
Vacation rentals with a pool in Oak Harbor
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Oak Harbor
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.
ValueFamilyGrill

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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Contemporary Poolside Paradise w/ Hot Tub
Our beautiful home features a backyard oasis with a pool—perfect for relaxing or entertaining. Inside, you’ll find a modern design with spacious living areas, a fully equipped kitchen, and comfortable bedrooms for a seamless stay. Conveniently located near local attractions, dining, and shopping, it offers both comfort and accessibility. The pool is heated to 85°F from April through October and is closed during the rest of the year. The hot tub is fully heated between 6pm - 6am.
LocationValueSleep quality

Beachfront home with Pool, Hot Tub, and Fire pit
- [Newly FIXED]: Pool AND hot tub overlooking the water - Your own private beach with access from the front yard - Two kayaks with life jackets and paddles - Fully stocked chef’s kitchen and coffee - In-unit washer and dryer The open floor plan and layout allows for connection, regardless of what room you're in. Enjoy the large smart TV's in every room, gas fireplace to keep you warm in the winter, or stay warm while you watch people cook in the incredible kitchen.
ValueLocationGetting around

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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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.
FamilyLocationHot tub

Seaside Suite by Mukilteo Beach
Our studio apartment has a private entrance and a private Juliet balcony to enjoy stunning views of Puget Sound. Sleep in comfort on a Tempurpedic bed with adjustable head and foot lift. Additional sofa bed for extra guests. All necessities provided. Private indoor pool with views out to Puget Sound. Many attractions are within a 10 minute walk, including Mukilteo beach, the ferry terminal, the Sounder train to downtown Seattle or Mukilteo town.
LocationValueComfort

Walk to Beach & Pool • 2 King Beds • Fenced Yard
✨ Availability LABOR DAY WEEKEND and during Practical Magic 2 showings at the Blue-Fox Drive-In Sep 19-20! • 0.5 miles to beach, minutes to Coupeville & the Port Townsend ferry • Community beach club/pool access • Sleeps 7, 3 bedroom: 2 King, 1 Queen, 1 rollaway*, 2 Bathroom • Fully equipped kitchen, fresh herb garden • Fenced yard (dog friendly!) • Vaulted living space + wood stove • RV parking + power (reservation fee applies)
FamilyValueBackyard

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.
LocationFamilyWifi

Luxury Waterfront: Pool, Beach & Theater
Discover a luxurious multi-level beachfront villa on Camano Island's Madrona Beach. This serene coastal home offers direct beach access, a private heated pool (seasonal), a fire pit overlooking the Puget Sound, a dedicated theater room, and modern amenities for an unparalleled retreat. Perfect for families seeking tranquility and comfort, it comfortably accommodates a small group looking for a premium island escape.
FamilyValueWifi

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.
LocationFamilyGetting around

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.
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Popular amenities for Oak Harbor rentals with a pool
House rentals with a pool

Private Pool, Pickleball/BBall, Putting Green+
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Castle House with an Ocean View!
FamilyValueHospitality

Unreal Ocean View Sunsets • Close to Beach & Town
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Oceanside Cottage Est. 1860
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Whidbey Island Retreat
LocationFamilySleep quality

Getaway in Admirals Cove; pool and beach access
LocationFamilyBackyard

Cozy Admiralty Bay cottage with great water views
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Private Pool Retreat Near Coupeville
Condo rentals with a pool

Comfy Condo in Port Ludlow
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1BR ground-floor condo with indoor/outdoor pools
ValueHospitalityWifi

Mutiny Bay Condo by AvantStay | Walk to the Beach
ValueLocationCondition

Lovely bayview 2BR with pickleball, hot tub, pools
ValueFamilyLaundry

Water Views & Marina Access: Port Ludlow Getaway
FamilyViewBeach

I Love Mukilteo
ValueLocationCleanliness

2Bed 2 bath condo with loft

4BR condo with waterfront views
Other vacation rentals with a pool

Cozy Condo | Steps from Martha Lake!
DecorNearbyCheck-in

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

Discovery Bay
LocationFamilyIndoor spaces

Whidbey Beachfront Cottage- sand and sunsets

Beach Dreams on Whidbey! Beachfront! 2 King Beds
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Dapper Swan Landing- Private Entry Suite
LocationValueHeating

Beachfront Abode at Admiralty Bay
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Luxury glamping on Marrowstone Island
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Destinations to explore
- University of Washington
- Seattle Center
- Space Needle
- Climate Pledge Arena
- Woodland Park Zoo
- University Of Victoria
- Bear Mountain Golf Club
- Seattle Aquarium
- Chateau Ste. Michelle Winery
- Salt Creek Recreation Area
- Birch Bay State Park
- Discovery Park
- Moran State Park
- Marymoor Park
- 5th Avenue Theatre
- Lake Union Park
- Deception Pass State Park
- Westlake Center
- Green Lake Park
- Port Angeles Harbor
- Olympic Game Farm
- Amazon Spheres
- Waterfront Park
- Kerry Park
- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





