Holiday rentals in Bainbridge Island

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Top-rated holiday rentals in Bainbridge Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A bright living area features vaulted ceilings and skylights, allowing natural light to fill the space. A red sectional sofa is positioned around a wooden coffee table on a bold area rug. The entrance showcases wooden doors, and the walls are adorned with framed artwork.
Guest house in Crystal Springs
4.98 out of 5 average rating, 248 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.

Top guest favourite
A bright living area features large windows with blinds, allowing natural light to fill the space. A comfortable sofa is paired with a cozy chair, and a glass coffee table rests on a woven area rug. A television is mounted on the wall, complemented by decorative plants.
Flat in Bainbridge Island
5 out of 5 average rating, 253 reviews

Contemporary Bainbridge Island Apartment

Light, airy, warm and cozy open concept, modern 2nd floor apartment with vaulted ceilings and contemporary styling. Spacious 600 sqft living, dining and kitchen area. Elegant private bedroom with queen bed, and walk in closet. Bathroom with shower. Access to sunny deck for coffee and dining. Prime location on Bainbridge Island - 5 minutes walk to beach, 15 minute walk to the Seattle Ferry and all the amenities of Winslow. Charming place to explore Bainbridge Island, Seattle and the Puget Sound.

Top guest favourite
A great room is featured with vaulted, beamed ceilings and large windows offering views of Puget Sound. A slipcovered couch and two chairs provide comfortable seating, complemented by a vintage trunk serving as a coffee table. Decorative plants enhance the welcoming atmosphere.
Home in Crystal Springs
4.99 out of 5 average rating, 126 reviews

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 100 feet of 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.

Guest favourite
A sunroom features multiple windows allowing natural light to fill the space. A small table and four chairs are arranged on a tiled floor, surrounded by greenery visible through the windows. Two skylights enhance the airy atmosphere.
Home in Winslow
4.85 out of 5 average rating, 101 reviews

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.

Top guest favourite
A serene view of water is framed by tall trees and vibrant greenery. Calm blue water stretches across the scene, reflecting the clear sky, with distant land visible on the horizon. This tranquil setting is ideal for relaxation and appreciation of nature.
Cottage in Bainbridge Island
4.99 out of 5 average rating, 572 reviews

Etoille Bleue -A Water View Retreat With Sauna

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.

Top guest favourite
A comfortable living area is furnished with a navy sofa, accented by decorative pillows. Two wooden armchairs with light fabric are positioned nearby. Natural light enters through skylights and windows, while a television sits on a side table across from the seating area.
Guest house in Winslow
4.97 out of 5 average rating, 455 reviews

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.

Top guest favourite
A well-equipped kitchen features light green cabinetry and a white countertop. Natural light fills the space, highlighting a tiled backsplash and a wooden cutting board. A potted plant adds a touch of greenery, while modern appliances are neatly arranged, creating a functional cooking area.
Home in Bainbridge Island
4.98 out of 5 average rating, 122 reviews

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!

Top guest favourite
The open living space features high ceilings and radiant heated concrete floors. A comfortable grey sofa is positioned near a stone fireplace, while a wooden dining table accommodates seating for four. Large windows allow natural light to fill the area, enhancing the spacious atmosphere.
Home in Lynwood Center
4.98 out of 5 average rating, 333 reviews

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.

Top guest favourite
A modern living area is presented, featuring a comfortable couch and chair on a colorful, patterned rug. A coffee table sits in front, and wall art adds a subtle touch. Natural light enters through large windows, highlighting the spacious layout.
Guest suite in Point White
4.98 out of 5 average rating, 672 reviews

25 Steps to Beach & Hot Tub

You'll love our super clean and modern-designed beachfront guest suite with water views on 3 sides. The suite is adjacent to an active marine passage featuring ferries, yachts and occasional Navy vessels. Enjoy sea life such as sea lions, seals, otters, and orcas. 420 sq.-ft. unit has a queen size bed w/ privacy sliding door, small kitchenette (microwave, mini-fridge, coffee maker and dishes/flatware), iron, thermostat, cable TV, Wi-Fi and year round hot tub inches from Puget Sound.

Guest favourite
A ferry can be seen gliding across the water, with snow-capped Mt. Rainier rising prominently in the background. The scene is framed by evergreen trees, adding a natural element to the view of the Puget Sound.
Guest suite in Bainbridge Island
4.84 out of 5 average rating, 459 reviews

2 Bed, Best Located Beach Ste, Cozy Stunning Views

ENORMOUS BEACH & SUN ALL DAY. STUNNING VIEWS of Mt. Rainier & Olympics. 4 min. to ferry or 20 min. walk to this up-scale area. 750 SF suite, 1 bdrm w/queen, living w/queen sleeper sofa (extra topper/ply for your taste but not real bed!), queen blowup air bed & room for tent on lawn, large kitchen/dining. Coffee/tea. Price is for 2 people, but can sleep 4+ people who can get along in 750 sq. ft. for a small extra charge above 2 people. Ask for extra charge for small event

Top guest favourite
The exterior of the cottage displays a charming white façade with horizontal wood siding. A welcoming entrance is framed by large windows and bordered by lush greenery and colorful flowers, creating a serene atmosphere with views of Puget Sound in the distance.
Home in Manitou Beach
5 out of 5 average rating, 303 reviews

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.

Top guest favourite
The cabin, featuring a unique yurt design, is surrounded by lush greenery. A spacious wraparound deck offers multiple seating areas. Large windows provide views of the surrounding forest. Soft lighting along the deck adds an inviting touch in the evening.
Cabin in Poulsbo
4.94 out of 5 average rating, 178 reviews

Ghost Salmon Cabin in a Cedar Tree Grove

Ghost Salmon Cabin is a custom built studio cabin. It is a unique design, with wood floors, a vaulted wood ceiling and a large wrap around deck. The location is in the Sandy Hook neighborhood. It is not in any town but near several. Kiana Lodge is a 3 minute walk from the cabin. Two ferry terminals (Kingston/Edmonds and Bainbridge/Seattle routes) are 20 minutes away. It is centrally located near Poulsbo, Suquamish, Kingston and Bainbridge Island.

Popular amenities for Bainbridge Island holiday rentals

When is the best time to visit Bainbridge Island?

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Avg. price£130£127£138£139£140£150£159£161£148£141£149£146
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Frequently Asked Questions

  • What are the best places to stay in Bainbridge Island?

    Around Winslow, visitors find stays close to shops, dining, and the ferry terminal, while rural neighborhoods such as Rolling Bay and Lynwood Center have a quieter, wooded setting. Waterfront, garden, and forest-view rentals are frequently suggested for a relaxed experience.

  • What are the best things to do in Bainbridge Island with kids?

    Families frequently explore the Kids Discovery Museum, enjoy sandy beaches at Fay Bainbridge Park, and wander trails with gentle grades. Picnic spots and interactive gardens provide hands-on fun for all ages.

  • What are some of the best things to do in Bainbridge Island?

    Wander through the Bloedel Reserve’s gardens, visit the Bainbridge Island Museum of Art, or taste local foods at the farmers market. Waterfront parks and forested trails are a staple for outdoor relaxation.

  • How is the weather in Bainbridge Island?

    Bainbridge Island has cool, wet winters around 37–52°F (3–11°C), and mild, drier summers near 66–78°F (19–25°C). Rain is most frequent from fall through spring, so packing layers and a raincoat is helpful.

  • When is the best time to visit Bainbridge Island?

    Late spring through early fall is often recommended for milder temperatures, garden blooms, and outdoor events. Winter and early spring bring more rain, quieter scenes, and opportunities to explore indoor galleries or cafes.

  • What are the best places to visit in Bainbridge Island?

    The Bloedel Reserve, Japanese American Exclusion Memorial, and Bainbridge Island Museum of Art are frequently suggested for insight into local history and culture. Fay Bainbridge Park and Grand Forest add scenic outdoor experiences.

  • What are some hiking trails in Bainbridge Island?

    Explore Grand Forest’s wooded trails for a shaded walk, visit Fay Bainbridge Park for coastal views, or try the Gazzam Lake Nature Preserve loop. These spots are often recommended for a mix of forest and shoreline experiences.

  • What are some family activities we can do in Bainbridge Island?

    Explore beachcombing at Fay Bainbridge Park, spot wildlife at the forested Grand Forest, or check out interactive exhibits at the Kids Discovery Museum. Seasonal festivals and markets often host activities welcoming to all ages.

  • What are some of the best day trip ideas from Bainbridge Island?

    Plan a visit to neighboring towns for farmers markets, art galleries, or parks, or explore Washington’s Olympic Peninsula for forest trails and coastal vistas. Ferry rides and local tours highlight the nearby islands’ unique landscapes.

  • Are there any pet friendly accommodations available in Bainbridge Island?

    Pet friendly accommodations are available in neighborhoods such as Winslow, Eagledale, and Lynwood Center. Many local parks and trails welcome leashed pets, making it easy to include your companion in outdoor adventures.

  • What are some local tips for visiting Bainbridge Island?

    Locals frequently suggest exploring small shops and galleries, visiting the island’s farmers market, and dressing in layers to be ready for changing weather. Bringing reusable shopping bags and traveling by foot or bicycle around Winslow is also encouraged.

  • What is Bainbridge Island known for?

    Bainbridge Island is known for scenic waterfronts, quiet forests, and locally rooted arts communities. Historical sites, distinct gardens, and seasonal farmers markets reflect its connection to nature and culture.

  • What are the best hidden gems to explore in Bainbridge Island?

    Explore the Bloedel Reserve for tranquil gardens, visit Hall's Hill Labyrinth for a quiet walking path, or seek out small art galleries dotted around the island. The Japanese American Exclusion Memorial provides a thoughtful look at local history.

  • What are the best foods to try in Bainbridge Island?

    Bainbridge Island has fresh Pacific Northwest seafood, artisan cheeses, and locally inspired pastries. Try salmon dishes, small-batch ice cream, and baked goods made with seasonal fruit from area farms.

  • What should I bring for a trip to Bainbridge Island?

    Pack layers, a rain-jacket, and comfortable walking shoes, as weather can shift quickly. Bringing reusable bags, a water bottle, and a camera lets you enjoy markets, nature spots, and unexpected views.

  • What is the nightlife in Bainbridge Island like?

    Bainbridge Island has cozy pubs, tasting rooms, and music venues, especially around Winslow. Evenings often feature local performers, craft drinks, or outdoor fire pits for a relaxed end to the day.

  • What are the most popular events or festivals in Bainbridge Island?

    Bainbridge Island has an Independence Day celebration with a parade and festivities, summer garden tours, and art walks that showcase local talent throughout the year. Community events often highlight art, music, and the island’s agricultural heritage.

  • Are there family friendly vacation rentals in Bainbridge Island?

    Family friendly vacation rentals are available around Winslow, Lynwood Center, and near local beaches or forested areas. Backyards, bunk beds, and relaxed common spaces are commonly included to help families settle in.

Quick stats about holiday rentals in Bainbridge Island

  • Total holiday rentals

    Explore 250 holiday rentals in Bainbridge Island

  • Nightly prices starting at

    Bainbridge Island holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 21,900 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    240 of Bainbridge Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Gym across Bainbridge Island rentals

  • 4.9 Average rating

    Bainbridge Island stays are highly rated by guests – averaging 4.9 out of 5!

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