Beachfront holiday rentals in Cumberland County

Incredible experience! We traveled from SC for our youngest son’s wedding. From the time we walked into this place when we found a box of doughnuts & a personalized message about the wedding until we checked out late because we needed some extra time . . . and on top of all this Krystal shared her number & we communicated with her & she was always responsive. Again, I say, Incredible experience! You should definitely consider a stay at this place while in Old Orchard Beach. Thank you, Krystal!

This was our second stay at Michael's house. The house is in a great location near the town of Windham and on the water. The house was clean and had everything that we needed for our stay. Michael was very helpful and attentive. We would definitely like to stay there again! Thank you so much!

Great apartment within walking distance to Old Port and many great restaurants. It was especially nice that we were able to bring our senior dog. There's a croissanterie around the corner called Belleville and it's open Fri/Sat/Sun. Yum! It was lovely to have a deck and to be able to sit outside. A+

it's a magical location and such a well appointed apartment. as someone who has hosted on airbnb, I really appreciated all the amenities they had. the hosts are so dope as well. you cannot go wrong with the place, the location, or the vibe.

Jennifer's place is so interesting, clean and tastefully decorated! We enjoyed our stay very much and definitely would return there, as many guests do. Be sure to check out the wonderful nearby Salt Water Cod Cafe and the many Maine-made things from Seaside Creations on the road to the Giant Steps on Bailey's Island. Also, the chocolate from Jennifer's candy store up the road is really good. Thank you Jennifer for making this experience possible!

Stayed at Ian’s place for a wedding in town. This home was very clean and had everything we needed. Ian was proactive with directions to the place and even message us to make sure we got in smoothly. Thanks for allowing us to stay in your home!

This was our fourth stay at Ralda's house. It is easily one of my favorite places to stay. The house is pristine and comfortable, and the proximity to Higgins Beach can't be beat. We're already looking forward to our next stay!

Steps from the ocean. Perfect place for a couple that wants some beach time. Amy was very responsive. Great stay.

Such an amazing and clean stay! Heather was so kind and responsive! So happy to find this space. Very close to everything, and a gorgeous view of the bay! We felt so safe in the area, even to go for a run as a woman alone. Thanks so much for accommodating us😊

Our stay at the beach house was great! You couldn't be closer to the water! So much fun kayaking, floating and swimming in the lake! House is much better than the pictures do it justice. For a 2 bedroom house its very big and spacious, beds were extremely comfortable. The no wifi was a little bit of a downer but there were plenty of board games to play. There is some street noise but not bad at all. Would most definitely recommend if you are looking for waterfront property. The access to the resort pool was a plus too for the kiddos!

This place had everything we needed. The view was spectacular! We really enjoyed seeing fireworks from the deck. The home was very clean, kitchen fully stocked. We loved hearing live music each day and night. So much walkable fun for the kids. We had a wonderful stay!

A great spot tucked away!! House was cute and as shown in the pictures, is right on the water and has some great views! It rained the majority of the time we were there so didn’t get to take advantage of all the outdoor amenities, but would have if better weather! Host was very friendly, communicative and responsive!

We had a wonderful time! Going during off season was very peaceful and quiet will definitely book again in the future!

A beautiful vacation home with all the thoughtful amenities that a family needs to have a comfortable and fun experience. I think the home is even more beautiful than the photos. The kitchen was super easy to work in. And Jessica and Adam were available via text from morning to night and responded quickly. Thank you for a wonderful stay!

Great stay near the sea. Very well located. Clean. There were 5 of us and everyone loved it. We'll be back.

We had a wonderful week with Brian's condo as a "home base" - we truly felt at home. It was chock full of small and big touches (toiletries/supplies! paper goods! plentiful sheets and towels! beach towels! to name a few) and surprises (generous snacks greeting us on arrival) that made us feel spoiled. The condo was a great size with an open kitchen/common area and large patio. We were familiar with the area but not Ocean Park Meadows, and were pleasantly surprised by the lovely property and amenities (especially the pool, pickleball, shuffleboard and cornhole) and how well maintained they were. The condo was a quick 2 block walk to the beach, made easy (even with alot of stuff and three kids) with the beach wagon available for our use. Brian was a perfect balance of being proactive, informative, and accommodating while letting us "do our thing". We loved how "our" beach was quiet and nestled between the more bustling OOB and OP areas; the neighborhood, too. We'll be back!

Beautiful location on the water with stunning views, tranquil and peaceful with plenty of osprey and bald eagle sightings (there is a nest across the bay on Pettingill Island visible from the property). The house is very well-appointed and well-decorated. Irena was very communicative and responsive, and the house directions are clear and complete. We would stay there again. Thank you!

We totally enjoyed our stay in Harpswell. We took several of the walks on the Land Trust list all very well sign posted off the side of the road. Don’t miss Giants steps. Lisa’s white folder had brochures that described all this. We also enjoyed popping in to the local potteries-of which there are many- the potters were very interested in talking about their craft. We liked Ash Cove especially. The house was very well situated for seeing all of the fun things around. We ate out in wonderful restaurants. We loved The Dolphin and the fabulous views from the windows and property. The Owls Nest is great too for relaxing in, we enjoyed the deck and the very comfortable living room. lots of nice amenities -nice washer and dryer, great shower. Just a great place to stay.

Was a beautiful place and lives up to our expectations, house is well maintained, clean, and any question I had they answered right away which was nice. There are lots of things to do around that area. Us having a 1 year old we unfortunately didn’t enjoy the nightlife or restaurants, but there are many options. At the end of the day we were very happy, and there were no surprises or feelings of not getting our money worth. Would recommend especially if you have small children because it’s very peaceful, neighbors were all very nice as well. Over all a good place to rent.

My family was looking for a place this year to just get away, and Michael’s place was the perfect spot to do so. Close enough to the ocean and Portland, but far enough away to for some much needed R& R. Michael is an excellent host, and is very responsive to all messages. Thanks for everything!

Our stay at Laurel Shore Cottage was just what we needed. The location was serene - and we spent most afternoons and evenings sitting on the porch soaking in the beautiful landscape and scenery. The cottage itself was uncluttered and comfortable and the host was very responsive.

My stay was very nice and relaxing at Katie’s Airbnb! She was very easy to communicate with. I had a little difficulty with checkout and returning the keys but Katie messaged me back quickly to resolve the issue. Her home was very cozy and right next to the beach. I went with three other girlfriends as a little get an away. The pull out coach/ bed was pretty small so maybe keep that in mind. Lovely stay! Thank you!

Cynthia’s place is a quaint, private, beachside retreat that’s perfect to enjoy all that Portland has to offer. With a small beach just steps away, and Portland only a 10 min drive, this place is perfect if you’re looking for a relaxing Maine adventure. The bed was super comfy and the water pressure was awesome!

Absolutely gorgeous place to stay! The apartment had everything I needed and was cozy without feeling small.