Holiday rentals in East Port Orchard

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Top-rated holiday rentals in East Port Orchard

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Superhost
A scenic view showcases a peaceful waterfront with a soft gradient of colors at dusk. Various rooftops are visible in the foreground, framed by a lush evergreen tree. The tranquil water stretches towards distant hills, with the horizon softly illuminated in the fading light.
Home in Port Orchard
4.94 out of 5 average rating, 178 reviews

Custom home with panoramic Puget Sound views.

This special place is close to everything, making it easy to plan your visit. A short walk to the best restaurants in Port Orchard. A very short walk to foot ferry to Seattle or downtown Bremerton, or the Navy base. The home is filled with unique custom woodwork and it has all you need for a short visit or an extended stay. One bedroom with a queen bed, spacious bathroom, living room, fully equipped kitchen, and full laundry closet. Fast wifi, TV and DVD player. 1 private parking space in front.

Guest favourite
Home in Port Orchard
4.93 out of 5 average rating, 152 reviews

Stylish getaway near town, park and amenities!

This peaceful home is ready for you to kick back and relax before an electric fireplace and open living area. Enjoy the local attractions and beyond. Centrally located, you will be only minutes from the highway, super stores, several restaurants, and only a 15 minute drive to both Seattle Ferry terminals taking you Down Town or to West Seattle. There are several golf courses locally, a disc golf and park walking distance, and Bremerton Navy base is a 15 minute drive. Rest up and be our guest =)

Top guest favourite
The exterior of the A-frame building is shown, featuring a light grey facade with white trim and multiple windows. A covered entrance is highlighted, leading up to a pathway. Surrounding trees and landscaping provide a natural setting against a background of the bay.
Tiny home in Port Orchard
4.98 out of 5 average rating, 265 reviews

NIRVANA by the bay

Enjoy the scenic Olympic Mountains from the deck, or watch the tall ships engage in mock cannon battles. Bremerton Naval Shipyard provides a backdrop with the Pacific Fleet docked across the bay. Have your own boat? Moor at beautiful Port Orchard Marina only a 5 minute walkaway. A fast ferry to Seattle- no need for a car. Watch the sun set over the Olympics, go for a scenic drive to Hood Canal, or just relax and enjoy a bottle of wine from the deck.Go for a stroll along the waterfront boardwalk.

Top guest favourite
The exterior of a modern black cabin is surrounded by lush greenery, featuring a welcoming entrance with a large window. A wood-fired hot tub is positioned nearby, with a seating area. The pathways are lined with stepping stones, leading to a private outdoor space.
Cabin in Vashon
4.99 out of 5 average rating, 352 reviews

Wolf Den | Cozy Forest Cabin + Wood-Fired Hot Tub

Discover the natural beauty of Vashon Island from the comfort of a cozy, modern tiny cabin. A short ferry ride from Seattle or Tacoma, The Wolf Den is tucked away in the forest, offering the perfect retreat for couples or solo travelers seeking a restorative getaway. With all the amenities for a relaxing stay, you’ll feel right at home. After exploring the island’s trails, beaches, and local attractions, unwind in the wood-fired hot tub and let the calming rhythm of island life rejuvenate you.

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
The exterior showcases a charming purple facade with a welcoming red door. Lush greenery and colorful flower beds surround stone steps leading to the entrance. Various planters and seating areas invite relaxation, complemented by a tranquil atmosphere enhanced by the natural surroundings.
Guest suite in Port Orchard
4.81 out of 5 average rating, 190 reviews

Dotty’s Place Downtown

Dotty’s Place Downtown is a unique 1910 all refurbished large studio apartment. Private entrance with views of the Sinclair Inlet. One block from downtown Port Orchard, two blocks from the foot ferry to Bremerton & Seattle. Dotty’s is conveniently located to restaurants, bars, shopping and the waterfront Marina. This space is cozy with modern amenities, cotton linens with a comfy memory foam queen size bed. The living room has a smart TV & internet with a comfy sofa. With a new full kitchen!

Top guest favourite
A spacious living area is furnished with a large sectional sofa and an ottoman, complemented by decorative pillows. Soft natural light fills the room through multiple windows, while a casual dining area is visible in the background, featuring a table and chairs.
Home in Bremerton
4.99 out of 5 average rating, 103 reviews

Home Base Bremerton

This two bedroom, two bath home boasting a separate den and office, is just 3 blocks from the thriving downtown core, Puget Sound Naval Shipyard, and Seattle ferry. Grab the 30-minute fast ferry to central Seattle for sports, concerts, and Pike Place Market. Or enjoy the rich and unique variety that downtown Bremerton has to offer. Peaceful, spacious and stylish, and with an unbeatable location, Home Base Bremerton is the perfect launching point for your Kitsap Peninsula/Seattle adventures.

Top guest favourite
A shared wrap-around porch features comfortable seating arrangements with vibrant cushions. An outdoor dining area is visible, overlooking Sinclair Inlet and the marina. Lush greenery and colorful flowers frame the serene water view, creating a peaceful atmosphere for relaxation.
Home in Port Orchard
4.97 out of 5 average rating, 118 reviews

Carriage House - Spacious, Charming, and VIEWS!

The Carriage House is attached to the owner-occupied house by a shared wrap-around porch. As you'll see from the pictures, we are up on a hill overlooking Sinclair Inlet and the majestic Olympic Mountains. We are downtown Port Orchard, so restaurants and a myriad of cute shops are just steps away, as is the lovely waterfront. You'll have the house to yourself to relax in the serenity you deserve. You can get to and from Port Orchard by ferry from Seattle, so a getaway with no car is doable!

Top guest favourite
A covered patio offers a relaxing space with stylish seating arranged around a central firepit, enhancing the view of the water. Café string lights illuminate the area, creating a serene ambiance while sunset colors reflect on the surface of the water.
Cottage in Port Orchard
4.95 out of 5 average rating, 170 reviews

Salish Sea Cottage-2 BR Waterfront in Port Orchard

The Salish Sea waterfront two bedroom cottage is sure to meet your expectations for a romantic getaway, small family trip, or solo work retreat! Just minutes from Downtown Port Orchard sits this adorable, stylish cottage perched over the Sinclair Inlet with breathtaking views to watch wildlife, Seattle ferries, and city views! Weather you stay local and explore downtown Port Orchard or catch the ferry to Seattle just 15 minutes from the house - You will surely find plenty to do in the area!

Top guest favourite
An expansive wrap-around deck showcases a BBQ grill and various seating options under a wooden pergola. The home's exterior is painted in a deep blue, complemented by lush greenery. Views of the marina and boats can be seen in the distance, along with clear skies.
Home in Port Orchard
4.98 out of 5 average rating, 167 reviews

The BayAway 4 BR Waterview Home in DT Port Orchard

Come enjoy this iconic 4 bedroom home that sits directly across from Sinclair Inlet and The Port Orchard Yacht Club, walking distance to Downtown Port Orchard, and only 20 minutes from the Bremerton-Seattle ferry terminal! This known destination has been named The BayAway and has become an established part of the Downtown Port Orchard Community! The over 900 sqft deck will allow plenty of room for entertaining and the 2,800 sqft house will provide everything you and your family should need!

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 rustic building with a simple masonry design is set against a vibrant autumn sky. A lush green path leads to the entrance, bordered by trees showcasing warm fall colors. The surrounding landscape features open pastures, adding to the serene atmosphere.
Cottage in Vashon
5 out of 5 average rating, 177 reviews

The Creamery

Nestled between the barn and the milking parlor is The Creamery; a relaxing spot to spend a few days far from the rigors of the city. Here we made Dinah's Cheese for years, and now you can enjoy the sunrise from the comfort of your plush bed, warmed by the thick down comforter. The French Limousin cows may come up to your bedroom window, curious as to who is sharing the pastures this morning. The quiet will be startling, with little noise but coffee brewing in the kitchen.

Popular amenities for East Port Orchard holiday rentals