Family-friendly holiday rentals in Island County

Beach Dreams on Whidbey! Beachfront! 2 King Beds

Stunning Beachfront Paradise! This architectural mid-century modern home sleeps 8+ with vaulted ceilings offering panoramic views of the ocean, Olympics, Coupeville Ferry, marine traffic and all the wildlife you can imagine! Beachcomb, watch dolphins, whales, seals, porpoises, eagles and all types of native birds. Adventure out kayaking, ride bikes to jump on ferry to Port Townsend or explore Fort Casey. Bring the whole family or enjoy the seclusion yourself in the hot tub or at the firepit!

Kitchen · Family · Quiet

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!

Kitchen · Family · Heating

Cruise the Meadow in a Classic, Private Warm Cozy

Secluded! Meadowlark is a 1938 curvaceous 40' classic PNW cruiser. Authentic bathroom, kitchen, sleeping quarters and period memorabilia. Roomy salon for meals/games. She sits high and dry in her own meadow far away from the maddening crowd. We are taking special measures between guests to sanitizing surfaces. Clean, Cozy & Private. " the most interesting Airbnb we've stayed in yet.The Meadowlark is comfortable and charming...night sky is amazing"-another satisfied guest. Easy self check in

Kitchen · Family · Decor

Log Castle - on the beach

Built with logs harvested from family property, the Log Castle is warm, welcoming for your family and friends. Its eclectic design, stunning water views, and beachfront location make it an ideal home base for your vacation. Enjoy the wide sandbar, 2 small kids kayaks and 2 adult kayaks for paddling, a swimming raft, low-populated beach, and hiking trails across the road. The newly-renovated kitchen has a 180 degree water view. The large fireplace makes for a comfortable and cozy retreat.

Family · Kitchen · Getting around

Historic Discovery Bay Beach Cabin Stunning Views

Experience healing and peace with the sound of gentle waves on Discovery Bay. Our cabin was built in 1939 by our grandfather who was an early businessman in Port Townsend. He wisely recognized for decades to come this would be a prized place of rest, enjoyed by 5 generations. Our two kayaks for beginners and new paddle board are available for rent. Explore the unbelievable beauty of the Olympic National Park just a few miles away featuring hiking to rainforests, glaciers, and mountain lakes.

Kitchen · Family · Checkout

Storybook Farm Cottage

Fall asleep gazing at majestic evergreen trees through the glass ceiling of this dreamy romantic cottage with antique soaking tub on our dog & child-friendly organic hobby farm located just minutes from the Mukilteo ferry and the charming sea town of Langley. Interact with sassy swan-like sebastopol geese or a kaleidoscope of 50ish chickens and two brother rescue goats named Frank and Petunia. Groomed trails lead to a 100 acre nature preserve managed by our neighbors The Whidbey Institute.

Family · Indoor spaces · Check-in

1907 Historic Anderson Farmhouse

Anderson Farmhouse, a Langley original, built by Great Grandpa Anderson in 1907. A complete restoration, back to its original charm & character. This historic home sits on 20+ acres of fields, gardens, & surrounded by forest. The farm also provides land for Langley Community Gardens, chickens, cows, & a field of blooming dahlia's & farm flowers through summer. Step back in time & enjoy this peaceful mini farm experience. We want to continue to improve our community while preserving history.

Kitchen · Indoor spaces · Solo travel

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.

Kitchen · Indoor spaces · Amenities

Mountain View A-Frame Getaway with Fire Pit & Deck

Escape to our charming A-frame retreat on beautiful Whidbey Island! 🌲 This cozy 3-bedroom home perfectly blends rustic charm with modern comfort, sleeping up to 6 guests. Whether you're seeking a peaceful getaway or a productive remote work retreat, you'll find everything you need. Wake up refreshed in comfortable queen beds, enjoy the unique loft with twin beds (accessed by a fun spiral staircase), and take advantage of two dedicated workspaces for digital nomads and remote workers. 💻

Indoor spaces · Kitchen · Quiet

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!

Family · Kitchen · Check-in

Cozy waterfront cabin with panoramic view

Cozy waterfront cabin on the Puget Sound on an private acre with a trail to the beach. The views are incredible-- the Hood Canal, Olympic Mountains and North Spit. The landscape is enchanting with a mature garden: rhodies, azaleas and Japanese maples. The home is a perfect heaven with a spacious master bedroom, a bedroom, a small room and a loft. Relax on the deck or head to the beach you will relish the peace and quiet, the water and the views. Only 20 min from Kingston ferry.

Indoor spaces · Kitchen · Heating

Escape to the sea, mountain views and nature!

Welcome to Eagle’s Perch. A private upper studio apartment with expansive water views on 3 sides! It has a newly remodeled private large shower/bathroom and new cozy kitchenette. It makes a perfect getaway for a couple, small family or for a solitary retreat. The public beach is just 2 block away where you can look for whales seals, otters and fish! Welcome to our island haven!

Family · Indoor spaces · Location