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Holiday rentals with outdoor seating in Cumberland

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Cumberland outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Guest favourite
Home in Westbrook
4.9 out of 5 average rating, 545 reviews

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

LindsayRating, 5 stars1 week ago
Fantastic place to stay with comfy beds and a great location! Would definitely recommend!
Guest favourite
Home in Littlejohn Island
4.81 out of 5 average rating, 136 reviews

Kelley's Ocean View Cottage

LindaRating, 5 stars7 months ago
Our son, his girlfriend, my husband and I enjoyed staying at the cottage in late October 2024. The location was quite scenic as it overlooked Casco Bay, near Portland, ME. The host made suggestions that we followed (bringing firewood & blankets). The kitchen was equipped with utensils & coffeemakers. The neighborhood was quiet. We enjoyed walking in the local preserve along the water and took advantage of visiting the Portland Museum of Art and eating at The Honey Paw, an Asian fusion restaurant.
Top Guest favourite
Home in Windham
4.94 out of 5 average rating, 141 reviews

Waterfront Gem walkable to Restaurants!

WindyRating, 5 stars3 days ago
a wonderful place to stay.
Top Guest favourite
Home in Portland
4.98 out of 5 average rating, 111 reviews

The Inn on Ludlow Street

Dalila and PaulRating, 5 stars1 week 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 Hallowell
4.98 out of 5 average rating, 130 reviews

Hilltop Retreat with Hot Tub & Sauna near Downtown

AshleyRating, 5 stars3 days ago
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.
Guest favourite
Home in Littlejohn Island
4.95 out of 5 average rating, 122 reviews

Stone Isle. 8 acres next 2 little john preserve.

WalterRating, 5 stars3 weeks ago
Amazing surroundings and views. The reserve loop walk is great.The perfect Maine coastal experience.
Guest favourite
Home in Naples
4.99 out of 5 average rating, 124 reviews

LUX Designer Private Waterfront

CodyRating, 5 stars2 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 Gorham
4.99 out of 5 average rating, 153 reviews

Beautiful Home In Gorham Maine

MaryRating, 5 stars3 weeks ago
We stayed at Rob and Nate's place while we visited Portland and the surrounding area over the long weekend. It was the perfect choice! They were great hosts. Their home was in a beautiful setting. From the back deck, we could look out onto beautiful gardens and a small pond. The home itself was lovely and cozy, spotlessly clean, and had all the amenities we needed. It was an easy drive to Portland and Sebago Lake. We would definitely recommend staying here!

Apartment rentals with outdoor seating

Top Guest favourite
Apartment in Cape Elizabeth
4.98 out of 5 average rating, 264 reviews

Cape Elizabeth Garden Apt+Beach+Close to Portland!

EmilyRating, 5 stars6 days ago
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!
Superhost
Apartment in Deering Center
4.84 out of 5 average rating, 556 reviews

Clean & Safe Apt w/Parking-Close to Downtown

Mitch (Michele)Rating, 5 stars2 weeks ago
Great little place. We parked our car and trailer right in front of the house, had takeout and a few groceries delivered (I think we used DoorDash or GrubHub), and got rested up for the next leg of our trip. Hyeri was super kind and responsive.
Guest favourite
Apartment in Back Cove
4.96 out of 5 average rating, 102 reviews

Sauna & fire table near Portland's Back Cove

JuliaRating, 5 stars2 weeks ago
Arian’s house is so lovely. It’s cozy, modern and very clean. The house is in an excellent location close to restaurants and walking paths. Arian was responsive and helpful. We highly recommend his place if you’re looking for somewhere to stay in Portland
Superhost
Apartment in Back Cove
4.9 out of 5 average rating, 285 reviews

Elegantly Done Apartment in a Sun-Drenched Corner Lot House

HeatherRating, 5 stars2 weeks ago
The apartment was very comfortable. We would definitely stay there again if we’re ever back in Portland.
Guest favourite
Apartment in East End
4.86 out of 5 average rating, 190 reviews

Oceanside Modern Victorian 2BR- East End/ Downtown

AlyssaRating, 5 stars6 days 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
Apartment in East End
4.93 out of 5 average rating, 629 reviews

Adorable getaway on the Eastern Promenade

JamesRating, 5 stars2 weeks ago
A lovely place to stay in Portland’s East End. Great location in a very quiet and walkable neighborhood. (I happily did not need a car during my visit.) The apartment is great, with a comfy bed, smart TV and a nice little patio too. And you’re just steps from the Eastern Promenade park, which is one of Portland’s best amenities imo and leads to a beach, waterfront trail, dock w/ kayak rentals, etc. Jennifer was a very kind host; thank you!
Top Guest favourite
Apartment in Stroudwater
4.98 out of 5 average rating, 116 reviews

The Yankee Dugout

JulieRating, 5 stars1 week ago
This place was perfect for our quick weekend getaway. Super clean, clear instructions, and great location. Barry was super responsive and helpful with everything we needed. Would definitely recommend!
Guest favourite
Apartment in East End
4.9 out of 5 average rating, 403 reviews

Hip & Cozy, high end Modern Design

MadeleineRating, 5 stars3 weeks ago
Kate’s place was cozy and clean with lots of added amenities. It was in a great location to explore the town and easily walk to places if you wanted! Definitely would recommend to family and friends!

Condo rentals with outdoor seating

Guest favourite
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 stars3 weeks ago
Very nice stay! The location is perfect, everything you need is on site. I recommend it!
Guest favourite
Condo in North Conway
4.83 out of 5 average rating, 176 reviews

Cozy condo with North Conway at your finger tips!

TalRating, 5 stars2 weeks ago
We had a great time! The place was very clean, nicely maintained, and in a perfect location—just a short drive to local coffee shops and great restaurants. The surrounding nature was absolutely beautiful and made the whole trip feel relaxing and refreshing. Highly recommend!
Guest favourite
Condo in Scarborough
4.96 out of 5 average rating, 351 reviews

Cozy condo by the beach!

JoshuaRating, 5 stars2 weeks ago
Wonderful little spot very close to the beach. Plenty of places to walk to from the location as well as a short drive to Old Orchard Beach. Would come back in a heartbeat!
Guest favourite
Condo in Portland
4.94 out of 5 average rating, 105 reviews

Top Of The Line Stay!

CelesteRating, 5 stars1 week ago
Great place to stay if you want to be close to downtown but with a larger, comfortable space. The place is exactly as described, exceptionally clean and tastefully decorated. No dollar store products here! The ground coffee and half and half really made it feel like we were staying at a friend’s home.
Guest favourite
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.
Guest favourite
Condo in Scarborough
4.96 out of 5 average rating, 239 reviews

Comfy condo with loft by the beach!

IsabelRating, 5 stars2 weeks ago
We had a great time! The condo is clean, cozy, and comfortable. I highly recommend this AirBnB, especially for the beach proximity.
Guest favourite
Condo in South Portland
4.95 out of 5 average rating, 179 reviews

Rustic Willard Beach condo ten mins from Old Port!

CeliaRating, 5 stars1 week ago
We loved our stay! The space is beautiful and cozy. The walk to the family friendly beach was just the right distance for my 4yo. The neighborhood is adorable and friendly! With an amazing bakery and ice cream shop just around the corner! Dave was a great host and took great care of us.

Quick stats about holiday rentals with outdoor seating in Cumberland

  • Total rentals

    90 properties

  • Nightly prices starting at

    $99 NZD before taxes and fees

  • Total number of reviews

    5.1K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore