Holiday rentals with a fire pit 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.

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!

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!

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!

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.

Private Garden Studio * Loft, Forest, Deck & Stars

Welcome to your private forest oasis! Chic & cozy garden studio invites you to relax & take it easy. Peaceful property borders forest w/tall cedar trees. Unwind on your private deck w/fire bowl, sunsets, stars & birdsongs. Well stocked kitchen. Loft w/comfy Queen bed, private bath, French doors to deck, lovely garden & hammock. Experience the Pacific Northwest! Minutes drive to hiking & beaches. Seasonal berries & apples. A scenic stop between Olympic National Forest & Seattle.

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!

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.

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.

Waterfront Beach House | Kayaks & Seattle Views

Perched high above Puget Sound with sweeping water views, this waterfront beach house is your perfect Pacific Northwest getaway. Relax on the wrap-around deck, gather around the fire pit, or head down to the beach with our kayaks. Bald eagles, osprey, and sea lions are nearly daily visitors — and on a lucky day, you may spot orca whales from the property. FIFA World Cup 2026: Seattle's Lumen Field is just a scenic ferry ride away!

Adorable Airstream on a working farm & brewery!

Welcome to the farm! We are a family owned and operated farmhouse brewery in Port Orchard, Washington. We grow seasonal produce, raise chickens, bunnies, ducks, turkeys, goats and pigs and, of course, brew delicious beer. Our Airstream is available for nightly, weekend and long term rentals. You will have access to our grounds and taproom. On weekends we offer full farm tours to visit all the animals!