House holiday rentals 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.

The BayView Rendezvous - w/ Beach Access & Kayaks

The Bayview Rendezvous is a beautifully remodeled 3 bedroom home in the Illahee Manor Estate in Bremerton, WA. The home sits down a semi-private driveway that is only shared with other properties within the Estate (5 other homes on property.) Guests have access to explore the full 5 acre property including a pathway leading down to the waterfront with access to boating equipment. Central location for hoping on the ferry to Downtown Seattle, exploring the Hood Canal, Olympic Mountains, & more!

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.

Sunny Bainbridge Island Beach House - Water View

View of beautiful Puget Sound and Seattle skyline. Spacious light-filled living quarters with private entry to lower floor of home (we live upsfeatures bamboo flooring, TV/library, 2 private bedrooms with queen in Primary, twin bed in 2nd bedroom. Extra twin cot available. Bath newly renovated. Library area includes sofa & TV. Includes everything BUT a kitchen sink/stove. No cooking.on property please. Microwave, fridge, toaster, coffee service, hot tea kettle provided with daily refresh.

Craftsman next to the beach

HOLIDAYS: I block 11/26, 12/24, 12/31 they’re available message me! Beautiful craftsman home seconds to the beach. Quiet, friendly area on beautiful Bainbridge Island. Sleeps 1-18, 2 suites, 2 bedrooms and an extra full bath. Gourmet kitchen-Viking gas stove. Short walk to PB Village: restaurants, bakery, small grocery store, etc. and famous Ft. Ward park. On Kitsap Transit bus line. Fire pit in the yard for an evening roasting marshmallows. Gas fireplaces in living room and master suite.

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!

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.

Hooked on a Feeling | Luxury Bainbridge Waterfront

Our House, Hooked on a Feeling, 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.

Enchanted Forest Cottage

Escape to the cozy cottage in the forest of big trees. Ecologically built, a healthy environment with everything you need for a comfortable stay. Large picture windows make you feel like you are part of the forest. Enjoy visiting the Norwegian town of Poulsbo, yet Seattle is not far away. There are also many hiking and mounting-biking trails, parks and beaches nearby, and the Olympic National Forest is just a javelin-throw away. Experience the magic of the big trees!

Cozy Illahee Cabin!

Looking for a quiet, romantic getaway? Our updated cabin with water view is close to the Bremerton ferry terminal and located in quiet Illahee. Enjoy the peace and tranquility with that special someone or just take time to reflect and recharge or enjoy a creative writing retreat. Short driving distance to the Illahee port and Illahee state park. Wake to views of Port Orchard Bay and take in the views while enjoying coffee on the deck or at the dining table.

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.