Holiday rentals in Oak Harbor

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.

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.

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!

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!

Private 2 bedroom Cottage on a Lagoon.

Rare two bedroom Cottage on a Private Lagoon. Centrally located for you to explore the island, or very private for a relaxing get-away. Inside Ebey’s Preserve (A division of the National Parks), this unique location Is full of history. Minutes from Ebey’s State Park, and a short drive to Deception Pass State Park. Eagles, deer, otters, and wildlife out all the windows. Lovely deck overlooking the water, a fire pit patio with waters view. Fantastic get away for a wonderful time on Whidbey.

Penn Cove Beach Studio

Welcome to our charming Beach Studio located on South facing no bank water front. Wake up to the sound of waves from right outside your door. A modern outdoor hot tub is available dedicated to the Beach Studio guests. The Beach Studio now has a brand new full kitchen. The walls are all covered by beautiful paintings. There is plenty to do on Whidbey Island, at the many parks, kayak in the cove, or stroll around historic Coupeville. This is the ideal location for people that love the water.

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.

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.

DenPNW with Sauna

DenPNW is a recently curated space that will indulge your desire for beauty and romance. A modern design with tile and wood walls and free standing stove. The studio has a comfortable king sized bed, built in office space and full kitchen with island. Shared sauna included. The studio is adjacent to another unit and owners live upstairs. You may hear faint noises from shared living and light footsteps upstairs. This space is not suitable for children or infants

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.

The Acorn Cottage Oak Harbor

Relax at our peaceful island getaway in this quaint 2 bedroom 1 bathroom home. Enjoy a bbq dinner on the private patio in the summertime, or curl up with a book by the cozy gas fireplace in the winter. The Acorn Cottage is centrally located near dining and shopping on historic Pioneer Way in central Oak Harbor. The home is a 15-20 minute drive from Deception Pass State Park to the north and the historic Town of Coupeville to the south.

Cornet Bay Boat House (Deception Pass State Park)

This newly renovated studio layout boathouse is a perfect getaway for couples who want to wake up to the sounds of nature in the morning. Living room has an electric fireplace, a queen sized bed, recliners, smart tv w/ cable. Kitchen has a full size fridge, range, microwave, dishwasher, coffee maker, tea kettle, and bar seating. Bathroom has a toilet, sink, and stall shower. Access to a private dock. Kayaks&Paddle boards available.