
Vacation rentals in Oak Harbor
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Top-rated vacation rentals in Oak Harbor
Guests agree: these stays 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.

Sunset Beach Haven- Whidbey "Seriously Waterfront"
5-Star: Highest rated! In the words of our Guests: "It's Like Living on a Boat", "Seriously Waterfront", "Magical Place", "Sunrise & Sunset Heaven"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! NEW! Seasonal AC bedroom window units. Enjoy phenomenal views of the Olympic Mountains, the Straight of Juan de Fuca, the San Juan Islands, and Swantown Lake (yes, 360 water views). Enjoy the wild side of Whidbey!

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!

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.

Secluded forest studio with water view
Escape from everyday life in a one-bedroom water-view studio on the 2nd floor of a solar powered guest house on Whidbey Island. Situated in the midst of a 6 acre forest, enjoy a calming experience with views of Penn Cove and the iconic town of Coupeville. Listen to the songbirds and great horned owls. Absorb nature by walking the trails without leaving the property. Share the yoga studio on the second floor. Visit a public beach 1/4 mile away, kayak or paddleboard on Penn Cove.

Suite-Spot for a Sweet Stay
Views of Puget sound and Mt. Baker make Suite Spot a sweet place to stay on Whidbey Island. A quiet location minutes from downtown Oak Harbor, the cottage makes a great base for work or play. There's a large desk and 200MbS+ WIFI for your office  needs and parks, beaches, restaurants and shopping minutes away for a short or long getaway. Enjoy the eat-in kitchen, heated-floor bath & HDTV, games, plus There's a tennis/pickleball court! Hosts live on property (separate house).

The Coho Cabin - A Beachfront Getaway
Welcome to the Coho Cabin, a tiny house/log cabin perched atop Skagit Bay with direct westerly waterfront views of wildlife, Whidbey Island and the Olympic Mts. Built in 2007, it's an authentic log cabin, custom designed out of Alaskan Yellow Cedar. Enjoy the rustic-yet-elegant vibe, radiant heated floors, cozy loft bed, outdoor bbq and private location. Located 10 min. west of La Conner, guests can browse shops, adventure on unique hikes, or enjoy a relaxing beach stroll.

San Juan View
This spectacular medium bank water view home with beach access is a cozy peaceful house that is perfect to relax, unwind and beach walk. This 2 bedroom 1 bath house has 2 queen size beds, a well appointed kitchen, in house washer/ dryer, picnic table in yard, No Pets allowed at this property. WIFI and Smart TV. Located in the beautiful Sierra County Club community and is just 1/4 mile walk from Libbey beach park with steps to beach. Located very near to Ebey State 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.

Back Roads Airbnb
We love our quiet country home that we decided to share the back separate part of our home for mature Airbnb guest. We also decided to make the minimum stay for 7 days. Ideal for somebody who likes to work remotely, vacation or your in the Navy looking for something temporarily. We have 1.7 Landscape acres where the Island deer and Eagles roam free. We also have a fire pit to cook smores. Make sure you look at all photos. Please read House Rules.
Popular amenities for Oak Harbor vacation rentals
Other great vacation rentals in Oak Harbor

Cabin in the Woods

Seaside Gem-Downtown Oak Harbor

Heron Point Beach Cottage

Waterfront home by the beach

Newley Remodeled on Golf Course

Oceanfront cabin-for 2 guests!

Tiny Home in the Forest

Byrd's Nest Guesthouse
When is the best time to visit Oak Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 97 | € 95 | € 96 | € 102 | € 107 | € 107 | € 116 | € 124 | € 112 | € 98 | € 96 | € 97 |
| 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 |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Oak Harbor?
Yes! Work meets play with ease at over 20 vacation rentals in Oak Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Oak Harbor?
Four-legged friends are welcome in Oak Harbor. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Oak Harbor?
Experience the best of Oak Harbor with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Oak Harbor have wifi?
Absolutely! We offer over 20 house rentals with wifi in Oak Harbor. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Oak Harbor?
Oak Harbor has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Oak Harbor have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Oak Harbor. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Oak Harbor

Total vacation rentals
Explore 50 vacation rentals in Oak Harbor

Nightly prices starting at
Oak Harbor vacation rentals start at € 17 per night before taxes and fees

Verified guest reviews
Over 3,520 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Oak Harbor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace 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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