
Holiday rentals with outdoor seating in South Portland
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Top-rated rentals with outdoor seating in South Portland
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for outdoor seating rentals in South Portland
House rentals with outdoor seating

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

Waterfront Gem walkable to Restaurants!
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!

The Inn on Ludlow Street
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!

Wren Cabin + Wood fired Sauna
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%

LUX Designer Private Waterfront
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

Cottage style home 2 blocks from the beach!
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.

New build with hot tub in Old Orchard Beach
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

Grandma's 2 Bedroom Bungalow with loft
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

Cozy townhouse, fireplace, park free, walkable!
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!

Sophisticated Charm at an unbeatable price!
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 :)

Sunny West End Apartment With Private Courtyard
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.

Hidden Garden Apartment in Portlands West End
Great apartment close to many shops and restaurants. Patio is a big bonus on nice days!

Central West End retreat w/ parking & courtyard
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 :)

Oceanside Modern Victorian 2BR- East End/ Downtown
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!

Comfy, cozy family beach rental!!
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

The Aerie
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

Oceanfront Condo with Awesome Views
Great stay

Modern Industrial Beach Cottage
Very nice stay! The location is perfect, everything you need is on site. I recommend it!

Top Of The Line Stay!
Great location, very clean and quiet. As described and would book again!

Over 1000 Five Star Reviews! Walk to Dock Square !
Great location, clean place, and very responsive hosts. We loved being within walking distance to so much!

Relaxing Beachside Condo with Pool at Wells Beach
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.

Cozy studio-5 minute walk to Perkins Cove!
Great place to stay, Ogunquit is such an endearing place to be 😄

Oceanfront condo, spectacular views
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.

Modern Condo, Victorian Charm. Walk To Everything!
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
Destinations to explore
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- East End Beach
- Cliff House Beach
- Brunswick Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Funtown Splashtown USA
- Ferry Beach
- Purity Spring Resort
- King Pine Ski Area
- Crescent Beach
- Dunegrass Golf Club