Family-friendly holiday rentals in Port Orchard

Tiny home in Port Orchard

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.

4.98 out of 5 average rating, 280 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.

A spacious outdoor deck features comfortable seating arrangements, including a sofa and chairs. Large windows of the house reflect the serene waterfront view, framed by lush greenery and towering trees. The calm water of Rich Passage is visible in the background, enhancing the tranquil setting.

4.92 out of 5 average rating, 99 reviews

Stunning Beachfront / New AC / EV / Dreamy Views

Welcome to our newly remodeled 3b2b Oceanfront house! Start your mornings with sipping your coffee, enjoying the 180-degree ocean view, accompanied by the chirping of birds and the gentle sway of trees in the breeze. Spend your evenings on the beautiful deck, relaxing on the outdoor sofa, and basking in the serene beauty of the low-bank oceanfront on Rich Passage. Just a 15-min drive will take you to the vibrant heart of Port Orchard, making it the perfect blend of tranquility and convenience.

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.

4.96 out of 5 average rating, 114 reviews

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.

4.98 out of 5 average rating, 171 reviews

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!

4.95 out of 5 average rating, 190 reviews

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

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!

4.91 out of 5 average rating, 499 reviews

A hot tub is positioned on a covered porch, offering views of the water and distant hills. Soft steam rises from the bubbling water, illuminated by sunlight reflecting off the lake's surface.

Bungalow in Port Orchard

Sinclair House ~ Cozy Waterfront Retreat with Spa

You will love the view at this low bank, waterfront home. Single-level, 2 bedrooms, 1 bath. The perfect amount of space to work, relax and recreate! Curated with stylish furnishings and super comfy beds. Enjoy the clean, well equipped kitchen. Huge covered porch with a hot tub for maximum relaxation. *Note the new EV charger & Air conditioning. You can see seals and eagles. The quaint town of Port Orchard with it's charming restaurants/shops. Fire pit/wood and 2 kayaks on-site.

4.96 out of 5 average rating, 250 reviews

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.

4.99 out of 5 average rating, 106 reviews

Port Orchard Oasis Retreat w/ Hot Tub & Game Room!

Escape to our beautifully situated Port Orchard Home! Centrally located, this carefully curated haven is designed to cater to all members of your family, offering ample space and delightful touches to ensure a memorable stay. For the kids, an exciting outdoor play structure awaits, a bunk bed room, and an assortment of games! Adults will find their own slice of luxury here in the covered hot tub, ideal for unwinding after a day of exploring the wonders of the Pacific Northwest!

A spacious hot tub is positioned on a deck, showcasing bubbling water against a serene outdoor backdrop. The well-maintained home with multiple decks is visible in the background, surrounded by trees and a manicured lawn. A tranquil atmosphere is suggested by the soft evening light.

4.93 out of 5 average rating, 183 reviews

Puget Sound Retreat - 4 Bedroom Home w/ Hot Tub

The perfect family oasis with plenty of space inside and out. The amenities just keep going at this house! From a game room with ping pong table and foosball, hot tub, gas firepit, giant BBQ, bocci ball court, kid's play structure, two living room spaces, and beautiful views from Two massive decks! Convenient location near waterfront parks, Southworth to Seattle Ferry and downtown Port Orchard. 30 Minute drive to Gig Harbor, Tacoma, Bremerton, Silverdale, and Poulsbo.

Guesthouse in Port Orchard

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.

4.97 out of 5 average rating, 384 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.

4.97 out of 5 average rating, 201 reviews

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.

Guest suite in Port Orchard

A covered patio area is seen, featuring a table and two chairs. The expansive grassy area is surrounded by trees. A colorful sunset fills the sky, casting warm hues over the landscape and offering views of the water in the distance.

4.94 out of 5 average rating, 134 reviews

Harbor View Guest Suite

Peaceful, spacious private ground-floor suite • 5-min walk down to the harbor • 10-min to the Seattle ferry • 10-min to downtown Port Orchard (Saturday farmers market, shops, cafés, dining) • Tempur-Pedic bed + 2 additional beds • fast wifi • humidity-controlled central heat & cooling • approved pets welcome • your centrally located basecamp for the Kitsap and Olympic Peninsulas, nearby islands, and Seattle!

Popular amenities for Port Orchard family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious outdoor area features a well-kept lawn bordered by trees, overlooking the tranquil waterfront. A children's playground is visible, alongside a sleek patio leading to the house. String lights gently illuminate the space, enhancing the inviting atmosphere for outdoor enjoyment.

4.98 out of 5 average rating, 226 reviews

Lake House Retreat Kid & Dog Friendly

4.97 out of 5 average rating, 171 reviews

Cabin in Gig Harbor

Lake Front Retreat, Sauna/Hot Tub

A fire pit with blue glass stones is positioned on a concrete patio overlooking the water. A ferry is visible in the distance, along with a totem sculpture nearby. A glass sits beside the fire, reflecting the tranquil setting.

4.94 out of 5 average rating, 171 reviews

Gorgeous waterfront home with hot tub and sunsets!

A charming house sits on pilings over water, surrounded by landscaped yards. Seating areas are arranged on the lawn, with a serene view of the water. Lush greenery forms a natural border, creating a peaceful atmosphere for relaxation.

4.93 out of 5 average rating, 220 reviews

Anchor Down Inn

Guesthouse in Port Orchard

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.

5.0 out of 5 average rating, 237 reviews

Stunning new guesthouse with Puget Sound views

4.93 out of 5 average rating, 142 reviews

The cabin's A-frame structure is framed by towering trees, showcasing a blend of rustic charm and modern design. A spacious deck extends from the front, offering outdoor seating, while large windows invite natural light into the interior.

Cabin in Seabeck

A-Frame Cabin, Private Hot tub and Hood Canal view

4.98 out of 5 average rating, 134 reviews

A hot tub is positioned on a wooden deck, offering scenic views of Burley Lagoon. Steam rises gently from the water, while surrounding trees provide a natural backdrop. The deck's stairs lead down to the water, emphasizing the tranquil setting.

Home in Gig Harbor

Groovy Lagoon | A-frame, hot tub, beach, & kayaks

4.96 out of 5 average rating, 129 reviews

Home in Gig Harbor

Harbor Serenity by Riveria Stays

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 166 reviews

Stylish getaway near town, park and amenities!

Apartment in Port Orchard

A serene waterfront view is captured, showcasing a rainbow arcing over the water. Boats are anchored in the foreground, while the skyline of Bremerton can be seen in the background, complemented by a clear blue sky and gentle cloud cover.

4.9 out of 5 average rating, 142 reviews

PORT ORCHARD - Downtown WINNIE'S PLACE

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.

4.93 out of 5 average rating, 209 reviews

Panoramic water views & walk to Seattle Ferry

4.99 out of 5 average rating, 234 reviews

A rustic cabin is nestled among lush greenery, featuring a wooden exterior and a sloped metal roof. Large windows invite natural light, and a deck extends from the cabin, surrounded by vibrant foliage. The serene wooded environment creates a peaceful retreat.

Cabin in Port Orchard

Cozy A-Frame In The Forest @ Harper's Hill

4.95 out of 5 average rating, 329 reviews

The charming farmhouse showcases a white exterior with a black front door, bordered by lush greenery. A well-maintained garden leads up to the entrance, while a gravel driveway and carport are visible to the right, surrounded by neatly trimmed grass.

Farm stay in Gig Harbor

Farm Retreat: Fresh eggs, Pigs and Dahlias

4.97 out of 5 average rating, 1095 reviews

A vibrant sunset is reflected in the calm waters of Puget Sound, showcasing hues of orange, purple, and pink across the sky. Small boats are visible on the water, surrounded by distant mountains under a colorful cloud formation.

Cabin in Gig Harbor

Beautiful Oasis Getaway

Guest suite in Port Orchard

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.

4.92 out of 5 average rating, 393 reviews

Cozy furnished guest quarters nestled in the woods

4.95 out of 5 average rating, 242 reviews

Treehouse in Bremerton

Treehouse | Skylight, Deck, Forest + Lake Views

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 132 reviews

A spacious living area features large windows that frame views of the surrounding greenery and water. Stylish circular sofas are arranged around a central stone fireplace, adding warmth to the space. The high ceiling showcases wooden beams, enhancing the room's inviting character.

Cabin in Shelton

Puget Sound Island House Retreat

Guest suite in Fox Island

A scenic view captures the snowy peak of Mount Rainier against a pastel sky during twilight. The surrounding landscape includes lush vegetation and the calm waters of the Puget Sound, creating a serene atmosphere.

4.97 out of 5 average rating, 235 reviews

FOX LODGE - Private hot tub & firepit. POOL! VIEW!

4.97 out of 5 average rating, 592 reviews

A modern kitchen area features white cabinetry and open shelving displaying various kitchenware. A round dining table is accompanied by transparent chairs, while a gray sofa with decorative pillows sits in the foreground. Light streams in through large windows, enhancing the inviting space.

Guest suite in Mukilteo

Seaside Suite by Mukilteo Beach

4.95 out of 5 average rating, 104 reviews

A cozy living area features a comfortable sofa adorned with decorative pillows and a coffee table. A television hangs on the wall, and a kitchenette is visible in the background, equipped with appliances. Natural light enters through a large window, revealing the farm's outdoor scenery.

Tiny home in Shelton

Tiny Home Patch of Heaven OnThe Farm

4.99 out of 5 average rating, 145 reviews

Cottage in Hansville

Sauna + Cold Plunge + Hot Tub & Red-light therapy

4.93 out of 5 average rating, 135 reviews

The exterior of a spacious two-story house is surrounded by lush greenery. A wraparound porch features wooden railings and seating areas. A private, heated pool is visible in the yard, offering a serene outdoor space for relaxation and enjoyment.

Home in Kingston

Waterfront Gamble Bay House +Seasonal Heated Pool

4.94 out of 5 average rating, 165 reviews

The exterior of the cabin is illuminated at night, showcasing its wooden facade and multiple seating areas on the spacious deck. Soft lighting accents the steps leading up to the entrance, which is framed by trees, creating a serene and inviting atmosphere.

Cabin in Shelton

Barbary Cottage, a cabin retreat in the woods