Holiday houses in Whidbey Island

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Top-rated holiday rentals in Whidbey Island

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Top Guest favourite
A small deck featuring two Adirondack chairs and a central table overlooks calm waters surrounded by trees. The railing is constructed from wood and wire, blending with the natural environment.
Cabin in Freeland
4.97 out of 5 average rating, 323 reviews

Waterfront Escape–1500sf 2 bedrooms+Artist Studio

A quiet retreat with expansive water views & backdrop of lush Maple, Cedar & Fir trees. Be w/nature -Relax on the large deck, take in 100’ waterfront views, spectacular sunsets or stroll down stairs to our private beach. Be nourished -Prepare meals in this sizable kitchen filled w/Stainless Steel appliances. Be Inspired -Separate studio space to create-journal, write, practice yoga, meditate, draw, read, finish projects or simply slow down. Do things you haven’t had the time & space to do here

Top Guest favourite
Guesthouse in Langley
4.99 out of 5 average rating, 174 reviews

Waterfront Cottage with Eagles & Highland Cows

Escape to our WATERFRONT farm just outside of Langley on beautiful Whidbey Island with Eagles & Highland Cows. Our family has lived here since 1890, and we have a wonderful 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!

Superhost
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
4.84 out of 5 average rating, 220 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

Guest favourite
Two tiny homes are positioned side by side, showcasing their wooden exteriors. The Guest Suite is highlighted, with views of the water and trees in the background. A fenced area surrounds the property, and a gravel path leads to the entrance.
Guesthouse in Freeland
4.91 out of 5 average rating, 112 reviews

Detached Guest Suite

Cozy waterfront Tiny Home located on Whidbey Island overlooking Holmes Harbor in Freeland, WA. Completely self-contained, it is perfect for the solo traveler and suitable for a couple. The view from the queen sized bed is magical, and the partially covered deck shares the same view. The unit is complete with toaster oven, microwave, 2 burner induction stove, small refrigerator and bathroom with shower. This unit shares the property with another Tiny Home where the owner lives full time.

Top Guest favourite
A panoramic view reveals the Olympic Mountains in the distance, their peaks dusted with snow. A forest of tall evergreen trees frames the foreground, while a soft pastel sky hints at the setting sun.
Guesthouse in Langley
4.97 out of 5 average rating, 347 reviews

Clearview Acres- Rest and Restore

Welcome to a place of peace, restoration and comfort. With its own private entrance, you will have the downstairs apartment in our gorgeous island home, surrounded by massive cedar and fir trees, lush landscaping, and a beautiful, large pond. Wander down to the pond, sit, meditate, absorb the pervasive peace of this property. Apartment amenities include washer, dryer, wi-fi, cable TV, fully-appointed kitchen. We also have a PacnPlay with sheet, if you have an infant/baby up to 2 years.

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, 337 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.

Guest favourite
A cozy living area features a modern sofa and a wooden coffee table, with a wall-mounted television displaying nature imagery. A dining table sits nearby, surrounded by potted plants, while the kitchen showcases sleek appliances and decorative tile accents.
Home in Freeland
4.94 out of 5 average rating, 224 reviews

Tranquil , Modern island home with water *views*

Leave all your cares behind and replenish in this relaxing stylish space. This island getaway near Double Bluff Beach boasts 2 spacious bedrooms, 1 bath, and was completely remodeled in 2022. This is a getaway for those who wish to reset and relax while enjoying all that Whidbey Island has to offer. Sip on a local coffee while gazing at 180 degree views of Useless Bay, Mt. Rainier, and quaint farms. Walk to Deer Lagoon to observe the over 170 species of birds taking up residence.

Top Guest favourite
A gravel pathway extends from the building, bordered by vibrant green grass and tall trees reaching towards a clear blue sky. Sunlight filters through the branches, casting shadows on the ground and creating a serene outdoor ambiance.
Guesthouse in Oak Harbor
4.99 out of 5 average rating, 143 reviews

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.

Top Guest favourite
The cabin's exterior is gently illuminated in the evening, highlighting its log construction and welcoming porch. Soft lighting reveals comfortable seating on the porch, surrounded by lush greenery and stone pathways, creating a serene atmosphere amidst the trees.
Tiny home in La Conner
4.98 out of 5 average rating, 805 reviews

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.

Top Guest favourite
A serene view showcases a stunning sunset over calm waters, with a vibrant orange and yellow sky reflecting on the surface. A white railing frames the scene, emphasizing the peaceful atmosphere of the waterfront setting.
Home in Langley
5 out of 5 average rating, 136 reviews

Sunset Beachfront Getaway w/Kayaks & Paddle Boards

Whidbey Shores coastal getaway that has both Sunrises & Sunsets on low bank beachfront, and stunning 180 degrees views of Mt. Baker and Camano Island. Kick back and relax spotting seals, eagles and grey whales passing through the Saratoga Passage. Spend your days playing in the water with kayaks and paddle boards. Enjoy private beach access right in the backyard and at low tide you have miles of sandy beach to explore between your toes. Come and create wonderful memories!

Top Guest favourite
A modern home is depicted surrounded by tall evergreens, highlighting large windows that provide ample natural light. The spacious lawn is visible in the foreground, creating a serene outdoor setting. A detached cabin can be seen in the background, offering additional accommodation.
Home in Greenbank
4.97 out of 5 average rating, 119 reviews

Waterfront | Privacy | Beach Access | Hot Tub

Home on the Harbor, a private and serene waterfront property with a modern home overlooking Holmes Harbor with amazing sun rise views and detached rustic cabin. Immerse yourself in nature, with majestic evergreens, rocky shores, bald eagles, and the occasional whale sightings. Treat yourself to a rejuvenating getaway, with beach walks, or romantic nights in. The detached cabin is included and provides privacy with a queen bed, bathroom and a kitchenette

Top Guest favourite
Guest suite in Oak Harbor
4.96 out of 5 average rating, 188 reviews

Sunshine Studio: escape from the busyness of life

Nestled between Coupeville and Oak Harbor on a wooded corner of beautiful Whidbey Island, Sunshine Studio offers a quiet escape from the busyness of life while within easy reach of island gems, like Deception Pass and the Keystone ferry. Has a sunken tub: no shower Self-check in No tv No A/C: has air cooler msg me if you need a 1-night stay (or longer than my set max) and I may be able to approve it.

Popular amenities for Whidbey Island holiday rentals

Frequently Asked Questions

  • Where is Whidbey Island located?

    Whidbey Island sits in the Puget Sound region of northwest Washington State. It is known for forested landscapes, coastal communities, and expansive beaches in the Pacific Northwest.

  • When is the best time to visit Whidbey Island?

    Many visitors choose summer for warmer days around 57–78°F (14–25°C) and minimal rainfall, though spring and early fall are often suggested for lighter crowds and comfortable weather. Each season brings distinct local events and scenery.

  • What are some things to do near Whidbey Island?

    You can explore Ebey’s Landing National Historical Reserve, admire local art in galleries, or enjoy boat tours and hiking in scenic state parks. There are also farmers markets, historic towns, and opportunities for wildlife watching around the island.

  • How is the weather near Whidbey Island?

    Whidbey Island typically has mild winters around 37–48°F (3–9°C) with higher rainfall, and summers often bring dry, pleasant conditions near 57–78°F (14–25°C). Layered clothing and a rain jacket are frequently recommended for changing conditions.

Destinations to explore