Holiday rentals with a pool in Jefferson County

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!

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 including Air Conditioning. 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.

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.

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.

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.

Sojourn - Sauna, outdoor tub, mineral pool, ebikes

Welcome to Sojourn - Manette, a cozy two story cabin with the main bed up a ladder to the loft area (best suited for able bodied adults. Kids are allowed but please use your best judgement. Five minutes from the ferry in the neighborhood of Manette, on a shared property, accommodation has a mineral pool, sauna, and outdoor tub. Walking distance to waterfront dining, cafes and shopping. Come use our electric bikes (no extra fee) to explore. And leave us a note on the working typewriter.

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

Walk to Beach•2 King Beds•Community Pool

Welcome to Tide & Timber, a true 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.

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.

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.

Modern luxe beachfront w/ Pool & Spa

A luxe modern coastal home on the beach with a heated indoor pool and spa with sweeping views of Discovery Bay, Protection Island, the Strait of San Juan De Fuca, and a lagoon. Located in the rain shadow directly between Port Townsend and Sequim. Pool & Spa are heated year-round, Pool at 85 degrees, Spa at 100 degrees. Enjoy Sequim and Port Townsend. 4 kayaks and a rowboat to launch from the private beach.

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.