Guesthouse holiday rentals in Vashon Island

Guesthouse in Lynwood Center

4.97 out of 5 average rating, 1,150 reviews

Fletcher Bay Garden Retreat

This private and completely separate 300 square foot space is located 100 feet behind the main residence. Enveloped by mature forest, you feel as though you are staying in a treehouse. The loft features hardwood floors, internet, queen sized bed, cozy sitting area and kitchenette. Marj's attention to detail and love of vintage finds is evident in the charming and welcoming space. Relax and listen to the water trickling in the pond outside your room. The loft comfortably accommodates singles, couples, children or a third adult. We accept up to two dogs but ask that they not be left unattended in the bnb unless they are crated. We also ask that you keep them off the bed and other furniture. Amenities: The loft comes equipped with a microwave, toaster oven, Keurig coffeemaker, hot water kettle, and mini-fridge and is stocked with coffee, tea, yogurt and granola. There is a comfy queen-size bed and also a twin blow up Serta mattress with an internal pump that maintains pressure at your desired comfort setting. You can work or eat at an expandable table that has two comfy chairs. Internet tv is also provided. Luggage racks and an ironing board are stored in the closet. Wander this beautiful property and explore the unique and exotic garden offerings. You’re welcome to schedule a private tour of the grounds with Nick, owner and lead gardener. Your privacy is respected. You can remain quietly nestled in your getaway, and come and go as you please. Fletcher Bay Garden Retreat is located in the center of Bainbridge Island, about 10 minutes drive from the ferry terminal. It is minutes from Pleasant Beach Village and the newly renovated Lynnwood Center including the Tree House Café and Historic Lynnwood Theatre. The Village includes fun shops, a wine bar and various restaurants including the lovely Beach House Restaurant. Near and dear to all Islanders hearts, is Walt’s Grocery where you can pick up necessities and sample Walt’s home beer brews and large selection of wines. If you care to venture further, you can visit the Grand Forest, acclaimed Bloedel Reserve, golf courses, quaint downtown Bainbridge Island and the new and highly acclaimed Bainbridge Island Museum of Art. Nearby towns include Poulsbo and Port Townsend where more shopping, touring and eating are plentiful. And of course, Seattle is only a 35 minute ferry ride away! Drive on the boat or arrive from the Kitsap Peninsula. If you don’t want to hassle with a car, grab a taxi from the Bainbridge Island Ferry Terminal or ride your bike (storage is available). Eats Your hosts will make sure your place has a few breakfast basics for your morning including coffee fixings, granola and yogurt. You can plan your day while sipping your morning coffee!

Guesthouse in Crystal Springs

4.98 out of 5 average rating, 234 reviews

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.

Guesthouse in Bainbridge Island

5 out of 5 average rating, 170 reviews

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

4.97 out of 5 average rating, 300 reviews

Art Garden Guest Cottage + Excellent Water View

The Art Garden guest cottage is a small quiet sanctuary nestled in a beautiful part of Burton, on Vashon—an intimate quiet place to enjoy the tranquility of the woods. A perfect romantic getaway. There is a fabulous view of Quartermaster Harbor from the cottage. Enjoy the comfort of a high-end Queen-sized bed and fine linens. Coffee and tea are provided to start your day then the promise of island adventure awaits. Perfect for a romantic getaway, writer's retreat, or a place to rejuvenate. .

4.97 out of 5 average rating, 769 reviews

Private beach cabin, Vashon Island

Some say the cabin has a nautical feel with galley kitchen, wood paneling and brass light fixtures. In the bathroom, copper pipes become towel racks. Outside there are deck chairs and more by the water along with a meditation maze made from beach stones. The lighthouse is a short beach walk away. The reading and writing room, across the path, is a refuge for solitary study or work. Enjoy the water, marine life and birds here where each season brings new joy and sometimes, excitement.

4.97 out of 5 average rating, 432 reviews

Guesthouse in Winslow

Luxury Farmhouse-Style Living in the Heart of Bainbridge

Completely separate and private guest suite walking distance to downtown Winslow (1/2 block), the ferry (.6 miles), the harbor and the 8.5 acre Moritani Preserve (1 block) away Easy access via a code. I am always available for questions.. I live in the main house in the front but you will have complete privacy. It's a very safe area and people are warm and friendly. Check out the farmers' market on Saturdays at Bainbridge Performing Arts. You have space to park one car in the carport.

4.95 out of 5 average rating, 1,179 reviews

Spectacular Beach & View: The Loft

Wake up to spectacular views of Puget Sound and Mt. Rainier from this 700 sf, 2-story, chic and comfortable cottage on a 40 acre waterfront property. The southern exposure beach is ideal for strolling, beach combing, and relaxing. The beach has a picnic area, fire pit, propane bbq, hammocks, and lounge chairs awaits you for outdoor r & r. Trails through the forest for hiking nearby. Mountain bike trails at Dockton Pk..Your pet is welcome, leashed, with an additional pet fee.

4.99 out of 5 average rating, 149 reviews

Vashon View Cottage

Bright cozy studio cottage on the north end of Vashon. Puget Sound, Mount Baker and nature views. Newly renovated throughout with large deck to enjoy the outdoor fire pit and water views. Quiet neighborhood within 10-15min walking distance to and from the ferry (note there is an incline as we are on the hill above). Deer, hawks, eagles and more surround the property. Come enjoy a local jewel and experience small island living, just a 20 minute ferry ride away from Seattle!

4.99 out of 5 average rating, 356 reviews

Guesthouse in Fox Island

1 bedroom, 1 bath Cabin

The Fox Den is a stand-alone cabin, located in a quiet neighborhood on Fox Island. It's a 1-minute drive, or 10 minute walk to the public beach (Fox Island Sand Spit) *Update* The Fox Island Sandspit, will be closed for maintenance on September 22, 2025 and reopen by December 1, 2025. The Fox Island Fishing Pier is still open. (12-minute drive from the Fox Den) Dogs: Up to 1 well behaved dog, is allowed with extra pet fee of $25 per stay. (No Cats Please)

4.91 out of 5 average rating, 379 reviews

Tidy House in the Heart of Vashon

Tidy House is a short walk to the heart of Vashon town. Walk to the farmer's market, restaurants, coffee shops, bars, museum, galleries and easy access to Island Center Forest trailheads. You'll have your own cozy, newly-remodeled cottage on a two-acre property with a fruit orchard, hammocks, chickens, and aspen grove. Easy parking and access to public transportation. Very safe neighborhood and a great central location for bike touring. LGBTQ+ friendly.

4.91 out of 5 average rating, 655 reviews

Charming Sea Bluff Cottage with Sound View

Vashon Island is a beautiful, enchanting place and our guest cottage is in a uniquely gorgeous spot. Nestled above the water on a high bluff, the view literally takes your breath away; Puget Sound, Cascade mountains and sunrises that astound. It may be hard to believe an island paradise is so close to two major cities, but time seems to have stopped on Vashon. It's a magical place; come visit and let the spell work on you!