Guesthouse vacation rentals in Kitsap County

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Top-rated guesthouse rentals in Kitsap County

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Top guest favorite

A pathway leads down wooden stairs flanked by lush greenery, opening to a spacious outdoor area. Tall trees offer shade, while a paved surface extends into the distance, providing a serene setting for outdoor activities or relaxation.

Guesthouse in Bainbridge Island

4.98 out of 5 average rating, 217 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.

Superhost

A charming guest house is set within a spacious yard, surrounded by lush greenery. The structure features a gray exterior with a well-maintained lawn. In the background, a serene water view is visible, framed by tall trees under a clear sky.

Guesthouse in Kingston

4.83 out of 5 average rating, 133 reviews

Sunsets over Gamble Bay

A casual weekend at Gamble Bay awaits you. Quiet, comfortable, clean,cute guest house only 10 minutes from the Kingston ferry and 5 minutes from historic Port Gamble. To help you disconnect and relax this cottage does not have TV or WIFI There is access to the tidelands for your kayak or paddle board where you can also dig for clams or pick oysters to roast over an open fire with s’mores for dessert. Bring your bicycles for riding. through the trails in Port Gamble. Beach shoes are recommended.

Top guest favorite

The exterior of the property showcases a two-story home with a modern design, featuring a stone accent wall and large glass garage doors. Well-maintained gardens provide a welcoming entrance, complemented by lush greenery surrounding the house.

Guesthouse in Port Orchard

4.99 out of 5 average rating, 196 reviews

Stunning new guesthouse with Puget Sound views

Enjoy the expansive Puget Sound views from the balcony of your private suite. This brand new luxury guest quarters is just a short walk to the Southworth ferry offering service to downtown Seattle or the car ferry to West Seattle Fauntleroy. Fully equipped efficiency kitchen is yours to prepare a meal if you wish. Walk down to the beach, launch your kayak, bring your bike and binoculars to view the eagle nest from your private balcony. Come discover the the majesty of South Kitsap County.

Top guest favorite

A charming cottage is nestled amid lush greenery, featuring a wooden deck with outdoor seating and an umbrella. The entrance is framed by vibrant plants and trees, inviting guests to explore the tranquil surroundings.

Guesthouse in Indianola

5 out of 5 average rating, 236 reviews

Cottage/Finnish Sauna Amongst the Cedars

We use CDC guidelines as close as possible & leave 24+ hours between guests for your/our safety. Enjoy our secluded park like setting, comfy bed, sauna, homemade bread/jam, huge cedar trees, sitting areas, golf chipping (seasonal). Close to SEA via ferry ride from Bainbridge Is. (30 min. drive) or 10 min. to Kingston ferries (walk-on or car). Near beach, golf (White Horse GC) & miles of hiking/biking trails, close to shopping & restaurants. Good for couples/singles. See below.

Guest favorite

The image captures a view from outside the guest house, highlighting large windows that invite natural light into the interior space. A cozy sitting area can be seen, along with rustic décor and kitchen elements visible through the glass, surrounded by lush greenery.

Guesthouse in Bremerton

4.94 out of 5 average rating, 223 reviews

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.

Top guest favorite

Two outdoor chairs are positioned on a wooden deck overlooking a sandy beach. Bright blue skies frame views of the water and a distant Mount Rainier. Lush greenery lines the edge of the deck, adding a natural touch to the serene coastal setting.

Guesthouse in Bainbridge Island

4.97 out of 5 average rating, 191 reviews

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.

Guest favorite

The exterior of the cozy cottage is shown, featuring a covered deck with various seating options. A patio area is visible in front, surrounded by landscaped greenery and trees, creating a peaceful atmosphere typical of a country setting.

Guesthouse in Port Orchard

4.97 out of 5 average rating, 320 reviews

Cozy Country Cottage * Near Hiking & Beaches

Newly renovated, cozy cottage in a beautiful country setting. A peaceful refuge from the hustle and bustle of the city, this comfortable & stylish cottage offers views of nature and all the amenities of a full size home. The covered deck is a perfect place to enjoy the views with a relaxing seating area & propane BBQ grill. Or gather on the patio around the fire table, surrounded by nature and a sky full of stars. Shooting stars are a frequent sight in late summer.

Guest favorite

A vibrant blue exterior of a cottage is complemented by a bright yellow door. A whimsical bird sculpture is mounted above the entrance, and colorful flower pots adorn the wall beside the window. Lush greenery surrounds the cottage, enhancing the serene outdoor setting.

Guesthouse in Vashon

4.9 out of 5 average rating, 352 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.

Top guest favorite

The entrance to the cottage features a vibrant red door, surrounded by colorful flower pots and lush greenery. A small white table with two chairs invites relaxation, while a well-maintained pathway leads to the inviting entrance, framed by ornamental landscaping.

Guesthouse in Kingston

4.99 out of 5 average rating, 215 reviews

Kingston Farmhouse Cottage, the great escape...!

COMFORT LISTING! Yesteryear nostalgia with modern accommodations. Purposely designed for your leisure and enjoyment. Comfortable sleeping plus full kitchen. Queen bed plus plenty of bed and bath linens. Children will be quite comfy, sleeping in three-quarter sofa bed, cot, and/or lean-back recliner and feel cozy-safe near family. (Still, if you're looking for a romantic get-away, mom & dad, leave them with friends or relatives this time!)

Guest favorite

The exterior of the cottage features natural wood siding and a welcoming entrance with a covered porch. Large windows provide glimpses into the warm interior, surrounded by lush greenery and stone pathways that lead to the front door.

Guesthouse in Vashon

4.91 out of 5 average rating, 629 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!

Guest favorite

The exterior of the cottage features a welcoming entrance with an open door leading into a sun room. Lush greenery and colorful flowers, including vibrant pink azaleas, surround the pathway and add to the garden landscape.

Guesthouse in Kingston

4.95 out of 5 average rating, 537 reviews

Upper Left Landing

Find your landing place nestled in a cottage amidst a PNW garden landscape with peekaboo views of the Puget Sound. The main suite boasts furniture hand built of old growth timber with modern amenities and a fully stocked kitchen and coffee bar. The attached sun room provides a tranquil setting with a hammock and expansive garden windows that offer natural sunlight. 8 min drive from the Kingston ferry to Seattle.

Top guest favorite

The exterior of a modern two-story home is framed by lush greenery. Large windows allow natural light to fill the interior, while a balcony with a wooden railing overlooks the surroundings. A garage door adds to the property’s contemporary appeal.

Guesthouse in Bainbridge Island

4.98 out of 5 average rating, 175 reviews

Stylish Guest Apartment Suite on Bainbridge Island

Just a short walk from this stylish, modern, cozy and private second story suite down a private drive lies the beach on coveted Crystal Springs. Take a stroll along the water or explore one of the islands numerous walking trails. Conveniently located to South End attractions such as Pleasant beach Village, historic Lynwood Center, and Islandwood, you are sure to find something that strikes your fancy.