Holiday houses in Oak Harbor

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Top-rated holiday rentals in Oak Harbor

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Top Guest favourite
A spacious living area features a large L-shaped couch arranged around a round coffee table. Multiple windows offer a panoramic view of the ocean, allowing natural light to fill the space. A cozy chair and decorative area rug complement the inviting atmosphere.
Home in Oak Harbor
4.98 out of 5 average rating, 125 reviews

Waterfront Beach House on Whidbey Island

Come relax at West Beach Bungalow with breathtaking views of the San Juan Islands, Vancouver Island, and the Olympic Mountain Range. You’re so close to the ocean, you'll feel like you’re on a boat. View the most gorgeous sunsets you’ve ever seen right out front with Swan Lake across the street. Watch eagles, otters, whales and seagulls from the comfort of this cozy cabin. Newly updated with all the comforts of home. Escape to West Beach Bungalow - your relaxing seaside retreat on Whidbey Island.

Top Guest favourite
A glass table is set on a wooden deck, accompanied by two blue chairs. A cup of coffee and a plate with a pastry are placed on the table. The view features a serene water scene and distant buildings, creating a calm atmosphere.
Apartment in Oak Harbor
4.96 out of 5 average rating, 166 reviews

View * W/D * Downtown * Harbor * R & R!

This spacious apartment is half a block from the harbor and easy walking distance of our very cute downtown area where all the faires and festivals take place! Completely renovated and with wonderful views from the deck as well as the dining area windows! Full kitchen that is fully appointed! The 2 bedrooms have queen beds and the sleeper sofa is also a queen (very comfortable!) and if you have extra 'little people', the ottoman makes into a twin bed and there is also a rollaway bed and W/D.

Superhost
A modern living room is shown with large windows offering views of the water. A dark sectional sofa is adorned with colorful throw pillows. A round glass coffee table sits in front, reflecting the natural light pouring in. Soft curtains complement the serene atmosphere.
Home in Oak Harbor
4.91 out of 5 average rating, 160 reviews

Seascape Stay

Enjoy the amazing seaside views from this centrally-located stay in quaint ‘old town’ Oak Harbor! This historical duplex home stay has two bedrooms, a full bathroom, and a well equipped kitchen. A spacious living/dinning space features windows with endless views of the bay and surrounding mountains. A few steps to old town’s many treasures and a short drive to multiple state parks with wonderful hiking trails…, makes this is the perfect spot to start exploring all Whidbey Island has to offer!

Top Guest favourite
Two white Adirondack chairs are positioned on a wooden deck, facing the ocean. A vibrant sunset casts warm golden hues across the water, while gentle waves roll onto the shore. Rocky landscape is visible along the edge of the deck, enhancing the coastal view.
Home in Oak Harbor
4.97 out of 5 average rating, 380 reviews

West Beach Retreat

Welcome to West Beach Retreat, your perfect vacation rental destination! Located right on the beach, enjoy breathtaking views of the ocean and the Olympic Mountain range. Wake up to the sound of Eagles and Harbor Seals right outside your door. Take a stroll on the beach to witness some unbelievable sunsets. Our charming town of Coupeville is only 10 minutes away, where you can explore local shops, restaurants & cafes. Come make unforgettable memories with your loved ones at West Beach Retreat!

Top Guest favourite
The exterior of a modern home is showcased against a stunning sunset, with ocean views in the background. A well-maintained garden area features blooming plants near the entrance, with a gravel driveway leading to the garage. The structure has a metal roof and large windows.
Home in Oak Harbor
4.94 out of 5 average rating, 178 reviews

Breathtaking Oceanfront Home

This incredible high-bank property combines striking panoramic views of the mountains, ocean & islands with a modern and newly remodeled interior. Experience some of the best sunsets of your life from the large outside deck that includes a grill (May-September) and an outdoor dining area (fire pit currently unavailable). Enjoy the large 4-person sauna, in home gym, open floor concept, cozy living room and TV area, white brick gas fireplace, and 3 dedicated workspaces with high-speed Wifi.

Guest favourite
A cozy sleeping area features a spacious bed with layered bedding and decorative pillows. Two modern light fixtures hang above, providing soft illumination. A small dining table with two chairs sits beside the window, allowing for natural light to fill the room.
Tiny home in Oak Harbor
4.92 out of 5 average rating, 479 reviews

The Bit & Bridle Cabin bids you welcome!

The Bit & Bridle Cabin has that out-in-the-country feel, yet it is only minutes from Oak Harbor's town center. This small 17 acres farm provides Donna's horses room to play and live and Stan's Autobody & Paint Shop a place to thrive. Other buildings besides the Cabin and the owners' house are a covered riding arena, Stan Wingate's shop, a "Fowl Manor" and run, and a small family residence. Ten beautiful old apple trees are scattered around. The Cabin is next to one of the apple orchards.

Top Guest favourite
A gravel pathway extends from the building, bordered by vibrant green grass and tall trees reaching towards a clear blue sky. Sunlight filters through the branches, casting shadows on the ground and creating a serene outdoor ambiance.
Guesthouse in Oak Harbor
4.98 out of 5 average rating, 131 reviews

Secluded forest studio with water view

Escape from everyday life in a one-bedroom water-view studio on the 2nd floor of a solar powered guest house on Whidbey Island. Situated in the midst of a 6 acre forest, enjoy a calming experience with views of Penn Cove and the iconic town of Coupeville. Listen to the songbirds and great horned owls. Absorb nature by walking the trails without leaving the property. Share the yoga studio on the second floor. Visit a public beach 1/4 mile away, kayak or paddleboard on Penn Cove.

Guest favourite
A serene waterfront view features a rocky shoreline leading to calm waters. The distant mountains create a peaceful backdrop under a clear sky, while gentle waves lap at the shore. The area is quiet, inviting leisurely walks along the beach.
Home in Coupeville
4.89 out of 5 average rating, 109 reviews

San Juan View

This spectacular medium bank water view home with beach access is a cozy peaceful house that is perfect to relax, unwind and beach walk. This 2 bedroom 1 bath house has 2 queen size beds, a well appointed kitchen, in house washer/ dryer, picnic table in yard, No Pets allowed at this property. WIFI and Smart TV. Located in the beautiful Sierra County Club community and is just 1/4 mile walk from Libbey beach park with steps to beach. Located very near to Ebey State Park.

Top Guest favourite
A small cabin with a distinct shingled exterior features a front door framed by four square windows. Steps lead to the entrance, surrounded by greenery and gravel. A wooden deck is visible beside the cabin, with outdoor seating positioned against a backdrop of trees and a picket fence.
Guesthouse in Coupeville
4.97 out of 5 average rating, 228 reviews

Cute Little Cabin near Longpoint Beach

Our Little Cabin is a bright comfortable space with a 1/2 bath, including a sink and toilet. You will have access to a private full bath with roomy shower and laundry facilities accessible through our garage any time. There is a small refrigerator and microwave as well as Keurig coffee. There is a large window facing the garden with a view of the water through the trees. Longpoint Beach at the opening to Penn Cove is a 10 minute walk through our quiet neighborhood.

Top Guest favourite
A bright, open living area features a modern kitchen with sleek appliances and a large island. Natural light floods through multiple windows, highlighting the polished hardwood floor. A cozy seating space is arranged with a dark sofa and decorative cushions, alongside a coffee table displaying a wooden tray.
Home in Oak Harbor
5 out of 5 average rating, 157 reviews

5 Star! Centrally Located Oak Harbor Home

Centrally located to downtown Oak Harbor and NAS Whidbey Island, this recently remodeled house offers all the comforts of home while eliminating any of the accompanying chores. Guests can relax by the fireplace or indulge in a good book on the back patio, which overlooks a peaceful, enclosed yard. Additionally, our optimal location makes it easy for guests to travel to any one of our Island's beautiful state parks. Come explore the legendary Whidbey Island!

Guest favourite
A charming single-story home is set amidst a lush green landscape, framed by tall trees. A covered porch features a white chair and a decorative plant. An inviting yard is planted with flowering shrubs, and a rustic wooden swing adds to the serene outdoor space.
Guest suite in Oak Harbor
4.96 out of 5 average rating, 423 reviews

Back Roads Airbnb

We love our quiet country home that we decided to share the back separate part of our home for mature Airbnb guest. We also decided to make the minimum stay for 7 days. Ideal for somebody who likes to work remotely, vacation or your in the Navy looking for something temporarily. We have 1.7 Landscape acres where the Island deer and Eagles roam free. We also have a fire pit to cook smores. Make sure you look at all photos. Please read House Rules.

Guest favourite
An outdoor area features a spacious wooden deck adjoining a modern house. A hot tub with steaming water is positioned nearby, alongside steps leading up to the deck. Multiple seating options are available on the deck, promoting relaxation in a serene setting.
Home in Oak Harbor
4.94 out of 5 average rating, 134 reviews

Lux Coastal Retreat & Hot Tub

Welcome to Moran Shores, a stunning short-term rental nestled in a charming coastal area on the west side of Whidbey Island. Boasting a prime location that embraces proximity to Whidbey Island Naval Base, this exquisite private property offers an irresistible blend of tranquility and excitement. With its unparalleled beauty, modern amenities and exclusive access to the beach, our rental provides an ideal retreat for those seeking a memorable getaway.

Popular amenities for Oak Harbor holiday rentals

When is the best time to visit Oak Harbor?

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Avg. price$171 AUD$167 AUD$170 AUD$179 AUD$188 AUD$188 AUD$204 AUD$218 AUD$197 AUD$173 AUD$170 AUD$171 AUD
Avg. temp6°C6°C7°C10°C13°C15°C18°C18°C15°C11°C8°C6°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Oak Harbor?

    Yes! Work meets play with ease at over 20 vacation rentals in Oak Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Oak Harbor?

    Four-legged friends are welcome in Oak Harbor. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Oak Harbor?

    Experience the best of Oak Harbor with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Oak Harbor have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Oak Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Oak Harbor?

    Oak Harbor has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Oak Harbor have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Oak Harbor. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Oak Harbor

  • Total holiday rentals

    Explore 50 holiday rentals in Oak Harbor

  • Nightly prices starting at

    Oak Harbor holiday rentals start at $30 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Oak Harbor holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Oak Harbor rentals

  • 4.9 Average rating

    Oak Harbor stays are highly rated by guests—averaging 4.9 out of 5!

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