Holiday houses in Oak Harbor

Kingfisher Cove Hideaway

As you descend the walkway and round the corner suddenly your whole outlook will change! Perched directly above the serene blue-green waters of Skagit Bay, this custom built vacation home will usher you into a relaxing getaway from it all. Floor-to-ceiling windows immediately draw your eyes outside, where you can watch for seals, orcas, gray whales, great blue herons, and bald eagles, with the forests of Deception Pass State Park directly across the water. Whether you're dining at the cozy table, sitting in the red leather reclining chairs, or snuggled up in the luxurious king-size bed, the spectacular view will melt away your everyday stress. A full-size kitchen is stocked with everything you need to prepare your meals, but if you choose to dine out, there are many delightful options in nearby Anacortes and La Conner. Sunny weather graces this area often and there are a couple of Adirondack chairs for you to sit in, while you gaze at nature or relax and read. A full-size washer and dryer are also available, as well as a generously sized shower, complete with a heated towel warmer and radiant floor heating. No need to bring bottled water! We have a whole house filtration system! Incredibly close to Deception Pass State Park, there is an abundance of walking and hiking trails within minutes of Kingfisher Cove Hideaway. Walk across the historic Deception Pass Bridge and look east to see where you're staying, or west to gaze at the San Juan Islands and the Salish Sea. In addition to Deception Pass State Park, there are dozens of trailheads to choose from in the Anacortes Community Forest Lands (ACFL), with more than 50 miles of multi-use trails. The harbor-side marinas in Anacortes allow visitors to walk among the docks and look at sailboats and pleasure craft, and the Tommy Thompson Trail takes you along the marinas and across the notable 2,000-foot-long paved trestle spanning picturesque Fidalgo Bay. Hop on a ferry, right from Anacortes, to day-trip to the San Juan Islands. Nestled at the edge of the rain shadow of the Olympic Mountains, south Fidalgo Island gets half the amount of rain that Seattle does. And there's no need to take a ferry to get here - an easy one-and-a-half-hour drive from the greater Seattle area ushers you to this fabulous getaway vacation home. Accessibility: There is a sloped, meandering walkway with some stairs to get from the guest parking to the guest house, which is not wheelchair-accessible. If mobility is a challenge, you most likely will find our walkway down to the guest house not accessible for you. The entire guest house, including the property, is smoke-free. This is an adults-only guest house. No dog(s) or any other pets/animals can be accommodated in Kingfisher Cove Hideaway. Parking notes: The designated parking space is best situated to accommodate standard-size vehicles. Feel free to pull your vehicle all the way down our driveway and turn around at the garage. It is much easier to exit the driveway. This will make sense when you see our (atypically) curved driveway.

Seaside Gem-Downtown Oak Harbor

Experience modern comfort at this charming Oak Harbor seaside cottage, just over a block from the waterfront and downtown, next to Smith Park. Originally a Fort Ebey Army movie theatre and later the first Catholic church, it's now a beautifully remodeled Airbnb. Enjoy high-end mattresses, 1GB internet, air conditioning, and thoughtful amenities. Explore nearby shops and eateries, all within walking distance. This is a perfect blend of rich history and modern convenience for your memorable stay!

Harbor View * Meander Old Town Shops * Parks * Fun

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!

Whidbey Island Getaway

Enjoy a relaxing getaway with expansive Puget Sound views or sit back and enjoy the Naval Base jets flying overhead. With seven state parks on Whidbey Island there's a never ending list of things to see or do during your stay. Our location is perfect for a secluded intimate getaway or a starting spot to kick off your next adventure. Located close to hiking & biking, or if you're the foodie type Whidbey Island has it all! We are very pet friendly with a play room stocked with toys and beds.

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.

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.

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.

Sunshine Studio: escape from the busyness of life

Nestled between Coupeville and Oak Harbor on a wooded corner of beautiful Whidbey Island, Sunshine Studio offers a quiet escape from the busyness of life while within easy reach of island gems, like Deception Pass and the Keystone ferry. Has a sunken tub: no shower Self-check in No tv No A/C: has air cooler msg me if you need a 1-night stay (or longer than my set max) and I may be able to approve it.