Holiday rentals in Eastsound

Cool Breeze is absolutely above and beyond! While we have stayed in cozy AirBnBs before, this place is simply amazing. We thoroughly enjoyed all the loving touches including a kitchen fully stocked with every tool you need to make a meal, the collection of vinyl records, and generally the charming cozy atmosphere of the house. Really appreciate how lovingly the hosts have put everything together, down to all the logistical details that made our stay very smooth. We certainly hope to stay again here sometime.

Alina was extremely responsive, and the place was exactly what we wanted for a little New Years Eve getaway - even had a little singalong around the piano in the space! When I mentioned the patio furniture appeared to have blown around (just as an FYI, as some of the seat cushions had blown into a nearby pond on the property, and we didn't want to be held responsible), likely during the Washington "bomb cyclone" that had recently gone through the area, she not only apologized for the issue but offered us a late checkout for the trouble. It was no big deal, but it was great customer service and was greatly appreciated. Thanks for the hospitality and the perfect spot for a getaway! Happy 2025!

What a fantastic place! From the view to the hot tub to the really great and well stocked space, we had an amazing stay here with everything that we needed. Even some toys for my toddler! This is a real gem and my only regret is that we didn’t stay longer. I could spend days sitting in the sun room or on the deck watching the wildlife and the view. We will definitely be back! Thanks Carol for a wonderful stay.

This house will make your trip to San Juan even more memorable. Barbara’s attention to detail amazed us, we kept discovering little things around the house, like a tray with games, additional blankets and pillows to stay cozy in the living room, flashlights in the nightstands to find your way around at night (it’s actually not needed since Barbara thought about motion lights around the house). If you want to feel being taken care of, Barbara’s place is highly recommended!

Bettina and Abe’s house was the perfect escape to Orcas for our small family. The location and view are absolutely stunning. The house is very comfortable and well designed. The presence of baby gear like a crib and high chair made traveling with our 10-month-old much easier than normal, and the open layout of the main area of the house was great because we could see him from everywhere. This exactly the kind of vacation home we’d hope to own one day!

The perfect place for a long-weekend getaway with the family. We purposefully choose homes with beautiful surroundings, amenities, and well-stocked kitchen as everyone in the family likes to cook. This beautiful home delivered on all fronts. We will definitely be back!

always a measure to stay here! soon we will again! thank you!

The seaside villa was a great place to stay. We liked the quiet location and the unit was reasonably well appointed, but you can't beat the absolutely stunning view! It was great being right on the ocean front, our 9 year old had an amazing time finding new life in the tidal pools and playing on the rocks. It was a great place to stay and we would definitely come back.