Find Vacation Rentals in Whidbey Island

Highlights Whidbey Island

  • Natural beauty
  • Wineries
  • Distilleries
  • Sandy beaches
  • Hiking
  • Biking
  • Extreme sports
  • Historical landmarks

Best Vacation Rentals in Whidbey Island

Guests agree: these stays are highly rated for location, cleanliness, and more.
Whidbey Island, Island County
Vacation Rental • 549 ft² • 1 Bedroom
(25 reviews)
COVID-19 UPDATE: Due to the Coronavirus, we are temporarily requiring at least 1 night between guests to allow for complete sanitization between guests. --------------------------Located on Holmes Harbor just 12 miles from the Mukilteo/Clinton ferry, this well appointed and charming cottage is comfortable for short or long stays and features beautiful views, a cozy wood burning fireplace, hammock for enjoying the view and napping, it's own private sandy beach for walking, sunning or swimming, small orchard and peaceful woods. Reliable, high speed internet with WiFi is included. The cottage ...
from $183 / night
Whidbey Island, Island County
Vacation Rental • 1496 ft² • 3 Bedrooms
(9 reviews)
You will LOVE spending vacations in this charming and idyllic Tony Callison designed waterfront cottage at Possession Beach with 50 feet of 'no-bank' waterfront!You and your sweetheart can snuggle up and watch the water and wildlife outside the BIG windows that nearly bring the outside indoors!Wake up to stunning sunrises, soaring eagles, water & mountain vistas in this classic charmer with 50 feet of no bank waterfront. This rare beachfront cottage is the perfect summer or winter retreat. No road noise or traffic. Go boating, swimming, clamming, crabbing, or fishing right from the yard...
from $274 / night
Whidbey Island, Island County
Vacation Rental • 990 ft² • 1 Bedroom
(15 reviews)
This lovely home is on a one acre property overlooking beautiful Oak Harbor Bay and Saratoga Passage. The property provides you with a beautiful view of Mount Baker and the Cascade Range. This home has a modern design featuring an open floor plan with sliding glass doors to fresh sea air and access to yard and patio. You will enjoy the lower floor of a two story home with private entrance to your suite (nearly 1,000 square feet). You will find it very quiet as no children or pets live here. Also, the suite is located on a residential street with no outlet. The well-appointed kitchen has all...
from $123 / night

Other property types in Whidbey Island that might be interesting:

Popular Destinations in Whidbey Island

Prices and availability

Current Vacation rental prices Whidbey Island

$450for 1 Apr - 8 Apr
$495 annual average
Average price per week

Current vacation rental availability Whidbey Island

37%for 1 Apr - 8 Apr
46% annual average
Percentage of available rentals

Vacation rentals in Whidbey Island

Awesome landscapes and outdoor activities in Whidbey Island

Whidbey Island is part of Puget Sound which is known for its awesome landscapes, fresh air, recreation, and community spirit. You’ll be nestled among the mountains, valleys, lakes, and ocean. There is plenty of history to stimulate your mind and outdoor activities to enjoy while you’re out on your excursions. The old forests are filled with mammoth cedar trees and wildlife that you won’t see anywhere else! The island is part of the migration circuit of several species of whales, seals, birds, and more. Yet you are close to cities that offer all the comforts you’ve come to expect including fine dining, music, and art.

Amazing exclusive rentals in the heart of Whidbey

What better way to kick off your holiday than with a strikingly beautiful rental? These rentals are stylistically appealing while maintaining a warm, welcoming atmosphere with lovely gardens and forests all around. Some even boast ocean views. Suitable for any traveler, these listings often feature large kitchens, huge comfortable living rooms, big screen TVs and a large outdoor deck for admiring the impressive views. Feel cozy with a fresh, hot brew on the balcony, or observe a starry night from the garden. These rentals will take your breath away!

Vacations in Whidbey Island

The area and getting around

Experience the Whidbey Island Wine and Spirits Trail

It’s hard to believe there is so much fine alcohol brewed on this island. Apparently, the sea air and temperate climate are perfect for making these spirits. During your vineyard, distillery trek, you’ll be introduced to four wineries and two distilleries. Mutiny Bay offers artisan spirits including aged whiskey, vodka, strait gin and two delicious liqueurs: coffee and blueberry. The wineries offer tasting rooms and food to accompany them. The original Whidbey Island Winery started production in 1992 and Chateau Ste Michelle has summer concerts as well.

Get a plethora of experiences all in one place

At Ebey’s Landing National Historical Reserve you can play all day and still find more to do. Ebey’s Landing, established in 1978, is the first national historical reserve to protect the history of this rural region. You can investigate this history at the Central Whidbey Historic District. But that’s not all! The area is full of recreation like hiking, mountain biking, kayaking at Penn Cove, and bird watching at Crockett Lake. Be sure to visit Fort Casey for its rich military history. And downtown Coupeville’s charming shops are sure to fulfill your shopping needs. Also, check the menus at Coupeville’s casual dining venues. There’s something to satisfy every taste.

Travelers and activities

Whidbey Island for Outdoor aficionados

Deception Pass offers activities for a thrilling day or two. You’ll see whales and seals, tide pools with interesting marine life and more! Hiking and fishing are also worthwhile in Hoypus Forest and Cranberry Lake to name but a few. Fort Casey State Park is home to Fort Casey built in 1890 and has a rich history to explore. Plan your trip around Penn Cove’s annual Musselfest in March for a great adventure and delicious food. Take a boat out for great fishing from Bush Point. For a variety of forest adventures check out Canopy Tours Northwest on Camano Island. Be sure to stop by the vegetable stand to pick up some fresh snacks.

Whidbey Island for Savvy Travelers

Whidbey Island has fertile soil that has been meticulously maintained for centuries. Hence the amazing food! Dugualla Bay’s farmers market is a must for its variety of local fruits, vegetables, spices, and more. Seabolt’s Smokehouse is famous for seafood including halibut and salmon. Farmstands are the freshest produce you can get: literally from farm to table and always a great variety too, especially at the 3 Sister’s Farm in Coupeville where you’ll find vegetables, sustainable meats, honey and more. Pioneer Way is loaded with boutique shops, historical venues, and interesting sites. Whidbey is truly a food lover’s utopia!

Whidbey Island has been an important Military defense site for over a century due to its strategic location in Puget Sound.

Top 5 travel tips in Whidbey Island

1. Take a hike among the ancient cedars

In South Whidbey Island State Park, you can do some trekking among the old growth forest where the beauty is magical. The air is fresh and filled with a delicious pine scent. The brooks gurgle along their paths through the forest giving it an enchanting atmosphere perfect for those memorable photos of bald eagles and magnificent cedars.

2. Catch some historical moments in Coupeville

At Island County Historical Museum, you’ll have fun exploring their whimsical exhibits while learning about the region’s history dating back to the Ice Age. Their archives are loaded with artifacts from the Skagit Tribes, early Settlers, and a Colombian Mammoth!

3. Have you ever dreamed of flying an airplane?

Spend some quality time at Pacific Northwest Naval Air Museum and make your dreams come true on their flight simulators. There are many interactive exhibits including a PBY with its gun turret where you can let your imagination run wild!

4. Experience an unusual animal encounter

Predators of the Heart is in Anacortes an hour from Whidbey Island. This unique animal refuge houses wolves, cougars, sloths, and much more. This is the chance of a lifetime to get close to some magnificent wolves and other exotic animals. Give this experience as a gift. Your friends will never forget it!

5. Climb to your heart’s content in a safety harness

If you’ve always wanted to use rock climbing techniques like rappelling and belaying, then Adventure Terra on San Juan Island has the course for you! They supply the equipment, professional guides and all the training you’ll need for an awesome experience. You’ll love it so much, you’ll be waiting in line for their next adventure!

FAQs: Vacation Rentals in Whidbey Island

How much did it cost for a vacation rental on Whidbey Island last year?

Last year, rentals in Whidbey Island had an annual average cost of around $405 per night.

Which months allow you to save the most on vacation rentals?

Travelers who want to be budget-friendly should visit Whidbey Island in March, April, or May, the cheapest months of the year, with average prices of $317, $345, and $386 per night, respectively, based on the previous year.

When does the price of vacation rentals on Whidbey Island go up the most?

When it comes to booking a vacation rental on Whidbey Island, the highest prices are found in the month of December (with an average of $461 per night), followed by August ($459), and then January ($437).

Should I plan a trip to Whidbey Island well in advance?

So you don't run out of accommodation options in Whidbey Island, we recommend you to plan ahead as 89% of rentals are usually booked, according to the data from last year.

What are the best months for a last-minute getaway?

The best months to find available accommodation on Whidbey Island are October (the average amount of properties that are available reached 27% of the total last year), January (27%), and November (22%).

How many vacation rentals are there on Whidbey Island?

Our inventory features around 170 vacation rentals from 2 partners, giving you plenty of choices when searching for your next dream vacation rental!

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