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Holiday rentals with outdoor seating in South Portland

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in South Portland

House rentals with outdoor seating

Guest favourite
Home in Westbrook
4.9 out of 5 average rating, 549 reviews

Reno Barn w/ a lot of Charm! Breweries & Airport

PatrickRating, 5 stars1 day ago
This is a very nice renovated barn. It is clean, well appointed with comfortable beds and nice outdoor sitting area. It is on a very busy road so you will hear road noise but it quiets down dramatically before 8 PM. The soaking tub is to die for. It is suitable for two people (for you romantics). The hosts do warn that filling it will deplete the hot water, but we found that a half full tub was sufficient.
Top guest favourite
Home in Windham
4.94 out of 5 average rating, 142 reviews

Waterfront Gem walkable to Restaurants!

PamelaRating, 5 stars1 day ago
Amy was a great host! We needed a few things and she had them to us within an hour. She also offered suggestions on places to visit and eat. The pond was beautiful and relaxing when we weren’t running over to the coast to site see!
Top guest favourite
Home in Portland
4.98 out of 5 average rating, 111 reviews

The Inn on Ludlow Street

Dalila and PaulRating, 5 stars2 weeks ago
Cathy’s place was wonderful for our family stay. Lots of space to hang out, everything is super clean, and Cathy provides everything you could need. She was also very gracious when we were not out by 10 AM, thinking that checkout time was 11. We would definitely stay here again and strongly recommended. Thank you, Cathy!
Top guest favourite
Home in Bridgton
5 out of 5 average rating, 105 reviews

Wren Cabin + Wood fired Sauna

AmyRating, 5 stars2 days ago
Great spot for a private getaway! Hosts were very friendly, flexible and ensured we had everything we needed. Would absolutely visit again and recommend 100%
Guest favourite
Home in Naples
4.99 out of 5 average rating, 125 reviews

LUX Designer Private Waterfront

CodyRating, 5 stars3 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
Top guest favourite
Home in South Portland
4.92 out of 5 average rating, 118 reviews

Cottage style home 2 blocks from the beach!

HarrietRating, 5 stars1 week ago
Diana’s house was lovely and very comfortable. My family and I had a wonderful time exploring the area and being on the beach! Diana responded quickly whenever I had a question. I definitely stay there again. I highly recommend her house.
Guest favourite
Home in Old Orchard Beach
4.95 out of 5 average rating, 168 reviews

New build with hot tub in Old Orchard Beach

AlenaRating, 5 stars2 weeks ago
The host was very accommodating and responsive! The place was spotless clean and even left us a complimentary bottle of wine. Would 100% recommend staying here! Perfect size for 4 people
Guest favourite
Home in Portland
4.89 out of 5 average rating, 152 reviews

Grandma's 2 Bedroom Bungalow with loft

DianneRating, 5 stars1 week ago
Rhonda’s house was so charming with its many decorations from the 1940s, 1950s. It felt very cozy and completely comfortable there for the five of us. The grands loved the loft with the toys, and we adults appreciated the awesome shower and towel filled bathroom. So nice! Very comfortable beds, well equipped kitchen, easy to get into entrance, porch a nice place to relax. Great AC, too. Beautifully clean and tidy. Very close to downtown Portland for all of the going’s on and super restaurants. We would definitely stay again.

Apartment rentals with outdoor seating

Top guest favourite
Flat in Downtown Portland
5 out of 5 average rating, 118 reviews

Cozy townhouse, fireplace, park free, walkable!

KellyRating, 5 stars2 days ago
We had a great stay at Dan’s place! It was even more charming and spacious than the pictures. There was a lot to do within a short walk. Dan was very responsive and accommodating. He even let us use the parking spot past our checkout so we could grab lunch in town. Would highly recommend!
Guest favourite
Flat in West End
4.91 out of 5 average rating, 572 reviews

Sophisticated Charm at an unbeatable price!

JanetRating, 5 stars1 week ago
Susan’s place was very charming and peaceful. Tucked away in a beautiful neighborhood but walkable to coffee shops and downtown area. Our stay was extremely seamless and comfortable, would highly recommend :)
Guest favourite
Flat in Downtown Portland
4.96 out of 5 average rating, 103 reviews

Sunny West End Apartment With Private Courtyard

PattyRating, 5 stars8 months ago
Delightful place to stay in Portlands West end. It is easy walking distance to everywhere…. downtown and even the East side. Great restaurants in the neighborhood from breakfast to dinner. The apartment was immaculate and was stocked with just about everything you’d need. The shared yard was charming and felt very private. We have family in the area and I hope we can stay there again and again. It was much more comfortable than a B & B. Lorie was very responsive to anything you might need.
Guest favourite
Flat in Downtown Portland
4.94 out of 5 average rating, 214 reviews

Hidden Garden Apartment in Portlands West End

ThomasRating, 5 stars1 week ago
Great apartment close to many shops and restaurants. Patio is a big bonus on nice days!
Superhost
Flat in West End
4.89 out of 5 average rating, 162 reviews

Central West End retreat w/ parking & courtyard

MeganRating, 5 stars4 days ago
Luke’s place was perfect for our stay in Portland- we walked all over town and felt safe and there was plenty to do! The place was as described and was perfect for 1-2 people. Wish we had a longer time to explore town but we will be back- Thanks again :)
Guest favourite
Flat in East End
4.86 out of 5 average rating, 191 reviews

Oceanside Modern Victorian 2BR- East End/ Downtown

AlyssaRating, 5 stars1 week ago
Great stay! Location is perfect for everything we wanted to do, be by the water, stay right next to downtown, and a short walk from our tour with Eco Adventures. Furniture was very comfortable and everything was clean. Great restaurants in the area. Would return back!
Guest favourite
Flat in Scarborough
4.89 out of 5 average rating, 236 reviews

Comfy, cozy family beach rental!!

GabriellaRating, 5 stars4 days ago
Beautiful, clean space just steps from the beach. Jess gave recommendations to local restaurants and places to shop as well. Highly recommend to stay at her place
Guest favourite
Flat in East End
4.76 out of 5 average rating, 258 reviews

The Aerie

JenessaRating, 5 stars2 weeks ago
would 1000% stay here again! Dax was incredibly kind and hospitable, and the space itself was everything I needed for a week-long stay. Within easy walking distance to a lot of shops, restaurants, as well as the Eastern Promenade and bus stops. Absolutely loved my time here!

Apartment rentals with outdoor seating

Guest favourite
Apartment in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

karriRating, 5 stars2 months ago
Great stay
Superhost
Apartment in Scarborough
4.77 out of 5 average rating, 269 reviews

Modern Industrial Beach Cottage

Anne-SophieRating, 5 stars3 weeks ago
Very nice stay! The location is perfect, everything you need is on site. I recommend it!
Guest favourite
Apartment in Portland
4.94 out of 5 average rating, 107 reviews

Top Of The Line Stay!

ChrisRating, 5 stars6 days ago
Great location, very clean and quiet. As described and would book again!
Guest favourite
Apartment in Kennebunk
4.89 out of 5 average rating, 213 reviews

Over 1000 Five Star Reviews! Walk to Dock Square !

EmilyRating, 5 stars1 week ago
Great location, clean place, and very responsive hosts. We loved being within walking distance to so much!
Guest favourite
Apartment in Wells
4.95 out of 5 average rating, 102 reviews

Relaxing Beachside Condo with Pool at Wells Beach

MaryRating, 5 stars1 month ago
Julie’s place was very nice and very clean. The location was great, right across the street from the ocean. The kitchen was well-equipped and there was even a small basket of treats. Julie responded very quickly to any messages we sent. We would highly recommend this place.
Guest favourite
Apartment in York County
4.91 out of 5 average rating, 171 reviews

Cozy studio-5 minute walk to Perkins Cove!

JulienRating, 5 stars8 months ago
Great place to stay, Ogunquit is such an endearing place to be 😄
Guest favourite
Apartment in Old Orchard Beach
4.84 out of 5 average rating, 112 reviews

Oceanfront condo, spectacular views

ErikRating, 5 stars1 week ago
We’ve stayed here 3x so far and will always come back. This place is such a unique stay with live music right below. You can open the balcony doors and see and hear the ocean. The home is always clean and feels very homey. We truly love it here and will always choose to stay at this airbnb.
Superhost
Apartment in Downtown Portland
4.77 out of 5 average rating, 690 reviews

Modern Condo, Victorian Charm. Walk To Everything!

SompurnaRating, 5 stars4 weeks ago
Super cute apartment in a great location and very responsive host! The apartment was clean and well stocked, and the Steve was very kind and responsive. He was also able to accommodate a very early check-in for us which was greatly appreciated. The location was great for getting around Portland. Our only complaint was that the free parking was not as easy/available as we had hoped, but the host did a great job compiling a list of other (paid) parking options. Overall loved it and highly recommend, just consider that you may have to pay for parking.

Quick stats about holiday rentals with outdoor seating in South Portland

  • Total rentals

    180 properties

  • Nightly prices starting at

    ₹5,193 before taxes and fees

  • Total number of reviews

    21K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

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