Waterfront vacation rentals in Cumberland County

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.

Jean is a cordial, friendly on site owner manager who takes great pride in her accommodations. No detail is too small to get her attention. Our unit was crisp, clean and delightfully appointed. We could not have been more pleased with our stay and delightful accommodations.

The Crow's Nest was a lovely apartment with a great view of the city from the rooftop. The photos and description of the apartment matched the actual experience. Kathy was super responsive any time we reached out to her. She also gave us a fabulous list of recommendations for the area including restaurants, coffee shops, bakeries, and local hikes.

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!

Great place. Three separate bedrooms with new beds - we all slept great. Lots of very thoughtful extras!

Kevin’s place was exactly what we needed for our two family trip to Portland! We had just enough space for the six of us and we could walk to nearby places to eat, shop and more. Easy to drive a little further out for more attractions! Everything was as described and we appreciated knowing ahead what to expect. Kevin was quick to respond to any questions we had and I’m confident he would have been responsive to any difficulties if we’d had them! We would definitely come back and recommend this place to anyone looking for a spot downtown.

These accommodations were perfect! Overlooking the Casco Bay harbor, the view was even better than depicted in the pictures. The condo was meticulously clean and very well appointed. The beds and pillows were so comfortable we slept even better than we do at home. The location could NOT have been better! It overlooks Portland’s old-town shopping district, and is easily walkable to all of the best restaurants in town. There is a beautiful walking trail just up the street, and you can easily catch the ferry to the islands from this location. It is convenient, beautiful and welcoming.

This place was more spacious than I expected. The location is beautiful, you step outside and the water is right there was a great pathway for walking. It is so close to many things, we would’ve walked if it wasn’t raining. The mattress is very firm and the water pressure is the shower is great. I would definitely book another stay here.

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!

Violeta and her space were amazing. The house was exactly as advertised and we felt right at home for our long weekend. We are looking forward to making this a yearly visit!

Had an amazing time, house is absolutely beautiful. The area is super quiet as well which we all appreciated. All 6 of us who stayed there this past weekend highly recommend staying here. ☺️

Enjoyed our stay very much! Lovely location on the water. Some white traffic noise but worth it watching the boats and wildlife! Comfy bed. We slept very well. Well-stocked kitchen. The location is perfect for lots of little day trips. Our only disappointment was the size of the smallest room. It’s very tiny. Great for a child but pretty tight for our adult son. Host was attentive. We will be back!

Such a beautiful and peaceful place!! my kids didn’t want to leave! Lovely cottage feel with a beautiful view to the lake. We had such a great time taking the kayaks and paddleboard out on the water and enjoying our coffee overlooking the water from the sunroom,. Thank you for the great family memories!

Just got back from our weekend stay . Beautiful space that looked just like the photos. House was spotless. The house is located in a very peaceful and private area. Our family enjoyed the kayaks on the pond during the day and the fire pit on the deck at night . Very relaxing weekend .

Beautiful and comfortable house in a lovely natural setting, five minutes from Pleasant Mountain, which we think is a wonderful family ski area. Marty was very kind and extremely helpful with all our questions and requests. We would love to return and experience other seasons here as well.

Our stay at Jordan’s beautiful place was wonderful. The house is exactly as pictured. The one addition is that along with the kayaks, there are also two paddle boards and a couple of pool noodles. We enjoyed everything from the spacious rooms to the fire pit outside (for s’mores) to the cozy indoor gar fireplace. We had a few questions and a concern during our stay and Jordan was very responsive and hospitable. He even came by to ensure everything was ok. Lastly, the neighbors are incredibly friendly and the neighborhood/lake is quiet and peaceful. Plus it’s about 45 minutes to Freeport (for great shopping) and Portland (for delicious meals). Whether you’re looking for a quick getaway or a longer stay, Jordan’s place is perfect for both couples and families.

Great vacation place; I would definitely stay there again. Steps from the beach as listed; beach chairs available as listed. It was super clean, bright, and comfortable. There were 5 of us and there was ample space for each of us. Full kitchen. Attention to the little extra details with big impact--like: the extra USB & C tech plugs in EACH ROOM; cinnamon in the cupboard; enough towels, plates, forks; soap; backpack style beach chairs, & more. We could focus on relaxing and fun. Thank you for a great stay, Karen!

Unit was very clean, situated in a quiet residential area and within walking distance to many of Portland's best bars, restaurants and attractions. Host was communicative and provided clear guidance on check-in/-out procedures and offered up suggestions to local attractions. On my recommended list - dinner at Twelve (one of the best restaurants in the US, IMHO); on-site food truck tacos washed down with a Hazy IPA at Bellflower or Austin Street Brewery; an everything bagel with lox & morning latte at Forage; the East Promenade for a food truck lunch, then a stroll along the waterfront trail to the port area for an ice cream cone at Gorgeous gelato; afternoon coffee at Double Great Coffee; and a post-dinner whiskey @ Independence Ice. Only downside on my visit was the upstairs neighbor. Dude clearly isn't a principal dancer in the Portland Ballet, as light on his feet wouldn't describe him. Not a stereo or TV issue - you can just hear the noise from him walking (8AM-10PM when there)

Wonderful place, beautiful view, clean home, would Definitely rebooked in the near future! 100% recommend

Deborah was very helpful and quick to respond. She had great suggestions on where and what to visit. The travel magazines she had on her TV stand were extremely helpful. The bed was very soft, which I love, so I slept really well. We loved the touch of having beach chairs available. The only downsides I can think of, are that the shower is very small, and it’s hard to back out of the parking space.

I would recommend it 100%

Great place to stay! Convenient location above the Brunswick with panoramic views of the beach and ocean, and a short walk to bars, restaurants, shops, and amusements. The condo is clean, spacious and well furnished. The living room and the balcony have plenty of room to relax and enjoy the views and sound of the waves. The king mattress is super comfortable. The keyless entry pads to both the building and condo make it easy to get in and out without having to worry about keys.

My stay here was wonderful! The perfect homebase for our trip. Everything was exactly as described and then some. A great sea breeze and a cozy space to rest and relax before hitting the beach or walking into town. I felt right at home. I can't wait to go back again! 💜

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.