Waterfront holiday rentals in Kitsap County

The Overwater Bungalow at Sundance

Beach homes are fun, but take things a step further and immerse yourself with 270-degree views of the fjord at this historic boat house. A secret passageway leads to a speak-easy-style bedroom, and then down to a private hot tub where you can soak while watching the sun set over Olympic National Park. Big Beef Spit is a five-minute walk away. A neighboring guest house and caretaker’s cottage are also both available for rent. **Please note that the loft bedroom gets chilly during cold weather.

Havfrue Sten - Mermaid's Stone

One of a kind cottage located on the Hood Canal with amazing mountain and water views! Come by car, boat, or seaplane!. Spend a relaxing visit listening to the waves lap on the beach while sitting on the deck taking in the mountains and wildlife. Home is on a large, wooded parcel with 200' of private beach. After dinner, sit in a rocking chair on the porch and watch the sun set over the mountains. Wake up and enjoy your coffee by the fire in the hand built fireplace. Level 2 J1772 charger.

Poulsbo Shore Retreat w/ Kayaks, SUPs, & Bikes!

Welcome to to this breathtaking vacation rental nestled along the picturesque shoreline of Poulsbo! This enchanting getaway is the perfect destination for those seeking tranquility and coastal charm. With the ability to comfortably accommodate up to seven guests, it offers an idyllic retreat for families or a group of friends. The home offers private beach access, use of 2 kayaks, and 2 SUPs, outdoor wood firepit and propane fire table, breathtaking views, & 2 cruiser bikes to explore nearby!

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

Salish Sea Cottage-2 BR Waterfront in Port Orchard

The Salish Sea waterfront two bedroom cottage is sure to meet your expectations for a romantic getaway, small family trip, or solo work retreat! Just minutes from Downtown Port Orchard sits this adorable, stylish cottage perched over the Sinclair Inlet with breathtaking views to watch wildlife, Seattle ferries, and city views! Weather you stay local and explore downtown Port Orchard or catch the ferry to Seattle just 15 minutes from the house - You will surely find plenty to do in the area!

Tiny Cabin, a glamping experience on family farm

You won’t forget your time in our tiny rustic lambing shed turned glamping utopia on this beautiful 26 acre working family farm. Fall asleep while counting actual sheep and senenaded by frogs and wake to birdsong in the morning! Complete, private “GLAMPING” spot with composting toilet, outdoor shower, bbq, fire pit & high speed Wi-Fi. All while pond side and centrally located on Bainbridge, you’ll love the off grid feel at our clubhouse! Tent space avail with host approval. # P-000060

house upon the sand

Once tucked back into the woods, this newly improved 1920s cabin now enjoys a front-row seat to the grandeur of the Hood Canal thanks to a tidal creek that has washed away the sandy soil that once supported the departed trees. This property may prove challenging for individuals with mobility issues. **Pricing is discounted due to ongoing improvements. Tools and materials are kept out of sight, but you may notice some unfinished details. Due to continued progress, appearance may vary.

Bright, Garden View "Guest House" at Ferngully

Full garden views, bright and modern secluded "guest house" 5 minutes off the highway and 10 minutes from the ferry in western Bremerton. The space is a standalone unit detached from our main house tucked off the main street, nestled amongst the cedars and firs along Mud Bay connecting to Puget Sound. The room has a full 270 degree view on the gardens and trees, queen size murphy bed, fridge, sink, microwave, wood stove and bathroom, complete with 16" outdoor rain shower.

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 your own private beach area. Full kitchen, kayaks, paddleboards, firepit, and pickleball court included. The Loft can be added to a Helm booking when available — inquire about compound availability.

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!

Luxury Waterfront w/ Private Dock + Kayaks

True waterfront on Point Monroe with private dock and panoramic Bay views. Launch the provided kayaks and paddleboards from your own shoreline, bring your boat, and unwind around the firepit as seals and eagles pass by. Newly remodeled with open-concept living that flows directly to the water. Walk to Fay Bainbridge Park and reach the Seattle ferry in just 15 minutes. A rare Bainbridge stay where the water isn’t just the view — it’s your backyard.