendly holiday rentals in Pine Point Beach

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Top-rated family-friendly rentals in Pine Point Beach

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

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Top Guest favourite

A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.

Treehouse in Sanford

4.91 out of 5 average rating, 602 reviews

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

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Guest favourite

Home in Old Orchard Beach

4.93 out of 5 average rating, 199 reviews

The Boardwalk: Lux Vintage - 5 min Walk to Beach

Come feast your eyes on Grand Old Orchard Beach! For 125 years it’s lured seaside dreamers with 7 miles of soft sand, a bustling boardwalk, bully eats, and the only oceanfront amusement park in the land. Our swell luxury home rests quiet as a Sunday morn—just 5 min walk to the surf, and 15 min walk to the thrills. Shell huntin’, coaster ridin’, lobster rolls, and leisure galore. And only 25 minutes by motorcar—Portland awaits, a proper foodie town of cobblestone, lighthouses, markets, and art.

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Guest favourite

The property's exterior showcases a turn-of-the-century house with a green trim and large front porch. Adjoining garden beds reveal emerging spring flowers. Comfortable outdoor seating is arranged in the yard, providing a welcoming space to relax among the natural surroundings.

Home in Old Orchard Beach

4.93 out of 5 average rating, 124 reviews

Tall Pines -Quintessential Maine Beach House

We, Tom and Judy, welcome you to join us at our quintessential Maine turn-of-the-century “beach house.” Tall Pines is a few minute walk down a public way to spectacular ocean views and the incredibly soft sands of aptly named Grand Beach. Nestled on a wooded five-acre lot, this very special Pine Point, Maine property has been loved and enjoyed by our family and friends since 1929. The main house affords an opportunity for you and family or friends to enjoy the ambiance of a time-gone-by.

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Top Guest favourite

Home in Old Orchard Beach

4.95 out of 5 average rating, 155 reviews

OOB Oasis: 6BR Home w/ Private Pool Near Beach

Welcome to our stunning home and your private oasis in Old Orchard Beach! Just 5 minutes from the ocean, this expansive custom-built home offers 3 suites (each with its own private bath), a gourmet kitchen with high-end appliances, a sprawling open floor plan, and ample parking for large groups. Step outside to enjoy a large fenced backyard, spacious deck with BBQ grill, new hot tub and sparkling in-ground pool; perfect for summer fun, fall gatherings, or relaxing after a day at the beach.

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Top Guest favourite

An open living area features a dark sofa with decorative cushions, surrounded by light wood flooring. Natural light fills the space through large windows. A dining area with a light-colored table and chairs is visible, along with decorative woven wall art enhancing the room's charm.

Home in Saco

4.97 out of 5 average rating, 105 reviews

3 Bedroom Seaside Oasis | 3 Minute Walk to Beach

Your summer oasis awaits! Come make memories at Saco's stunning Ferry Beach in our adorable beach bungalow that is a 2-3 minute walk to soft sand, epic views, and miles of Maine's coastline. There is no public parking nearby which means it is like a private beach. After a long day at the beach, come back to relax under the trees in the serenity of the backyard and then fire up the grill & fire pit as the sun goes down. Note: Bedroom windows have blackout shades & living room has blinds!

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Top Guest favourite

An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.

Home in Higgins Beach

5.0 out of 5 average rating, 115 reviews

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

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Guest favourite

A cozy living area is presented with a striped rug covering the floor. A comfortable blue sofa is paired with a small wooden table and two chairs. Natural light filters through the window, complemented by decorative wall art featuring a ship.

Apartment in Scarborough

4.85 out of 5 average rating, 109 reviews

Cute apt. close to the beach!

This cozy apartment is located across the street from 7 miles of pristine beach. Everything you need is within walking distance. Come kick back and enjoy. Easily located close to Old Orchard beach (take the trolley it's right outside your door) Come back to the serene vibe of Pine Point. Better yet enjoy a walk to the Bait Shed for a lobster Roll and beer on the beach. Portland Jetport 20 min Eastern Trail 4 Minutes Ferry Beach State Park 12 Min Old Port in Portland 24 Min

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Top Guest favourite

A warm wooden interior features a cozy seating area with a light-colored couch and decorative pillows. Floating shelves display various items, and the kitchen is visible in the background, showcasing essential appliances and a stylish design. Natural light filters through a skylight above.

Condo in Scarborough

4.96 out of 5 average rating, 432 reviews

Cozy condo by the beach!

Cozy condo across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area is the only sleeping space. Efficient kitchen area with fridge, stove, and microwave for preparing small meals. Wifi and TV equipped with a streaming device. Perfect place for one or two people who will spend most of their time enjoying our local trails, beaches, and restaurants before returning to this comfortable and quiet space.

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Superhost

A sandy pathway bordered by lush grass leads to a tranquil beach, with gentle waves reflecting soft colors of the sky at dusk. The horizon showcases a gradient of pastel shades, creating a serene landscape inviting relaxation.

Condo in Scarborough

4.77 out of 5 average rating, 297 reviews

Modern Industrial Beach Cottage

Time for a beach vacation! Cute studio apartment, right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Located nearby is a market and deli, restaurants, and a gift shop. Just 20 minutes drive to the heart of Portland, you won't want to miss the local breweries and shopping in Old Port. Kayak rental nearby. Be sure to check out our other listings!

FamilyIndoor spacesQuiet

Guest favourite

An aerial view captures a coastal neighborhood with sandy beach access visible in the foreground. Buildings are spread out, showcasing residential homes and their proximity to the shoreline. The sun reflects off the water, creating a serene atmosphere under a partly cloudy sky.

Home in Scarborough

4.89 out of 5 average rating, 253 reviews

Adorable Beach House Across the Street From Beach!

Time for a beach vacation! Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Located within a block are several restaurants and a gift shop. Just 20 minutes drive to the heart of Portland, you won't want to miss the local breweries and shopping in Old Port. Kayak rental nearby. Be sure to check out our other listings!

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Guest favourite

A cozy living space features a daybed adorned with decorative pillows and a contrasting gray cover. A small table sits at the center of the room, accompanied by a lightweight chair. Natural light illuminates the area, enhancing the relaxed atmosphere.

Apartment in Scarborough

4.9 out of 5 average rating, 278 reviews

Comfy, cozy family beach rental!!

Welcome to your own private beach nest! A cozy, clean, beach retreat with a cottage feel! You have all of the essentials to eat, sleep, beach and explore the great coast of Maine. 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! Bird watch in the marsh sanctuary, enjoy lobsters on the dock or soak up the sun on beautiful Pine Point beach!

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Guest favourite

A cozy living area features wooden beams and paneling, with a comfortable sofa and an ottoman. Natural light enters through the windows, highlighting decorative shelves and a compact kitchen area. A small table and lamp add functionality to the space.

Condo in Scarborough

4.95 out of 5 average rating, 317 reviews

Comfy condo with loft by the beach!

Comfy condo with lofted bed across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, efficient kitchen area with fridge and convection microwave for preparing snacks and small meals. Wifi and TV equipped with a streaming device. Perfect for one or two people comfortable sharing an intimate space after returning from a day exploring our local trails, beaches, and restaurants.

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