
Holiday rentals with outdoor seating in South Portland
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Top-rated Holiday Houses with Outdoor Seating in South Portland
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for South Portland outdoor seating rentals
Holiday 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!
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.

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 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!

Beautiful Coastal Maine Getaway
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!

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

Clean & Safe Apt w/Parking-Close to Downtown
Spotlessly clean. Although we didn’t use the kitchen, it was well supplied and very useable.

Hidden Garden Apartment in Portlands West End
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!

Beautiful West End studio, hot tub, free parking
We enjoyed our time in Portland at Dan’s spot. We would book 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!

The LUXE Urban studio
great place! Perfect if your looking to be near everything. 2 Min walk from famous congress street, what else could u ask for

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

Safe, quiet, friendly area
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 😀

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!
Condo 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!
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.

Attractive 1 bedroom cabin only 50 ft from beach#1
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.

Comfy condo with loft by the beach!
This was a beautifully decorated space. The location near the beach was perfect! Cute little spot.

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!
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
- Rentals with a washing machine and dryer South Portland
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach State Park
- Surfside Beach
- Long Beach
- Long Sands Beach
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Fox Ridge Golf Club
- Wentworth by the Sea Country Club
- Ferry Beach
- East End Beach
- Brunswick Golf Club
- Pemaquid Point Lighthouse
- Palace Playland
- Crescent Beach
- Wolfe's Neck Woods State Park
- Purity Spring Resort
- King Pine Ski Area
- Ogunquit Playhouse