
Vacation rentals in Westport Island
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Quick stats about vacation rentals in Westport Island

Total vacation rentals
Explore 100 vacation rentals in Westport Island

Nightly prices starting at
Westport Island vacation rentals start at G$16,732 GYD per night before taxes and fees

Verified guest reviews
Over 2,250 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 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 vacation rentals in Westport Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

Tiny A-Frame Romantic Getaway
Camp Lupine is a brand new Luxury 400 sq ft Tiny A-Frame tucked away on a private wooded lot with a small stream just a quarter mile off Coastal Route 1. With Historic Wiscasset, Booth Bay, Bath, Freeport, and Portland all at your fingertips, it’s the perfect romantic getaway. Spend your days exploring coastal Maine and your nights soaking in the hot tub with a glass of Malbec. Stay for a while and explore the growing restaurant scene in Wiscasset and the entire Midcoast region. See you soon!
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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!
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Hall Bay Haven
This brand-new waterfront cottage has it all! Killer views of the water from the large deck, screen porch, or through the wall of windows in the vaulted living area. Well-equipped gourmet kitchen, tiled bathrooms, outdoor shower, ramp and float, canoe and kayak, and much more. Convenient to Bath, Five Islands, Reid State Park. Walking distance to Robinhood/Derecktor Marina, Osprey Restaurant, and Robinhood Free Meeting House. Two queen beds and a very comfortable queen sleeper in LR.
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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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Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.
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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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The Cottage
Welcome to The Cottage—your cozy getaway in the heart of Bath, Maine! Perfectly situated near charming coastal towns, beautiful beaches, and scenic hiking trails, this retreat offers a comfy living area, fully equipped kitchen, and four inviting bedrooms. Sip your morning coffee from the sunny dining room window seat, or wind down by the fire pit out front. Note: The Cottage is attached to the owner’s home, but you’ll have full privacy throughout your stay.
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Cozy Midcoast Island Cottage
Unplug, unwind, and experience the true essence of Midcoast Maine. Nestled in the quiet woods of historic Westport Island, our cozy cottage offers a peaceful sanctuary surrounded by tidal inlets, towering pines, and abundant wildlife. Enjoy complete privacy with easy bridge access to the mainland. The perfect balance of seclusion and coastal convenience. Midcoast Maine harbors, lighthouses, beaches, and local seafood spots are just a short drive away.
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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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Beautiful modern cabin
Minutes from the Maine Botanical Gardens and Gardens Aglow! Relax with the whole family at this peaceful new cabin on Barters Island near Boothbay Harbor, Maine. Modern amenities meet rustic charm, ensuring a comfortable stay. Expansive windows bathe the interior in natural light, accentuating the hardwood floors and contemporary décor. With easy access to the beautiful Maine coast, this Barters Island cabin is the ideal serene retreat.
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Private Guest Apartment with separate entrance.
Your perfect base for discovering all the wonderful places Midcoast Maine has to offer. Located on a peaceful wooded lot, this one bedroom apartment sits on the ground floor of our 2-story home. Separate private deck entry with parking. sitting room with a dining table that looks out onto the deck, queen bedroom, private bathroom with jetted tub and separate shower, fully equipped kitchenette; NEW FURNACE-quiet and efficient.
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Lakeside 3 BR Cabin in Boothbay Harbor
This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).
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Popular amenities for Westport Island vacation rentals
Other great vacation rentals in Westport Island

Perfectly located in the heart of Midcoast Maine!
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River View Casita
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Bright apt on quiet Westport Isle with river view
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Five Islands Waterfront Retreat
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Private & Peaceful Guest Suite With AC
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Eagles & Hot Tub on the Water | Bath, Maine Home
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The Nest on Sawyers Island
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The Happy Harbor House! Walk to town!
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When is the best time to visit Westport Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,646 GYD | G$41,620 GYD | G$40,784 GYD | G$33,254 GYD | G$53,332 GYD | G$50,404 GYD | G$47,058 GYD | G$52,287 GYD | G$52,287 GYD | G$51,241 GYD | G$53,332 GYD | G$51,241 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Westport Island?
Westport Island has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in hotel rentals in Westport Island?
Experience the best of Westport Island with our hotel rentals, starting at about $270 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Westport Island?
Four-legged friends are welcome in Westport Island. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Westport Island?
Yes! Work meets play with ease at over 40 vacation rentals in Westport Island featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do hotel rentals in Westport Island have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Westport Island. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westport Island have a kitchen?
Absolutely! We offer over 50 house rentals with a kitchen in Westport Island. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Westport Island have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in Westport Island. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westport Island have free parking?
Absolutely! We offer over 50 house rentals with free parking in Westport Island. Enjoy a tailored experience with all the comforts you desire.
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