Family-friendly 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.

Dotty’s Place Downtown

Dotty’s Place Downtown is a unique 1910 all refurbished large studio apartment. Private entrance with views of the Sinclair Inlet. One block from downtown Port Orchard, two blocks from the foot ferry to Bremerton & Seattle. Dotty’s is conveniently located to restaurants, bars, shopping and the waterfront Marina. This space is cozy with modern amenities, cotton linens with a comfy memory foam queen size bed. The living room has a smart TV & internet with a comfy sofa. With a new full kitchen!

Sinclair House ~ 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.

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.

The Tiny House Farmstay at The Chittle Homestead

Our 6 acre homestead is located just outside of the historic fishing village of Gig Harbor WA & a 1 hr drive or ferry to Seattle. We are 10 min from state parks, hikes, beaches, restaurants, water sport rentals, kid fun, & antique stores. You will be staying in a stylish TINY house (300 sqft) w/loft & private downstairs bedroom. Fresh produce, gardens, farm animals, & a homesteading family happy to introduce you to the animals and share their homesteading knowledge with you.

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.

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.

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!