Holiday rentals with outdoor seating in Bailey Island

We were remodeling our home and needed a place to stay for over a month and this place did not disappoint. The home is welcoming and super clean and neat. There were plenty of amenities for cooking and it was well stocked with paper products and a few toiletries as well as plenty of linens. It is so close to many great businesses and walkable to an excellent Gluten free bakery. The host was extremely kind and responsive to our needs- my son (7) said this home felt just like our own home. His favorite part was the “fancy fridge” that we could play music on and see different pictures according to the weather haha. Definitely a great place.

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!

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!

My husband and I lived in the place for 43 days. It was PERFECT! The house is better than in the photos. A lot of space. Laundry in the house. Kitchen with everything!! Super comfortable beds. Really good shower. Check in super clear. Michelle and her boyfriend were super nice to us. They helped with snow cleaning, they decorated the place for Christmas and it was so cute!! In new year`s eve we asked if we could bring some guests and they said yes. They are really good hosts and I definitely recommend this place! The location is really good - close to many restaurants and main roads. It was PERFECT for us!

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

Was an outstanding mini vacation at Jon’s , hot tub was amazing, shower was awesome ! Very very cozy and nice little surprise in the fridge as well ! Over all very outstanding experience!

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!!!!

The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.

The place was clean and beautiful, the neighbourhood felt very safe and peaceful too. Victoria proactively shared all details and even left recommendations for places to go to and things to do! Overall, it was a peaceful and fun stay! Thank you Victoria :)

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!!

What a lovely, lovely place! Tastefully decorated and equipped with all the essentials. The upstairs bedroom is spacious and filled with light and offers a beautiful view of the sunset in the evening and the arrival of an assortment of songbirds in the morning. The bed is so comfortable and the space so quiet that I had the best night of sleep in some time. A network of walking trails are close by and Portland is easily accessible, so much so that we popped in each of the three days we were in the area. The hosts, David and Kate, are warm, welcoming and responsive while somehow managing to be simultaneously “invisible”. A gem, for sure.

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.

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.

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.

This gem of an apartment gave us so much peace and joy on our quick getaway to Portland. The interior reminds me of beautiful homes in Denmark and Norway - humble, functional, cozy, and lovingly designed. Both bedrooms and the washroom were spacious, comfortable, and clean. Loved watching the sunset over the amazing view in the living room, and the cute park/sunset spot just a quick walk away (perfect for bringing our puppy). Sadie was a gracious host and made us feel so at home. Would definitely visit again!

Wow, I cannot say enough about this place. First, the location is breathtaking and beautiful. The space was quaint but spacious, very homey, extremely quiet and peaceful. We are looking forward to staying again. You really only need to bring yourselves and anything you need to eat, the place was well stocked. Thanks for a great stay!

Amy was very helpful and communicative and generous with an end of season late checkout. We were in town to celebrate my Dad’s 85th and she even offered to help with balloons! The place was perfect for us with my young nephews. The unit was well stocked with plenty of kitchen tools and cookware and dishes. There were plenty of linens and towels available to us. Very convenient to pine point beach. We would love to visit here again if it worked with our schedule.

This was my 3rd time staying at Kevin's AirBnB and it is always great! The bed is very comfortable and the entire place feels cozy. To top it off, there is the perfect view of the water from the balcony. It has everything you need for a little beach getaway. Will be staying again!

It was a cozy stay and very nice to be so close to the beach! Thank you, Wendy!

Really nice place, great location. The yard is a nice bonus. We had issues upon arrival and the hosts do take a bit to respond. But they were very helpful in resolving everything, so no complaints. Great stay overall. The bed and bedroom is very small but we made it work!

The perfect little getaway! While many restaurants and places in the general area were closed due to the season, it was still just what we needed! We had a cozy weekend in. Would definitely come back!

Very cute place in a great location! It’s a little small, so the ladder is a bit in the way of getting to the kitchen. Think “tiny house” feel, in a fun way. Big people might struggle a bit, but otherwise everything is very functional and practical. Check in and check out is super easy.

This was our second stay at Dave’s place and we were not disappointed! Very comfortable apartment with great amenities and Dave generously provided toiletries. The recent kitchen upgrade completes the well-thought out homey appeal. The dog-friendly beach is a short walk and there is a nice local bakery across the street. We will definitely be back!

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.