Holiday rentals with beach access in Bainbridge Island

Beautiful Crystal Springs - Private Beach & Views

Featured in Cascade PBS Hidden Gems, our completely renovated 1930's beach front cottage is located in the island's south end, sunny Crystal Springs neighborhood. Featuring a chef's kitchen, vaulted great room, wood burning fireplace and stunning Puget Sound view where you can take in sunsets from the covered lanai, deck or relax on 100 feet of private no bank waterfront. One of the few homes with a private, fenced yard and beach. Enjoy nearby trails & Pleasant Beach Village just minutes away.

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.

Winslow Oasis with Sunroom and Fireplace

Stylish condo walking distance from the Bainbridge Ferry and in the heart of town. The condo is close to everything but still feels secluded and private. There is some road noise due to the location. Enjoy cooking your meals in the well appointed kitchen or walk across the street to enjoy an array of dining options. The sunroom provides a private and warm oasis from which to enjoy your morning coffee or relax surrounded by lush greenery. Both bedrooms have queen beds with quality linens.

Etoille Bleue -A Water View/Sauna Retreat

17 windows & 4 skylights flood this modern 900 sq ft space with light & offer stunning views of majestic pines framing the water. Enjoy a 2 min walk to beach & 10 min walk to Battle Point Park. Relax in indoor sauna, enjoy oversized rain shower with hand wand. Bathroom inc double vanity & radiant floor heating. Enjoy cooking/entertaining in a fully equipped kitchen with large island bar, Chef's gas cooktop, double oven & full sized fridge/freezer. Pack light! Equipped with washer/dryer.

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

Conifer House Hideaway at Wing Point

Welcome to this beautifully appointed home nestled among the trees on Bainbridge Island! The neighborhood offers quiet privacy, while being just a 5-minute drive from bustling Winslow and the ferry terminal. The home provides gracious hospitality, a design-forward aesthetic, and plenty of space for multi-generational families to stay together. From hiking, to beachcombing, kayaking, wine tasting, and meals from award-winning chefs, the Kitsap and Olympic Peninsulas have so much to offer!

house upon the sand

Once tucked back into the woods, this newly improved 1920s cabin now enjoys a front-row seat to the grandeur of the Hood Canal thanks to a tidal creek that has washed away the sandy soil that once supported the departed trees. This property may prove challenging for individuals with mobility issues. **Pricing is discounted due to ongoing improvements. Tools and materials are kept out of sight, but you may notice some unfinished details. Due to continued progress, appearance may vary.

The Agate Passage Hideaway | Kayaks & Waterfront

Located by Suquamish Clearwater Casino Resort after the Agate Pass Bridge, escape to a charming hideaway nestled in Bainbridge Island's lush green woods. This centrally located, cozy and inviting Airbnb offers the perfect retreat for nature lovers. For ocean enthusiasts, we have 3 kayaks and an inflatable paddle board you can use! Whether seeking a romantic getaway or a peaceful escape from the pace of life, this enchanting spot is sure to delight and inspire. Certificate # P-000121

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.

25 Steps to Beach & Hot Tub

You'll love our super clean and modern-designed beachfront guest suite with water views on 3 sides. The suite is adjacent to an active marine passage featuring ferries, yachts and occasional Navy vessels. Enjoy sea life such as sea lions, seals, otters, and orcas. 420 sq.-ft. unit has a queen size bed w/ privacy sliding door, small kitchenette (microwave, mini-fridge, coffee maker and dishes/flatware), iron, thermostat, cable TV, Wi-Fi and year round hot tub inches from Puget Sound.

2 Bed, Best Located Beach Ste, Cozy Stunning Views

ENORMOUS BEACH & SUN ALL DAY. STUNNING VIEWS of Mt. Rainier & Olympics. 4 min. to ferry or 20 min. walk to this up-scale area. 750 SF suite, 1 bdrm w/queen, living w/queen sleeper sofa (extra topper/ply for your taste but not real bed!), queen blowup air bed & room for tent on lawn, large kitchen/dining. Coffee/tea. Price is for 2 people, but can sleep 4+ people who can get along in 750 sq. ft. for a small extra charge above 2 people. Ask for extra charge for small event