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Waterfront vacation rentals in Woolwich

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Woolwich waterfront rentals

Waterfront apartment rentals

Guest favorite
The private roof deck offers stunning views of Portland's bustling harbor. The wooden deck features a railing for safety and is furnished with a comfortable outdoor seating area, perfect for enjoying the scenery or relaxing in the sun.
Apartment in East End
4.96 out of 5 average rating, 158 reviews

62 Views

SandraRating, 5 stars6 days ago
My husband, toddler and I stayed here and had a great time! We loved sitting on the roof deck and the living room has an amazing view of the water. We walked almost everywhere, which was so nice. Overall great location! Would recommend to anyone!
Top guest favorite
A bright living room features a gray sofa with orange accent pillows, paired with an orange armchair and matching ottoman. Natural light streams in through large windows, illuminating the hardwood floor and a circular woven area rug that adds texture to the space.
Apartment in Cape Elizabeth
4.98 out of 5 average rating, 109 reviews

Beautiful Kettle Cove Apt Steps to Beaches

ChrisRating, 5 stars1 month ago
it's a magical location and such a well appointed apartment. as someone who has hosted on airbnb, I really appreciated all the amenities they had. the hosts are so dope as well. you cannot go wrong with the place, the location, or the vibe.
Top guest favorite
The exterior of a multi-unit house is displayed, showcasing a combination of gray siding and a distinctive red roof. A wooden deck is visible on the second level, connected to an open lawn area featuring grass and flowerpots. A clear blue sky enhances the setting.
Apartment in Orr's Island
4.92 out of 5 average rating, 121 reviews

Shore House, Posey Unit - Ocean Front Property

Mary AnnRating, 5 stars1 day ago
Jennifer's place is so interesting, clean and tastefully decorated! We enjoyed our stay very much and definitely would return there, as many guests do. Be sure to check out the wonderful nearby Salt Water Cod Cafe and the many Maine-made things from Seaside Creations on the road to the Giant Steps on Bailey's Island. Also, the chocolate from Jennifer's candy store up the road is really good. Thank you Jennifer for making this experience possible!
Top guest favorite
A spacious living area features large windows that provide scenic views of the surrounding landscape. Comfortable seating arrangements include a light-colored sofa and armchairs, complemented by a wooden coffee table. A dining area is visible, with fresh blooms enhancing the inviting ambiance.
Apartment in Arundel
4.98 out of 5 average rating, 336 reviews

Cape Arundel Cottage 1 mile to downtown KPT

ClydeRating, 5 stars5 days ago
Adorable, idyllic, comfortable, serene. Couldn’t have asked for a better spot for our Maine Minimoon! Some places have 5 stars and aren’t really legit — this is not one such place. Hillary’s place fully deserves ⭐️⭐️⭐️⭐️⭐️. We look forward to staying again soon!!
Top guest favorite
A bright living space features large windows allowing natural light to filter in. A cozy seating area with a plush pouf and a desk is complemented by a wooden bookshelf. Decorative plants and a stylish table add warmth and character to the room.
Apartment in Damariscotta
4.94 out of 5 average rating, 371 reviews

Cottrill House on Damariscotta River # 1

AndrewRating, 5 stars2 weeks ago
Great location as it it right on the Main Street - walkable to various restaraunt and shops. Would love to stay here again.
Top guest favorite
A modern kitchen features an island with bar stools and white shaker cabinets. Bright lighting is provided by pendant fixtures above. Large windows showcase waterfront views, while a dining area is visible, with a colorful striped rug under the table.
Apartment in Downtown Portland
4.96 out of 5 average rating, 115 reviews

Penthouse Two Master Waterfront Suite with Rooftop

TimRating, 5 stars1 week ago
These accommodations were perfect! Overlooking the Casco Bay harbor, the view was even better than depicted in the pictures. The condo was meticulously clean and very well appointed. The beds and pillows were so comfortable we slept even better than we do at home. The location could NOT have been better! It overlooks Portland’s old-town shopping district, and is easily walkable to all of the best restaurants in town. There is a beautiful walking trail just up the street, and you can easily catch the ferry to the islands from this location. It is convenient, beautiful and welcoming.
Superhost
The living area features a gray couch with a decorative yellow pillow, framed by three large windows that fill the space with natural light. Two patterned armchairs are positioned opposite the couch, and a circular coffee table holds magazines, creating an inviting seating arrangement.
Apartment in East End
4.78 out of 5 average rating, 286 reviews

Parkside Retreat on Portland's Eastern Promenade

AshleyRating, 5 stars3 weeks ago
This place was more spacious than I expected. The location is beautiful, you step outside and the water is right there was a great pathway for walking. It is so close to many things, we would’ve walked if it wasn’t raining. The mattress is very firm and the water pressure is the shower is great. I would definitely book another stay here.
Top guest favorite
A serene view of Maquoit Bay is displayed, featuring calm, reflective waters under a clear blue sky. Seaweed lines the shore, complementing the natural landscape of distant tree-covered shorelines, creating a peaceful coastal scene.
Apartment in Freeport
4.98 out of 5 average rating, 265 reviews

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front

MarissaRating, 5 stars8 months ago
Our stay at The Bee Keepers Cottage was amazing. The property met our needs perfectly and it was super cute and cozy. The host was very responsive and communicative. And for any star gazers out there, the sky on a clear night is mesmerizing.

Waterfront house rentals

Superhost
The scenic coastline is framed by natural greenery, with a charming cottage nestled among the trees. The rocky shore leads to the calm water, reflecting the blue sky. A picnic table can be seen on the grass, inviting outdoor relaxation.
Home in Harpswell
4.9 out of 5 average rating, 115 reviews

Rising Tide Times - quintessential Maine cottage

AnthonyRating, 5 stars8 months ago
Stayed at Bethany's place for a long weekend at the end of the season. The location is unbeatable, the house is situated on its own little peninsula in a stunning cove; it feels very private and has amazing views of the water. There's tons of outdoor space and seating, along with several kayaks. The house itself is clean, quiet, and peaceful, although it's definitely small--probably best for one or two people, or a couple with a small child. Access is down an unpaved road but Bethany's very clear instructions made it easy to find, and she was responsive to any questions we had. Harpswell abounds with areas to hike and explore, lots of good places to eat (though you will definitely need a car) and is less than an hour from Portland and only half an hour from Freeport.
Top guest favorite
A modern cabin exterior is framed by tall trees, featuring a large window that invites light into the interior. A spacious wraparound deck is present, enhanced by warm, glowing string lights. Comfortable outdoor seating is arranged on the deck, creating an inviting atmosphere.
Home in Bridgton
5 out of 5 average rating, 103 reviews

Wren Cabin + Wood fired Sauna

WillRating, 5 stars1 week ago
Our stay was so relaxing. The house is very comfortable and we felt at home right away. Kitchen had everything we needed to prepare meals. The sauna is absolutely magical and the lake was quiet and peaceful. Check in/out was a breeze. Perfect spot for a relaxing long weekend with zero stress.
Guest favorite
The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.
Home in Naples
4.99 out of 5 average rating, 124 reviews

LUX Designer Private Waterfront

CodyRating, 5 stars2 weeks ago
We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10
Top guest favorite
The exterior of the house features a brown wood facade with large triangular windows enhancing natural light. A wide deck is adorned with flower pots, surrounded by well-maintained greenery and a grassy lawn, creating a welcoming entrance.
Home in Pittston
4.99 out of 5 average rating, 146 reviews

Riverside

MarleneRating, 5 stars2 weeks ago
This was my 5th time going there and I love it! The house is so cozy & very clean. The property is large and the view is breathtaking over looking the river. They are also pet friendly so we were able to take our Lhasa Apso Revy on vacation with us. Besides how great this Air BnB is, my favorite is the hosts Kent & Tish! They are wonderful people. They are kind & friendly, & have such beautiful souls. They have become family to me! I highly recommend getting this air bnb!! Thank you again Tish & Kent! Ian, Revy, & I are always happy to see you!!
Guest favorite
A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.
Home in Augusta
4.95 out of 5 average rating, 155 reviews

Lakefront: Private Hot Tub, Sauna & Free Massages!

ArghyaRating, 5 stars2 weeks ago
We stayed at this lovely lakefront home for the Memorial Day weekend, and it was lovely. The kitchen was well equipped and the home was well appointed and very comfortable. We would love to come back here again
Top guest favorite
A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.
Home in Newcastle
4.99 out of 5 average rating, 159 reviews

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

RandyRating, 5 stars2 weeks ago
My wife and I completely enjoyed our stay at Ani’s place. She literally thought of everything any guest could ever want. Beautiful surroundings…walking distance to the Fish Ladder….a couple of miles to all the restaurants downtown. And the place itself is immaculate. The kitchen was perfect for eating in every night. This place is an absolute no-brainer to rent and we can’t wait to return!!!
Guest favorite
An aerial view of a contemporary home nestled among lush greenery, with a light-colored roof blending into the surroundings. The exterior features a spacious deck, providing an accessible area overlooking the rocky shoreline. The proximity to nature is highlighted by the dense trees and vegetation.
Home in Georgetown
4.96 out of 5 average rating, 23 reviews

Breathtaking Bay Views!

ColletteRating, 5 stars8 months ago
I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.
Top guest favorite
Home in Canton
4.99 out of 5 average rating, 154 reviews

Private Lakehouse, Firepit & Amazing Sunset Views

JaneRating, 5 stars1 week ago
fantastic stay. clean and well equipped. the lake is even more beautiful than the pictures! Roman was very responsive and went above and beyond in providing helpful information about the area and place.

Waterfront condo rentals

Top guest favorite
A bright living area is revealed, featuring large windows that allow natural light to fill the space. A cozy gray sofa and matching armchair are complemented by colorful pillows. A small side table holds a plant, and a soft area rug adds warmth to the hardwood floor.
Condo in East End
4.99 out of 5 average rating, 96 reviews

Charming, newly remodeled space atop Munjoy Hill.

ChrisRating, 5 stars7 months ago
Unit was very clean, situated in a quiet residential area and within walking distance to many of Portland's best bars, restaurants and attractions. Host was communicative and provided clear guidance on check-in/-out procedures and offered up suggestions to local attractions. On my recommended list - dinner at Twelve (one of the best restaurants in the US, IMHO); on-site food truck tacos washed down with a Hazy IPA at Bellflower or Austin Street Brewery; an everything bagel with lox & morning latte at Forage; the East Promenade for a food truck lunch, then a stroll along the waterfront trail to the port area for an ice cream cone at Gorgeous gelato; afternoon coffee at Double Great Coffee; and a post-dinner whiskey @ Independence Ice. Only downside on my visit was the upstairs neighbor. Dude clearly isn't a principal dancer in the Portland Ballet, as light on his feet wouldn't describe him. Not a stereo or TV issue - you can just hear the noise from him walking (8AM-10PM when there)
Guest favorite
A private balcony is showcased with comfortable outdoor seating and large potted plants. Vibrant flowers are visible in the background, enhancing the serene environment. The ocean can be seen in the distance, providing a calming coastal view.
Condo in Old Orchard Beach
4.91 out of 5 average rating, 431 reviews

Luxury Beach Front Condo! Prime Location!

DaisyRating, 5 stars2 weeks ago
Wonderful place, beautiful view, clean home, would Definitely rebooked in the near future! 100% recommend
Guest favorite
A cozy studio space features a queen bed dressed in floral patterns, paired with a plush couch. A small kitchenette is visible, equipped with essential appliances, while a dining area is positioned nearby. Natural light brightens the wooden floors, enhancing the inviting atmosphere.
Condo in Old Orchard Beach
4.91 out of 5 average rating, 67 reviews

Rustic Retreat studio, steps to the Beach. Unit #3

KayleenRating, 5 stars7 months ago
Deborah was very helpful and quick to respond. She had great suggestions on where and what to visit. The travel magazines she had on her TV stand were extremely helpful. The bed was very soft, which I love, so I slept really well. We loved the touch of having beach chairs available. The only downsides I can think of, are that the shower is very small, and it’s hard to back out of the parking space.
Guest favorite
A sweeping view of a sandy beach stretches along the coastline, bordered by the ocean on one side. The horizon showcases a mix of blue sky and gentle clouds. A distant expanse of beach is visible, with sparse vegetation and occasional structures lining the shore.
Condo in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

NadiaRating, 5 stars1 month ago
I would recommend it 100%
Guest favorite
A spacious deck is furnished with white wicker chairs and a glass table, offering a relaxing spot to enjoy ocean views. The sun shines brightly over the water, and the sandy beach is visible in the distance, enhancing the serene atmosphere.
Condo in Old Orchard Beach
4.85 out of 5 average rating, 93 reviews

The Brunswick

ChantelRating, 5 stars2 weeks ago
Great place to stay! Convenient location above the Brunswick with panoramic views of the beach and ocean, and a short walk to bars, restaurants, shops, and amusements. The condo is clean, spacious and well furnished. The living room and the balcony have plenty of room to relax and enjoy the views and sound of the waves. The king mattress is super comfortable. The keyless entry pads to both the building and condo make it easy to get in and out without having to worry about keys.
Guest favorite
A charming seaside cottage is depicted, featuring white siding with blue trim. The entrance is framed by a set of flower boxes, providing a touch of color. The small front porch leads to a white door, while large windows allow natural light to fill the space.
Condo in Old Orchard Beach
4.73 out of 5 average rating, 119 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

SharonRating, 5 stars5 months ago
This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.
Top guest favorite
An open concept space features a modern kitchen with light wood paneling and sleek stainless-steel appliances. A multi-colored granite countertop serves as a dining area with four teal stools. Visible in the background is a cozy seating area and an entry to a bedroom.
Condo in Belfast
5 out of 5 average rating, 17 reviews

Harbor View Cottage Unit A 2 bedroom downtown

BrandonRating, 5 stars9 months ago
What a beautiful location and house. There’s nothing better than sitting in the living room or front porch and being able to see the Belfast Bay. The house is very clean and neat. Beds are comfortable, shower is very hot. Don’t miss the sunrise in the mornings. Overall this is one of our favorite places we have stayed in Belfast.
Top guest favorite
A bright living area features a red couch with decorative pillows and an ottoman. Two windows offer natural light and views of the surroundings. A television is placed on a white media console, while an air conditioning unit is installed above, ensuring comfort.
Condo in Old Orchard Beach
4.98 out of 5 average rating, 55 reviews

Steps to Beach Private Parking Sleeps 4

KatelynRating, 5 stars7 months ago
Perfect little place for a weekend away near Portland!

Quick stats about waterfront rentals in Woolwich

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$12,549 GYD before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Sagadahoc County
  5. Woolwich
  6. Waterfront rentals