Holiday rentals with a pool in Jefferson County

Holiday home in Coupeville

A spacious living area features large windows providing panoramic views of the water. A sectional couch, adorned with plush pillows and throws, offers ample seating. A wooden coffee table sits on a decorative rug, while a telescope is positioned nearby to enjoy the scenery.

4.97 out of 5 average rating, 92 reviews

Beach Dreams on Whidbey! Beachfront! 2 King Beds

Stunning Beachfront Paradise! This architectural mid-century modern home sleeps 8+ with vaulted ceilings offering panoramic views of the ocean, Olympics, Coupeville Ferry, marine traffic and all the wildlife you can imagine! Beachcomb, watch dolphins, whales, seals, porpoises, eagles and all types of native birds. Adventure out kayaking, ride bikes to jump on ferry to Port Townsend or explore Fort Casey. Bring the whole family or enjoy the seclusion yourself in the hot tub or at the firepit!

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4.96 out of 5 average rating, 55 reviews

A serene marina view is captured, featuring several houseboats and yachts moored along the calm waters. Lush trees line the shore, while a long walkway stretches towards the horizon, connecting the boats to the land. Soft clouds drift in a clear blue sky.

Houseboat in Brinnon

Dream Boat at Pleasant Harbor

Freshly remodeled houseboat in Pleasant Harbor Marina. Romantic accommodation for two guests in a cozy floating cabin with a queen size foam bed, electric fireplace, well appointed kitchen, WiFi, Smart-TV, A/C and more. Wander up to the on-site restaurant, roof-top bar, gift shop, swimming pool and hot tub. Hike the nearby waterfalls, beaches and National Parks. Pop into some of many local bars, eating establishments and shops. Bring your kayaks or boat and explore Hood Canal and Dabob Bay.

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5 out of 5 average rating, 11 reviews

An aerial view captures the tranquil Port Ludlow Inlet, showcasing a marina filled with boats. Further back, green hills rise against a clear blue sky, while a parking area and neatly arranged pathways are visible along the shoreline.

Apartment in Port Ludlow

Comfy Condo in Port Ludlow

Nestled in the picturesque Port Ludlow Inlet, this charming home offers a perfect retreat for those seeking a relaxing getaway with scenic views. Relax on the patio with a good book or go on an exhilarating hike; this condo has something for everyone. With 27 miles of trails and golf available nearby, there's no shortage of activities to enjoy. You'll have access to the resort's many shared amenities, including indoor and outdoor pools, pickleball courts, a hot tub, sauna, and fitness center.

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5 out of 5 average rating, 109 reviews

The front view of a log cabin is framed by tall, mature trees. A warm wooden door serves as the main entrance, with two evenly spaced windows on either side, and simple pots with greenery are placed by the porch steps.

Cabin in Sequim

Pray for Salmon Cabin

An authentic Pan Abode log home, the “Pray for Salmon Cabin” is located on the Olympic Peninsula along the Dungeness River with acres of natural forest to explore and find solitude within. And if you’re a fan of “Virgin River”, you’ll feel like you’ve arrived at Mel’s cabin. This cabin has been thoughtfully renovated with custom details throughout and is fully equipped with everything needed. If you are an outdoorist or nature lover, or just want to unplug, your stay here will be Heaven.

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An outdoor deck is set with a dining table and chairs shaded by a bright red umbrella. Lush greenery surrounds the area, while glimpses of water can be seen in the background. The space is ideal for al fresco dining and enjoying scenic views.

4.98 out of 5 average rating, 41 reviews

Olympic View Retreat

Whatever "escape" means to you, this home can be your perfect getaway. Spacious enough for a small family or group of friends, but still very comfortable. Hiking, biking, fishing, and other outdoor activities surround you. Just 10 minutes away, the dreamy town of Coupeville offers delicious dining options, shops, galleries, and more. Need to connect to work for a bit, or just want to hunker down and read, play games, or watch movies? This home is configured to meet your needs. Enjoy!

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Shipping container in Sequim

A colorful mural adorns the exterior of the two-story shipping container home, featuring orcas amidst a scenic landscape. The structure is set within a spacious green lawn, with large windows and a deck extending from the upper level.

5 out of 5 average rating, 267 reviews

Colorful Container Home on 13 acre estate

Modern, yet cozy 1BR/1BA container home in Gardiner, WA—perfectly situated between Sequim and Port Townsend, with easy access to Olympic National Park. Features a full kitchen, bright open layout, and a sunny deck with dining area and views of Discovery Bay and the San Juan Islands. Minutes from 7 Cedars casino, yet tucked away on a peaceful country estate. Come expeirence one of the best rated AirBnB's in the world! 5.0 rating with over 200 reviews! We look forward to hosting you.

ValueFamilyShared spaces

4.86 out of 5 average rating, 22 reviews

Home in Sequim

Indoor heated pool + HotTub + Golf view+ EV +Games

FairwayRetreat: Stay at the only Airbnb on the Olympic Peninsula with a private indoor heated pool and hot tub set right on beautiful Cedars at Dungeness golf course with relaxing fairway views. Perfect for families and groups with a fun game room, large living spaces, and year-round comfort. SUNNY Sequim gets 60% less rainfall than Seattle! 🏊 Private Indoor Heated Pool with pool games ♨️ Hot Tub 🎮 Xbox One 🎲 Board Games 🔥 Outdoor Fireplace 🍔 BBQ Grill 🌿 Large Outdoor Seating

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5 out of 5 average rating, 26 reviews

Walk to Beach•2 King Beds•Community Pool

Welcome to Tide & Timber, your next Whidbey Island getaway! • 0.5 miles to the beach • Sleeps 7: 2 King beds, Queen bed, twin bed* • Fully equipped kitchen + wood stove • Fenced yard (dog friendly!), herb garden • Community beach, fire pits & seasonal pool • RV parking + power Minutes to Coupeville & the Port Townsend ferry for easy exploring. Community beach: The outdoor pool is open ~June-September, salmon fishing access, fire pits, park/playground, basketball, and horseshoes.

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Superhost

A spacious living area is highlighted by large windows offering views of the water. A comfortable sofa is paired with an armchair, and a coffee table sits atop a soft area rug. Decor elements include a painting of ocean waves and a small table with fresh flowers.

4.92 out of 5 average rating, 202 reviews

Ebey Landing Ocean View Retreat on Whidbey Island

Relax & enjoy your Whidbey Island Getaway. Spacious, Open design and newly renovated. Unforgettable sunsets and relaxing views of the Olympic Mountains and the Juan de Fuca Strait. Melt into the couch while watching eagles soaring throughout the sky, ships quietly passing by, and the waves break against the bluff. Highspeed internet for remote work and entertaining. Modern kitchen, formal dining, spacious living are await for you to enjoy a great vocation stay.

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5 out of 5 average rating, 18 reviews

A well-lit living area features a large stone fireplace with a cozy fire. Floor-to-ceiling windows offer views of Port Ludlow Bay, while a round dining table is paired with stylish chairs. A comfortable armchair and side table complete the inviting space.

Apartment in Port Ludlow

Seaside Escape - 2 + Bedrooms

Relax at this unique and tranquil getaway. Enjoy the beautiful views of Port Ludlow Bay. There are 2 bedrooms on the main floor, each with a bathroom. For a small additional fee the 2 upstair bedrooms, each with a bathroom, can be included. The entire condo sleeps 10 with 4 bathrooms. Information on how to access the two upstairs bedrooms can be found by clicking "Show More". Full kitchen. Many fun activities in the area.

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The exterior of the house features multiple stories clad in gray-blue shingles, with large windows allowing ample natural light. A spacious front yard is surrounded by greenery, and a driveway leads to an elevated entrance beneath the home. Blue skies and distant trees frame the scene.

4.96 out of 5 average rating, 50 reviews

Admiral's Seaglass Sanctuary

Admiral’s Seaglass Sanctuary is located in the center of the island so you can enjoy all Whidbey has to offer. Perfectly located for walk on ferry enthusiasts to Port Townsend, hikers, cyclists, historians, and those who enjoy bird watching or sea life. Regarding the "Other Details to Note" category below please contact the owner for website to review the schedule. The schedule is posted one week in advance.

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