
Holiday rentals with outdoor seating in Westbrook
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Westbrook
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Lake House with a View!
We loved this place! We were renting for our daughter’s college graduation, and even though it poured all weekend- we really enjoyed just hanging out at the house. Mostly I loved loved the king size bed and I’m going to ask where the owner got it - slept like a baby!

Beautiful, Peaceful, Maine Getaway House
This is our second time staying here in the past month and absolutely one of our all time favorite Air BnBs. It’s modern yet rustic and has a Huge yard even with some little walking trails in the woods. It’s been pristine both times we’ve been there and just looks spotless!! We love the ceiling fans in the home and the comfy large bed!! Our fave is the oversized chair to watch movies in!! We will continue to come back here !!

Waterfront Gem walkable to Restaurants!
a wonderful place to stay.

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

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
This house was perfect for me and my guests! All 7 of us fit perfectly, It didn’t feel too overcrowded! We loved the beautiful view off the deck and the hot tub was an amazing touch! The house was very clean and had everything we could’ve needed. I loved how clear the instructions were for everything and how responsive the hosts are if you need anything!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Angela was a fantastic host, responding quickly to any questions. The home was nice, close to downtown, and a HUGE yard for the dogs
Apartment rentals with outdoor seating

Tower Suite w/ Hot Tub, W/D, Pool & Parking
Stayed in the Tower Suite after a hard pivot due to Bonnaroo cancellation. Our hosts were incredibly responsive and kind. I appreciate this bnb strongly encourages guests to be quiet and courteous. It was a lovely reprieve from the music festival camping we were coming from. In unit washer dryer was a life saver. The bnb itself is a super short drive to some awesome restaurants. Hot Suppa and The Front Room were notably good eats. The Tower Suite was beautiful and clean. 1000% would come visit again. Thank you for having us!

Bright & Sunny Apartment with Patio
The place was clean, quiet and comfortable. It is close to downtown and to the university. The owners were very responsive. I look forward to coming back here in the future

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!

Charming 1 Bedroom Flat in the Heart of Portland
Cozy place in a nice area! Walkable to downtown. Great communication - very nice and accommodating! We had a great trip :-)

Inn@Norwood large private 2 br suite
Bill’s place (the Norwood Inn) was perfect for our girls weekend while we were in Portland for a wedding. Bill and Charlie were proactive in communication and helping us be aware of check-in details and other tips. The area was walkable and we enjoyed starting our mornings walking to get coffee. Ample safe parking. Nice kitchen and a great deal for the price …. Not a luxury spot as much as just amazing location and great hosts! I’d 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!

Quiet West End Retreat - parking - 100% Non Smoker
Ein perfekter Aufenthalt. Die Unterkunft ist super gelegen und man kann Portland problemlos zu Fuss erkunden. Es hat viele Restaurants etc. in der Nähe, die Auswahl ist gross. Sharon und Eric waren perfekte Hosts und wir haben uns rundum wohlgefühlt. Die Unterkunft ist sehr sauber und hat alles was man braucht. Auch der private Parkplatz ist ein grosses Plus. Vielen Dank Sharon&Eric für einen super Aufenthalt und das wir uns wie zu Hause gefühlt haben. Wir werden wieder kommen!

The Yankee Dugout
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!
Condo rentals with outdoor seating

Oceanfront Condo with Awesome Views
Je recommande à 100%

Modern Industrial Beach Cottage
Très beau séjour! L’emplacement est parfait, tout ce dont on a besoin est sur place. Je recommande!

Cozy condo by the beach!
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!

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 Westbrook
Total rentals
30 properties
Nightly prices starting at
$101 NZD before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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