Pet-friendly holiday rentals in Oak Harbor

Cabin Retreat on Peaceful Forested 5 Acres!

Relax with the whole family, including your fur babies, at this peaceful, serene, yet rugged 5 acre property just outside the Oak Harbor city limits, and near the Naval Air Station on Whidbey Island. Only a 15 minute drive to Deception Pass State Park and centrally located to all that Whidbey Island has to offer. Whidbey Cabin Oak Harbor is also a great couples get-away with the roomy and newly remodeled Master suite and Master bath, featuring a unique mix of modern and rustic interior design.

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.

Lighthouse with Hot Tub view of San Juan Islands

Unique fun space! if you are adventurous and want to crash at a very unique spot this is it. First floor has a mini fridge, smart TV, instant hot water kettle, coffee maker, bottled water, day bed with plenty of bedding in storage. Then you climb the ladder and go up to the tower. There is another single bed. Out the door is a private deck overlooking the San Juan Islands with a table and chairs. Take your coffee or wine out and enjoy the day. head back down take a dip in one of the hot tubs

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.

Whidbey Island Modern Cottage

Recently constructed modern cottage nestled in the stunning scenery of Whidbey Island. Come enjoy a slice of sanctuary and take a step away from the hustle and bustle of the daily grind. Centrally located between charming beach towns, breathtaking hikes, and delicious dining. Cottage offers a 3/4 bath, a kitchenette, and an open space with a king size bed. Equipped tastefully and thoughtfully with custom built features. Come enjoy the spirit and vibes quaint island living has to offer.

Whidbey & Chill - Mid-Century Modern Waterfront

A lovingly restored classic Mid-century Modern Waterfront home with JAW DROPPING VIEWS. The nearly 270 degree westside view spans Mt. Rainier, downtown Seattle, the Olympics, Port Townsend, and the San Juan islands. Sitting on nearly an acre with privacy so difficult to find, this home features a circular driveway, full length deck, master suite with its own private deck, a chef's kitchen with high end appliances, and close proximity to all that Whidbey Island has to offer.

Waterfront Beach Cabin on Whidbey Island

Come relax at our waterfront beach cabin located on the shores of West Beach. Enjoy unbelievable sunsets over the Salish Sea from the back deck with a view of the San Juan Islands to the right, Vancouver Island off in the distance, and the Olympic Peninsula to the left. Bring your furry companion to enjoy the scenary with! The cabin is very dog friendly, providing dog toys, bed, feeding bowls and even food!

Escape to the Woodland Retreat!

Take it easy at this unique and tranquil getaway. Tucked away on three acres of nature, this cozy Dutch barn style home will have you relaxed and enjoying Whidbey Island in no time! Our Island deer and bunnies will visit you during your stay in their own sweet shy ways. This is the perfect way to be close to all the fun and totally private when you choose.

Stunningly Beautiful Highbank Waterfront Property!

Welcome to Cliffside Cottage!!! We have Spectacular Sunsets and Amazing Views! Relax on the deck with a little umbrella drink or enjoy the elevated hot tub. Feel the stress fade away as you let the beauty take you away. Incredible water and mountain views. We enjoy lovely wildlife such as Soaring Eagles, Gray Whales and the like.