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

Total holiday rentals
Explore 40 holiday rentals in Westport Island

Nightly prices starting at
Westport Island holiday rentals start at $291 NZD per night before taxes and fees

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

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Westport Island holiday 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 accommodation in Westport Island
Guests agree: These waterfront accommodation options 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)

Pet Friendly Audubon Bring Your Fishing Gear!
Enjoy the view from this wonderful 1940's waterfront cottage on the Sasanoa River in Woolwich. From here access Reid or Popham Beach State Parks with ease. Visit Maine Maritime museum in Bath, the "City of Ships." Head to Portland for a night out. Just relax and watch the seals, osprey and eagles. Rent a boat to enjoy all this extremely special waterway has to offer. Around the corner is the Kennebec River and Merrymeeting Bay, to the south you'll discover Phippsburg and historical Fort Popham.

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.

Waterfront Farmhouse with Modern Flair!
On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

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.

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

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.

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.

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!!

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.

Price's Point - Cabin on the water
Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.

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.
Popular amenities for Westport Island waterfront rentals
Waterfront apartment accommodation

Stunning Royal Richmond 2 Br Apartment Get Away!

Crow's Nest

Sail Loft: Oceanfront Apartment on a Pier.

Shore House, Posey Unit - Ocean Front Property

Cottrill House on Damariscotta River # 1

Penthouse Two Master Waterfront Suite with Rooftop

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front

Welcome to "West Winds at Pemaquid"
Waterfront house rentals

Newly renovated 3BR house w/ stunning ocean views

Serene Coveside Cottage

Oak Leaf

Renovated home with amazing waterfront views

Beautiful Designer's Hideaway on the Maine coast!

Spectacular River Retreat with Hiking Trails

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

Hermit Thrush House
Waterfront condo accommodation

Charming, newly remodeled space atop Munjoy Hill.

Luxury Beach Front Condo! Prime Location!

Oceanfront Condo with Awesome Views

Brand new unit 45 Steps to the beach! Sleeps 4

Oceanfront condo with Breathtaking view remodeled

Coastal Sunrise Condo 2 bd (1 king,1 twin) Balcony

The Brunswick

Attractive 1 bedroom cabin only 50 ft from beach#1
Destinations to explore
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- Pet-friendly rentals Westport Island
- House rentals Westport Island
- Rentals with a patio Westport Island
- Rentals with a washing machine and dryer Westport Island
- Rentals with a fireplace Westport Island
- Rentals with a fire pit Westport Island
- Family-friendly rentals Westport Island
- Rentals with outdoor seating Westport Island
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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
- Popham Beach State Park
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Fortunes Rocks Beach
- Funtown Splashtown USA
- Palace Playland
- The Camden Snow Bowl
- Bradbury Mountain State Park
- Portland Museum of Art
- Maine Maritime Museum
- Rockland Breakwater Light
- Farnsworth Art Museum
- Bug Light Park
- Camden Hills State Park
- Aquaboggan Water Park





