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.

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.

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!

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!

Sea Forever Beach Cottage

A relaxing 20-minute ferry trip from West Seattle or Water Taxi from downtown Seattle brings you to your own private cozy, Studio cottage with sweeping views of the Sound. Watch the ferries go by, relax, away from the hustle and bustle of the city. Enjoy breathtaking sunsets over the Olympic mountains, kayaking, a forest hiking trail with sea and Mount Rainier views, beach walks, and downtown Vashon (less than 10 mins away!). Please note: The parking lot is a few minute walk from the cottage.

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!

Lake House Retreat Kid & Dog Friendly

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. Get ready for a stay filled with peace, adventure, and unforgettable moments. I truly love sharing this space and can’t wait for you to experience it. Note: If bringing a pet, see pet rules below.

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.

Cozy 2 BR by the Bay

Escape to serenity with your loved ones at this tranquil 2-bedroom retreat nestled in the heart of Oyster Bay! Admire the breathtaking vistas of the bay from your private deck from the upper unit. Conveniently located near all the essentials in Bremerton, this charming abode offers the perfect blend of convenience and relaxation. Plus, enhance your stay with a discounted sailboat charter – the ultimate way to explore the beauty of the surrounding waters!

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!