
Pet-friendly holiday 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.

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!

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.

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).

Waterfront Cottage Fox Spit Farm
Escape to our farm just outside of Langley on beautiful Whidbey Island. Our family has lived here since the late 1800's, and we just completed a wonderful new guest cottage sitting on the high bank with 180-degree views of Saratoga Passage, Mount Baker, and the North Cascades. With 900 square feet of open living area, a fireplace, full kitchen, washer/dryer, king size bed, high speed internet, 2 TV's, beautiful furnishings and easy access to the beach it's the perfect get-away!

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!

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.

Spectacular Views - North Whidbey
Enjoy sweeping water and mountains views from this immaculate, 1,550 sf, one-bedroom duplex apartment. The house is located in a quiet neighborhood close to restaurants, shopping and other amenities. It is well-appointed and a convenient launching pad for exploring Whidbey Island, Deception Pass, Anacortes and the San Juan Islands.
Popular amenities for Oak Harbor pet-friendly home rentals
Pet-friendly house rentals

Rose Bluff

Waterfront | Beach Access | Hot Tub | Privacy

Riverfront Getaway on the Wild n Scenic

Wilkinson View

Entire Bluff House plus Cottage on the Salish Sea

Adorable Light filled Studio

Samish Island Cottage Getaway

A Birdie's Nest
Pet-friendly home rentals with a pool

Admiral's Seaglass Sanctuary

Indoor Swim Spa/Hot tub with Bay View & Vineyard

Luxury Ocean Escape

Waterfront Gamble Bay House +Seasonal Heated Pool

Chloes Cottage

Sunset ocean view home, close to town

Colorful Container Home on 13 acre estate

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

Whidbey Island Getaway

Charming country tiny house cottage with hot tub!

Pet Friendly Mutiny Bay Cottage - beach access!

PRIVATE MID CENTURY MODERN CEDAR CABIN

The Field House Farm Stay on Midnight's Farm

The Woodpecker On Guemes Island w/Hot Tub!

Cornet Bay 2 Bedroom Deception Pass Pet Friendly

The Cottage at Wabi-Sabi
When is the best time to visit Oak Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £84 | £83 | £84 | £90 | £92 | £94 | £103 | £104 | £98 | £87 | £82 | £86 |
| 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 holiday rentals that are pet-friendly in Oak Harbor

Total holiday rentals
Explore 20 holiday rentals in Oak Harbor

Nightly prices starting at
Oak Harbor holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 2,140 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Oak Harbor holiday 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!
Destinations to explore
- Vancouver Holiday rentals
- Seattle Holiday rentals
- Fraser River Holiday rentals
- Puget Sound Holiday rentals
- Vancouver Island Holiday rentals
- Portland Holiday rentals
- Whistler Holiday rentals
- Moscow Holiday rentals
- Greater Vancouver Holiday rentals
- Willamette Valley Holiday rentals
- Victoria Holiday rentals
- Willamette River Holiday rentals
- Rentals with a washing machine and dryer Oak Harbor
- Rentals with outdoor seating Oak Harbor
- Rentals with a fireplace Oak Harbor
- Rentals with pools Oak Harbor
- House rentals Oak Harbor
- Cottage rentals Oak Harbor
- Family-friendly rentals Oak Harbor
- Rentals with a patio Oak Harbor
- Pet-friendly rentals Island County
- Pet-friendly rentals Washington
- Pet-friendly rentals United States
- University of Washington
- Space Needle
- Woodland Park Zoo
- Seattle Center
- Marymoor Park
- Chateau Ste. Michelle Winery
- Bear Mountain Golf Club
- Amazon Spheres
- Fourth of July Beach
- Lake Union Park
- Salt Creek Recreation Area
- Craigdarroch Castle
- Willows Beach
- 5th Avenue Theatre
- Discovery Park
- Lynnwood Recreation Center
- Birch Bay State Park
- Seattle Aquarium
- Deception Pass State Park
- Golden Gardens Park
- Olympic Game Farm
- Olympic View Golf Club
- Scenic Beach State Park
- Benaroya Hall