Holiday rentals in Port Orchard

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 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!

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.

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.

Sinclair Cottage ~ Cozy Coastal Retreat with Spa

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

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!

Private 1 Bedroom Suite in Bremerton close to PSNS

Located just 5 minute drive from the Seattle Ferry in Bremerton. Great location for your business or travel in the Seattle or Bremerton area. Located blocks from Puget Sound Naval Shipyard. The suite it completely separate from the upstairs unit with a private entrance. This queen size 1 bedroom suite has a cozy living area, private full bathroom and kitchenette. Private designated parking spot on the backside alley of the property. We hope you enjoy your stay in our suite.

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!

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 shopping, dining, Saturday farmer’s market • Tempur-Pedic bed • fast wifi • air-conditioning • approved pets welcome • your centrally-located basecamp for exploring the Kitsap and Olympic Peninsulas, nearby islands, and Seattle!