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Waterfront vacation rentals in Harpswell

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Popular amenities for Harpswell waterfront rentals

Waterfront apartment rentals

Guest favorite
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!
Guest favorite
Apartment in East End
4.96 out of 5 average rating, 481 reviews

Crow's Nest

DavidRating, 5 stars1 week ago
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.
Top guest favorite
Apartment in Boothbay Harbor
5 out of 5 average rating, 114 reviews

Sail Loft - Upscale Oceanfront on a Pier near BBH!

JoyceRating, 5 stars2 weeks ago
The location is incredible! Ive never had such a great view. The place was clean and comfortable. Booth ay Harbor is very nice place to stay.
Top guest favorite
Apartment in Arundel
4.98 out of 5 average rating, 336 reviews

Cape Arundel Cottage 1 mile to downtown KPT

ClydeRating, 5 stars4 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
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
Apartment in Edgecomb
4.86 out of 5 average rating, 485 reviews

Waterfront Condo at the Sheepscot

Maria JRating, 5 starstoday
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
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.
Top guest favorite
Apartment in Bristol
5 out of 5 average rating, 146 reviews

Welcome to "West Winds at Pemaquid"

ToddRating, 5 stars5 months ago
We had a great stay here. The apartment was perfectly clean and well appointed. Bob and Laura covered everything; thoughtful snacks, a comprehensive guest book, fully stocked kitchen and they even made umbrellas available. We were super comfortable and it was a great spot to base our Bristol adventures from!

Waterfront house rentals

Top guest favorite
Home in Windham
4.94 out of 5 average rating, 140 reviews

Waterfront Gem walkable to Restaurants!

LinhRating, 5 stars1 week ago
It’s very cute little house. We’re enjoy it. Thank you so much.
Guest favorite
Home in Wells
4.87 out of 5 average rating, 119 reviews

Drakes Island Beach Front Breathtaking Property !

PhilippeRating, 5 stars3 weeks ago
We had a wonderful stay at this beautiful beachfront home with our extended family, including a total of 6 adults and 5 kids. We had two additional adults spend one night, there was plenty of room for everyone. The house was spacious, comfortable, and perfectly suited for a group of our size. The location is unbeatable, right on Drakes Island Beach, with incredible views and direct access to the sand. While we didn’t go in the water, we spent plenty of time relaxing on the beach, walking along the shore, and enjoying the peaceful setting. The home was clean, well-maintained, and stocked with everything we needed. The large deck and open living spaces gave us plenty of room to spend time together and unwind. This was a perfect spot for a relaxing family getaway, and we’d absolutely return again. Highly recommended!
Superhost
Home in West Bath
4.86 out of 5 average rating, 118 reviews

Oak Leaf

KayRating, 5 stars1 day 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
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
Home in Boothbay Harbor
4.93 out of 5 average rating, 123 reviews

Renovated home with amazing waterfront views

NicoleRating, 5 stars3 weeks ago
Thoroughly enjoyed our stay! We unexpectedly had beautiful cloudless days most of the week. Great location & easy to get to the Harbor and Southport both of which we enjoyed! Recommend the Carriage House for a really top quality meal as well as Blue Moon Cafe (good lobster roll) which was one of Shirin’s recommendations. Would totally stay here again!!
Guest favorite
Home in Brunswick
4.98 out of 5 average rating, 51 reviews

Oceanfront, Mere Point year round home Brunswick

E ThomasRating, 5 stars8 months ago
Loved the layout of the house. Great kitchen and master bedroom. Master bath a little cramped. Enjoyed the view and outdoor seating.
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.
Guest favorite
Home in Freeport
4.95 out of 5 average rating, 152 reviews

Spacious costal home in Freeport, ME

ElizabethRating, 5 stars1 week ago
If you’re looking for a place in Freeport, look no further! I cannot say enough nice things about this experience. 1. The location is literally just minutes from the outlets, restaurants, etc…BUT away from the main road so you feel a neighborhood vibe vs the down town vibe which is SO relaxing. 2. The home was immaculate. Sheets, dishes, floors, bathrooms…you name it, it was clean! We felt so comfortable letting our children play and be kids. 3. The hosts were incredibly responsive, even in the middle of the night! You can just tell they’re good people◡̈ 4. Everything was thought of, from baby shampoo, to paper towels, trash bags, kids books, even ice in the ice trays! Everything we didn’t know we needed was provided. 5. The furniture was super comfortable. Every person that stayed said their bed was amazing, even the couches felt like you could just melt into. I could keep going, but bottom line, this whole experience was 10 stars and I’d book again in a heartbeat. ♡︎

Waterfront condo rentals

Top guest favorite
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
Condo in Old Orchard Beach
4.91 out of 5 average rating, 430 reviews

Luxury Beach Front Condo! Prime Location!

DaisyRating, 5 stars1 week ago
Wonderful place, beautiful view, clean home, would Definitely rebooked in the near future! 100% recommend
Guest favorite
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
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
Condo in Wells
4.85 out of 5 average rating, 187 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars1 week ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Guest favorite
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
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
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 Harpswell

  • Total rentals

    140 properties

  • Nightly prices starting at

    ﺩ.ﺇ514 before taxes and fees

  • Total number of reviews

    3.7K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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