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Holiday rentals with outdoor seating in South Portland

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for South Portland outdoor seating rentals

Holiday 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 stars4 days 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, 143 reviews

Waterfront Gem walkable to Restaurants!

McKennaRating, 5 stars2 days ago
We had such a great stay here! The house is in a beautiful location on a super cute lake and we were able to sit outside and go on the paddle boat. Amy was super responsive and helpful. The house was very comfortable and clean! Would definitely stay again.
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, 106 reviews

Wren Cabin + Wood fired Sauna

AmyRating, 5 stars5 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, 126 reviews

LUX Designer Private Waterfront

CourtneyRating, 5 stars2 days ago
We loved staying at this location! The setting was private and peaceful. The house was beautiful and it seemed like they had thought of everything. It was great to have the canoe and kayaks and of course we also loved the indoor and outdoor showers and indoor and outdoor fire options. This place was a splurge but I would say definitely worth it!
Guest favourite
Home in Yarmouth
4.92 out of 5 average rating, 540 reviews

Beautiful Coastal Maine Getaway

AnnRating, 5 stars1 week ago
Stop scrolling & just book this amazing home! Randy is an excellent, gracious & very responsive host! Check-in was a breeze w/ wonderful detailed instructions for the house and region sent in advance. This house is awesome, pristine clean, beautifully decorated and outfitted. Totally turnkey set up as they thought of everything one might need to cook, relax, sleep, explore and enjoy your visit! It's very evident that these hosts want their guests to have an exceptional experience and we did! Beds were comfy along with plenty of high quality linens and supplies. We truly cannot wait to return on what will be our regular road trips to Maine! We toured Boothbay, Chebeague Island, Brunswick, Portland, Kennebunkport, Freeport and Ogunquit while we were there. Yarmouth is awesome with super friendly locals! Close by, we found Rosemont Market, Maggie Mae's Cafe and Royal River Grille convenient options among many good ones in the area. Thanks to our host for the wine & chocolate!
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

Superhost
Apartment in Portland
4.84 out of 5 average rating, 558 reviews

Clean & Safe Apt w/Parking-Close to Downtown

Rob and TobiRating, 5 stars2 weeks ago
Spotlessly clean. Although we didn’t use the kitchen, it was well supplied and very useable.
Guest favourite
Apartment in Downtown Portland
4.94 out of 5 average rating, 215 reviews

Hidden Garden Apartment in Portlands West End

SherryRating, 5 stars6 days ago
This home was perfectly located, an easy walk to many restaurants and other points of interest. It was exactly as described and offered everything we needed for our stay. Thank you Alex for an excellent experience in Portland, we loved it!
Top Guest favourite
Apartment in Downtown Portland
4.98 out of 5 average rating, 319 reviews

Beautiful West End studio, hot tub, free parking

AshleyRating, 5 stars3 days ago
We enjoyed our time in Portland at Dan’s spot. We would book again!
Guest favourite
Apartment in East End
4.86 out of 5 average rating, 192 reviews

Oceanside Modern Victorian 2BR- East End/ Downtown

AlyssaRating, 5 stars2 weeks 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!
Superhost
Apartment in Downtown Portland
4.85 out of 5 average rating, 172 reviews

The LUXE Urban studio

AdriaRating, 5 stars5 months ago
great place! Perfect if your looking to be near everything. 2 Min walk from famous congress street, what else could u ask for
Guest favourite
Apartment in Scarborough
4.89 out of 5 average rating, 236 reviews

Comfy, cozy family beach rental!!

GabriellaRating, 5 stars1 week 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
Apartment in Portland
4.91 out of 5 average rating, 220 reviews

Safe, quiet, friendly area

Gary & IrmaRating, 5 stars1 month ago
Loved our stay and definitely recommend! The property lacks nothing, is clean & cozy and even had some nice staples like coffee and spices. We look forward to revisiting in the future 😀
Guest favourite
Apartment 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!

Condo rentals with outdoor seating

Superhost
Condo 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
Condo in Scarborough
4.77 out of 5 average rating, 269 reviews

Modern Industrial Beach Cottage

Anne-SophieRating, 5 stars1 month ago
Very nice stay! The location is perfect, everything you need is on site. I recommend it!
Superhost
Condo in Portland
4.94 out of 5 average rating, 108 reviews

Top Of The Line Stay!

GlenRating, 5 stars1 day ago
We enjoyed our stay at Tyson’s. Lot’s of extra touches like fresh flowers, bottled waters, and ground coffee ready to go. Tyson had mini shampoos and conditioners in the bathroom too. The house was spotless. Our family was very comfortable for 3 days. The location being next to the freeway is noisy more so outside than inside but the AC unit fans covered it up well at night. And…..It did not take away from how much we enjoyed our stay whatsoever. Great noodle house and coffee shop within walking distance.
Superhost
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.
Superhost
Condo in Scarborough
4.96 out of 5 average rating, 241 reviews

Comfy condo with loft by the beach!

KatelynRating, 5 stars1 week ago
This was a beautifully decorated space. The location near the beach was perfect! Cute little spot.
Superhost
Condo in Kennebunk
4.89 out of 5 average rating, 213 reviews

Over 1000 Five Star Reviews! Walk to Dock Square !

EmilyRating, 5 stars2 weeks ago
Great location, clean place, and very responsive hosts. We loved being within walking distance to so much!
Superhost
Condo 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.
Superhost
Condo in York County
4.91 out of 5 average rating, 172 reviews

Cozy studio-5 minute walk to Perkins Cove!

ChristopherRating, 5 stars1 day ago
Was a great stay, location was amazing and very peaceful, the unit was very clean with nice amenities. Hosts were very responsive and helpful.

Quick stats about holiday rentals with outdoor seating in South Portland

  • Total rentals

    180 properties

  • Nightly prices starting at

    $99 NZD 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

Destinations to explore