
Vacation rentals in Westport Island
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Top-rated vacation rentals in Westport Island
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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.

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!

1820s Maine Cottage with Garden
Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

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.

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.

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Renovated home with amazing waterfront views
Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). We accept either one dog or one cat.

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.

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.

Bath Historic District Apartment
Located in the Bath historic district, this one bedroom apartment is located just a few blocks from downtown. The apartment has a queen bed in the bedroom and also a queen sleeper sofa in the living room. The home was built in the late 1700's, but with the recent upgrades, it now feels fresh with classic elements. Located in Midcoast Maine, this apartment is an quick drive to the beach, hiking trails and museums.

The Sparrow’s Nest Charming Country Cottage
The Sparrow's Nest is located on a country road approximately 5 miles from downtown Boothbay Harbor. The Sheepscot River, it's coves and nature trails are close by. Enjoy the beautiful country surroundings, gardens, and the miracle of nature. What a delight to wake up to the sound of birdsong while enjoying a cup of local coffee, or sitting by the outdoor fire sipping wine and taking in the beautiful night sky.

Fully Renovated "Saltbox" Home in Boothbay
Start creating memories in this private setting, minutes away from Boothbay Harbor, Ocean Point, Botanical Gardens, and all the splendor that the mid-coast has to offer. Enjoy the grounds including an wonderful deck and a fire pit on the second level overlooking the property. It is a fantastic home-base for exploring Midcoastal Maine while enjoying close proximity to dining and shopping in Boothbay Harbor.
Popular amenities for Westport Island vacation rentals
Stay near Westport Island's top sights
Other great vacation rentals in Westport Island

Elegant Studio Apartment at the Old Firehouse

Serene Coveside Cottage

THE COVE :New England Nautical charm

Nature's Hideaway

Birch Point at Cushman Cove- Private/Entire Suite

Spacious 1 Bedroom Cottage Close to Everything 5

Merryhaven- Edgecomb/Boothbay/Damariscotta

Private & Peaceful Guest Suite With AC
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$37,671 GYD | G$41,647 GYD | G$40,810 GYD | G$55,879 GYD | G$42,485 GYD | G$46,670 GYD | G$47,089 GYD | G$52,321 GYD | G$52,321 GYD | G$51,274 GYD | G$53,367 GYD | G$51,274 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 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Westport Island?
Experience the best of Westport Island with our cottage rentals, starting at about $170 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 30 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 40 house rentals with a kitchen in Westport Island. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westport Island have wifi?
Absolutely! We offer over 40 house 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 40 house rentals with free parking in Westport Island. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Westport Island

Total vacation rentals
Explore 90 vacation rentals in Westport Island

Nightly prices starting at
Westport Island vacation rentals start at G$14,650 GYD per night before taxes and fees

Verified guest reviews
Over 2,580 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 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!
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- Rentals with a patio Westport Island
- Rentals with a washer and dryer Westport Island
- Rentals with a fire pit Westport Island
- House rentals Westport Island
- Family-friendly rentals Westport Island
- Rentals with outdoor seating Westport Island
- Waterfront rentals Westport Island
- Pet-friendly rentals Westport Island
- Rentals with a fireplace Westport Island
- Sebago Lake
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Popham Beach State Park
- Coastal Maine Botanical Gardens
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Fortunes Rocks Beach
- Palace Playland
- Funtown Splashtown USA
- The Camden Snow Bowl
- Rockland Breakwater Light
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Bug Light Park
- Cellardoor Winery
- Aquaboggan Water Park





