Pet-friendly vacation rentals in Oak Harbor

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Top-rated pet-friendly home rentals in Oak Harbor

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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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, 165 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.

Guest favourite
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
4.86 out of 5 average rating, 212 reviews

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

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, 159 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
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
4.97 out of 5 average rating, 303 reviews

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.

Top 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 homes in Oak Harbor
4.93 out of 5 average rating, 478 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.

Superhost
A spacious field filled with several hay bales is shown, set against the backdrop of a modern house with large windows and a deck. The landscape includes trees in the background and a clear blue sky above, highlighting the serene rural setting.
Home in Oak Harbor
4.8 out of 5 average rating, 187 reviews

Monkey Hill Farm

Ask me about extended stays (just put in an inquiry near your dates) Secluded house on 30 acre private farm with beautiful views of Puget Sound and surrounding area. Less than five minutes from Deception Pass State Park. Fully fenced yard. Space for RV's (ask me about fees) and boats. Ten minutes from NAS Whidbey, Navy jets may fly overhead! High speed internet with Firestick TV. If you bring a dog(s) please leave an extra $75 per dog per week (or per stay if less than a week).

Guest favourite
The tiny house, featuring white ship lap siding, is nestled among natural greenery. Large windows reflect the scenic waterfront, framed by dense trees. A gravel path leads to the dwelling, offering an inviting view of the surrounding landscape and Holmes Harbor in the distance.
Guesthouse in Freeland
4.91 out of 5 average rating, 149 reviews

water view tiny guest house

This fully equipped very tiny house on wheels sits on a high bank waterfront lot overlooking Holmes Harbor. The white ship lap and exposed wood ceilings gives this tiny a beach house feel. Sit out on your tiny deck with a view or relax inside and enjoy sunset views thru the trees. We have seals in the 5 mile long harbor, and a very occasional visit from a whale. Eagles nest on the property. There is a public beach and boat launch just 2 miles down the road at Freeland Park.

Top guest favourite
A serene view from the cabin's backyard showcases calm waters reflecting soft pastel hues of dawn. The landscape features distant islands surrounded by trees, while a fire pit with seating is positioned on the grassy area, inviting relaxation amid nature.
Cabin in Anacortes
4.99 out of 5 average rating, 241 reviews

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.

Guest favourite
An aerial view of a waterfront beach cabin reveals a neatly manicured lawn and a metallic-roofed structure. The calm waters of the Salish Sea stretch out towards the horizon, while a fence outlines the property, enhancing the sense of space and serenity.
Cabin in Oak Harbor
4.97 out of 5 average rating, 338 reviews

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!

Superhost
A deck area features two chairs and a small table, surrounded by greenery and trees. Large windows provide a view into the cozy interior. The entrance showcases a welcoming step, enhancing the connection to the forested environment.
Tiny homes in Port Townsend
4.91 out of 5 average rating, 1,400 reviews

Zoe's Little Cabin in the Forest, Private, Cozy

Zoe's little cabin is comfy and cozy, just 20 feet from the main house ,with a great forest view right outside your large windows. Inside, a very basic kitchenette and toilet room ,outside a private shower and your own deck .Your own little retreat in the woods to enjoy and reflect. The famous outdoor shower receives rave reviews.

Guest favourite
A northwest modern home features multiple levels and large windows, surrounded by lush greenery. The structure includes a spacious deck with seating and a red door, providing a warm focal point against the earthy tones of the exterior.
Vacation home in Oak Harbor
4.96 out of 5 average rating, 101 reviews

Stylish Retreat with Bay Views

This northwest modern space is perched on the edge of Deception Pass State park, with lush forest views and glimpses of the Salish Sea. This family-friendly home has room for everyone to relax and bask in the natural beauty. Or enjoy a tranquil remote work environment with fast wi-fi and nature views from the dining table.

Popular amenities for Oak Harbor pet-friendly home rentals

When is the best time to visit Oak Harbor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$156 CAD$153 CAD$155 CAD$166 CAD$170 CAD$174 CAD$190 CAD$202 CAD$181 CAD$160 CAD$152 CAD$159 CAD
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Quick stats about vacation rentals that are pet-friendly in Oak Harbor

  • Total vacation rentals

    Explore 20 vacation rentals in Oak Harbor

  • Nightly prices starting at

    Oak Harbor vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Oak Harbor vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oak Harbor rentals

  • 4.9 Average rating

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