Vacation rentals with a pool in Jefferson County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Jefferson County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Coupeville

4.96 out of 5 average rating, 25 reviews

Olympic View Retreat Coupeville

Escape to the Olympic View Retreat, 5 mins from the Port Townsend-Coupeville ferry, 9 min from downtown Coupeville, Puget Sound beaches, and close to the iconic Deception Pass. Centrally located on Whidbey Island, this beautiful home offers the perfect base to explore the Pacific Northwest's treasures. Crockett Lake Wildlife Refuge Ebey's Landing Puget Sound beaches Deception Pass State Park Washington State Ferry Access Dinning & Shopping Community Pool Access Golf Course Pet Friendly

Guest favorite

Vacation home in Coupeville

4.95 out of 5 average rating, 56 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!

Guest favorite

Houseboat in Brinnon

5 out of 5 average rating, 16 reviews

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, fully stocked 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.

Guest favorite

Rental unit in Port Ludlow

4.97 out of 5 average rating, 35 reviews

3 BR Condo w/Water Views - Steps to Dining + Beach

Come enjoy a beautiful and quiet stay at the Hudson, a recently remodeled Port Ludlow condo steps away from the beach! 3 bedrooms with ensuites are perfect for two families or couples looking for a getaway. Relax at the beach or at the beach club where you'll find two heated pools (outdoor and indoor), an exercise facility, tennis and pickle ball courts. Outdoor pool is open Memorial Weekend to early Sept. This is the perfect place to disconnect from the city and enjoy comfortable amenities!

Guest favorite

Shipping container in Sequim

5 out of 5 average rating, 200 reviews

Modern container cabin on 13 acre country estate

Shipping Container Guest Home for rent in beautiful Gardiner, Washington, a quaint country hamlet found between Sequim and Port Townsend. 1 bedroom, 1 bath configuration is made from 2 forty foot shipping containers. Inside you will find luxurious finishes, including granite countertops and stainless steel appliances. The outside deck overlooks a large parked out backyard and has shipping lane views through Discovery Bay, looking out to the San Juan Islands. A 15 minute drive to Sequim.

Guest favorite

Cottage in Oak Harbor

4.95 out of 5 average rating, 87 reviews

Sandpiper Haven: Whidbey Waterfront Beach House

Welcome to Sandpiper Haven! A sister property to Sunset Beach Haven, this beloved retreat on Whidbey Island is the perfect getaway. Nestled on famous Penn Cove, this charming single-story home offers direct beach access, stunning 180° views of the Olympic and Cascade Mountains, and all the comforts of home. Unwind on our spacious deck, gather around the fire pit, stroll the beach, or cozy up inside to enjoy the scenery. Plus, enjoy seasonal use of kayaks and a rowboat. Book your stay today!

Guest favorite

Cabin in Sequim

5 out of 5 average rating, 77 reviews

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.

Guest favorite

Vacation home in Coupeville

4.97 out of 5 average rating, 34 reviews

Beachfront Abode at Admiralty Bay

Breathtaking ocean and Olympic Mountain View’s from your own private beach. Spot otters, seals, eagles, porpoise and even whales while sipping coffee on the porch. A beachcombers paradise with miles of unobstructed beach to stroll. There’s plenty of room for the whole gang in this spacious three bedroom cottage. Complete with a full kitchen and two full bathrooms. Make memories with our well stocked game cabinet or cozy up by the fireplace with with a good book! Relaxation awaits!

Guest favorite

Home in Coupeville

4.93 out of 5 average rating, 168 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.

Guest favorite

Home in Bremerton

4.94 out of 5 average rating, 16 reviews

Halcyon House at Dyes Inlet

Treat yourself to pure serenity with a stay at Halcyon House. Nestled on the shores of Dyes Inlet, this spacious home will wrap you in a feeling of calm tranquility as you gaze out at the everchanging seascape. Conveniently located between Bremerton and Silverdale, Halcyon House makes an ideal home base for exploring the Kitsap Peninsula and beyond, though we won’t blame you if you if you hardly leave the property….

Guest favorite

Home in Coupeville

4.9 out of 5 average rating, 119 reviews

Unique Open Concept Log Home

Make some memories at this unique getaway. Family friendly home with access to a private beach, pool (seasonal) and playground. A true nature lover's getaway. The grand ceilings add to the serenity that this home exudes. Enjoy the sunsets from the covered porch or on the sand. Centrally-located we are a short drive to just about everything on the island. Lots of things to do close by as well.

Guest favorite

Home in Coupeville

5 out of 5 average rating, 43 reviews

Ocean View Whidbey Island Retreat

A walk to the beach and minutes from downtown Coupeville, this brand new, beautifully decorated home features all the amenities you need for a comfortable and relaxing stay, including stunning ocean views, access to the Sierra Country Club pool ($5 for guests), and nearby beach access (15 minute walk). Book your stay today and experience the magic of Whidbey Island!