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Waterfront holiday rentals in South Portland

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in South Portland

Waterfront apartment rentals

Top guest favourite
Flat 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 favourite
Flat in East End
4.92 out of 5 average rating, 153 reviews

Two-Story, Direct Ocean Views on Eastern Promenade

AveryRating, 5 stars4 weeks 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 favourite
Flat 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 favourite
Flat 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 favourite
Flat 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 favourite
Flat 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!
Guest favourite
Flat 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.
Top guest favourite
Flat in Brunswick
4.98 out of 5 average rating, 200 reviews

Garden view near Bowdoin College

ErinRating, 5 stars1 month ago
Jason was a very nice, he went above and beyond to make us feel welcome. Very grateful for his hospitality, we will definitely be returning and looking forward to it!! Thank you Jason!

Waterfront house rentals

Top guest favourite
Home in Gardiner
4.98 out of 5 average rating, 45 reviews

2 Acre Waterfront w/Canoes & Kayaks, Game Room

LivRating, 5 stars1 month ago
I love coming to Maine, and this was my first time staying at Rob's place—it was beautiful! Rob was more than accommodating and incredibly hospitable. The home is gorgeous, super clean, cozy, and very private. The game room was such a fun bonus! It was the perfect little getaway. Thank you so much, Rob, for everything! I will definitely be keeping this place in mind for future visits!
Top guest favourite
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 favourite
Home in Casco
4.88 out of 5 average rating, 67 reviews

The Sunrise House

SabrinaRating, 5 stars1 day 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 favourite
Home in Raymond
4.92 out of 5 average rating, 13 reviews

37(A) Shore Rd, Raymond ME

MicheleRating, 5 stars1 month 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 favourite
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!
Guest favourite
Home in West Gardiner
4.96 out of 5 average rating, 26 reviews

2 BR Waterfront house with stunning view.

KristenRating, 5 stars7 months ago
This was a really nice house on a beautiful lake. The beds were comfortable and there were enough to accommodate us. It was very clean and easy to enjoy your stay. We really enjoyed our stay.
Top guest favourite
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 favourite
Home in Shapleigh
4.96 out of 5 average rating, 145 reviews

Secluded Lakehouse/2 private docks*Hottub*big yard

CarlyRating, 5 stars4 weeks 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!

Waterfront apartment rentals

Guest favourite
Apartment 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 favourite
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 418 reviews

Luxury Beach Front Condo! Prime Location!

YurikaRating, 5 stars2 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 favourite
Apartment in Old Orchard Beach
4.89 out of 5 average rating, 104 reviews

Oceanfront Condo with Awesome Views

CarolineRating, 5 stars1 month ago
C’est l’endroit parfait ! Tout est très propre, et il ne manque rien! Kevin est très sympathique. Il a été de bons conseils. J’ai toujours rêvé de venir à OOB l’hiver et j’ai vraiment aimé l’expérience! Nous avons adoré notre séjour. Avec son emplacement et ses portes patios doubles, la vue est splendide! Pour les amateurs du bruit des vagues, de la vue de la mer, des levés de soleil, des longues marches à la plage… c’est l’endroit idéal!
Guest favourite
Apartment in Wells
4.84 out of 5 average rating, 178 reviews

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

BernadetteRating, 5 stars1 month ago
Très beau logement, propre et disposant de tout! La communication avec Christopher avant et pendant notre séjour était excellente !
Guest favourite
Apartment 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 favourite
Apartment 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 favourite
Apartment 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!
Guest favourite
Apartment in Old Orchard Beach
4.84 out of 5 average rating, 110 reviews

Oceanfront condo, spectacular views

LukeRating, 5 stars6 months ago
I booked wendy's place for the wife and I's honeymoon and it was perfect, was nice and cozy and the view of the ocean was amazing. Also being so close to so many attractions gave us plenty of things to do and memories to make.

Quick stats about waterfront rentals in South Portland

  • Total rentals

    30 properties

  • Nightly prices starting at

    ÂŁ60 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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  4. Cumberland County
  5. South Portland
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