
Waterfront vacation rentals in Boothbay
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Top-rated waterfront rentals in Boothbay
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Popular amenities for Boothbay waterfront rentals
Waterfront apartment rentals

Stunning Royal Richmond 2 Br Apartment Get Away!
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!

Beachside Penthouse Paradise on Old Orchard Beach
Jean is a cordial, friendly on site owner manager who takes great pride in her accommodations. No detail is too small to get her attention. Our unit was crisp, clean and delightfully appointed. We could not have been more pleased with our stay and delightful accommodations.

Crow's Nest
The Crow's Nest was a lovely apartment with a great view of the city from the rooftop. The photos and description of the apartment matched the actual experience. Kathy was super responsive any time we reached out to her. She also gave us a fabulous list of recommendations for the area including restaurants, coffee shops, bakeries, and local hikes.

Shore House, Posey Unit - Ocean Front Property
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!

Cottrill House on Damariscotta River # 1
Very comfortable. Terrific location. Lissette was very attentive, friendly and helpful. Would recommend her home to family and friends.

Penthouse Two Master Waterfront Suite with Rooftop
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.

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front
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.

Falmouth Waterfront Carriage House Apt
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

Oak Leaf
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!

Gorgeous Studio on the Kennebec
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!

Patio | Walk to Town | Water Access | Mill Cove
The home is a bargain for the price! The place was spotless, and the host Rochelle was proactive with the checking instructions and very kind. Would highly recommend for anyone visiting the beautiful town of Boothbay Harbor

Seahorse Shores of Wiscasset, ME
Great location on Back River. short drive to wiscasset and groceries. Fun to sit and watch the tides.

Town’s End Cottage
We had a wonderful time. The location was ideal. Having a dock and watching the lobster boats go by was a very unique for us. We saw seals swimming by and did some fishing from the dock. The sunset on the dock was amazing also. We would highly recommend.

Laurel Shore Cottage - Waterfront, Pet friendly!
Our stay at Laurel Shore Cottage was just what we needed. The location was serene - and we spent most afternoons and evenings sitting on the porch soaking in the beautiful landscape and scenery. The cottage itself was uncluttered and comfortable and the host was very responsive.

Luxury Waterfront Home with Dock - The Sea Eagle
The house was beautiful and in a great location. The owners were extremely responsive and kind! We had a wonderful weekend at this incredible house.

Waterfront Farmhouse with Modern Flair!
We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!
Waterfront condo rentals

Charming, newly remodeled space atop Munjoy Hill.
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)

Luxury Beach Front Condo! Prime Location!
Wonderful place, beautiful view, clean home, would Definitely rebooked in the near future! 100% recommend

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

Oceanfront Condo with Awesome Views
I would recommend it 100%

The Brunswick
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.

Harbor View Cottage Unit A 2 bedroom downtown
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.

Steps to Beach Private Parking Sleeps 4
My stay here was wonderful! The perfect homebase for our trip. Everything was exactly as described and then some. A great sea breeze and a cozy space to rest and relax before hitting the beach or walking into town. I felt right at home. I can't wait to go back again! 💜

Rustic Willard Beach condo ten mins from Old Port!
We loved our stay! The space is beautiful and cozy. The walk to the family friendly beach was just the right distance for my 4yo. The neighborhood is adorable and friendly! With an amazing bakery and ice cream shop just around the corner! Dave was a great host and took great care of us.
Quick stats about waterfront rentals in Boothbay
Total rentals
180 properties
Nightly prices starting at
R2,155 ZAR before taxes and fees
Total number of reviews
5.3K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
10 properties have a pool
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Samoset Resort
- East End Beach
- Belgrade Lakes Golf Club
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Freddy Beach
- Crescent Beach State Park
- Portland Museum of Art
- Maine Maritime Museum
- Portland Country Club
- Bradbury Mountain State Park
- Rockland Breakwater Light