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!

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.

Cozy guesthouse on tranquil family farm.

You’ll sleep great in this light-filled king-size suite at the B-hive. Freshly updated, centrally located on Bainbridge Island, situated on the 26 acre Bountiful Farm. Sometimes used as a wedding venue, surrounded by a pastoral setting with mature landscaping, flowers, & animals galore. An artist's retreat, family excursion, farm animal experience or just a relaxing getaway from the city, we think you’ll find just what you need at the B-hive! BI WA Short-Term Rental Certificate # P-000059

Garden/Mountain View Retreat on Bainbridge Island

Enjoy garden & mountain views from the "Hummingbird Haven," our bright and comfortable work-friendly, ground-level suite - the perfect island getaway or launching point for adventures on Bainbridge and beyond. The 2-room, non-smoking space has its own entrance and patio, a king-size bed, full bath, and roomy living area with fireplace, MCM furnishings and a wet bar. Owners live upstairs. Dogs <35 lbs are welcome with prior approval and a $50 pet fee.​ Send us an inquiry about one night stays.

Timber-framed Studio w/SleepingLoft

The spacious studio comfortably shelters 1-4 people, and possibly two more depending on your group. Filled with light, the spacious studio is a cozy get-away or easy base camp. Walk through Rolling Bay neighborhood to nearby shops, beaches and trails. Garden seating is available, with a fire pit - in case a marshmallow roast is in order. We will consider well-behaved pets with their responsible owners, as most are, for a $25/animal fee. Dogs must not be left alone unless happily crated.

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.

Wanderlust & World Cup 2026

Enjoy a peaceful stay in a unique setting. Our self contained 350 SF cottage nestled into an old growth fruit orchard & majestic trees. Just a mile from town & the ferry to Seattle. All the mod cons in a fully eco friendly house. Craftsman built & designer furnished. Lounge on the porch, picnic in the orchard or cozy up in the warming sitting room. Walk into town for dinner or make it at home, grocery store is a 15 min walk. Bicycle, walk or drive to explore our beautiful beaches & forest

Tranquil Studio in Winslow-Studio Birch

Welcome to Studio Birch, 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 on the upper level of our building, accessed by stairs.

Olympic View Cottage by the Water

Spend lazy days on the deck as boats, seals, and herons pass by, or watch a film by the light of the wood-burning stove. Flowers, ferns, and a sparkling Tiffany lampshade add to the fresh vintage charm of this tranquil retreat with a pretty garden. The cottage features great western views of the mountains and water with spectacular sunsets, passing boats and wildlife watching. Large windows and high ceilings create a light filled space that is both cozy and inviting. P-000102

Guest House with a view above the beach.

Come explore beautiful Bainbridge Island and stay in our comfortable guest home. Located 5 miles from the ferry on the Northeast side of the island. This home is a separate dwelling with it's own driveway and private entrance located on our property. The short walk to the beach is about 5 minutes where you can have a beach fire, build a fort or simply relax and enjoy the views of the shipping lanes, Mt. Rainer, herons, eagles, orcas and our neighborhood sea lions.

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.