Holiday houses in Whidbey Island

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Top-rated holiday rentals in Whidbey Island

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Top Guest favourite
The Tree Home Suite is elevated and surrounded by lush greenery, featuring a wooden structure with a covered deck and large windows. Wooden stairs lead to the entrance, inviting guests into a serene forest setting adorned with ferns and towering trees.
Treehouse in Freeland
4.95 out of 5 average rating, 683 reviews

Tree House ~ Whidbey Island, WA

We invite you to experience a relaxing and rejuvenating 'Retreat' or Get-A-Way in our Tree Home Suite on Whidbey Island WA...just 1 hour north of Seattle. You'll surely transend the bustle of busy life and be transformed as you immerse yourselves in this incredibly peaceful and healing environment. Enjoy 'full-circle' views of rich woods in our 250 Sq ft Octagon Tree Home with a gorgeous cedar tree going straight up through the center of the living space! A solid stairway travels 13 ft above the ground, leading to the 10' x 12' covered deck and your doorway to heavenly rest and retreat! Surround windows and skylights in the roof peak allow you to feel what it's like to be completely immersed in a beautiful, serene, healing forest of cedar, fir, hemlock, maple, alders, varieties of fern...and oh...enjoy watching and listening to our 'resident' deer, owls, ravens, eagles and many other birds. Look up through the skylight roof peak to behold a seemingly unending kaleidoscope view of tree limbs circling their trunks as they reach high in the sky. Be sure to see all the photos posted above including views of the beach, water and stunning sunsets over the Olympic Mountains.....easily accessible, less than 1/2 mile away. This gem is best suitable for adults, but we do allow children 12 and older too. Three adults can manage better than 4 because the hide-a-bed is a 'half-way-between-twin-and-double' size. However it has slats and an excellent quality foam mattress so it does not have the typical hide-a-bed 'bars' to contend with, nor does it sink in the middle. We provide single-sized, thick and dense foam pads and linens when needed for extra people. Please feel free to ask us how we can best meet your unique needs. Accommodations in the Tree House include: Queen Bed, "Sort of" Double Hide-a-bed Sofa (see paragraph above), Desk, Dining Table, Free Wi-Fi, Smart TV and DVD player. Duckless heatpump for heating and air. The electric 'Fireplace' adds warmth and ambiance. We provide a fridge (with freezer), microwave, dishes and silverware for prep and eating simple meals, warmed up left-overs, etc. We just don't allow 'cooking', using hot plates or fry pans, etc.... The fire pit may be used to enjoy a campfire and grill or roast hamburgers, hotdogs and marshmallows. Substantial cooking here with your own cooking equipment is not encouraged because that would require more extensive 'clean-up' than just a few dishes and utensils Our drain field is small and we want to keep the flow of gray water into it 'frugal' and biodegradable as much as possible. Your own private (and VERY cute) Shower House just a few footsteps away provides a shower, sink and state-of-the-art, no-odor composting toilet. We do have a porta-potty (marine type) on the deck of the Tree House for the middle-of-the-night needs so you don't have to trudge down in the dark to the composting toilet in the Shower House. Please read the house rules before you reserve to see if this type of accommodation is right for you.

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, 324 reviews

Beachfront 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, 177 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!

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, 113 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, 351 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 aerial view captures a secluded lagoon surrounded by lush green trees. Clear waters reflect the vibrant sky, and a sandy shoreline curves along the edge. A path leads to the nearby land, highlighting the private nature of the location.
Cottage in Coupeville
4.98 out of 5 average rating, 128 reviews

Private 2 bedroom Cottage on a Lagoon.

Rare two bedroom Cottage on a Private Lagoon. Centrally located for you to explore the island, or very private for a relaxing get-away. Inside Ebey’s Preserve (A division of the National Parks), this unique location Is full of history. Minutes from Ebey’s State Park, and a short drive to Deception Pass State Park. Eagles, deer, otters, and wildlife out all the windows. Lovely deck overlooking the water, a fire pit patio with waters view. Fantastic get away for a wonderful time on Whidbey.

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, 346 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.

Top Guest favourite
A charming cottage is surrounded by vibrant landscaping, featuring colorful flower beds and lush greenery. Solar panels adorn the roof, and large windows allow natural light to fill the interior. The property is situated near the waterfront, providing scenic views and direct access to nature.
Cottage in Coupeville
4.93 out of 5 average rating, 854 reviews

Downtown Coupeville - FrontHaven Cottage

This beautiful cottage is located in the heart of Coupeville. Beautifully landscaped and on the waterfront. Just walking distance from downtown restaurants, shops, festivals, art schools, county buildings and WhidbeyHealth Hospital Campus. This private cottage features a full kitchen, master bedroom with queen bed, loft with queen bed, south-facing sun deck, off street parking and free wifi. Beautifully landscaped, fall asleep to the sounds of our stream just outside your window!

Guest favourite
The courtyard features a charming seating area beneath a flowering tree. A teal table and chairs are positioned next to a fire pit, with a barbeque visible nearby. The building's exterior is light-colored, complemented by natural greenery and solar panels on the roof.
Cottage in Clinton
4.93 out of 5 average rating, 482 reviews

The Courtyard Cottage

Courtyard Cottage is a charmingly restored 1940's fisherman's cottage, which includes an adjacent studio. The Main Cottage contains a bed for 2, bathroom, and kitchen, and the Studio functions as a spacious living room with TV, game table, and sectional. The buildings are surrounded by a fenced courtyard and patio which makes for a relaxing and private getaway. The community beach is just a short walk downhill. The Clinton Ferry is 3 miles away and Langley is a 15-minute drive.

Top Guest favourite
A modern kitchen and living area is highlighted by a large island, featuring a stylish chandelier above. Natural light floods the space through multiple windows, offering views of the greenery outside. A cozy seating arrangement is positioned near a fireplace, with fresh flowers adorning the countertop.
Guesthouse in Freeland
5 out of 5 average rating, 240 reviews

Moonrise Cottage

This peaceful, coastal cottage was built in 2019 and sits on 5 acres of lush green grass, gardens and overlooks Deer Lagoon and Useless Bay. The bright, modern farmhouse is magazine worthy, immaculate and features all brand new and top of the line furniture, appliances, linens, towels and is completely outfitted for the gourmet cook. For babies, the cottage provides a pak n play, booster seat and toys. For adults there is bocce ball and croquet upon request.

Superhost
A spacious studio layout features a queen-sized bed dressed in earthy tones. Panoramic windows offer views of the water and surrounding nature. An electric fireplace and a smart TV are present, with comfortable seating in a cozy corner. A small dining space is available by the window.
Guesthouse in Oak Harbor
4.94 out of 5 average rating, 182 reviews

Cornet Bay Boat House (Deception Pass State Park)

This newly renovated studio layout boathouse is a perfect getaway for couples who want to wake up to the sounds of nature in the morning. Living room has an electric fireplace, a queen sized bed, recliners, smart tv w/ cable. Kitchen has a full size fridge, range, microwave, dishwasher, coffee maker, tea kettle, and bar seating. Bathroom has a toilet, sink, and stall shower. Access to a private dock. Kayaks&Paddle boards available.

Top Guest favourite
The treehouse is surrounded by tall trees, featuring wooden siding and large glass doors that provide expansive views of the forest. A spacious deck, equipped with wooden railings, invites guests to relax and enjoy the natural surroundings. Sunlight filters through the branches, creating a warm atmosphere.
Treehouse in Coupeville
5 out of 5 average rating, 104 reviews

Fort Ebey Treehouse

The Fort Ebey Treehouse is an incredible and unique escape that invites you to relax and connect with nature without sacrificing any modern amenities. Nestled underneath towering Douglas Fir trees, this fully equipped tiny house in a tree provides amazing views of the lush forest and Lake Pondilla, along with immediate access to miles of mixed use trails and easy access to two beaches on the Admiralty Inlet.

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