Family-friendly holiday rentals in Bainbridge Island

Fletcher Bay Garden Retreat

This private and completely separate 300 square foot space is located 100 feet behind the main residence. Enveloped by mature forest, you feel as though you are staying in a treehouse. The loft features hardwood floors, internet, queen sized bed, cozy sitting area and kitchenette. Marj's attention to detail and love of vintage finds is evident in the charming and welcoming space. Relax and listen to the water trickling in the pond outside your room. The loft comfortably accommodates singles, couples, children or a third adult. We accept up to two dogs but ask that they not be left unattended in the bnb unless they are crated. We also ask that you keep them off the bed and other furniture. Amenities: The loft comes equipped with a microwave, toaster oven, Keurig coffeemaker, hot water kettle, and mini-fridge and is stocked with coffee, tea, yogurt and granola. There is a comfy queen-size bed and also a twin blow up Serta mattress with an internal pump that maintains pressure at your desired comfort setting. You can work or eat at an expandable table that has two comfy chairs. Internet tv is also provided. Luggage racks and an ironing board are stored in the closet. Wander this beautiful property and explore the unique and exotic garden offerings. You’re welcome to schedule a private tour of the grounds with Nick, owner and lead gardener. Your privacy is respected. You can remain quietly nestled in your getaway, and come and go as you please. Fletcher Bay Garden Retreat is located in the center of Bainbridge Island, about 10 minutes drive from the ferry terminal. It is minutes from Pleasant Beach Village and the newly renovated Lynnwood Center including the Tree House Café and Historic Lynnwood Theatre. The Village includes fun shops, a wine bar and various restaurants including the lovely Beach House Restaurant. Near and dear to all Islanders hearts, is Walt’s Grocery where you can pick up necessities and sample Walt’s home beer brews and large selection of wines. If you care to venture further, you can visit the Grand Forest, acclaimed Bloedel Reserve, golf courses, quaint downtown Bainbridge Island and the new and highly acclaimed Bainbridge Island Museum of Art. Nearby towns include Poulsbo and Port Townsend where more shopping, touring and eating are plentiful. And of course, Seattle is only a 35 minute ferry ride away! Drive on the boat or arrive from the Kitsap Peninsula. If you don’t want to hassle with a car, grab a taxi from the Bainbridge Island Ferry Terminal or ride your bike (storage is available). The City of Bainbridge Island Short Term Rental Permit for this bnb # P-000090 Eats Your hosts will make sure your place has a few breakfast basics for your morning including coffee fixings, granola and yogurt. You can plan your day while sipping your morning coffee!

Light-filled Guesthouse in the Woods

Sleep near the stars and wake up to the birds in this private, studio guesthouse. Top to bottom this is a special place. Vaulted ceilings and sky lights allow natural sunlight to filter in above. Rustic hardwood floors, milled from the properties maple trees, gleam at your feet below. Open, modern kitchen complete with granite counters, stove, cooktop, refrigerator, microwave, coffee maker, toaster and everything you need to cook and eat at home. Private entrance and deck with outdoor seating allow you to enjoy nature as deer roam through the garden and birds dart around the trees.

Contemporary Bainbridge Island Apartment

Light, airy, warm and cozy open concept, modern 2nd floor apartment with vaulted ceilings and contemporary styling. Spacious 600 sqft living, dining and kitchen area. Elegant private bedroom with queen bed, and walk in closet. Bathroom with shower. Access to sunny deck for coffee and dining. Prime location on Bainbridge Island - 5 minutes walk to beach, 15 minute walk to the Seattle Ferry and all the amenities of Winslow. Charming place to explore Bainbridge Island, Seattle and the Puget Sound.

Tranquil Studio Dogwood - Downtown Winslow

Welcome to Studio Dogwood, one of four studios at Vineyard Lane Condo community, the perfect location to begin exploring beautiful Bainbridge Island. Walking distance to Winslow's fine dining, shopping and waterfront trails, you'll enjoy this comfortably appointed studio w/ king bed, fireplace, flatscreen smart tv, mini-fridge, Keurig coffee and tea. Ideal for those looking for a peaceful getaway. *This studio has vaulted ceilings and is on the upper level of our building, accessed by stairs.

Luxury Farmhouse-Style Living in the Heart of Bainbridge

Completely separate and private guest suite walking distance to downtown Winslow (1/2 block), the ferry (.6 miles), the harbor and the 8.5 acre Moritani Preserve (1 block) away Easy access via a code. I am always available for questions.. I live in the main house in the front but you will have complete privacy. It's a very safe area and people are warm and friendly. Check out the farmers' market on Saturdays at Bainbridge Performing Arts. You have space to park one car in the carport.

Tiny Cabin, a glamping experience on family farm

You won’t forget your time in our tiny rustic lambing shed turned glamping utopia on this beautiful 26 acre working family farm. Fall asleep while counting actual sheep and senenaded by frogs and wake to birdsong in the morning! Complete, private “GLAMPING” spot with composting toilet, outdoor shower, bbq, fire pit & high speed Wi-Fi. All while pond side and centrally located on Bainbridge, you’ll love the off grid feel at our clubhouse! Tent space avail with host approval. # P-000060

Simple Living at Modern Farmhouse on Bainbridge

Your adventure begins... in a new, modern and fresh space with tons of natural light and privacy. Imagine waking to the sounds of farm animals, sipping morning coffee on your covered porch as sunlight breaks through the big leaf maples, wandering miles of forested trails, biking island roads, kayaking, paddle boarding or combing sandy beaches of Puget Sound while searching for sea treasures. When nighttime falls, share stories around a bonfire and count stars as they fall from the sky.

Water View | Deck, Luxury Space | Families & Pets

Traveling with kids and/or your dog? You've found your place. Welcome to Sunrise Oasis - a family- and pet-friendly mid-century modern retreat built with both in mind. Wake to breathtaking sunrises over Puget Sound from oversized windows and the expansive deck, then stroll to Rolling Bay's winery, and local market just down the road. A thoughtfully laid-out home where little ones, dogs, and grown-ups all find their happy spot - and where the view never stops being the star.

Tideline Bainbridge Luxury Waterfront

Tideline Bainbridge has natural beauty and comfort in every detail. Inside, luxuriate in a new home with high-quality everything. Casper mattresses, OLED TV, Italian cookware, the list goes on... The primary bedroom is jaw dropping, guest room is lovely, and the den is cozy. Outside, enjoy two levels of decks, our private no bank beach, kayaking, and sweeping views of Seattle, ships, and mountains. Get lost in the Puget Sound, with regular sea life sightings.

Dahlia Bluff: Luxe Retreat/Stunning Views, EV Chg

Dahlia Bluff Cottage overlooks Puget Sound with unforgettable 180° views of the water, Mount Baker, and Seattle. Enjoy the panoramic deck and pristine saline hot tub, meticulously serviced before each guest’s stay. A short walk to espresso, pastries, wood-fired pizza, and Italian takeout. Fully equipped kitchen and luxe comforts make this tranquil retreat a magnificent vacation spot or perfect work-from-home escape. Minutes to Manitou Beach by car or on foot.

Luxury Waterfront w/ Private Dock + Kayaks

True waterfront on Point Monroe with private dock and panoramic Bay views. Launch the provided kayaks and paddleboards from your own shoreline, bring your boat, and unwind around the firepit as seals and eagles pass by. Newly remodeled with open-concept living that flows directly to the water. Walk to Fay Bainbridge Park and reach the Seattle ferry in just 15 minutes. A rare Bainbridge stay where the water isn’t just the view — it’s your backyard.

Froggy Heights - An English Cottage on Bainbridge

Tucked away at the end of a quiet lane, Froggy Heights is a charming two-bedroom cottage surrounded by trees and gardens. Wake to beautiful sunrise light streaming through the picture windows, relax with a book in the cozy living room, or enjoy a cup of tea overlooking the peaceful greenery. Thoughtfully designed for couples, friends, or small families, it's a tranquil Bainbridge Island retreat just minutes from Winslow.