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.

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 =)

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.

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!

Stunning Beachfront Getaway

"Miracle Mile Dreams" has spectacular, unmatched Puget Sound views from 4 decks! This is the ultimate spot for anything from a summer BEACH VACATION to a place for out-of-town clients or a winter mid-week TEAM RETREAT, or a special reunion of old friends. Find out why people from all over the world tell us this is the best airbnb they've ever stayed in! This truly amazing property is right on the beach, easy drive to good restaurants and close to the Southworth ferry that takes you to Seattle!

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!

Sinclair Cottage ~ Cozy Coastal Retreat w/ Hot Tub

Amazing view from this cozy, 2-story, adorable beach cottage. Property is low bank waterfront with a dock, covered porch/hot tub/ barbecue & fire pit. New: Air conditioning *small pet friendly, with pre-approval and $100 pet fee Everything you’ll need ! Well appointed kitchen, 2 bedrooms on the upper floor. 2 TVs/Cable. Good wifi, desk, great little space to WFH or just relax! Quick drive to the waterfront town, 10 minutes to the Bremerton ferry. -Steep stairs -Expect some road noise

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!

Beautiful Oasis Getaway

Beautiful home right on the waters of the Salish Sea (Puget Sound)! Come to this beach cabin to relax, enjoy the gorgeous scenery, kayak, swim, or walk along the beach, 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!

Lake House Retreat Kid & Dog Friendly

Updates: new grill and new solid doors for added privacy and sound proofing. 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. I love sharing this space and can’t wait for you to experience it. Note: If bringing a pet, see pet rules below.

Harbor View Guest Suite

Peaceful, cozy, & spacious private ground-floor suite • 5-min walk down to the harbor • 10-min drive to Seattle ferry connection, 10-min drive into town of Port Orchard for Saturday farmer's market, local shops and dining • Tempur-Pedic bed & 2 additional beds available • fast wifi • humidity-controlled central heat & air conditioning • approved pets welcome • your centrally-located basecamp for exploring the Kitsap and Olympic Peninsulas, nearby islands, and Seattle!

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.