House vacation rentals in Long Island

Great backyard with a pool, hot tub, fire pit and privacy with the woods.

Jason was a fantastic host—responsive, helpful, and easy to communicate with. Although we encountered a few minor issues during our stay, he responded immediately and went above and beyond to ensure everything was resolved quickly. The space itself was absolutely beautiful and made for a wonderful stay. I would highly recommend this place to anyone and hope to return in the future!

We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!

Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

Gorgeous house, peaceful area, a great back deck with pool and hot tub! Jey was a great host, very helpful and quick response time. The house was very clean and put together. I would totally recommend staying at jeys house!!

We had a wonderful stay in Angela’s beautiful home. It had great amenities, was super clean, and had everything we needed. Loved the pool and fire pit. The kitchen was roomy for cooking too. 5 stars!

Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Beautiful home in a quiet, family-friendly community. We loved being able to walk up to the pool and play in the game room in the main clubhouse area. The house is a short drive to downtown Kennebunkport and local beaches. It is a quick 30 minute drive up to Portland. Our daughter loved sleeping in the private bedroom upstairs. The kitchen was fully stocked with appliances. The space was immaculate when we arrived. Steve was responsive to any needs we had during our stay. A great find!

Central location, but was surprisingly very quiet and private. Kelsey is an excellent communicator and host.

What a fantastic place! Great amenities for a luxurious stay at the house, all the tools you may need if you wanted to cook at home, and so conveniently located to Old Port if you want some great food and drinks in the city. We stayed for 3 nights with another couple. We spent time in Old port visiting restaurants and a few breweries/distilleries and ended the nights by the firepit in the back yard. Took a nice walk. We also made a nice dinner after grabbing some great produce at the Protland Farmaers market. Wish we had more time!

This was the perfect location for us. Quiet, friendly area to walk about and close enough to town to make it to the sights we wanted to see. I would highly recommend this cottage. The kitchen is phenomenal! Everything was pristine.

We had a great stay at Capt Gene's! He was very helpful before our trip with giving ferry instructions which made our first day less stressful and more enjoyable! I would definitely recommend anyone to stay at Capt Gene's!

Kevin's place worked really well for my two dogs and myself. There is a fenced in back yard. I liked the setup of the primary bedroom with the attached full bath and laundry. Comfortable bed! Very quiet neighborhood and very convenient to access other areas of Portland. I really appreciated the back deck setup. I need to find the comfy chair they have out back for my own home! Clean and usable kitchen. Nice stack of Maine materials and recommendations for local items to check out. Overall, a very pleasant stay, thank you!

Emmalie's rental on Long Island was perfect for our needs for LOTS of extra space for friends and family. Emmalie was very friendly, flexible and communicative and the Inn looks just like the pictures with a well appointed and functional kitchen, tons of space, a beautiful porch and dining area and an easily walkable location to both the ferry landing and the beach. We rented Emmalie's space in the off season and it was easy to keep warm and was well setup for our guests. We also have a house on Long Island and always admire the beautiful building that Emmalie owns and rents here and its proximity to the beach, tennis court and bakehouse so it was great to finally see it in action. If you need a large space for your rental, in season or out, this was a great find with a great host. Thank you!

This cozy yet spacious cottage by the sea was so well appointed and peaceful. We went with another couple and both of our rooms faced the sea so we all got to hear the waves when we retreated to our rooms at night. Lisa was easy to communicate with and very helpful! If we ever get back to Peaks Island….we would definitely stay here!! Thank you Lisa!

Cape Elizebeth is very beautiful even in the early winter! I got to see the sunshine, snow and rain all in a cozy home! I highly recommend This home! It is stocked with everything you would need, even puzzles, of which I am a fan!

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!

Kate’s place is in a beautiful location and has so much to do. We loved the wildlife, the easy access to Portland and all the yard games. We can’t wait to come back!

What a beautiful spot for a lovely weekend with friends. We enjoyed the contrast of exploring Portland, with the 15 min. escape back to this peaceful and beautiful home. This spot has everything you need, is comfortable for a group, and allows you to soak up the natural surroundings and space without being too much of a car ride away from the amazing city that is Portland. Would definitely stay again or even move in if I could :)

Angela‘s place was very clean had a lot of cute little things around that made me laugh. We flew in very late at night when everything was closed and we’re thankful to see that she had water in the fridge and coffee for the morning since nothing was open for us to stop. Very close to downtown Portland.

Alina was a great host and the place is beautiful and had everything we needed and was exactly as described.

Here’s anCarley's home was wonderfully equipped with all the essential amenities to make my stay comfortable. I particularly appreciated the thoughtful touches like coffee (with filters!) and a well-stocked kitchen, which made the space feel warm and homey rather than like a typical hotel. During my visit, it snowed, and Carley had everything I needed to stay safe, including a shovel and rock salt to keep the steps clear. The extra blankets were a cozy bonus that I truly appreciated on chilly nights. The home is situated in a quiet, charming neighborhood with convenient access to nearby stores, making it an ideal home base for visiting family in the area. Highly recommend!

Suzanne & Brian’s place was absolutely perfect for a girls weekend away! Beautiful home with all the amenities you could think of in a very serene setting. It’s very clear they love their place and take excellent care with it. Super responsive and friendly hosts- I wish every Airbnb experience was like this! Such a nice quiet getaway still within easy driving distance to Portland and plenty of things to do.

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!