Family-friendly holiday rentals in Bainbridge Island

I do not think there are enough words to describe how absolutely incredible Matthew's home is! Myself and 6 other girls spent the week here for a girls getaway and every single one of us could not stop 'oooo-ing & awwww'-ing' at every space. The home itself looks as if it came straight out of a novel but the property! Oh my gosh!!! Getting to be tucked away in the gorgeous scenic town of Kingston, while also not being too far from amazing restaurants and other amenities was pure perfection. We all took daily walks around the property and loved the high end retreat vibe that the home itself gives. We truly made some life long memories and cannot thank Matt enough for allowing us the opportunity to get to stay here. He was incredibly responsive and helpful throughout our entire stay and we are all already talking about when we can come back; especially when the lavender field is in full bloom!! Thank you again, Matt!!

We absolutely loved our stay at this adorable beach cabin! The place was cozy, clean, and thoughtfully decorated with charming coastal touches that made it feel like a true getaway. We loved being just steps away from the beach. The cabin had everything we needed—comfortable bed, well-equipped kitchen, and a peaceful outdoor space that was perfect for morning coffee or evening relaxation. The host was kind, responsive, and provided great local recommendations. If you’re looking for a relaxing, quiet, and scenic place to unwind, this beach cabin is a gem. Our dogs love it and we can’t wait to come back!

This stunning residence offers unparalleled comfort and elegance. The exquisite details and thoughtful design create a truly inviting atmosphere. Located in a highly desirable area, this home provides convenient access to all amenities. The serene surroundings and lush landscaping enhance the property's appeal. It's a rare opportunity to own such a remarkable home in a prime location.

This house is incredible. The location is perfect, walking distance to many food and drink spots. There is an amazing coffee shop right on the corner. Sauna and soaking tub are relaxing. The house is clean and organized and has clear instructions. Hosts are helpful and knowledgable. Highly recommend!

Absolutely stunning home! Fantastic views and so much to do. We can’t wait to go back!

We were visiting Whidbey for a wedding at Fireseed Catering. This was a convenient and comfortable landing spot for us. Jim was so nice and welcoming. And the property is beautiful! I wish we could have stayed longer. We will be back!

This lakeside cabin is a perfect retreat from the bustling city. Beautiful lake view with the occasional bald eagle. My family and I truly enjoyed our time here. Krista was very responsive, kind, and informative. Would definitely recommend to anyone who is seeking this type of outing.

My friend and I thoroughly enjoyed our stay - thank you Annette! House is cozy, beds are comfy, view is phenomenal. Everything was clean and in working order, except the jacuzzi pump went out shortly before I arrived. Annette graciously refunded me 10% of my nightly rate and provided cash for a day pass at the athletic club. Despite that we still really enjoyed the home.

This home is THE place when you need a true vacation! First, the directions were very clear and the check-in was seamless. Second, the landscaping is so lush and vibrant. You feel like you are stepping away from the world. Third, inside is fantastic! From comfy beds, beautiful artwork, plentiful towels and linens, to absolutely everything you could ever need, the home was perfect! But most of all, the view! Can you beat watching a bald eagle fish right in front of you, with Mt. Rainier in the background? Amazing! I would rent here again without any hesitation. Thank you for helping to make our vacation just perfect!

Gorgeous property, easy communication, and seamless check-in/checkout. Would stay again in a heartbeat!

Martha and her husband were so nice even though we only seen them twice during our week stay. Both times Martha was super friendly and knowledgeable. there were beautiful views from the back yard of the property and right down the road aswell. my girlfriend and i had a great time exploring the Olympic national park and whole peninsula from her place. we will definitely be back to this amazing state and would stay here again in the future. Thank you again.

wow what a fantastic cabin! it's utterly beautiful, magical, gorgeous and just amazing. the additional extras such as toiletries, oil, herbs, coffee, tea etc made it SO much easier and meant I had things on hand easily for the children and us adults. plenty of towels etc, everywhere was very clean and lots of utensils for cooking etc. we loved getting the fire going (only did it once as it was pretty hot temps when we stayed!) and Kirstin was easily contactable and helped advice with ferry times etc. fantastic stay and would not hesitate to book again!

Staying at the Raven’s Landing studio was nothing short of magical. From the moment we arrived, we were taken in by the stunning views, peaceful surroundings, and the many thoughtful touches that made the space feel like a true retreat. We loved starting our mornings with the delicious homemade granola, breakfast bars, milk, and honey—all generously provided. The shelves were filled with a beautiful selection of books, and the area surrounding the studio offered endless trails to explore, making it a dream for nature lovers. Darcy truly puts the “host” in “hostess.” Warm, welcoming, and full of fascinating stories, she made us feel right at home and went above and beyond to ensure our stay was memorable. We feel incredibly fortunate to have spent four unforgettable weeks here and would return in a heartbeat. We can’t recommend Raven’s Landing enough!

We had such a lovely stay here over the Easter weekend – it was everything we hoped for and more! The house is clean, beautifully kept, and the views? Absolutely breathtaking. It’s one of those rare places that feels even better in person than in the pictures. It had everything we could possibly need – and then some. The hosts were simply wonderful – super friendly, accommodating, and just really easy to talk to. They made the whole experience feel warm and personal, not distant or transactional in any way. They even let us check in early and check out late, which made a huge difference for us with kids. Our days were filled with beach walks, seafood harvesting adventures, backyard chill time, and gorgeous sunsets. It felt like a perfect little reset from our busy lives. We were also celebrating our daughter’s 4th birthday during the stay, and she had an absolute blast. Can’t wait to come back. Thank you Dale & Carol.

Beautiful cottage on the water! The surroundings are very peaceful. Nice to watch the tides. the kitchen was well outfitted includingna gas range and teapot! Loved it, thanks, Erin!

We had a very lovely stay at Brian’s cottage. It was tucked away within the trees and was very peaceful with a beautiful view. Everything was very clean and fully stocked with anything we might need. He left lots of information regarding restaurants and hiking near the area and also had lots of books and guides about Olympic National park which we took advantage of. Overall we were very satisfied with our stay and would definitely recommend.

The home is gorgeous. So tranquil and peaceful -- my family took a week-long vacation on Vashon and Brita's was the perfect jumping-off point. The location is super private, the home architecture is extraordinary, and the backyard garden is expansive. If you're looking for a great place to rest and recharge, this is it. There is a lot of great dishware, artistic elements in the home, and incredible views throughout the home, especially in the kitchen and upstairs bedroom.

The hosts had an incredibly clean suite. It had plenty of room with an extremely comfortable bed and the most comfortable sofa bed I’ve ever slept on. The bathroom amenities were not cut-rate products, but high quality. The view of the water was spectacular; we even had the added bonus of seeing some wildlife in the backyard from our window. The indoor pool was the incentive that kept my 4- year old grandson on his best behavior. It was depressing to have to leave. It felt like we were at home.

Great place. The location was perfect for us. Extremely walkable. No issues at all. I would definitely stay here again!

Beautiful condo, full of amenities, comfy bed, gorgeous views. Perfect for longer stays. We were only there for a couple of nights, making it hard to justify all the air BnB fees, but not the hosts fault. Would certainly rent again when we have longer time to visit my grandsons.

The place was perfect for our vacation stay in Seattle! Excellent central location for walking to the most commonly visited tourist spots. We took full advantage of the courtyard and gym. My son said he slept "way better" on the pull-out sofa than he did in our earlier hotel stay. The place was clean and comfortable. Being met and provided instructions at check-in was helpful and checkout was a breeze.

Gayle was very quick to respond. Her condo is in a secure building. It was spotless. Great location - walkable to all attractions. She let us drop off our luggage prior to check in ( we were coming straight from Alaska Cruise). She called us as soon as the unit was clean and told us we could return. I would stay at Gayles Place again.

The view was amazing and the location easy to find. If we had the time and the weather was nice we would just sit out on the balcony and just watch the marketplace bustle. The space was clean and many essentials were provided. We utilized the pool/hot tub/gym daily which was super nice after all the walking we did during the day. Target being downstairs was also very convenient especially since I needed to grab another luggage cause I ran out of space in the one I brought. The only complaints I might have is that it can be quite loud at night and I was woken up quite a few times. However, ear plugs are provided though I didn't use them because they get uncomfortable after a few hours. We had no actual issues but it can also feel a bit unsafe at night if you're out late due to the homeless population though that is not a fault of the hosts. Despite that I wouldn't hesitate to stay here again. Just the view and convenience outweighs anything else.

Second stay here, will continue to be my go to place when staying in Woodinville area.