Vacation rentals with a pool in Oak Harbor

Poolside Cabana at the Sunburnt Mermaid

Poolside Cabana is a uniquely modified 26' traveler, 1 BR 2 BA w/private deck, sparkling water views of Westsound from our pool and hot tub. Guests can also take float plane or personal boat direct to Westsound marina within walking distance, We provide transportation to and from marina or Eastsound Airport. Kayak rentals available from our beach. Organic vegetable gardens and fruit orchard. Microwave, insta-pot, toaster, fridge, tea kettle, hot plate, WiFi and ROKU TV. See photos 2 persons

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!

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.

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.

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.

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.

Rosario Condo - Views/Two Queen Beds

Recently renovated upscale Rosario condo with stunning views of Cascade Bay & the Rosario Mansion. Features two NEW queen beds, private deck, parking, and trail access to Moran State Park next door. Enjoy luxury bedding, 50" 4K Roku TV, Blu-ray, Nespresso, ice maker, fridge, microwave, electric fireplace, and private bath. Stay at The Residences— former Rosario Resort & Spa rooms reimagined for comfort, with infinity bay views!

Waterfront Gamble Bay House +Seasonal Heated Pool

Take a break with people you love! Enjoy the wrap around porch and two balconies over looking Port Gamble Bay (part of the Hood Canal). In the evenings enjoy beautiful sunsets over the forest on the other side of the bay and in the morning, fall in love with the fog that clings to the trees across the water. In the summer months enjoy the private outdoor heated pool. Guests can expect a heated pool May- October ish.

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.

Chloes Cottage

An ideal family & friends hideaway that is close to everything. Bikes are available on site to ride into town or you can relax at the fire pit roasting S'mores. There are 2 separate homes on this 1-acre property that share a yard and swimming pool. Each rental has their own private hot tub. Pets are welcome & the yard is mostly fenced. A portion of every rental is donated to help save the elephants.

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.