Holiday rentals with beach access in Windham

We had such a cozy and comfortable stay! The space was thoughtfully stocked with everything we needed and the little touches made it feel extra welcoming. The location is also superb! Extremely walkable and close to tons of amazing restaurants. One of our favorite parts was starting each day with a walk along the Eastern Promenade which then led us to make our way into beautiful Old Port. Meredith is a wonderful host- so kind and friendly. Her pup is extra cute too. Highly recommend staying here if you’re visiting the area!

Enjoyed our stay so much! Nestled into a picturesque and quiet town. Super easy to get to and from Portland without having to stay in the hustle and bustle of staying directly downtown. The house itself is charming and clean. Felt like we were coming back to our own home every night after exploring Portland and the surrounding cities. Plus, the banana bread was such a sweet and thoughtful touch. 10/10 would recommend to anyone!

We always love our stay here and will always be our first choice in the area!

We really enjoyed Suzanne’s charming apartment. It had everything that we needed and a lovely porch off the kitchen overlooking the river. Great coffee shop next door! Nonna’s Italian restaurant and Big Day brewery are excellent. There is a cool art shop across the street from Nonna’s

I had a wonderful stay at Susan’s apartment - I’d highly recommend it! The space was clean and welcoming. The neighborhood is quiet with plenty of walkable spots to explore. Susan was a top-notch host - friendly, communicative, gave wonderful recommendations, and just an all around lovely person.

I can’t say enough good things about Jeanne’s place! It was spotless, filled with gorgeous artwork, the bed was so comfortable and the stores and restaurants are just a short walk away. Peaks Island is magical and we’ll definitely be back!

Such a relaxing stay! My husband and I stayed here for a few nights, and we found the location perfect for what we were looking for. Close to many yummy restaurants in Alton Bay and Wolfeboro (5-15 minutes). About 30 minutes from Weirs Beach . The road that Tony and Sonja live on is very quiet. We took a beautiful walk around the neighborhood with a view of Lake Winni. The Airbnb itself is beautiful. Very clean and well equipped. It's right above the garage and up a small flight of stairs. We can't wait to come back one day!

My fiancé and I had a great time staying at this Airbnb. It was clean, cozy, and relaxing space. It was in a nice quiet neighborhood within walking distance to the beach and 2 lighthouses, but still had great access to the old port and other parts of Cape Elizabeth.

Stayed for the weekend with my wife and inlaws had a wonderful time beautiful spacious home hot tub was amazing very clean and taken care of, Eric is an amazing host and will be definitely back here to stay again 10/10

We had a wonderful stay at this beautiful beachfront home with our extended family, including a total of 6 adults and 5 kids. We had two additional adults spend one night, there was plenty of room for everyone. The house was spacious, comfortable, and perfectly suited for a group of our size. The location is unbeatable, right on Drakes Island Beach, with incredible views and direct access to the sand. While we didn’t go in the water, we spent plenty of time relaxing on the beach, walking along the shore, and enjoying the peaceful setting. The home was clean, well-maintained, and stocked with everything we needed. The large deck and open living spaces gave us plenty of room to spend time together and unwind. This was a perfect spot for a relaxing family getaway, and we’d absolutely return again. Highly recommended!

This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.

We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!

The host was very accommodating and responsive! The place was spotless clean and even left us a complimentary bottle of wine. Would 100% recommend staying here! Perfect size for 4 people

fantastic stay. clean and well equipped. the lake is even more beautiful than the pictures! Roman was very responsive and went above and beyond in providing helpful information about the area and place.

We had a great weekend with our family here following our son’s graduation from St. Joseph’s College. Great house!

Beautiful home with everything and more for our girls trip. The hosts were incredibly hospitable and prompt to answer all of our questions. Can't wait to go back!

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

Great stay

Wonderful little spot very close to the beach. Plenty of places to walk to from the location as well as a short drive to Old Orchard Beach. Would come back in a heartbeat!

Great place to stay if you want to be close to downtown but with a larger, comfortable space. The place is exactly as described, exceptionally clean and tastefully decorated. No dollar store products here! The ground coffee and half and half really made it feel like we were staying at a friend’s home.

We are a family of four and we stayed for four nights. It was larger than we expected and we were all quite comfortable. We loved that we could ski, swim, and have dinner without getting into our car on an extremely frigid (-17 degree windchill) day! It was a fun atmosphere and we loved our stay!

This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.

We had a great time! The condo is clean, cozy, and comfortable. I highly recommend this AirBnB, especially for the beach proximity.

A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!