Holiday rentals with a pool in Oak Harbor

Holiday home in Coupeville

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.

4.97 out of 5 average rating, 102 reviews

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!

ValueFamilyComfort

Shipping container in Sequim

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.

5.0 out of 5 average rating, 277 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.

ValueLocationCondition

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.

4.95 out of 5 average rating, 44 reviews

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!

FamilyValueOutdoor spaces

4.93 out of 5 average rating, 169 reviews

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

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.

FamilyValueKitchen

4.93 out of 5 average rating, 70 reviews

Home in Clinton

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.

LocationFamilyOutdoor spaces

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.

4.92 out of 5 average rating, 202 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.

FamilyLocationDecor

4.97 out of 5 average rating, 587 reviews

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

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.

LocationFamilyBiking

4.93 out of 5 average rating, 134 reviews

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

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.

FamilyLocationHospitality

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.

4.96 out of 5 average rating, 54 reviews

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.

FamilyLocationBiking

4.93 out of 5 average rating, 221 reviews

A spacious coastal home is set amidst lush green grass and landscaped gardens, overlooking a serene bay. The tranquil waters stretch to the horizon, framed by trees and distant hills, while a gravel driveway leads to the residence.

Home in Sequim

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.

ValueLocationQuiet

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.

4.92 out of 5 average rating, 196 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.

FamilyLocationParks