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Vacation rentals in Pine Point Beach

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Top-rated vacation rentals in Pine Point Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.
Earthen home in Sanford
4.91 out of 5 average rating, 120 reviews

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

Top guest favorite
The contemporary three-story house features a light gray exterior with multiple large windows. A welcoming front porch is seen at the entrance, bordered by a neatly landscaped yard with evergreen shrubs and flowers. A paved walkway leads from the street to the front door.
Home in Scarborough
5 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.

Top guest favorite
An A-frame cabin is illuminated at night, featuring soaring ceilings and large windows. The exterior is surrounded by trees, with a warm firepit in the foreground. Two adirondack chairs are positioned nearby, providing a cozy setting for outdoor gatherings.
Cabin in Freeport
5 out of 5 average rating, 126 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Guest favorite
Condo in Scarborough
4.96 out of 5 average rating, 407 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.

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, 289 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!

Top guest favorite
The modern tiny home features a sleek exterior with horizontal siding and a dark roof. Two chairs are positioned on the covered entryway, accompanied by a small table adorned with a pot of flowers. Lush green grass surrounds the home, complemented by a newly paved pathway.
Tiny home in Scarborough
4.98 out of 5 average rating, 120 reviews

Cozy Tiny Cottage • 9mi Portland • 6mi Beach

Escape the everyday in this charming, brand-new tiny cottage in Scarborough, Maine. The Greenhouse proves you don’t need a lot of square footage to live in style — just the right details. Wake up in a king bed, cook in a fully stocked kitchen, and unwind by the electric fireplace. When evening falls, string lights set the perfect mood for a quiet Maine night. Portland’s restaurants and breweries are 9 miles away. The beach is 6. Come home whenever you’re ready.

Guest favorite
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, 245 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!

Guest favorite
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, 300 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.

Guest favorite
A comfortable living room is showcased with a grey sofa adorned with colorful cushions and a stylish armchair. Light streams through large windows, illuminating a coral-patterned area rug. A coffee table sits in the center, accompanied by decorative items and a small air conditioning unit near the window.
Condo in Scarborough
4.91 out of 5 average rating, 102 reviews

Beach Breeze

Bright 1400 sq ft open concept condo sleeps 8 ( 4 beds) with a couple minutes walK to 7 miles of Pine Point Beach or walk along the beach to Old Orchard Beach Pier amusement park. Seafood restaurants in Pine Point close to the condo, some within walking distance ( Clambake & Salty Bay ). You can walk or rent a bike from Pine Point Beach to Old Orchard Beach (2 miles) for the night life or take a nice 15 minute ride into The Old Port, Portland.

Top guest favorite
A charming exterior of a black post and beam barn is displayed featuring a natural wood door with metal hardware. A decorative star adorns the upper section of the barn, while a small metal bench sits on a gravel pathway beside the structure.
Barn in Portland
5 out of 5 average rating, 468 reviews

Garrison Cove Studio

Rare, Portland waterfront studio located in the heart of the historic Stroudwater neighborhood, awaits one or two guests looking for an urban hideaway. The studio occupies a 150 year old post and beam barn situated on the banks of the Stroudwater and Fore Rivers. Enjoy morning coffee on the river swing, meditate to the soothing sound of the nearby waterfall or linger over your favorite beverage in one of our comfy Adirondacks.

Top guest favorite
Guest suite in Portland
4.99 out of 5 average rating, 130 reviews

Fore River Suite

A rich and restful oasis for one or two traveling through or with Portland as destination. Our second story suite features views of a waterfall and the tidal river on Casco Bay. Unwind with a glass of wine and sketchbook or simply enjoy the birdlife while planning your stay in Maine. *Returning guests: this is the same suite you know and love, just reconfigured and updated for maximum enjoyment!*

Guest favorite
A welcoming covered porch features white rocking chairs and a light blue table, complemented by window shutters painted in a matching hue. An anchor decoration adds a nautical touch, while potted flowers introduce a hint of greenery.
Home in Scarborough
4.9 out of 5 average rating, 172 reviews

Pine Point Beach Getaway - Steps From the Beach!

Welcome to your quintessential New England beach retreat! This charming beach house offers classic coastal vibes with modern comforts. Nestled just steps away from the picturesque Pine Point Beach, you'll find yourself immersed in the beauty of a seven-mile stretch of pristine coastline. Indulge in the breathtaking views of epic sunrises by the shore and tranquil sunsets over the marshlands.

Popular amenities for Pine Point Beach vacation rentals