Pet-friendly vacation rentals in Oak Harbor

The living room features a high wood-beamed ceiling and large windows that provide ample natural light and views. A cozy seating area includes a queen sleeper sofa, recliner chairs, and a coffee table. A gas fireplace adds warmth, while a smart TV is positioned above a cabinet.

4.93 out of 5 average rating, 104 reviews

Fabulous View * Harbor/CityView * King* Fire Pit!

Incredible and fantastic views from this special home located on beautiful Whidbey Island! The deck, kitchen, dining area, living room and bedroom all have incredible views of Mt. Baker, the Cascades, the harbor and city lights! Oak Harbor is small enough to be quaint but large enough for all of the conveniences! With a charming downtown area to satisfy everyone and many fun and entertaining events throughout the year you'll have lots of options not to mention the many sightseeing areas nearby!

4.98 out of 5 average rating, 119 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.

4.93 out of 5 average rating, 738 reviews

A welcoming front entry is framed by lush green foliage. The turquoise door is highlighted by a warm light fixture, with a small table and red chairs inviting relaxation. Decorative elements, including a welcome sign, add a personal touch to the inviting space.

Home in Anacortes

Hill House Private Entry Suite - No Cleaning Fee

Cleaned and sanitized with no cleaning fees added to your cost! Your suite (375 square feet) is at the front of our house with a pvt. entry living room, a small bedroom with a big bed and a double sofa bed. There is a window seat with a view, your own bathroom, a small kitchenette with dishes, wifi, TV, microwave, etc. You get the driveway. Power outlet on front porch. We have a small dog. WE LIVE IN THE BACK OF THE HOUSE WITH A LOCKING DOOR BETWEEN US. PLEASE READ ALL INFO BEFORE BOOKING!

4.86 out of 5 average rating, 204 reviews

A serene view of the San Juan Islands at sunset, featuring a gradient sky transitioning from vibrant orange to deep blue. The calm water reflects the colors, while silhouettes of distant islands create a tranquil backdrop.

Lighthouse in Anacortes

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

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.

4.91 out of 5 average rating, 148 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!

4.97 out of 5 average rating, 283 reviews

An open bedroom is characterized by a spacious wooden bed adorned with neutral linens and throw pillows. Large windows allow natural light to fill the room, showcasing forest views. A coffee table and armchair are positioned nearby, accompanied by minimalist decor against wooden walls.

Guesthouse in Greenbank

Whidbey Island Modern Cottage

Recently constructed modern cottage nestled in the stunning beauty of Greenbank on Whidbey Island. Come enjoy a slice of sanctuary and get 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.

4.93 out of 5 average rating, 465 reviews

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

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.

4.92 out of 5 average rating, 454 reviews

The courtyard features a charming seating area beneath a flowering tree. A teal table and chairs are positioned next to a fire pit, with a barbeque visible nearby. The building's exterior is light-colored, complemented by natural greenery and solar panels on the roof.

Cottage in Clinton

The Courtyard Cottage

Courtyard Cottage is a charmingly restored 1940's fisherman's cottage, which includes an adjacent studio. The Main Cottage contains a bed for 2, bathroom, and kitchen, and the Studio functions as a spacious living room with TV, game table, and sectional. The buildings are surrounded by a fenced courtyard and patio which makes for a relaxing and private getaway. The community beach is just a short walk downhill. The Clinton Ferry is 3 miles away and Langley is a 15-minute drive.

4.99 out of 5 average rating, 235 reviews

Cabin in Anacortes

Cozy beach bungalow w/private beach access.

Lay back and relax in this cabin with majestic views of Similk Bay. No ferry required! Enjoy private beach access with private stairs and tidelands rights. This cozy bungalow has updated windows, base board heating, wood burning fireplace. High-speed WiFi available. Come and enjoy the Pacific Northwest with your family and closest friends. Watch hummingbirds, sea otters and eagles feast from the deck. Get away from the hustle and bustle of the city and unwind here.

4.95 out of 5 average rating, 118 reviews

A vibrant sunset casts hues of orange and pink across the sky, reflecting on the calm waters of the marina. Silhouettes of boats and a wooden dock are positioned against the backdrop of tree-covered hills, creating a serene natural landscape.

Cottage in Oak Harbor

Cornet Bay 2 Bedroom Deception Pass Pet Friendly

Cozy and rustic two bedroom cottage within walking distance to Deception Pass State Park, directly across the street from Deception Pass Marina in Cornet Bay. The location can't be beat for crabbing and fishing trips. The triple boat launch and brand new public dock is 1/4 mile down the road in the park. The front lawn is across the street from the ocean. We have the largest lot in the neighborhood and it includes fruit trees, a garden, BBQ and kayaks.

4.98 out of 5 average rating, 333 reviews

An outdoor area features a fire pit surrounded by logs and seating. String lights are suspended above, contributing to a cozy ambiance as the sun sets over the water. The beach cabin is visible in the background, alongside the serene waves of the Salish Sea.

Cabin in Oak Harbor

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!

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