Pet-friendly holiday rentals in Port Orchard

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.

Panoramic water views & walk to Seattle Ferry

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.

Homeport- Luxury Waterfront Home (HotTub/GameRoom)

Relax and enjoy the best that Washington has to offer from the calming warm waters of Hood Canal to the views of the Olympic Mountains. Homeport @ Hood Canal is the brand new 2,750 square foot luxury property that rests directly on 180+ feet of waterfront. With 4 bedrooms, 3.5 baths, a majestic great room, a fully loaded garage game room, and two large outdoor decks, there is plenty of room for families and friends who are looking to connect and create lasting memories in the Pacific Northwest!

The Landing at Oyster Bay - Waterfront Home

The Landing at Oyster Bay is an aviation themed waterfront home in a prime location for kayaking, paddle boarding, hiking, touring Seattle, and exploring the Hood Canal and Mt. Rainier. Come for the location, but stay for all the amenities! From the provided kayak, SUP, yard games, an abundance of board games, and fun aviation décor this house will sure to keep the whole family entertained! The waterfront backyard provides constantly changing serene views as the tides fluctuate through the day!

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 work or just relax! Quick drive to the waterfront town, 10 minutes to the Bremerton ferry. -Steep stairs -Expect some road noise

Lake House Retreat Kid & Dog Friendly

Updates: new blackout curtains, 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.

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!

Grand 'Del Mar Chateau' Gig Harbor House!

Grand 'Del Mar Chateau' Gig Harbor House! Book your ultimate getaway to the 'Del Mar Chateau,' a 7-bedroom, 4-bath vacation rental house. Nestled on a forested freshwater creek, this stunning country home offers a private hot tub and plenty of outdoor space to enjoy the peace and beauty of nature. When you're ready for some action, this home’s fantastic location won't disappoint. A 3-minute drive from downtown, providing easy access to restaurants, breweries, shopping, hiking, and kayaking!

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 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!

Secluded Serenity Cottage

Your journey to serenity is a lovely 5-to-8-minute walk down a historic hillside to the secluded community of Sunrise Beach. Walking down the private driveway you may see a family of deer on your left when you pass the Historical Marker. As you walk past the houses and cabins on the waterfront, you might be reminded of Silverstein’s charming “Where the Sidewalk Ends.” The reward for your journey will be the treasure waiting for you at “the prettiest cottage on the beach.”

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!