
Holiday rentals with outdoor seating in Southport
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Southport
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Southport outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Rising Tide Times - quintessential Maine cottage
We thoroughly enjoyed our peaceful and quiet time of rest at The Rising Tides. The setting is absolutely serene. It’s very secluded and quiet, the perfect place for a week of rest and relaxation. We went hiking on the Cliff Trail (15 minutes away and a very nice hiking trail), watched the sunrise at the Lands End store on Bailey island (15-20 minutes), and kayaked in the cove. The grill was very nice and we enjoyed cooking on it regularly. The place was very clean and ready on our arrival. The host communicated very clearly. You will need to follow her driving directions as they are very clear and helpful. In our four days there we only saw 1 neighbor - and that was as we were leaving on the weekend. There’s a grocery store only 15 minutes away and we were able to stock up on our way there. Really, this was one of our favorite places we’ve ever stayed. We really enjoyed having a few options of things to do while also being able to just do nothing on our vacation in a quiet place.

Decker Cove Southport Island Paradise
Tammy’s place was amazing! We couldn’t ask for a better place to spend time on our mid-coast Maine getaway. The house was easy to find, squeaky clean and super comfortable and cozy. It was minutes to Boothbay Harbor’s boat tours, shops and restaurants, Maine Botanical Gardens and their Giant Trolls, and other sites. Tammy was only a text or call away to answer questions or give suggestions. We loved every minute and would not hesitate to book with Tammy again.

Hilltop Retreat with Hot Tub & Sauna near Downtown
Everything was as described and more! With a wonderful location close to town, good privacy, and so much space inside with many commodities we wouldn’t even think of. Even our dog had a fun filled week with us. We hope to visit again, it’s just the perfect home away from home. Couldn’t recommend a better place to stay.

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

Summer River Retreat with Hiking Trails
Everything was as described! Very tranquil setting. Loved sitting on both the sunporch and deck watching the boats go by. The house was immaculate and very well equipped. NIce to relax without the distraction of tv for a change. Enjoyed their Bose radio.. Also the verizon phone /computer connection was excellent. It was a great home base for exploring the mid coast of Maine. Lots of good restaurants near by and the owner offered many heloful hints as to what to see, where to est and what to do. His communication was excellent. Would highly recommend this rental.

Waterfront Farmhouse with Modern Flair!
We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
My wife and I completely enjoyed our stay at Ani’s place. She literally thought of everything any guest could ever want. Beautiful surroundings…walking distance to the Fish Ladder….a couple of miles to all the restaurants downtown. And the place itself is immaculate. The kitchen was perfect for eating in every night. This place is an absolute no-brainer to rent and we can’t wait to return!!!

Rustic Farmhouse at Oxbow Brewery
My husband and in-laws and I and our two dogs stayed for a long MDW. The weather did not cooperate but did not hinder us. Especially staying at this Airbnb on the beautiful Oxbow Brewing property. In fact the coziness of the space made a rainy day even more fun. We were visiting for the racetrack and location was excellent for privacy and also close to local attractions. Wish we had more of a group to experience the space with us, it was really special!
Apartment rentals with outdoor seating

Fernald's Backside
We had a great stay at Sumners place. It's location is very cool being right downtown but at the same time it is quiet and peaceful. He has it set up with everything you need and more. We appreciated his friendliness and great communication!

Cape Elizabeth Garden Apt+Beach+Close to Portland!
Enjoyed our stay so much! Nestled into a picturesque and quiet town. Super easy to get to and from Portland without having to stay in the hustle and bustle of staying directly downtown. The house itself is charming and clean. Felt like we were coming back to our own home every night after exploring Portland and the surrounding cities. Plus, the banana bread was such a sweet and thoughtful touch. 10/10 would recommend to anyone!

Serene, Spacious & Private Apt. near downtown Bath
We had a great time here, beautiful place, well-equipped. Very clean and comfortable, I loved the plants both inside and out. Hot water came up quickly, didn't run out, and the shower was strong. Used the kitchen for breakfasts and some dinners - had a tea kettle, coffee pot, and pans/knives/cutting boards - all the comforts of home. Central location, and the loaner State Park pass was great! One day we visited Portland and Two Lights State Park to the south, another we went to Georgetown and Reid State Park to the north. Walking distance to restaurants in pretty downtown Bath, and the neighborhood was quiet. There's a thorough guest book with recommendations and ideas of things to do, and Erika was quick to respond when I asked for a good place to buy oysters/seafood. Pretty yard, even in Oct some plants blooming. I enjoyed sitting on the deck to read in the sunshine. We hope to come back here to stay, very happy with the experience - comfortable and homey.

William Larrabee House
Boo and Jonathan’s place is the definition of “the perfect air bnb”. This place truly felt like home - it was well designed, inviting, and charming. The small details (such as the delicious homemade pumpkin bread), the cozy blankets, fresh flowers and binder of local recommendations were all noticed and appreciated. We had the most wonderful stay - thank you!

Downtown Hideaway-Loft HotTub Modern Clean Private
Beautiful, quaint spot! We had a very quick stopover but it was perfect! We thoroughly enjoyed the hot tub after a long day on the road. Would definitely recommend Ren’s place!

Cottrill House on Damariscotta River # 1
We absolutely loved our stay here! The location was perfect, right in town and right by the water. Lissette was very attentive, gave us a coupon for the place we were going to dinner in town, and then we mentioned we were wanting to do a bonfire and she started it for us! We loved sitting on the private dock and enjoying the river views and being able to walk to get breakfast, lunch, or dinner in town. Highly recommend staying here!

2 King Beds Apt Vacation Creation With Deck
We enjoyed our stay at Spencer’s place. It was very convenient to Bowdoin College where we were attending multiple events.

Southside Suites
I cannot say enough about Emily's place. My wife and I needed a place to stay for one night to attend a function in Bath. The place was more than charming with every little detail well thought out. Next time we will need to stay longer and do more in the area. We highly recommend Emily's place, walking distance to the downtown area, clean, comfortable, spacious and as I said earlier charming as all get up!
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!

Cozy condo by the beach!
Awesome place. Would book in a heartbeat again! Alyssa rocks too! Loved everything about this stay.

Top Of The Line Stay!
We had a great stay at Tysons place. Its a perfect location, only like 5-10 minutes drive from Old Port. The home is clean and beautiful. Street parking was super easy. Always space right on the side of the home. Each room has its own A/C. Would definitely recommend staying at Tysons place!

Comfy condo with loft by the beach!
Great place! Close to the beach. Easy and fast communication when we needed to specify parking questions.

Rustic Willard Beach condo ten mins from Old Port!
You cannot beat the location with this rental. We love coming to Willard Beach with our pup, and when our old go-to BNB stopped renting we were so worried we wouldn’t find another. But this condo worked out so perfectly in terms of location (across the road from both Scratch Bakery and Willard Scoops, comfortable walk to the beach with several entrance options) and the actual comfort of the condo itself. The proximity to the beach was really a plus for us, as we didn’t have to get up as early to make the dog friendly beach hours! Host is responsive, and any household items (eg. soap, coffee filters) that were missing from the condo we could easily run down to get from Hannaford. The downsides: It is on a second floor walk up, which may be challenging for those with mobility issues. Hand railing is odd too. Bit pricey, couldn’t swing a full week this time around as the price shot up dramatically when I added Friday to the duration. But overall, really lovely!

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.

Walk to downtown ! Free Parking! Private Entrance!
Michael's place was perfect for our group of 7. Well equipped kitchen (even has a citrus squeezer!). The living room has a nice big couch which was great for us to all hang out at. We were able to fit 3 cars in the driveway with no issues. The best part is how walkable it is from lots of great places in Portland! Overall, we would recommend this place to others.
Quick stats about holiday rentals with outdoor seating in Southport
Total rentals
80 properties
Nightly prices starting at
$201 NZD before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- China Holiday rentals
- Portland Holiday rentals
- Bar Harbor Holiday rentals
- Mid-Coast Holiday rentals
- Southern Maine Coast Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Family-friendly rentals Southport
- Rentals with breakfast Southport
- Rentals with a fire pit Southport
- Rentals with a washing machine and dryer Southport
- Rentals with beach access Southport
- Hotel rentals Southport
- Fitness-friendly rentals Southport
- Kid-friendly rentals Southport
- House rentals Southport
- Cottage rentals Southport
- Rentals with a fireplace Southport
- Apartment rentals Southport
- Rentals with a hot tub Southport
- Pet-friendly rentals Southport
- Beachfront rentals Southport
- Rentals with a patio Southport
- Waterfront rentals Southport
- Cabin rentals Southport
- Rentals with a kayak Southport
- Rentals with pools Southport
- Rentals with outdoor seating Lincoln County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- East End Beach
- Cliff House Beach
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Funtown Splashtown USA
- Ferry Beach
- Dunegrass Golf Club
- Wolfe's Neck Woods State Park
- Freddy Beach
- Portland Museum of Art
- Crescent Beach State Park
- Maine Maritime Museum
- Prouts Neck Country Club
- Bradbury Mountain State Park