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.

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 =)

Willow Studio on Vashon Island - Pet Friendly

Relax in cozy Willow studio on the west side of the Cottonwood Farmhouse on Vashon Island. A full kitchen, bbq, portable a/c, electric fireplace, laundry, parking, and picnic area under a massive old willow make this property special. It is walking distance to Island Center Forest for hiking or mountain biking, and just 3/10 of a mile from Vashon town with fabulous restaurants, galleries, and wineries and breweries. Small dogs are welcome with an additional pet fee. NO CATS due to allergies.

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.

Peaceful “Sit a Spell” Farm Studio in the Woods

Welcome to the beautiful Olympic Peninsula! Come stay with us at Schoolhouse Farm in the SitaSpell Garden Studio- We are in a private, peaceful and centrally-located neighborhood, safe for bike riding andwalking. Olympic Mountains are steps away. Make this charming, roomy studio your home base for your hiking or just a sweet respite. Walking distance to parks and convenience store, restaurants. Our frequent visitors, the elk, bald eagles & other wildlife are a magical view from your window.

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!

Vashon Island Beach Cottage

A relaxing ferry trip from West Seattle or Fast Ferry from downtown Seattle brings you to your own private walk in cottage, right on the edge of the water. Watch the ferries go by and relax, away from the hustle and bustle of the city. Enjoy breathtaking sunsets over the Olympic mountains, kayaking, BBQing, 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 minutes walk from the cottage.

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!

Sinclair House ~ Cozy 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.

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.

1 Bedroom, 1 Bath Cabin

The Fox Den is a stand-alone cabin, located in a quiet neighborhood on Fox Island. It's a 1-minute drive, or 10 minute walk to the public beach (Fox Island Sand Spit) *Update* The Fox Island Sandspit Park, will be closed for maintenance on September 22, 2025 and reopen by December 1, 2025. The Fox Island Fishing Pier is still open. (12-minute drive from the Fox Den) Dogs: Up to 1 well behaved dog, is allowed with extra pet fee of $25 per stay. (No Cats Please)

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.