Waterfront holiday rentals in Harpswell

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Harpswell

  • Total holiday rentals

    Explore 180 holiday rentals in Harpswell

  • Nightly prices starting at

    Harpswell holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    180 of Harpswell holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Harpswell rentals

  • 4.9 Average rating

    Harpswell stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated waterfront rentals in Harpswell

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

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Guest favourite
The image displays a lush, green lawn bordered by trees, providing a sense of privacy. In the background, a spacious two-story house is visible among the foliage. A rocky shoreline and several lawn chairs are seen near the water's edge, suggesting a serene waterfront setting.
Home in Harpswell
5 out of 5 average rating, 9 reviews

Classic NewEngland Waterfront

This is the Main House with 3BR & 3baths on 1.6 acres of ocean waterfront. You will also have exclusive access to the 2BR 0.5bath bunk house with room temperature water May to Oct. There is a separate 1 bedroom in-law apartment above the garage that is not included. I may stay there from time to time. If you want to book the whole property we can send you the airbnb listing. We sit on a very calm bay and have 5 kayaks for you to explore and experience the Maine costal life! Relax & have fun!!

Top guest favourite
A serene dock is presented, featuring two aqua lounge chairs positioned beneath a matching umbrella. The water sparkles in the sunlight, with a wooden walkway leading from the shore to the dock. Pine trees frame this tranquil waterfront scene.
Guest house in Harpswell
5 out of 5 average rating, 39 reviews

Slack Tide

Relax on the dock at this stylish private guesthouse and watch the sunset over an expansive tidal cove. This waterfront retreat features a private deck with gas grill and fire pit, a full kitchen and living area with fantastic water views, leather recliner, sofa and cable TV. The bedroom has an adjustable king Tempurpedic bed and a luxurious ensuite bathroom with a large shower, towel warmer, led mirror, hand-held bidet, heated toilet seat and washer/dryer. Wake up to breathtaking water views!

Top guest favourite
The image captures an aerial view of a serene landscape with lush green trees surrounding calm waters. The shoreline curves gently, leading to a private dock that extends into the water. A soft sunset glow reflects off the surface, creating a peaceful ambiance.
Home in Georgetown
4.99 out of 5 average rating, 122 reviews

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Guest favourite
A private deck overlooking the water features a round table with four surrounding chairs, sheltered by a large umbrella. The scene includes lush trees lining the opposite shore, with clear blue skies reflecting on the calm water.
Cottage in Harpswell
4.92 out of 5 average rating, 139 reviews

Seal Ledge - water's edge cottage with kayaks

Beautiful cottage sitting literally on the water's edge makes you feel like you're staying on a boat (minus the rocking!). Soak up the sun and watch the sun set on the private deck or take a few steps down to the dock and use our kayaks to go visit the seals that hang out on the rocks just down the cove all summer long. The cathedral ceiling great room is all glass facing the water so you can enjoy if it's too cool to sit outside. Only 15 mins to Brunswick and central to everything Harpswell!

Top guest favourite
A serene waterfront scene features a small boat gliding across calm waters, reflecting the surrounding buildings. A cluster of white cottages stands on pilings, with a dock visible, under a soft pastel sky as day transitions to evening.
Cottage in Brunswick
5 out of 5 average rating, 212 reviews

Lobstermen's ocean-front cottage

Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Top guest favourite
A cozy living area is viewed through large glass sliding doors. A wooden coffee table is placed in front of a dark seating area, complemented by two plush pillows. A colorful piece of wall art adds vibrancy to the light-toned walls, enhanced by natural light from the outdoors.
Cabin in Georgetown
4.99 out of 5 average rating, 212 reviews

Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit

Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

Top guest favourite
The exterior of a multi-unit house is displayed, showcasing a combination of gray siding and a distinctive red roof. A wooden deck is visible on the second level, connected to an open lawn area featuring grass and flowerpots. A clear blue sky enhances the setting.
Flat in Orr's Island
4.92 out of 5 average rating, 125 reviews

Shore House, Posey Unit - Ocean Front Property

On top of the world in this second level unit of a multi-unit house. Lovely views from the scenic deck over looking a working wharf on Garrison Cove and Casco Bay. The unit has 2 bedrooms (additional accommodations to sleep up to 6), one bath, and a full kitchen and breath taking sunsets Dogs allowed upon approval. Must not be big barkers and well behaved pets. We want to be courteous of all renters and their pets. Weekly rentals preferred in July and August months (Saturday - Saturday)

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!

Guest favourite
A treehouse structure is perched on stilts among the trees, surrounded by lush greenery. A cozy screened-in porch with rockers is visible, along with a private wood-fired cedar hot tub on the deck. Steps lead down to the wooded area below.
Treehouse in Georgetown
4.95 out of 5 average rating, 365 reviews

Modern Treehouse with hottub + Water Views

Experience the airiness of life up among the pines. This unique tree dwelling, with its own private attached wood-fired cedar hot tub, is perched atop a 21-acre wooded hillside sloping to beautiful water views. Enjoy the view from the wood-fired cedar hot-tub or the king size bed--through a wall of windows. This treehouse is cozy all year round, especially in winter. Located in a classic coastal Maine village with Reid State Park's beaches and the famed Five Islands Lobster Co.

Top guest favourite
Home in Freeport
5 out of 5 average rating, 10 reviews

Mermaid's Chair | Private Beach | Hot Tub

*Hot tub not available October - April This is a rare one. A classic 1939 Maine camp sitting directly on Casco Bay with a private dock, sweeping water views, and a saltwater hot tub, all on a quiet private road. Properties like this don't come around often, and once you're here, you'll understand why. The dock puts you right on the water, with one slip available for guests. Wolf's Neck State Park and Wolf's Neck Farm are a short walk away, and Downtown Freeport.

Guest favourite
A serene lakeside view captures the lush greenery surrounding charming homes, including a notable waterfront structure. The calm water reflects the blue skies, while more trees line the shoreline, offering a private and tranquil atmosphere.
Home in Brunswick
4.94 out of 5 average rating, 110 reviews

Gurnet Summer Home "Beau Sejour"

Welcome to Beau Sejour. Authentic Maine property with two brand new balcony’s overhanging the ocean. Attached to the lower balcony includes a staircase- offering direct access to water/beach. A beautiful seating area and outdoor dining table rests on the upper deck, giving panoramic views of the cove and coastal wildlife. Sunrises are especially beautiful, with frequent sightings of bald eagles, osprey, and seals. An authentic Maine experience.

Superhost
A wooden deck extends towards the water, featuring two lounge chairs and a small table. Lush green grass surrounds the area, complemented by shrubbery and trees in the background. The view includes a calm sea and a clear blue sky.
Home in Harpswell
5 out of 5 average rating, 3 reviews

The Beach Pea - Waterfront cottage, Pet Friendly!

Come enjoy having the beach right outside your door at this quaint 2-bedroom house in Harpswell. No packing up to drive to the closest beach when the beach meets your front lawn. With plenty of room for lawn games and water fun, this house is perfect for your getaway to the Maine coast. Basic essentials such as sheets, towels, soap, and fans are provided. 4 Beach chairs, an Umbrella and some beach toys also available.

Popular amenities for waterfront rentals in Harpswell

When is the best time to visit Harpswell?

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Avg. price$313 SGD$342 SGD$302 SGD$350 SGD$387 SGD$452 SGD$495 SGD$491 SGD$436 SGD$399 SGD$329 SGD$351 SGD
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