
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 ﺩ.ﺇ 624 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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Oak Leaf
Welcome to our charming 1940s cottage, nestled in the banks of the beautiful New Meadows River. This cozy getaway boasts stunning river views and vintage charm with all the modern comforts. With two bedrooms and a bright, airy living space, you’ll feel right at home. Conveniently located just off Route 1, you’re only 10 to 20 minutes from Maine’s top beaches, fine dining, and unique shopping experiences. Enjoy beautiful sunsets by the fire pit, unwind and make lasting memories by the river.
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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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Gorgeous Studio on the Kennebec
Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.
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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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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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Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.
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Perched atop the Coast of the Atlantic Ocean
Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.
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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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Cottage on a wharf in a fishing village
Think..ocean, tides, lobster, fishermen, boats, two marinas, magnificent sunrise and sunsets, gateway to Rutherford Island and Christmas Cove, scenery, on a wharf in a working waterfront, friendly locals, buy lobster across the street at Osier’s cafe..eat in privacy on your own deck..magic, educational and authentic Maine!
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Popular amenities for Westport Island waterfront rentals
Waterfront apartment rentals

Sail Loft: Oceanfront Apartment on a Pier.
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Deckhouse with Footbridge Views!
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Welcome to "West Winds at Pemaquid"
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Beekeeper's Cottage- Peaceful,Quiet - Ocean Front
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Stunning Royal Richmond 2 Br Apartment Get Away!
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"Ship Shape": waterfront, cozy studio- downtown
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Spacious Downtown Hallowell River View Apartment
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Cottrill House on Damariscotta River #2
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Waterfront house rentals

Pinkham Cove - Water Front Cottage
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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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Oceanfront Escape • Walk to Beach • Sleeps 14
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The Modern Lakehouse
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Renovated home with amazing waterfront views
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Newly renovated 3BR house w/ stunning ocean views
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Beautiful Designer's Hideaway on the Maine coast!
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Waterfront condo rentals

Luxury Beach Front Condo! Prime Location!
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Rustic Willard Beach condo ten mins from Old Port!
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Oceanfront Condo with Awesome Views
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Attractive 1 bedroom cabin only 50 ft from beach#1
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Oceanfront condo, spectacular views
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Charming, newly remodeled space atop Munjoy Hill.
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The Brunswick
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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
- Coastal Maine Botanical Gardens
- East End Beach
- Hills Beach
- Fortunes Rocks Beach
- Popham Beach State Park
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Funtown Splashtown USA
- The Camden Snow Bowl
- Palace Playland
- Maine Maritime Museum
- Rockland Breakwater Light
- Portland Museum of Art
- Bradbury Mountain State Park
- Bug Light Park
- Reid State Park
- Farnsworth Art Museum
- Camden Hills State Park





