Holiday rentals with a fireplace in Bainbridge Island

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 just 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.

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

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.

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.

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

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.

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

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.

Bright, Garden View "Guest House" at Ferngully

Full garden views, bright and modern secluded "guest house" 5 minutes off the highway and 10 minutes from the ferry in western Bremerton. The space is a standalone unit detached from our main house tucked off the main street, nestled amongst the cedars and firs along Mud Bay connecting to Puget Sound. The room has a full 270 degree view on the gardens and trees, queen size murphy bed, fridge, sink, microwave, wood stove and bathroom, complete with 16" outdoor rain shower.