Family-friendly holiday rentals in Island County

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!

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

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.

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.

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.

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.

Modern studio with hot tub and gazebo access

A great, private studio apartment with its own entrance in our remodeled basement, featuring stylish finishes. Guests can enjoy the hot tub and private guest-only gazebo. Convenient access to Seattle via Kingston or Bainbridge ferries, including the fast ferry from Kingston. Nicely located at the north end of the Kitsap Peninsula, with proximity to the Olympic Peninsula. Downtown Poulsbo is under 15 minutes away. Located just over a mile south of the iconic Hood Canal floating bridge.

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.

Aerie House

Light and roomy 949 sq. foot home on seven acres at the end of a private lane eight miles from Port Townsend. Our home is a few feet away but we respect your privacy. Miles of trails out back, west facing view of Discovery Bay. The bath has a shower only, no tub. It seldom gets too hot here, but there is no air conditioning. There is no cleaning charge if the place is left reasonably clean. Please notice that we request no smoking or pets, and a maximum of two guests.

Forest Cabin + Beach

Our Swedish inspired forest cabin is the perfect peaceful getaway for nature lovers! This rustic cabin is nestled in a fairy-tale like forest setting, and is just a short way to an amazing private community beach. Come visit the island you can drive to! Our cabin is a perfect getaway for nature lovers, beach walkers, and those seeking to unplug. Set on 3.5 acres, our guests enjoy privacy, and community-owned access to a beautiful beach, which is a short drive or walk away.

San Juan View

This spectacular medium bank water view home with beach access is a cozy peaceful house that is perfect to relax, unwind and beach walk. This 2 bedroom 1 bath house has 2 queen size beds, a well appointed kitchen, in house washer/ dryer, picnic table in yard, No Pets allowed at this property. WIFI and Smart TV. Located in the beautiful Sierra County Club community and is just 1/4 mile walk from Libbey beach park with steps to beach. Located very near to Ebey State Park.

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.