
Pet-friendly vacation rentals in Oak Harbor
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Oak Harbor
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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.

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

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!

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.

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.

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).

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.

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.

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!

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.

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
Pet-friendly house rentals

Edison Schoolhouse, curated by Smith and Vallee

Rose Bluff

Waterfront | Privacy | Beach Access | Hot Tub

Hot Tub / Private Beach + Pet friendly

Wilkinson View

Adorable Light filled Studio

Hobby Farm Remote private island! Escape Seattle!

Beach Access Cottage: King Bed, Fast WiFi, AC
Pet-friendly home rentals with a pool

2BR Bayview Whidbey Island Dog Friendly | Pool

Admiral's Seaglass Sanctuary

Luxury Ocean Escape

Waterfront Gamble Bay House +Seasonal Heated Pool

Waterfront Home in LaConner

Olympic View Retreat

Colorful Container Home on 13 acre estate

Sauna + Cold Plunge + Hot Tub & Red-light therapy
Private, pet-friendly home rentals

Whidbey Island Getaway

The Driftwood - Cozy Cabin with Beach Access

Water View, Near Lighthouse, Beaches & Hiking

Panoramic Ocean View 2B2B with Mountain Views &BBQ

Pet Friendly Mutiny Bay Cottage - beach access!

The Field House Farm Stay on Midnight's Farm

Enchanting Cottage in Bow, House Kinlands

Incredible View Private Deck Romantic!
When is the best time to visit Oak Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 6 °C | 6 °C | 7 °C | 10 °C | 13 °C | 15 °C | 18 °C | 18 °C | 15 °C | 11 °C | 8 °C | 6 °C |
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!
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