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.

0 of 0 items showing

1 of 3 pages

Guest favorite

A well-lit in-ground pool is surrounded by a safe, enclosed patio area. The inviting blue water reflects the evening sky, while safety rails and lounge chairs are positioned nearby. Soft lighting creates a serene ambiance, highlighting the pool's clear surface.

Home in Marysville

4.92 out of 5 average rating, 145 reviews

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*

Top guest favorite

A charming single-story home is set against a serene waterfront backdrop, featuring a rustic facade and a welcoming entrance. A tranquil deck area includes a table and chairs, with a distant view of a pier extending into the calm waters.

Cottage in Oak Harbor

4.97 out of 5 average rating, 103 reviews

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.

A tranquil pool area features a spacious swimming pool and hot tub surrounded by a decorative patio. Multiple blue umbrellas provide shade over lounge chairs and tables. Lush greenery and colorful plants are visible along the perimeter, creating a serene outdoor setting.

Guesthouse in Eastsound

4.89 out of 5 average rating, 242 reviews

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 and tidelands. Organic vegetable gardens and fruit orchard. Microwave, instapot, toaster, fridge, tea kettle, hot plate, internet and ROKU TV Max 2

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

5 out of 5 average rating, 235 reviews

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.

Guest favorite

The exterior of a spacious two-story house is surrounded by lush greenery. A wraparound porch features wooden railings and seating areas. A private, heated pool is visible in the yard, offering a serene outdoor space for relaxation and enjoyment.

Home in Kingston

4.93 out of 5 average rating, 129 reviews

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.

Guest favorite

An outdoor heated pool is framed by a stone patio and a wooden fence, surrounded by lush greenery. Lounge chairs are positioned nearby, providing a space for relaxation. Soft lighting illuminates the area, enhancing the tranquil evening atmosphere.

Home in Edmonds

4.93 out of 5 average rating, 134 reviews

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.

Guest favorite

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

4.92 out of 5 average rating, 191 reviews

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.

Guest favorite

A modern kitchen area features white cabinetry and open shelving displaying various kitchenware. A round dining table is accompanied by transparent chairs, while a gray sofa with decorative pillows sits in the foreground. Light streams in through large windows, enhancing the inviting space.

Guest suite in Mukilteo

4.96 out of 5 average rating, 540 reviews

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.

Guest favorite

The bedroom features a spacious bed adorned with neutral bedding. A large sliding glass door provides access to a private deck, revealing views of Cascade Bay and surrounding trees. A television and electric fireplace are also visible, enhancing the room's comfort.

Guest suite in Eastsound

4.89 out of 5 average rating, 104 reviews

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!

Guest favorite

A spacious living area features a large sectional couch adorned with various throw pillows in neutral tones and greens. A round coffee table sits in front of the couch, while a flat-screen television is mounted on the wall. Natural light filters in through the window, which is dressed with light curtains.

Home in Snohomish

4.9 out of 5 average rating, 115 reviews

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.

Guest favorite

A rustic, two-story log cabin features a distinctive red roof and expansive covered porches. Large windows allow for natural light to fill the interior, while lush greenery surrounds the home. The design combines natural materials with a warm and inviting structure.

Home in Coupeville

4.91 out of 5 average rating, 160 reviews

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.

Guest favorite

A cozy porch area features two red Adirondack chairs positioned on a grassy lawn, offering views of the sunset. The horizon glows with warm colors while the home’s exterior is painted in soft blue, complementing the serene environment.

Home in Coupeville

4.96 out of 5 average rating, 72 reviews

Luxury Ocean Escape

A walk to the beach and minutes from downtown Coupeville, this brand new, beautifully decorated home features all the amenities you need for a comfortable and relaxing stay, including stunning ocean views, access to the Sierra Country Club pool ($5 for guests), and nearby beach access (15 minute walk). Book your stay today and experience the magic of Whidbey Island!