
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.

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!

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.

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!

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.
Popular amenities for Jefferson County rentals with a pool
House rentals with a pool

Private Pool Retreat Near Coupeville

Whale Watch & Relax Fireside: Puget Sound Gem!

2BR Bayview Whidbey Island Dog Friendly | Pool

Deck Views, Fire Pit, Pool, 3 Minutes to the Beach

Private Pool Retreat Near Coupeville

Whidbey Island Retreat

Lovely Coupeville Home w/ Puget Sound Views!

Olympic View Retreat
Condo rentals with a pool

3BR Bayview 1st-Floor | Deck | Pool

4BR condo with waterfront views

Water Views & Marina Access: Port Ludlow Getaway

Lovely bayview 2BR with pickleball, hot tub, pools

2Bed 2 bath condo with loft

1BR ground-floor condo with indoor/outdoor pools

Seaside Escape - 2 + Bedrooms
Other vacation rentals with a pool

Serenity at Kala Point Village 35

A Private Retreat

Luxury Pink Love

Discovery Bay Two-Bedroom Deluxe Condo - Sleeps 6!

2BR condo with waterfront views

Spacious Discovery Bay Sleeps 7

2 BR condo with stunning water views

Beachfront Abode at Admiralty Bay
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