Pet-friendly holiday rentals in Port Orchard

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.

Peaceful “Sit a Spell” Farm Studio in the Woods

Welcome to the beautiful Olympic Peninsula! Come stay with us at Schoolhouse Farm in the SitaSpell Garden Studio- We are in a private, peaceful and centrally-located neighborhood, safe for bike riding andwalking. Olympic Mountains are steps away. Make this charming, roomy studio your home base for your hiking or just a sweet respite. Walking distance to parks and convenience store, restaurants. Our frequent visitors, the elk, bald eagles & other wildlife are a magical view from your window.

Waterview 4BR Home w/Hot Tub, Spa Bath & Game Room

Wake up to sweeping Sinclair Inlet views and watch Navy ships glide by from this newly remodeled 4-bed, 3-bath hillside retreat! Relax in the 8-person hot tub, gather around the firepit or grill on the deck. Inside, enjoy an open living area, spa-inspired primary suite, and family-friendly spaces including a bunk room and game area. Just minutes from the Bremerton–Seattle Ferry, Silverdale, and Pt Orchard, with Hood Canal adventures 30 minutes away. Your perfect Pacific Northwest escape awaits!

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.

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!

The Crow's Nest Coastal Studio "Views for Days"

HOLIDAY SPECIAL ☃️ 12/6 - 12/18 🎅🏻 Only $99-$119/night! THE CROW'S NEST is a 739 sq ft private 2nd-story studio guest/MIL apartment above the detached garage of a waterfront home. It has 10' ceilings and is fully furnished with a private entrance. Deck and windows provide incredible views of Mt Rainier, Wollochet Bay and a prized garden. Use of 2 small kayaks and fire pit is free. Downtown quaint historic Gig Harbor is 5-7 miles away from this convenient and affordable guest house.

Lake House Retreat Kid & Dog Friendly

This is a place where stress melts away the moment you step inside. Wake up to misty lake views, sip coffee on the deck as eagles soar, and soak in the hot tub under the stars. Spend your days kayaking, roasting marshmallows by the fire, or just unwinding in the cozy living space. Get ready for a stay filled with peace, adventure, and unforgettable moments. I truly love sharing this space and can’t wait for you to experience it. Note: If bringing a pet, see pet rules below.

Historic Barn @ Harper's Hill

This historic two-story cottage was once a barn and is one of three AirB&B listings on our 10-acre property atop Harper's Hill surrounded by woods and just 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.

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.

Beautiful Oasis Getaway

Beautiful home right on the waters of Puget Sound! Come to this beach cabin to relax, enjoy the gorgeous scenery, kayak, swim, or walk along the bay, and let your worries drift away. Located on Case Inlet's secluded Rocky Bay. This gorgeous cabin is packed full of fun and amenities! It's a destination in its own right. You won't want to leave. Well behaved pets are welcome. Super friendly hosts that will answer any other questions. Enjoy!

Ancient Forest Treehouse at Rockland Woods

Experience the forest from above in this architectural gem. From the treetops you’re surrounded by layers of lush green, with views of Mission Lake and the Olympic Mountain range. The surrounding property includes 20 acres of old-growth forest trails, lakefront access and year-round beauty. Your stay at Rockland Woods supports the Rockland Artist Residency - a twice yearly residency offered for free to a selection of artists from around the world.

Harbor View Guest Suite

Peaceful, cozy, & spacious private ground-floor suite • 5-min walk down to the harbor • 10-min drive to downtown Seattle ferry and car ferry to Vashon & West Seattle, 10-min drive into town of Port Orchard for local shops and dining • Tempur-Pedic bed • fast wifi • humidity-controlled central heating • approved pets welcome • your centrally-located basecamp for exploring the Kitsap and Olympic Peninsulas, nearby islands, and Seattle!