House holiday rentals in Bainbridge Island

Poulsbo Shore Retreat w/ Kayaks, SUPs, & Bikes!

Welcome to to this breathtaking vacation rental nestled along the picturesque shoreline of Poulsbo! This enchanting getaway is the perfect destination for those seeking tranquility and coastal charm. With the ability to comfortably accommodate up to seven guests, it offers an idyllic retreat for families or a group of friends. The home offers private beach access, use of 2 kayaks, and 2 SUPs, outdoor wood firepit and propane fire table, breathtaking views, & 2 cruiser bikes to explore nearby!

Value · Family · Indoor spaces

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.

Family · Location · Long stay

Roundhouse in the Fairytale Grand Forest

Listen to the trees and rain, in the Fairytale Roundhouse! Warm and cozy, sip some wine, enjoy nature! Trails to the Grand Forest and Battle Point Park, are at your doorstep. Cuddle up in the media loft & fall asleep on the wonderful pillow top King. All hail "The Queen" bed is below and a full Prince or Princess bed in the blue room. A "Jack n' Jill" bathroom with comfy white towels, Soap, Shampoo and Conditioner. No Pets or Assistance animals due health issues. Absolutely No Smoking!

Family · Location · Condition

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.

Family · Value · Backyard

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 our 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.

Value · Family · Laundry

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.

Value · Family · Decor

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.

Value · Location · Quiet

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.

Location · Family · Walkability

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.

Family · Value · Air conditioning

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.

Value · Family · Condition

Stunning Beachfront Getaway

Miracle Mile Dreams offers spectacular, unmatched Puget Sound views from four waterfront decks. Whether you're planning a summer beach vacation, a family reunion, a corporate retreat, or a relaxing getaway with friends, this one-of-a-kind home delivers an unforgettable experience. Stroll the beach, watch ferries glide by, enjoy incredible sunsets, and explore nearby restaurants—or take the Southworth ferry for an easy day trip to Seattle.

Location · Family · Amenities

5BR Island Home | Hot Tub, Theater, Fenced Yard

Escape to your Bainbridge Island retreat! This 5BR home sleeps 11 with a private hot tub, home theater & dog-friendly spaces. Walk 9 min to Pritchard Beach or drive 10 min to downtown Winslow. Bright, spacious rooms perfect for multi-family getaways & reunions. Explore island wineries, hiking trails & beaches, then unwind in the hot tub. Everything you need for an unforgettable island escape—including room for your pup!

Value · Family · Access