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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.

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Top guest favorite
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.
Vacation home in Coupeville

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!

4.97 out of 5 average rating, 104 reviews
Top guest favorite
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.

4.96 out of 5 average rating, 71 reviews
Top guest favorite
An aerial view captures a curved shoreline bordered by calm waters, leading to a small grassy island with sparse trees. Pathways are visible along the beach and connecting the surrounding area, with residential buildings situated nearby.
Apartment in Port Ludlow

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!

4.93 out of 5 average rating, 74 reviews
Guest favorite
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.
Condo 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.

5.0 out of 5 average rating, 17 reviews
Top guest favorite
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.

5.0 out of 5 average rating, 120 reviews
Guest favorite
Home in Coupeville

Walk to Beach • 2 King Beds • Fenced Yard

Fall in love with Whidbey 🍂 Centrally located for all-island adventures! Explore charming Coupeville, local farms & wineries, fall festivals, scenic trails & Practical Magic filming locations! Minutes to the Port Townsend ferry • Sleeps 7 | 2 King, 1 Queen + twin rollaway • Fully equipped kitchen, herb garden • Fenced yard, dog friendly! • Spacious deck, covered porch • Vaulted living space + wood stove • 0.5 miles to community beach + seasonal heated pool • RV parking + power ($65/night)

5.0 out of 5 average rating, 32 reviews
Top guest favorite
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.
Shipping container in Sequim

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.

5.0 out of 5 average rating, 280 reviews
Superhost
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.
Home in Coupeville

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!

4.9 out of 5 average rating, 49 reviews
Guest favorite
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

4.87 out of 5 average rating, 31 reviews
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.
Home in Coupeville

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.

4.92 out of 5 average rating, 202 reviews
Top guest favorite
Home in Coupeville

The Nest - Whidbey Island

Escape to this stunning waterfront home on Keystone Ave, Coupeville. Enjoy panoramic views of the Puget Sound & Olympic Mountains from your private deck or hot tub. Watch whales, dolphins, and eagles daily. Perfect for families, friends, or romantic getaways. Steps to private beach, world-class fishing, kayaking, and hiking. Minutes from Coupeville, Port Townsend ferry, and Langley. Fully stocked for summer fun or cozy winter stays—this is Whidbey at its best.

4.94 out of 5 average rating, 33 reviews
Top guest favorite
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.
Condo 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.

5.0 out of 5 average rating, 26 reviews

Popular amenities for Jefferson County rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
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.
Home in Coupeville

Admiral's Seaglass Sanctuary

4.96 out of 5 average rating, 57 reviews
Superhost
Home in Brinnon

Honeymoon Suite on the Harbor

5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Coupeville

Unreal Ocean View Sunsets • Close to Beach & Town

5.0 out of 5 average rating, 14 reviewsA two-story, vibrant blue house is featured, complemented by a decorative sunburst element on the upper level. A wide staircase leads to the entrance, surrounded by a gravel pathway and stone landscaping. Lush greenery can be seen in the background behind a wooden fence.
Home in Coupeville

Whidbey Island Retreat

4.77 out of 5 average rating, 110 reviews
Top guest favorite
An aerial view showcases the ranch's sprawling layout, highlighting a variety of homes and landscaping. The property features a tennis court visible among the green areas, surrounded by trees and open fields, with a glimpse of distant neighborhoods.
Home in Coupeville

Oceanside Cottage Est. 1860

5.0 out of 5 average rating, 16 reviews
Guest favorite
A single-story house features a light gray exterior with a wide front porch and a black screened-in area. A driveway leads to an attached garage, bordered by a flat lawn. Lush greenery frames the property, with tall trees visible in the background.
Home in Coupeville

Getaway in Admirals Cove; pool and beach access

4.78 out of 5 average rating, 50 reviewsAn upper deck features comfortable seating arrangements with Adirondack chairs and small tables, complemented by a grill for outdoor cooking. Soft lighting enhances the space, while beautiful views of the surrounding trees and landscape are visible against a twilight sky.
Home in Coupeville

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

4.71 out of 5 average rating, 7 reviewsA serene garden area is depicted, featuring a small pond surrounded by various rocks and vibrant plants. A fountain is visible, and lush greenery, including trees and shrubs, adds to the tranquil setting.
Home in Bremerton

Cody's Guest House

5.0 out of 5 average rating, 45 reviews

Condo rentals with a pool

Guest favorite
The kitchen features a live-edge cedar countertop complemented by a mosaic tile backsplash. A stainless steel sink is visible, alongside a modern faucet. In the background, large windows offer a view of surrounding trees and natural light flows into the open living space.
Condo in Bremerton

Newly renovated spectacular waterview condominium

5.0 out of 5 average rating, 15 reviewsA private outdoor space features a gas grill and two chairs, offering water views of the Puget Sound. A colorful planter filled with flowers adds a natural touch, while a clock and subtle decor enhance the area.
Condo in Port Ludlow

Water Views & Marina Access: Port Ludlow Getaway

4.54 out of 5 average rating, 13 reviewsA tranquil beach scene features a wooden pier extending into calm waters. Soft sand lines the shore, complemented by lush greenery and trees in the background. The horizon showcases gentle waves meeting the sky under clear weather.
Condo in Port Townsend

2Bed 2 bath condo with loft

Guest favorite
A scenic view captures a seaplane flying over the water, framed by a clear blue sky. In the foreground, gray condo buildings are visible with well-maintained gardens and a parking area. Lush greenery lines the coastline, contrasting with the tranquil waters of Admiralty Inlet.
Condo in Port Ludlow

Captain Berg's Getaway

4.92 out of 5 average rating, 247 reviews
Top guest favorite
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.
Condo in Port Ludlow

Seaside Escape - 2 + Bedrooms

5.0 out of 5 average rating, 26 reviews
Guest favorite
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.
Condo in Port Ludlow

Comfy Condo in Port Ludlow

5.0 out of 5 average rating, 17 reviews

Other vacation rentals with a pool

Superhost
A collection of multi-level, white townhome-style buildings is reflected in calm water. Surrounding greenery of trees and mountains provides a natural backdrop, enhancing the tranquility of the waterfront setting.
Apartment in Port Townsend

Discovery Bay

4.8 out of 5 average rating, 10 reviews
Superhost
Cottage in Greenbank

Whidbey Beachfront Cottage- sand and sunsets

New place to stayA vibrant sunset casts a warm glow over the water, with shades of orange and pink reflecting on the surface. Silhouettes of three individuals are seen sitting on the shore, while colorful kayaks rest on the rocky beach, enhancing the serene coastal scene.
Vacation home in Coupeville

Beachfront Abode at Admiralty Bay

4.84 out of 5 average rating, 45 reviews
Tiny home in Manette

Sojourn - Sauna, outdoor tub, mineral pool, ebikes

4.53 out of 5 average rating, 43 reviews
Apartment in Silverdale

Luxury Pink Love

4.75 out of 5 average rating, 4 reviews
Guest favorite
Tent in Marrowstone

Luxury glamping on Marrowstone Island

4.97 out of 5 average rating, 73 reviewsA modern waterfront property is shown with multiple levels, featuring balconies that overlook the water. Smoke stacks rise from the structure, and the surrounding area includes a rocky shoreline with gentle waves lapping at the edges. The clear blue sky complements the serene environment.
Place to stay in Port Townsend

Port Townsend- Discovery Bay

4.63 out of 5 average rating, 8 reviewsA two-story condo building is surrounded by lush greenery and tall trees. Picnic tables are placed on a manicured lawn, providing open spaces for relaxation. Bright pink flowering shrubs add a burst of color to the landscape, complemented by the natural earthy tones of the structure.
Apartment in Port Townsend

Serenity at Kala Point Village 35

Destinations to explore