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Waterfront vacation rentals in South Portland

Find and book unique waterfront rentals on Airbnb

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Popular amenities for South Portland waterfront rentals

Waterfront apartment rentals

Top guest favorite
Apartment in East End
4.97 out of 5 average rating, 153 reviews

62 Views

JuanRating, 5 stars3 weeks ago
Great host, quick to respond to questions. Nice, clean place with great views. Nicely located near downtown, easily walkable. Would recommend if visiting Portland.
Guest favorite
Apartment in East End
4.92 out of 5 average rating, 153 reviews

Two-Story, Direct Ocean Views on Eastern Promenade

AveryRating, 5 stars1 month ago
This spot was perfect for a weekend getaway! The Airbnb was clean with spacious accommodations. The apartment has an amazing view of the ocean. Adilah was great to work with! I would highly recommend this stay!
Top guest favorite
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 183 reviews

Beachside Penthouse Paradise on Old Orchard Beach

MartinRating, 5 stars6 months ago
My family had a great a stay at this Air B&B! Peaceful, scenic, and clean. This was exactly what we were looking for and more.
Top guest favorite
Apartment in Cape Elizabeth
4.98 out of 5 average rating, 107 reviews

Beautiful Kettle Cove Apt Steps to Beaches

NicoleRating, 5 stars6 months ago
Loved staying here! It's a very short walk to Kettle Cove State Park and Crescent Beach. Cape Elizabeth is a charming, quiet little town. If you're looking for a peaceful relaxing getaway spot, this is it. You'll feel right at home. Plus the hosts are very responsive and friendly. I'm already thinking about when I can return!
Guest favorite
Apartment in Dover
4.86 out of 5 average rating, 166 reviews

🌹Lovely 3Bed-2Flrs✌🏼Free Wine🍷Portsmouth-UNH-Dover

Sue EllenRating, 5 stars6 months ago
Cozy, clean apartment within walking distance to shops and restaurants. Wine and toiletries were an extra nice extra touch! Great communication!
Guest favorite
Apartment in Kennebunkport
4.91 out of 5 average rating, 128 reviews

Marsh Views#3:Cozy/quiet spot on a preserve&river

DianneRating, 5 stars6 months ago
Great clean place in Kennebunkport. Friendly, helpful and responsive host. Beautiful views of marshes with outdoor activities to enjoy! Will definitely stay here again!
Top guest favorite
Apartment in Freeport
4.98 out of 5 average rating, 265 reviews

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front

MarissaRating, 5 stars6 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
Apartment in Falmouth
4.96 out of 5 average rating, 153 reviews

Falmouth Waterfront Carriage House Apt

MichaelRating, 5 stars4 months ago
I have stayed at Anne’s place many times. Anne and her husband are always very nice and friendly. The apartment is spotless, comfortable and you can’t beat the location, just up the hill from charming Falmouth Town Landing and beach and an easy drive to downtown Portland.

Waterfront house rentals

Superhost
Home in Acton
4.85 out of 5 average rating, 26 reviews

Private oasis on Lake Mousam all season activities

PeterRating, 5 stars2 months ago
Great house and location. This was my 2nd time staying here and will definitely be coming back again.
Top guest favorite
Home in Portland
4.97 out of 5 average rating, 218 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

StephanieRating, 5 stars2 weeks ago
Meghan's home was a perfect place to stay for my sister's Bachelorette weekend! The home is located in a quiet community with views of the river and bay, and it was conveniently located with just a short drive into the heart of Portland. We found our stay extremely comfortable, especially on such a cold and dreary April weekend. Meghan had the hottub ready for us with matching robes for all which was a fun surprise. Check in and check out were a breeze. We even took a breakfast recommendation from the guest book (Forage Market, yum!), a tasty experience indeed. Thanks again, Meghan!
Guest favorite
Home in Casco
4.88 out of 5 average rating, 68 reviews

The Sunrise House

SabrinaRating, 5 stars2 days ago
The location was really beautiful. A lovely spot for a weekend on the lake. Even in bad weather, the aesthetics of the cabin brought peace and the multi-season porch let us feel outside even if the rain slowed down some of our activities. Stephanie had excellent communication the whole time, and really prompt answers when we asked questions during the trip. The linens were fresh, counters were pristine, and the space was very organized. The house was well-stocked with basics (salt/pepper, dishes, cooking oil, sufficient toilet paper). Check out was easy, and required basic clean up required at most other airbnbs (start laundry, load dishes). The other guests and I talked about how it would be nice to come back again in the future with hopefully better weather. We had a great stay!
Top guest favorite
Home in Raymond
4.92 out of 5 average rating, 13 reviews

37(A) Shore Rd, Raymond ME

MicheleRating, 5 stars2 months ago
Although most consider The Maine Lakes Region a summer play land, it is also an absolutely breathtaking winter wonderland and made extra special staying at this residence. The sunrise views over a frozen, snow covered Thomas Pond are very special; this open and spacious home really made us feel that we were on vacation. During our stay a little snow storm passed through, the hosts plowed and cleared immediately. Highly recommend this residence year round.
Guest favorite
Home in Shapleigh
4.95 out of 5 average rating, 19 reviews

Private Lake House with Docks & Views for Days

Jennie RyanRating, 5 stars6 months ago
Fantastic spot. We stayed in the fall. It was quiet on the lake. We enjoyed SUPing and Kayaking. Was happy to find “one earth” natural grocer up the road a bit. We enjoyed a fire in the wood stove every night. The Loons were a special treat too. It is steep and lots of stairs to the water but worth the climb. :) Lea was so accommodating and responded immediately to every inquiry. Hoping to book again next fall!
Top guest favorite
Home in Kennebunk
4.98 out of 5 average rating, 54 reviews

The Driftwood - Oceanfront in Kennebunk Sleeps 11

KaranRating, 5 stars6 months ago
We loved it! Lots of space for 7 of us, plenty of bathrooms, plus space to put together a jigsaw puzzle, watch the football game, sit down and eat, or work if you have to - all at the same time!! In other words, lots of common areas to spread out in. Being right on the beach was wonderful. And downtown is about a mile stroll, so you can eat too much at the little crepe place and walk it off on the way home. We would definitely come back if we have the chance. Beautiful home and Rives made it very easy to enjoy it.
Guest favorite
Home in Shapleigh
4.96 out of 5 average rating, 146 reviews

Secluded Lakehouse/2 private docks*Hottub*big yard

CarlyRating, 5 stars1 month ago
We had a wonderful stay at this home for a mother daughter weekend end of March. Great location for each of us coming from different states in New England. The home was very clean, each of us commented on how comfortable the beds were, also loved the good quality linens. The huge dining table was unique for a rental and was awesome for sharing meals and doing arts & crafts. Lots of space and seating in the living room as well. Highly recommend staying here!
Guest favorite
Home in Sanford
4.88 out of 5 average rating, 40 reviews

Waterfront Condo- Maine village retreat

DiannaRating, 5 stars5 months ago
We had a great stay! Loved the views and hot tub. It was so close to town but felt private with the privacy fence. Owners were very responsive! Thanks for a great stay

Waterfront condo rentals

Guest favorite
Condo in Old Orchard Beach
4.85 out of 5 average rating, 46 reviews

Beautiful Updated Condo Steps from the Beach

GabrielleRating, 5 stars5 months ago
This Airbnb was a great space for 4 people. It was a short walk to the beautiful beach. About 20 minutes from so many shops and restaurants in Portland. Host sent very detailed instructions the day before the trip that were very accurate and helpful. Neighborhood felt safe and the unit was very clean.
Guest favorite
Condo in Old Orchard Beach
4.91 out of 5 average rating, 418 reviews

Luxury Beach Front Condo! Prime Location!

YurikaRating, 5 stars3 days ago
The place was beautiful and clean with a great balcony! Access to beach was so easy and so convenient. Thank you for hosting us !!
Guest favorite
Condo in Old Orchard Beach
4.91 out of 5 average rating, 66 reviews

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

KayleenRating, 5 stars6 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
4.89 out of 5 average rating, 104 reviews

Oceanfront Condo with Awesome Views

CarolineRating, 5 stars1 month ago
This is the perfect place! Everything is very clean, and nothing missing! Kevin is very nice. He was good tips. I've always dreamed of coming to OOB in the winter and really enjoyed the experience! Loved our stay. With its location and double patios, the views are splendid! For lovers of the sound of the waves, the view of the sea, sunrises, long walks to the beach… this is the place!
Guest favorite
Condo in Wells
4.84 out of 5 average rating, 178 reviews

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

EverRating, 5 stars2 weeks ago
100 percent recommended!!
Guest favorite
Condo in Old Orchard Beach
4.84 out of 5 average rating, 89 reviews

The Brunswick

EileenRating, 5 stars1 month ago
The location is amazing. The view is amazing as shown in the pictures. The apartment was actually pretty quiet, we couldn’t hear anyone in other units and little to no noise from the beach or bar below, though we stayed in the off-season. The balcony is huge and plenty of seating options and the living room is spacious and lots of seating. We had two young kids with us and we all had a great time. Would stay again.
Guest favorite
Condo in Wells
4.97 out of 5 average rating, 38 reviews

NEW Beachside Wells Beach Condo with Pool

MarilynRating, 5 stars1 week ago
The Wells Beach condo was very comfortable and clean. It was off season so it was pleasantly quiet. It is very close to a great beach with a long stretch to walk and great for swimming and sunbathing in the good weather. There was a pool right outside the condo door which would be super convenient in the warm weather. The condo is well maintained and the ability to walk across the street to the beach is a great benefit. Plus there are restaurants and shops close by,
Guest favorite
Condo in South Portland
4.95 out of 5 average rating, 168 reviews

Rustic Willard Beach condo ten mins from Old Port!

NaimaRating, 5 stars1 week ago
What a wonderful place in a lovely neighborhood. The condo exceeded our expectations—it was even more beautiful in person. We had a comfortable, happy stay with our small children. Scratch Bakery and an ice cream parlor are right across the street! And the book collection was great. Highly recommend!

Quick stats about waterfront rentals in South Portland

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    4.3K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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