Beachfront holiday rentals in Pine Point Beach

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Top-rated beachfront rentals in Pine Point Beach

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

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Top guest favourite
A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.
Home in Windham
4.95 out of 5 average rating, 192 reviews

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Top guest favourite
Flat in Cape Elizabeth
4.98 out of 5 average rating, 132 reviews

Beautiful Kettle Cove Apt Steps to Beaches

This sunny, 1 BR ground-floor apartment in Cape Elizabeth has seasonal water views and is nestled between Kettle Cove, Crescent Beach, and Two Lights State Parks. Fields, forests, beaches and ponds are a stroll away, while downtown Portland is an easy 15-minute drive. The apartment is a great base for exploring Southern Maine and an equally great place to simply soak in the restorative water and air of coastal Maine. Get one free sauna session in Kettle Cove Sauna, subject to availability.

Guest favourite
Apartment in Old Orchard Beach
4.79 out of 5 average rating, 161 reviews

Elegant 1 bedroom cabin just 50ft from the beach#2

This beautiful cabin now features a new Queen size bed, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, fridge, coffee maker, toaster, and dining area. Smart TV, WIFI. AC & Central heating. It also has a private full bath with tub/shower combo at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the courtyard.

Guest favourite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.98 out of 5 average rating, 188 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

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 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 favourite
A beverage sits on a small table beside a glass bottle filled with sticks. The view through a window reveals the sandy beach and calming ocean waves, with a colorful sunset casting soft hues in the sky. An American flag is partially visible in the background.
Cottage in Saco
4.95 out of 5 average rating, 510 reviews

Deja Blue Guesthouse

Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

Top guest favourite
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 504 reviews

Luxury Beach Front Condo! Prime Location!

last minute cancellation June 29th! special rate ✨ Encourage reserving multiple nights to bring down the cost per night ✨ Minimum stay varies, typically 2 to 3 nights ✨ If you see a longer minimun, it’s likely to prevent the reservation from leaving a single night open. Just select different start date. ✨ Much appreciated if guests book trips connected to other guest trips ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨

Guest favourite
A spacious living area is highlighted by large windows that offer views of the ocean. A comfortable sectional sofa faces a stylish dining table, while a modern kitchen with stainless appliances is visible in the background. Light wood flooring adds warmth to the room.
Holiday home in Biddeford
4.93 out of 5 average rating, 103 reviews

Beautiful ocean front house on Hills Beach

Amazing Atlantic oceanfront home located on Hills beach. Home has all of the necessities for an amazing family vacation on the beach. And recently added seaside deck overlooking the ocean and newly landscaped. Features 2 living rooms with pull out couches, high energy efficient heat pumps with whole house air conditioning, custom kitchen, quartz countertops, black stainless appliances, washer & dryer, beautiful walk-in tile shower, 3 bedrooms, 2 full bathrooms and pool table.

Guest favourite
A four-story oceanfront condo building features multiple balconies that overlook a sandy beach. Sunbathers and beach chairs are spread across the shoreline, with a vibrant atmosphere enhanced by people enjoying the coastal setting under a partly cloudy sky.
Apartment in Old Orchard Beach
4.85 out of 5 average rating, 117 reviews

The Brunswick

Listen to the waves crash from your fully equipped oceanfront condo with large deck located on picturesque Old Orchard Beach. This is a 4th floor condo in the Brunswick building located directly on West Grand Ave and a short walk to the “center”. There are miles of sandy beach you can walk / jog / bike on or just relax on your oceanfront deck and watch the sunrise. There is an elevator for easy access and a door code so you don’t have to worry about losing keys.

Top guest favourite
A private deck is visible, featuring two comfortable chairs and a round table. Beyond the railing, a grassy area leads to a tranquil waterfront, framed by trees. The scene captures a peaceful outdoor setting, ideal for relaxation while enjoying views of the water.
Guest house in Portland
4.96 out of 5 average rating, 335 reviews

Beautiful large studio on the ocean.

Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests so if you'd like to book please introduce yourselves and let us know who is coming. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

Guest favourite
A sandy beach stretches into the distance, visible from a coastal property. The exterior features a light-colored shingle design, with a covered porch offering seating. Green shrubbery lines the foreground, creating a natural border against the ocean backdrop and clear blue sky.
Home in Wells
4.88 out of 5 average rating, 138 reviews

Drakes Island Beach Front Breathtaking Property !

Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !

Top guest favourite
A serene view of Maquoit Bay is displayed, featuring calm, reflective waters under a clear blue sky. Seaweed lines the shore, complementing the natural landscape of distant tree-covered shorelines, creating a peaceful coastal scene.
Flat in Freeport
4.98 out of 5 average rating, 276 reviews

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front

Set on 7.5 acres of fields, woods, & gardens we are off the main road. Take a 4 minute stroll down a wooded path to our private beach on Maquoit Bay. Swim, fish, hunt for driftwood, or sit by the sea & listen to the waves. We feel this property affords a quiet and relaxing oasis.

Popular amenities for beachfront rentals in Pine Point Beach