Family-friendly vacation rentals in Whidbey Island

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Top-rated family-friendly rentals in Whidbey Island

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Top guest favorite
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
4.94 out of 5 average rating, 673 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.

Guest favorite
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
4.93 out of 5 average rating, 103 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 favorite
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, 337 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 favorite
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, 307 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 favorite
A cozy sleeping area features a spacious bed with layered bedding and decorative pillows. Two modern light fixtures hang above, providing soft illumination. A small dining table with two chairs sits beside the window, allowing for natural light to fill the room.
Tiny home in Oak Harbor
4.93 out of 5 average rating, 478 reviews

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.

Top guest favorite
A stunning sunset paints the sky with vibrant hues of orange and purple, casting a warm glow over the landscape. The peaks of the Olympic Mountains are visible in the distance, with a view of the ocean and silhouettes of nearby trees framing the scene.
Home in Coupeville
4.97 out of 5 average rating, 101 reviews

Halsey Haven! 3 BR Home w/ Stunning Views + Sauna!

Come and relax at this new & modern 3 bedroom 2.5 bath home in Coupeville with private beach access and breathtaking views of the ocean & Olympic Mountains! Lounge on the front deck taking in the incredible views or enjoy your time in the outdoor sauna. Fully equipped kitchen and open concept living with great wifi! Only 5 minutes from the Coupeville-Port Townsend ferry terminal, 10 minutes from the charming town of Coupeville, and easy access for everything Whidbey Island has to offer!

Top guest favorite
A charming log cabin features a welcoming front porch with a railing and steps leading to the entrance. A decorative sign reading 'Heartsease' is displayed above the door, and an American flag is mounted on the side of the house. Surrounding trees provide a natural backdrop.
Cabin in Langley
4.95 out of 5 average rating, 360 reviews

Heartsease Log Cabin on South Whidbey Island

Heartsease is a comfortably appointed, cozy log cabin located in a modest neighborhood with (ahem, rough-terrain) private beach access and a beautiful garden, outfitted especially for families and Book Clubs. From wine glasses to sippy cups, books to XBox, ketchup to Q-tips, Heartsease has everything you need for a relaxing getaway, High-speed WiFi supports online school and work for a family. Week rentals get a 10% discount. You will be delighted during your South Whidbey Island stay!

Guest favorite
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
4.92 out of 5 average rating, 468 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 favorite
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
4.98 out of 5 average rating, 128 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.

Guest favorite
The tiny house, featuring white ship lap siding, is nestled among natural greenery. Large windows reflect the scenic waterfront, framed by dense trees. A gravel path leads to the dwelling, offering an inviting view of the surrounding landscape and Holmes Harbor in the distance.
Guesthouse in Freeland
4.91 out of 5 average rating, 150 reviews

water view tiny guest house

This fully equipped very tiny house on wheels sits on a high bank waterfront lot overlooking Holmes Harbor. The white ship lap and exposed wood ceilings gives this tiny a beach house feel. Sit out on your tiny deck with a view or relax inside and enjoy sunset views thru the trees. We have seals in the 5 mile long harbor, and a very occasional visit from a whale. Eagles nest on the property. There is a public beach and boat launch just 2 miles down the road at Freeland Park.

Guest favorite
A charming single-story home is set amidst a lush green landscape, framed by tall trees. A covered porch features a white chair and a decorative plant. An inviting yard is planted with flowering shrubs, and a rustic wooden swing adds to the serene outdoor space.
Guest suite in Oak Harbor
4.96 out of 5 average rating, 423 reviews

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.

Top guest favorite
Guest suite in Oak Harbor
4.96 out of 5 average rating, 180 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.

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