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

Contemporary Poolside Paradise
Our beautiful home features a private pool and backyard oasis perfect for relaxing and entertaining. The interior boasts a sleek and contemporary design with all the amenities you need for a comfortable stay. With spacious living areas, fully-equipped kitchen, and comfortable bedrooms, our home is the perfect getaway for families or groups of friends. Conveniently located near local attractions, restaurants, and shopping, our home offers the best of both worlds. *Pool is heated 85°F April-Oct*

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.

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.

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 Puget Sound) 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. Explore the shore down the steps and harvest some oysters for dinner! In the summer months enjoy the private outdoor heated pool. Guests can expect a heated pool May- October ish.

Luxury 8 beds Villa with Pool & Resort Amenities
Welcome to our remodeled Edmonds Villa. 20mins from Downtown Seattle , 5 mins away and walkable distance to Historic Downtown Edmonds. This is a northwest living with a palms springs feel. The home sits on an over sized lot with its backyard facing the sound and mountains for wonderful afternoon sunset sky. It is located on an upscale Edmonds private compound. Our property is close to parks with pounds, natural trails, golf court, sports fields, kids playgrounds and more.

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!

Whidbey Island Vacation with a View
Bird’s Eye is a peaceful, thoughtfully curated hilltop retreat on Whidbey Island with sweeping views of Puget Sound and Mt. Baker. Near Coupeville and Ebey’s Landing yet blissfully private, it’s perfect for a romantic escape or quiet solo stay. Relax on the patio, watch wildlife, stargaze by the fire pit, and enjoy cozy, artful interiors stocked with every thoughtful touch. Your serene island sanctuary awaits.

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.
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- University of Washington
- Space Needle
- Woodland Park Zoo
- Marymoor Park
- Seattle Center
- Chateau Ste. Michelle Winery
- Amazon Spheres
- Bear Mountain Golf Club
- Fourth of July Beach
- Lake Union Park
- Salt Creek Recreation Area
- Willows Beach
- Craigdarroch Castle
- Seattle Aquarium
- Deception Pass State Park
- Birch Bay State Park
- 5th Avenue Theatre
- Discovery Park
- Golden Gardens Park
- Lynnwood Recreation Center
- Olympic Game Farm
- Olympic View Golf Club
- Benaroya Hall
- Scenic Beach State Park