
Family-friendly holiday rentals in Pine Point Beach
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Top-rated family-friendly rentals in Pine Point Beach
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Secluded Coastal Home & Cottage 3 Minutes to Beach
Escape to Thistle Pond Cottage, a peaceful coastal retreat in southern Maine. Nestled on 2 acres with pond views, lush gardens, and local wildlife, it’s minutes from beaches and Portland. Every stay begins with homemade bread from our kitchen and thoughtful, locally sourced welcome accompaniments. Weather and seasonal permitting, guests may occasionally savor a host-prepared wood-fired pizza made with fresh garden ingredients. Cozy, bright, and full of garden-to-table charm and seasonal delight.
FamilyIndoor spacesHeating
5.0 out of 5 average rating, 105 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.
KitchenFamilyGetting around
4.91 out of 5 average rating, 602 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.
Indoor spacesFamilyComfort
4.93 out of 5 average rating, 124 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.
FamilyKitchenBarbecue
4.95 out of 5 average rating, 155 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!
KitchenIndoor spacesValue
4.97 out of 5 average rating, 105 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.
FamilyIndoor spacesBarbecue
5.0 out of 5 average rating, 115 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
Indoor spacesKitchenAir conditioning
4.85 out of 5 average rating, 109 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.
FamilyKitchenBathroom
4.96 out of 5 average rating, 432 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 spacesOutdoor spaces
4.77 out of 5 average rating, 295 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!
Indoor spacesFamilyComfort
4.89 out of 5 average rating, 253 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!
Indoor spacesFamilyBathroom
4.9 out of 5 average rating, 278 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.
FamilyIndoor spacesLayout
4.95 out of 5 average rating, 317 reviewsPopular amenities for Pine Point Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Home w/HOT TUB & Fire Pit
FamilyKitchenBackyard
4.96 out of 5 average rating, 233 reviews
Unique and Stunning Beachfront property Greygoose
Indoor spacesFamilySleep quality
4.91 out of 5 average rating, 186 reviews
HotTub/5min to K-port, Pet friendly, @anchorunwind
FamilyIndoor spacesLocation
4.97 out of 5 average rating, 244 reviews
Hot tub, 8 min Walk (.5mi) to Beach and Game Room!
KitchenIndoor spacesAccuracy
4.94 out of 5 average rating, 104 reviews
Starfish Condo Wells Beach
KitchenIndoor spacesHot tub
4.9 out of 5 average rating, 117 reviews
Oceanfront with amazing views and private entrance
Indoor spacesKitchenOutdoor spaces
4.99 out of 5 average rating, 904 reviews
Romantic Mirror cabin in the woods
Indoor spacesTVSleep quality
5.0 out of 5 average rating, 146 reviews
Welcome to our BoHo Treehouse! Beaches/Portland
FamilyKitchenDecor
4.93 out of 5 average rating, 140 reviewsFamily- and pet-friendly home rentals

The Upstairs Moose
Indoor spacesKitchenBreakfast
4.94 out of 5 average rating, 224 reviews
The Summit Cottage
Indoor spacesFamilyNearby
4.86 out of 5 average rating, 165 reviews
Crescent Beach Gardens
FamilyIndoor spacesQuiet
4.99 out of 5 average rating, 136 reviews
Sunny Cottage
FamilyIndoor spacesBathroom
4.97 out of 5 average rating, 162 reviews
Delightful 1 bedroom cottage 50ft from the beach#3
KitchenFamilyCleanliness
4.82 out of 5 average rating, 140 reviews
Completely Private Guest Suite Near Higgins Beach
FamilyKitchenCheck-in
4.94 out of 5 average rating, 206 reviews
Classic, calm river view & centrally located home
FamilyIndoor spacesDecor
4.95 out of 5 average rating, 108 reviews
Blueberry Hill
Indoor spacesFamilyAir conditioning
4.96 out of 5 average rating, 261 reviewsFamily-friendly home rentals with a pool

Luxury Retreat In Back Cove | 10 Min to Downtown
KitchenIndoor spacesHospitality
5.0 out of 5 average rating, 113 reviews
Loft Apartment on Tree-Lined Street in Falmouth
Indoor spacesKitchenOutdoor spaces
4.95 out of 5 average rating, 700 reviews
A-frame w/ huge window, half-bath, and deck - 16
Indoor spacesFamilyLocation
4.96 out of 5 average rating, 117 reviews
Faith Lane with community pool
Indoor spacesFamilyAccuracy
4.96 out of 5 average rating, 123 reviews
Beach House w/ Heated Pool · Fire Pit · Kennebunk
Indoor spacesKitchenSleep quality
4.83 out of 5 average rating, 179 reviews
Oceanfront Cottage 3 in OOB
Indoor spacesFamilyNearby
4.89 out of 5 average rating, 9 reviews
OOB Beach Suite|2 Queen Beds | Pool|Sleeps 4 (#10)
FamilyKitchenAir conditioning
5.0 out of 5 average rating, 12 reviews
Cabin 21
KitchenIndoor spacesLocation
4.62 out of 5 average rating, 13 reviewsDestinations to explore
- House rentals Pine Point Beach
- Pet-friendly rentals Pine Point Beach
- Cottage rentals Pine Point Beach
- Beachfront rentals Pine Point Beach
- Rentals with beach access Pine Point Beach
- Family-friendly rentals Scarborough
- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Jenness Beach
- East End Beach
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- Wallis Sands Beach
- Pleasant Mountain Ski Area
- Popham Beach State Park





