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!

ValueFamilyQuiet

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!

LocationValueNearby

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 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.

FamilyLocationWalkability

4.93 out of 5 average rating, 170 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.

ValueFamilyIndoor 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.

LocationValueCheckout

4.93 out of 5 average rating, 29 reviews

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.

FamilyLocationLaundry

4.97 out of 5 average rating, 588 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.

LocationFamilyDecor

5 out of 5 average rating, 31 reviews

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)

FamilyValueBeach

5 out of 5 average rating, 22 reviews

A well-lit living area features a large stone fireplace with a cozy fire. Floor-to-ceiling windows offer views of Port Ludlow Bay, while a round dining table is paired with stylish chairs. A comfortable armchair and side table complete the inviting space.

Condo in Port Ludlow

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.

FamilyLocationHot tub

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, 56 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.

LocationFamilyHospitality

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.

LocationFamilyQuiet

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.