Holiday rentals with a kayak in Kitsap County

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!

Chico Bay Inn Garden Suite: Hot Tub•Kayaks•Beach

Soak, paddle, and recharge @chicobayinn, your adults-only waterfront retreat. Featuring an adjustable king bed, spa-inspired bathroom, OLED TV, and fully equipped kitchen, the artistically designed Garden Suite blends luxury with comfort. Embrace the Pacific Northwest: head to the beach just 100ft away for your morning coffee and sweeping views of Chico Bay, take a kayak out, fire up the grill in your garden, enjoy the glow of your fire table or a beachside campfire, then unwind in the hot tub.

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!

McDonald Cove Cabin

Rustic cozy cabin. Open concept for easy entertaining with glorious views of the water. Main floor bedroom with Queen bed plus open loft with Queen bed. The cabin has one bathroom opposite the downstairs bedroom. Great outdoor living with two decks; front deck facing the waterfront. Use stairs to access the beach and boat house which houses two single kayaks, one double kayak, life jackets, and beach chairs for guest use. One exterior security camera, which monitors the driveway is present.

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

Weather-N-Heights Hood Canal Waterfront Retreat

Located just 60 miles north of Olympia on the on the scenic Hood Canal, Weather-N-Heights resort was lovingly built and enjoyed by my parents for many years. Recently updated to it's original splendor, it sits right on the shore with spectacular views looking south down the canal. This property has it all. Whether it is swimming, fishing or watching the local wildlife right from the deck or hiking, waterfalls and exploring everything the Olympic Peninsula has to offer within a short drive.

The Loft | Beach | Kayaks & Pickleball

The Loft at Black Pearl on Dyes Inlet — a garden-view retreat steps from the beach. Wake to coastal light, play pickleball, kayak the inlet, or unwind by the beachside firepit. A large grassy yard opens directly onto the pickleball court and a garden path leads down to the water. Private beach, kayaks, paddleboards, firepit, and pickleball court included. The Helm and The Waterwheel are available separately — inquire about compound availability. Coastal charm. Black Pearl warmth.

Private Beach Access | Fire Pit | Sleeps 6

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!

The Sound Landing w/ Beach Access & Theater Room!

This beautiful townhouse overlooking the Puget Sound offers an expansive, fully equipped kitchen, a cozy theater room, beach access with kayaks, and an outdoor firepit! It’s the perfect spot for a relaxing getaway. Plus, you’re centrally located to explore in any direction—whether it’s Downtown Seattle, Hood Canal, or Olympic National Park! For those visiting for work, we’re less than 10 minutes to Puget Sound Naval Shipyard and other military bases!

Tide Cove Beach House in Poulsbo

Nestled in the wooded Lemolo waterfront neighborhood in Poulsbo, this large 4 bedroom 2.5 bath vacation home is perfect for family and friends to gather. Stay and enjoy all the outdoor amenities of the home like the beach stocked with water toys, fire pit, large patio with grill, outdoor furniture and more. Or indoor amenities including the 65" 4k OLED TV, gaming room, large family dining room, huge soaking tub, 4 head shower and much more.

The Log House at Leaning Tree Beach

Located just south of Silverdale, this peaceful log cabin can be yours for the evening. Literally steps from the Puget Sound, you will sleep like a baby listening to the sound of the ocean waves and breeze through your window. Conveniently 10 minutes to the Bremerton/ Seattle ferry, and close to hiking trails and recreation in the Olympic Mountains. We have local recommendations available, and mooring options for boats.

The Cottage at Wabi-Sabi

This private, cozy cottage is perched on a hillside offering mountain and pastoral views to the west, with a private, custom waterfall bath and queen bed. There are 5 acres of mountain and sea views, extensive Japanese gardens, ponds, fir and cedar groves. This is a peaceful place for couples, solo adventurers, business travelers, and furry friends (pets). National Forest and Park trails are ten minutes away.