Pet-friendly holiday rentals in Whidbey Island

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!

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.

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.

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.

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.

Beach Access Cottage: King Bed, Fast WiFi, AC

Escape to a cozy beach cottage just steps from Puget Sound! Built in a vintage fishing-cabin community, it’s updated with two bedrooms, one bath, and modern amenities. Located under two miles from the Clinton ferry, you can easily explore local shops and restaurants. The well-equipped kitchen and bright, open layout invite you to unwind. Enjoy a whimsical macramé swing and gigabit-speed Wi-Fi. Pet-friendly, tranquil, and perfect for families—experience island living at its best!

Cozy beach bungalow w/private beach access.

Lay back and relax in this cabin with majestic views of Similk Bay. No ferry required! Enjoy private beach access with private stairs and tidelands rights. This cozy bungalow has updated windows, base board heating, wood burning fireplace. High-speed WiFi available. Come and enjoy the Pacific Northwest with your family and closest friends. Watch hummingbirds, sea otters and eagles feast from the deck. Get away from the hustle and bustle of the city and unwind here.

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.

Waterfront | Privacy | Beach Access | Hot Tub

Home on the Harbor, a private and serene waterfront property with a modern home overlooking Holmes Harbor with amazing sun rise views and detached rustic cabin. Immerse yourself in nature, with majestic evergreens, rocky shores, bald eagles, and the occasional whale sightings. Treat yourself to a rejuvenating getaway, with beach walks, or romantic nights in. The detached cabin is included and provides privacy with a queen bed, bathroom and a kitchenette

Tranquil Refuge on South Whidbey

Welcome to your tranquil country refuge on South Whidbey Island. This quiet, end of the lane, lovely private cottage is full of amenities and acreage for your comfort and entertainment. We recently connected the apartment to our local fiber optic network so there is excellent connectivity for work or play. We also added a level 2 EV charging station for EV car owners

Chickadee Cottage · Sauna, Soaking Tub & Garden

A peaceful Whidbey Island retreat surrounded by gardens, birdsong, and tall trees. Chickadee Cottage is a thoughtfully designed hideaway with a cedar sauna, cold plunge, private outdoor soaking tub, and forest shower—created for rest, slow mornings, and unhurried days. Guests often say it feels even better than expected and that everything they need is already waiting.

Beachfront Retreat with Hot Tub and Fire pit

Escape to this stunning beachfront home with breathtaking water views! Wake up to an unforgettable sunrise, launch kayaks from your private beach, and end the day with a beachfront fire or soak in the hot tub. This waterfront home offers the perfect blend of relaxation, comfort, and unforgettable outdoor experiences.