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Waterfront vacation rentals in Southport

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Popular amenities for Southport 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!
Guest favorite
A welcoming living area is showcased with soft furnishings in varied colors, including a green sofa and light blue armchair. A patterned area rug is placed under a coffee table. Natural light streams through a window adorned with sheer curtains, while a floor lamp and table lamp provide additional illumination.
Apartment in Richmond
4.92 out of 5 average rating, 157 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

MaryRating, 5 stars2 weeks ago
The apartment is beautifully designed, spacious, relaxing, and comfortable. What more could you ask for? We enjoyed our 3-night stay. Read some of the assembled books on birds and enjoyed delicious food at the local restaurants. Alice was a gracious and responsive host. You will truly love staying in her apartment!
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.
Guest favorite
Two white adirondack chairs are positioned on a grassy area overlooking a serene body of water. The landscape includes distant hills and a clear blue sky, complementing the peaceful waterfront setting.
Apartment in Edgecomb
4.86 out of 5 average rating, 485 reviews

Waterfront Condo at the Sheepscot

Maria JRating, 5 stars1 day ago
I can’t say enough about this cute condo right on the water! Easy to find and close to restaurants and historic sites, plus cute shops and art galleries. Audray was an amazing host and we will certainly be back!
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.
Guest favorite
A serene waterfront scene captures calm waters dotted with boats gently bobbing in the harbor. Rocky shores lead to lush greenery in the background, with a clear blue sky above, creating an inviting coastal atmosphere in this Maine setting.
Apartment in Falmouth Foreside
4.96 out of 5 average rating, 156 reviews

Falmouth Waterfront Carriage House Apt

KoriRating, 5 stars1 week ago
Anne’s place is wonderful! Peaceful with views of Casco Bay. I loved watching the boats from the apartment. Luxury bedding and furniture! Anne is super helpful and responsive! Amazing hosts and apartment!

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.
Superhost
A fire pit is positioned near the water's edge, surrounded by two adirondack chairs. The setting sun reflects off the river, casting warm hues across the sky and water. Green trees frame the tranquil scene, creating a peaceful atmosphere.
Home in West Bath
4.86 out of 5 average rating, 118 reviews

Oak Leaf

KayRating, 5 stars2 days ago
Enjoyed our stay very much! Lovely location on the water. Some white traffic noise but worth it watching the boats and wildlife! Comfy bed. We slept very well. Well-stocked kitchen. The location is perfect for lots of little day trips. Our only disappointment was the size of the smallest room. It’s very tiny. Great for a child but pretty tight for our adult son. Host was attentive. We will be back!
Guest favorite
A charming white cottage with a sloped roof is situated near the water's edge. Orange window boxes add a pop of color to the exterior, while a stone patio features several wooden chairs. Lush greenery surrounds the property, providing a natural backdrop.
Home in Bath
4.91 out of 5 average rating, 344 reviews

Gorgeous Studio on the Kennebec

JamesRating, 5 stars1 week ago
Perfect weekend retreat for a small family with a young one. Close to downtown, museum, and the firepit was so nice at night. 5 stars all around and will return in the future. Thanks Phillip!
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
Guest favorite
An octagonal house is nestled among trees, with a green metal roof and wooden siding. A wide deck leads to the entrance, overlooking a calm body of water. Lush greenery surrounds the property, creating a serene natural setting.
Home in St. George
4.91 out of 5 average rating, 34 reviews

Unique Octagonal House with Private Beach!

SamRating, 5 stars1 month ago
Simply magical! Cozy and fun space. We enjoyed watching eagles and ospreys fish, seals pop their heads up, and even an adorable family of foxes from the comfort of the living room! Kitchen had all necessities for cooking most meals at home. A nice trail for walking down the road and an awesome beach where the kids threw stones and searched for seaglass each afternoon. We were all sad to leave!
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!!!
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.
Superhost
Home in Phippsburg
4.8 out of 5 average rating, 238 reviews

Lobstermans Way

SuzanneRating, 5 stars10 months ago
This was our family’s second stay at the Bay House. We love the ever-changing views from the picture windows and watching the various birds fly about. We enjoyed using the included beach pass to the state park, but were also comfortable staying in to play board games on the one rainy day we had. I’m sure we’ll be back to visit Popham Beach in the future!

Waterfront condo rentals

Guest favorite
A sunlit sunroom features white walls and large windows adorned with bamboo shades. A blue futon is complemented by several decorative cushions. Two wicker chairs are positioned around a circular coffee table, inviting relaxation and enjoyment of the serene atmosphere.
Condo in Old Orchard Beach
4.86 out of 5 average rating, 51 reviews

Beautiful Updated Condo Steps from the Beach

KarenRating, 5 stars2 days ago
Great vacation place; I would definitely stay there again. Steps from the beach as listed; beach chairs available as listed. It was super clean, bright, and comfortable. There were 5 of us and there was ample space for each of us. Full kitchen. Attention to the little extra details with big impact--like: the extra USB & C tech plugs in EACH ROOM; cinnamon in the cupboard; enough towels, plates, forks; soap; backpack style beach chairs, & more. We could focus on relaxing and fun. Thank you for a great stay, Karen!
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.

Quick stats about waterfront rentals in Southport

  • Total rentals

    70 properties

  • Nightly prices starting at

    G$25,078 GYD before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Maine
  4. Lincoln County
  5. Southport
  6. Waterfront rentals