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

By the Sea - sleeps 11! Walk to beach
The accommodation is located in a quiet area and a short distance from the beach. I highly recommend this affordable place for a stay in Old Orchard Beach!

Faith Lane with community pool
Beautiful house! Lots of space and had everything you need for your visit. The community pool was great too. Very close to Portland and easy to get to other areas of Maine from the location. Jason was a great host and very responsive and helpful! Only minor complaint was mattresses upstairs were a little on the firm side but other than that the house was great!

Beautiful, Peaceful, Maine Getaway House
Great house for a quick get away! Well equipped kitchen and very clean overall throughout the house. Great yard, and semi private, away from the other homes. We enjoyed our stay very much. Thank you!

Spring into the season eating lobsters w/friends
Very nice place to stay big nice and clean recommended this place to everyone looking for a good place big and clean this the right place

LUX Designer Private Waterfront
Beautiful and secluded place, was very clean and communication was great. Would definitely come again

Riverside
We had an amazing time over valentines day weekend. There was a snow storm and Kent snow blowed around our vehicle to make sure we could get out. The house is very comfortable and peaceful, amazing view of the river and just off the road enough to not be bothered by passing traffic. Definitely recommend!!!!

Waterfront Farmhouse with Modern Flair!
This was absolutely the perfect spot to spend a cozy New Year's visit. The views all around are breathtaking and the house is set far back from the road and very quiet. And the house was absolutely pristine. If you are like me and are picky about your bedding I can assure you that you won't be disappointed! The mattresses and pillows were super comfy and the sheets were lovely! You will rest so well! Also - if you have the opportunity, definitely visit Reid State park. It's about 25 minutes away and absolutely worth the trip.

New build with hot tub in Old Orchard Beach
We had a wonderful time at Arian’s place. It was the perfect, peaceful getaway for our special weekend. We felt right at home!
Apartment rentals with outdoor seating

Bright & Sunny Apartment with Patio
Had such a great stay in this loft this past weekend! We had a cozy and relaxing time. Tori and Tanner were very hospitable and kept us up to date on all the information we needed for our stay. Despite the snowstorm, we were kept updated with what we needed to do if there were any issues with our parking. Additionally, our hosts were even kind enough to clean off our car in the morning of the snowstorm (without being asked). Great weekend!

Sophisticated Charm at an unbeatable price!
Susan’s home was perfect for our long weekend in Portland. We could easily walk everywhere and lots of great shops, restaurants and bars very close. Her home was very comfortable and a nice large space for us to all enjoy!! Also her home was located in a great neighborhood!! We would definitely come back again!!

Cape Elizabeth Garden Apt+Beach+Close to Portland!
My daughter and I thoroughly enjoyed staying at David and Kate's place. The location was in a quiet, residential neighborhood, which was just our speed. The spot is only a 5-10 minute drive to so many beaches, and lots of places to eat or get groceries, as well. I can imagine this being a wonderful place in summertime, too! We loved the large, cozy upstairs bedroom area the most. The bed was wonderfully comfortable and all of the amenities were just as described. The kitchen area was very well equipped; we lacked nothing. My favorite part though was the artful decor. It wasn't overly "beachy" themed, and while that can certainly be done well, it can also be overdone. It's clear that David and Kate take pride in making their dwelling feel classy and cozy. Overall, a great find!

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.

The Brew House - 2nd Floor Private Apartment
Great apartment in a very walkable part of Portland, a perfect location for exploring the city. It was clean & spacious with a very comfortable bed and we appreciated the off-street parking. The owner Jeff and his wife are very friendly and served us a fantastic meal at their small brewpub downstairs. I normally wouldn’t choose a rental above a pub, but theirs closes at 9pm every night, so noise wasn’t an issue at all. Would highly recommended this unit for a stay in Portland.

Renovated 1 BR Downtown Apt w/backyard
What an amazing little getaway! It was a very cozy, clean space, and everything was within walkable distance. We would definitely stay here again!

Spacious 1st floor New England charm.
There's so much that can be said about this place and the area. We stayed for a week and barely scratched the surface of what's available to do. Within 15-20 minutes of driving, you'll find both sand and rocky waterfronts to explore, Island ferries, forest hiking, and countless amazing restaurants. Coming back to this place after each day of exploring felt like coming home to rest and recharge for the next day. Comfortable places to sit/sleep, conveniently supplied snacks, and great material to review what to put on your list for the next day. Please take my advice and stay here if you want to have a peaceful and fruitful stay in the Portland, ME area.

Bright and cozy Munjoy Hill neighborhood apartment
Such a perfect location! We were able to visit many fun places in Portland. I really appreciate how dog friendly it was!
Apartment rentals with outdoor seating

Oceanfront Condo with Awesome Views
Kevin is a fabulous host. He is very kind, responsive and attentive. A couple of items needed his attention soon after we arrived at his Airbnb, and he responded and resolved them promptly. The location is perfect! It is quiet in the wintertime and ideal for the beach and shopping access in the summer. There is a small amusement park close by and just about anything else you could need. It's my opinion that Kevin's location is the best place to stay at Old Orchard Beach! We enjoyed our incredible view of the ocean - watching its beauty change from moment to moment, and the accommodations had everything we needed - a well stocked kitchen, comfortable bed, nice decor and cozy surroundings. We loved our time at Kevin's place and look forward to staying there again soon!

Modern Industrial Beach Cottage
Fourth year in a row coming to Wendy’s place and we always love it!!! It truly feels like home and is so cute and comfy! I’ve never felt so comfortable somewhere before.

Cozy condo by the beach!
My boyfriend and I stayed at Alyssa’s place for our anniversary and we really enjoyed our experience. The place was cozy, clean, and within a minute walk to the beach! Alyssa was a great host and always responded quickly. Highly recommend!

Comfy condo with loft by the beach!
very nice stay, cozy place

Stylish Condo at Old Orchard Beach!
This was the cutest condo. Exactly what the pictures showed. Very clean and everything we needed. It’s so close to the beach, we enjoyed that on a beautiful fall afternoon! We also enjoyed how close it was to the pier area…..we had to get pier fries! We enjoyed our stay!

Rustic Willard Beach condo ten mins from Old Port!
We’ve stayed at Dave’s condo a couple of times now. Each time we have thoroughly enjoyed our stay. The place is in such a wonderful location in South Portland and Dave is very communicative and friendly with anything we may need. Definitely recommend a stay if you’re looking to check out the Portland area and enjoy some beach time while you’re at it!

Oceanfront condo, spectacular views
I booked wendy's place for the wife and I's honeymoon and it was perfect, was nice and cozy and the view of the ocean was amazing. Also being so close to so many attractions gave us plenty of things to do and memories to make.

Modern Condo, Victorian Charm. Walk To Everything!
This place was perfect for our stay in Portland! The unit was clean and plenty big for two people, it felt very homey and comfortable. It was also walking distance or a short drive/Uber to everywhere we wanted to go. The hosts were very friendly and responsive. They provided clear instructions and a very easy check out process. On top of all that it was very affordable! I would highly recommend.
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