Holiday houses in Southworth

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Top-rated holiday rentals in Southworth

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

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Top Guest favourite

A charming red cabin is framed by lush green trees, showcasing a brick patio area with comfortable seating. A stone chimney stands prominently, complementing the wooden exterior. The surrounding foliage enhances the serene atmosphere, inviting relaxation in nature.

Cabin in Port Orchard

Chesnut Cottage - writers retreat @ Harper's Hill

The Chesnut Cottage is the perfect quaint romantic getaway or rustic writer's retreat. One of three AirB&B listings on our 10-acre property atop Harper's Hill, it is surrounded by woods and a short walk up from the Puget Sound where you can fish from Harper pier or kayak over to Blake Island. The Southworth ferry terminal is just over a mile away providing direct access to both Seattle and Vashon Island. Harper is the perfect base camp for exploring the beautiful Kitsap and Olympic Peninsulas.

4.98 out of 5 average rating, 176 reviews

Top Guest favourite

A snow-covered landscape features a red barn set against a backdrop of evergreen trees and a clear blue sky. A split-rail fence borders the scene, and footprints lead through the fresh snow, inviting exploration of the serene surroundings.

Guesthouse in Port Orchard

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.

5.0 out of 5 average rating, 238 reviews

Top Guest favourite

The exterior of the two-story house is illuminated at dusk, showcasing a welcoming entrance with large windows. The well-maintained front yard features a variety of plants, while a deck with seating is accessible from the main floor.

Home in Port Orchard

SOUND VIEWS

Enjoy the beautiful views of Puget Sound, Blake Island, Mt. Rainier and downtown Seattle from one of two decks off of the main floor. In cooler weather, the front sun deck is the perfect spot for happy hour or just relaxing. Take a short walk down the hill to visit the hamlet of Manchester. There's a public beach, outdoor pub, and other amenities available. The Southworth ferry will take you to West Seattle. Scheduled for Spring 2021, a "fast foot" ferry with service to downtown Seattle.

4.97 out of 5 average rating, 116 reviews

Superhost

Guesthouse in Vashon

Sea Forever Beach Cottage

A relaxing 20-minute ferry trip from West Seattle or Water Taxi from downtown Seattle brings you to your own private cozy, Studio cottage with sweeping views of the Sound. Watch the ferries go by, relax, away from the hustle and bustle of the city. Enjoy breathtaking sunsets over the Olympic mountains, kayaking, a forest hiking trail with sea and Mount Rainier views, beach walks, and downtown Vashon (less than 10 mins away!). Please note: The parking lot is a few minute walk from the cottage.

4.88 out of 5 average rating, 402 reviews

Top Guest favourite

The kitchen features a mix of original and modern elements, including a vintage farm sink and a butcher-block island, surrounded by warm wood accents. Stainless steel appliances and rustic shelving create an inviting space, with natural light illuminating the room through a window.

Cottage in Port Orchard

Cozy Retreat w/ Vintage Charm & Puget Sound Views

Kickback and relax in the 120-year-old Harper Beachside Escape. This tranquil home was craftly restored to hold its original charm while still catering to the tastes of a modern society. Sitting on a private beach next to a public fishing pier. You can sit under the covered porch enjoying views of Blake Island and the local sea otters. Bring your boat and anchor it out front while you explore all the Puget Sound has to offer. Worried about charging your electric vehicle? We got you covered!

4.98 out of 5 average rating, 177 reviews

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 Bainbridge Island

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.

4.98 out of 5 average rating, 343 reviews

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 Bainbridge Island

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 our 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.

4.99 out of 5 average rating, 145 reviews

Guest favourite

Cottage in Port Orchard

Waterfront Wellness Retreat | Mt. Rainier Views

An easy ferry ride from downtown Seattle. Welcome to The Heron Haus, a lovingly restored 1935 waterfront cottage on Puget Sound. With sweeping views of Mt. Rainier and nearby islands, this private retreat slows time and soothes the soul. Designed by a hygge practitioner and curated with global treasures, The Heron Haus invites you to relax, reconnect, and recharge. Soak in the hot tub, sip coffee on the deck, or unwind by the fire, every detail is crafted for restorative comfort.

4.96 out of 5 average rating, 254 reviews

Top Guest favourite

A cozy sleeping area is highlighted by a spacious bed dressed in white linens against a wooden accent wall. Large windows offer natural light and views of the surrounding nature. A soft rug and decorative candle add warmth to the space.

Guesthouse in Vashon

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!

4.98 out of 5 average rating, 187 reviews

Guest favourite

A residential exterior showcases a light-colored house with a welcoming entrance, featuring a set of steps leading to a front door. A decorative planter hangs beside the door, and a grassy yard is bordered by trees and shrubs.

Guest suite in Port Orchard

Cozy furnished guest quarters nestled in the woods

A great location for access to the wonders of Puget Sound and the Olympic Peninsula. Located 7 minutes away from the Ferry, which makes for an easy commute to downtown Seattle. We are also close to Hwy 16, which takes you across Hood Canal to the Olympic Peninsula, for great day-trips to this spectacular part of the state. We are located across the from Banner Forest Heritage Park, a 636-acre wildlife preserve which included miles of biking and walking trails.

4.92 out of 5 average rating, 395 reviews

Top Guest favourite

A bright living area features large windows framing views of the serene waterfront and surrounding greenery. Soft sofas in neutral tones and patterned chairs offer comfortable seating. A coffee table is centered on a stylish rug, enhancing the inviting space filled with natural light.

Home in Bainbridge Island

Luxury Waterfront w/ Private Dock + Kayaks

True waterfront on Point Monroe with private dock and panoramic Bay views. Launch the provided kayaks and paddleboards from your own shoreline, bring your boat, and unwind around the firepit as seals and eagles pass by. Newly remodeled with open-concept living that flows directly to the water. Walk to Fay Bainbridge Park and reach the Seattle ferry in just 15 minutes. A rare Bainbridge stay where the water isn’t just the view — it’s your backyard.

5.0 out of 5 average rating, 186 reviews

Top Guest favourite

Home in Port Orchard

Stunning Beachfront Getaway

Miracle Mile Dreams offers spectacular, unmatched Puget Sound views from four waterfront decks. Whether you're planning a summer beach vacation, a family reunion, a corporate retreat, or a relaxing getaway with friends, this one-of-a-kind home delivers an unforgettable experience. Stroll the beach, watch ferries glide by, enjoy incredible sunsets, and explore nearby restaurants—or take the Southworth ferry for an easy day trip to Seattle.

4.97 out of 5 average rating, 204 reviews