Holiday rentals with outdoor seating in Bainbridge Island

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.

The Perch @ Eagle Harbor

Enjoy pristine views of Eagle Harbor and serene sounds of the Puget Sound at this recently remodeled spacious one-bedroom with a living room and a library/den. Set at the end of a private road, a separate entrance, patio and garden add to the tranquility and privacy of this oasis. The cozy dwelling is complete with outdoor chaise lounges, dining table, and a fire table to enjoy views of the marina. A short walk to the beach and close to Winslow, The Perch captures the best of Bainbridge.

walking distance downtown-Studio Dogwood

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.

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.

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.

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.

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

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.

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.

Froggy Heights - An English Cottage on Bainbridge

A picturesque two-bedroom cottage approached by a secluded road sits on a hill with stunning views of rolling lawns and treetops to the east. You’ll wake to the sunrise light streaming through the tall picture windows in the romantic bedroom. The separate living room offers ample space to relax with a good book and enjoy tea and cake! The adorable second bedroom provides a special place for children to feel right at home, or a private spot to unwind.