Family-friendly vacation rentals in Whidbey Island

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Top-rated family-friendly rentals in Whidbey Island

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Guest favorite

Treehouse in Freeland

4.94 out of 5 average rating, 602 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. Our nurturing gift to you is providing delicious and nutritious continental breakfasts every morning you are here. 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 one Tree House include: Queen Bed, "Sort of" Double Hide-a-bed Sofa (see paragraph above), Desk, Dining Table, Free Wi-Fi, TV moniter for viewing DVD's/VHS. A thermostatically controlled radiator heater AND electric 'Fireplace' add 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. We provide a tasty continental breakfast to enjoy at your leisure. 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.

Apr 24 – May 1

G$34,728 GYD per night

Guest favorite

Cabin in Coupeville

4.92 out of 5 average rating, 515 reviews

Private and Cozy Island Hide-Away

Peaceful and charming custom built cabin retreat w/ lovely garden in Ebey's Landing Historic Reserve. Perfect for two, in an area brimming w/ wild beauty and recreational opportunities. Here you will find your private island getaway with a delightful garden, easy access to historic Coupeville, stunning coastal hikes, and Port Townsend a short ferry ride away. A world away from city and work. Chance of Navy jet noise Monday through Thursday. Bathroom is separate from cabin & across patio.

Aug 28 – Sep 4

G$31,138 GYD per night

Guest favorite

Home in Oak Harbor

4.97 out of 5 average rating, 290 reviews

West Beach Retreat

Welcome to West Beach Retreat, your perfect vacation rental destination! Located right on the beach, enjoy breathtaking views of the ocean and the Olympic Mountain range. Wake up to the sound of Eagles and Harbor Seals right outside your door. Take a stroll on the beach to witness some unbelievable sunsets. Our charming town of Coupeville is only 10 minutes away, where you can explore local shops, restaurants & cafes. Come make unforgettable memories with your loved ones at West Beach Retreat!

Jan 11 – 18

G$40,088 GYD per night

Guest favorite

Cottage in Coupeville

4.93 out of 5 average rating, 691 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!

Apr 3 – 10

G$33,906 GYD per night

Guest favorite

Cabin in Langley

4.94 out of 5 average rating, 284 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. From wine glasses to sippy cups, books to XBox, ketchup to Q-tips, Heartsease has everything you need for a family getaway. High speed WiFi supports online school and work for a family. Week rentals get a 25% discount. You will be delighted during your South Whidbey Island stay!

Jun 12 – 19

G$29,146 GYD per night

Guest favorite

Cabin in Langley

4.98 out of 5 average rating, 334 reviews

Cozy Cabin in the Woods near Langley

Sweet, little cabin tucked in the woods just outside the village of Langley. Perfect for a relaxing retreat or as a home base for island exploration. Our cabin is private, yet conveniently located. It is very cozy and has everything you need for a comfortable stay. It has been well-loved by our family and friends and we have now opened it up for your enjoyment as well. Slow down and savor all that Whidbey has to offer. Welcome to "island time."

Aug 21 – 28

G$29,275 GYD per night

Guest favorite

Guest suite in Anacortes

4.97 out of 5 average rating, 465 reviews

Deception Tree House-Great Views of Deception Pass

Our loft is the perfect spot for a relaxing stay, inside, practicing social distancing. The many windows display the captivating views of Deception Pass! An open floor plan equipped with a dining table, leather couch, full kitchen, and outdoor seating gives you the perfect space to relax. Come enjoy a cozy clean stay by the fireplace or refresh in the sun on the back or front deck! We recently added a carport, you can now park under cover,

Jan 17 – 24

G$28,420 GYD per night

Guest favorite

Cabin in Clinton

4.91 out of 5 average rating, 601 reviews

The Coolest Place on Whidbey Island!

Welcome to The Hidden Haven! Our fabulous 2 Bed/2 Bath A-Frame retreat sleeps 4 comfortably. It is the perfect place to unwind! Stocked KITCHEN w/ breakfast bar for 2. DINING area Seats 4 (can seat up to 8 w/advance notice.) LIVING area w/wood burning stove. QUEEN BEDROOM/LOFT w/small bathroom and BUNK BEDROOM with nearby downstairs bathroom that was just remodeled. DECK w/seating for 8 when weather allows and a year-round BBQ.

Sep 8 – 15

G$40,816 GYD per night

Guest favorite

Loft in Clinton

4.96 out of 5 average rating, 333 reviews

The Loft

The Loft is close to the beach and family-friendly activities. You’ll love the space because of the natural light shining through the surrounding nature, vaulted ceilings, comfy bed, fully equipped kitchen, full bath with standing shower including local natural products. The Loft is good for couples, solo adventurers, business travelers, and families (with kids).

Oct 18 – 25

G$23,035 GYD per night

Guest favorite

Cottage in Coupeville

4.96 out of 5 average rating, 250 reviews

Charming Keystone Beach Cottage

This beachfront cottage is located on the beautiful and serene Keystone Spit just a short walk to the Port Townsend ferry and Fort Casey state park. Bright and cozy with a long yard leading to the water, the cottage has room for six people to enjoy beachfront bonfires, badminton, bluff-side walks or relaxing puzzles and books.

Sep 12 – 19

G$44,072 GYD per night

Guest favorite

Cabin in Oak Harbor

5.0 out of 5 average rating, 143 reviews

Sunset Beach Haven- Whidbey "Seriously Waterfront"

5-Star: Highest rated! It's Like Living on a Boat"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! Enjoy phenomenal views from the Olympic Mountains, the Straight of Juan de Fuca, and the San Juan Islands. Enjoy the wild side of Whidbey!

Oct 18 – 25

G$46,037 GYD per night

Guest favorite

Cottage in Clinton

4.99 out of 5 average rating, 418 reviews

Barred Owl Cottage

Imagine a bright, clean, custom-built cottage, with wrap-around deck, separated from our main house by a shared courtyard garden. Then add the hot-tub and acres of quiet just a 5-minute drive from the beach or 15 minutes from the wonderful shops & restaurants of Langley. Truly the perfect spot for a relaxing getaway...

Jan 16 – 23

G$19,447 GYD per night