
Waterfront vacation rentals in Westport Island
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Westport Island

Total vacation rentals
Explore 40 vacation rentals in Westport Island

Nightly prices starting at
Westport Island vacation rentals start at G$35,550 GYD per night before taxes and fees

Verified guest reviews
Over 1,100 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Westport Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Westport Island rentals

4.9 Average rating
Westport Island stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated waterfront rentals in Westport Island
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Waterfront Guest House on the Maine Coast
Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)
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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.
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StreamSide Getaway- HOT TUB / AC/ Wi-Fi
The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!
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The Stilt House
Once the island Trading Post (in the 1820's) now serves as a private retreat on Westport Island. The whole property has been listed on the National Register of Historic Places since 1982. The building is nestled at the water's edge, half on land and half on stilts over the tidal waters of the Sheepscot River. The property has its own private deck, island, rocky beach, trails and hammock. This is an old structure - over 200 years old! A great piece of history and an absolute oasis.
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Coastal Waterfront Cottage in West Bath
***Please Message me to ask about possible discounts and length of stay minimums.*** 4 season home right on the waters edge on New Meadows River in West Bath sits this newly remodeled home. Fully furnished and includes a Minisplit Heat Pump/ AC, and Propane fireplace. Great location as it is on a dead end road that is just minutes to shopping, restaurants, etc. Incredible spot to watch the boats come and go as Sawyer park boat launch as well as the town boat launch are right in view.
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Cozy log cabin on private pond, near Reid St Park!
Winter or summer, the Little River Retreat will help you step away from the world - but still be minutes from Reid State Park, Five Islands Lobster, the Georgetown General Store, and the rugged beauty of Midcoast Maine. This is our family camp, with our own books, games, and “vibe”. It is not a hotel, and some things may not be “industry standard”. We love the unique charm of this space and place, and many repeat guests do too. We hope you will treasure (and care for it) as we do!
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Welcome to "West Winds at Pemaquid"
Take a moment to unwind with a leisurely walk along the natural pathway leading to Coombs Cove off John's Bay. Sit quietly and watch the tide ebb and flow, or lose yourself in that book you've been meaning to read. It's an ideal retreat for couples seeking breathtaking scenery and tranquil solitude. Built in 2017, West Winds features two bedrooms, a full bathroom, a cozy living room, an eat-in kitchen, laundry facilities, and WiFi—everything you need for a relaxing getaway.
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Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit
Unwind at your own studio cabin with forest views, private sauna & pond! * New Private Cedar & Glass Barrel Sauna * Minutes to Reid State Park Beach & 5 Island🦞 * Fire Pit * Outdoor Shower * Rain Shower & Heated Bathroom Floor * AC/Heat * TV & Record Player w/Vinyl * Fast Wifi *Spruce Studio 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 & separated by a privacy screen and natural landscaping.
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Pinkham Cove - Water Front Cottage
Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!
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Panoramic Water Views on the Sheepscot
From our living room a wall of windows take in the expansive views of Barter's Island upward to the ocean. Relax on the sunny deck, listen to the birds and lobster boats and watch the seals on the ledge at low tide. Take a walk for breathtaking scenic views of the Sheepscott river. Bring your books, bikes and kayaks. Westport Island offers several preserves for hiking, a local brewery and is a central location to visit many nearby midcoast sights and activities.
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Spectacular River Retreat with Hiking Trails
Spectacular listing brought to you by seasoned Bath Superhosts! Enjoy sweeping views of the Kennebec River while cozying up by the fireplace. This modern art filled minimalist house sits on a bluff overlooking the Kennebec River and leads into Bath's peaceful Thorne Head Preserve, a vast network of trails that climb and hug the river's edge. It's just minutes away from downtown Bath, the historic and charming City of Ships.
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Waterfront Sunrise Cove Cottage
Unwind with spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! This is the perfect home base for a midcoast Maine getaway. The post-and-beam cottage has cozy furnishings and expansive views across a field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river & nights are full of stars. Owners live on property with small dog.
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Popular amenities for Westport Island waterfront rentals
Waterfront apartment rentals

Stunning Royal Richmond 2 Br Apartment Get Away!
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Beautiful Kettle Cove Apt Steps to Beaches
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Sail Loft: Oceanfront Apartment on a Pier.
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Cottrill House on Damariscotta River #2
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Artsy Hideaway by the Bay
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Penthouse Two Master Waterfront Suite with Rooftop
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Beekeeper's Cottage- Peaceful,Quiet - Ocean Front
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Falmouth Waterfront Carriage House Apt
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Waterfront house rentals

Hall Bay Haven
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Oak Leaf
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Renovated home with amazing waterfront views
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Beautiful Designer's Hideaway on the Maine coast!
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Waterfront Farmhouse with Modern Flair!
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Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
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Hermit Thrush House
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Mermaid's Chair | Private Beach | Hot Tub
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Waterfront condo rentals

Charming, newly remodeled space atop Munjoy Hill.
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Luxury Beach Front Condo! Prime Location!
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Oceanfront Condo with Awesome Views
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Brand new unit 45 Steps to the beach! Sleeps 4
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Coastal Sunrise Condo 2 bd (1 king,1 twin) Balcony
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The Brunswick
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Attractive 1 bedroom cabin only 50 ft from beach#1
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Waterviews|Sunsets|Boothbay Harbor
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Destinations to explore
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- Sebago Lake
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Coastal Maine Botanical Gardens
- Hills Beach
- Fortunes Rocks Beach
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- The Camden Snow Bowl
- Palace Playland
- Rockland Breakwater Light
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Bug Light Park
- Farnsworth Art Museum
- Reid State Park
- Camden Hills State Park





