Family-friendly holiday rentals in Anacortes

Sunset Beach Haven- Whidbey "Seriously Waterfront"

5-Star: Highest rated! In the words of our Guests: "It's Like Living on a Boat", "Seriously Waterfront", "Magical Place", "Sunrise & Sunset Heaven"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! NEW! Seasonal AC bedroom window units. Enjoy phenomenal views of the Olympic Mountains, the Straight of Juan de Fuca, the San Juan Islands, and Swantown Lake (yes, 360 water views). Enjoy the wild side of Whidbey!

The Captain's Quarters

A bright, spacious three bedroom/two bath with beautiful views of Cap Sante harbor and Mt Baker. A unique apartment above a business located on the main street of Anacortes. TWO dedicated parking spaces in our private lot. Plenty of space to spread out and a living/dining room with lots of seating. Big screen tv and a loft with pool table. When the weather is nice feel free to enjoy the back deck and beautiful view of the park. Close to shopping, restaurants, festivals and tourist excursions.

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!

Cypress View 1 Bdrm - Near the ferry and downtown

Heading to the San Juans by ferry or attending the many festivals in Anacortes? This is the perfect spot, just 1.6 miles to the ferry and 1.3 miles to downtown. Enjoy our newly constructed home with a separate space designed especially for guests. Off-street parking and a private entrance lead to this beautiful one bedroom, one bath suite. Enjoy your morning coffee on the shared deck or the private patio while taking in the beautiful views of Cypress Island and the Guemes Channel.

Anacortes Guest House Unit A (water view) Studio

Perfect for Remote Work! Fast Wifi & desk. Clean & sanitized studio apartment in Guest House behind our home. Laundry room & entrance hall. Located on Hwy 20 between San Juans Ferry & Old Town Anacortes (1.5 miles each way) . Private water-view deck, full kitchen, jetted tub, wood-burning fireplace. Private entrance & dedicated parking for two vehicles for current guests only (no long term parking). No shift-work "bed-sharing" or booking room for others' use allowed.

Noni House

Noni House is a well kept cottage style home. The location is close to The Store Grocery, Tommy Thompson Trail, Anacortes Community Forest Lands, Ferry Terminal and Marina. You’ll love the cozy vintage cottage home, quiet atmosphere and comfortable beds. Noni House boasts easy access to everything Anacortes has to offer. Fantastic biking, hiking and eating opportunities abound. Noni House is great for couples, solo adventurers, business travelers and families.

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.

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,

Hobby Farm Remote private island! Escape Seattle!

Best views in all of the San Juan Islands! Take a private ferry 20 min from Anacortes to remote Decatur island! 20 acres of deer trails and a private beach. This is a hobby farm where dogs are welcome. Gorgeous trails, fire pit and amazing hikes. Enjoy this perfect natural hideaway! Play golf, hike the beach, or visit the old fashioned Country Store for milkshakes and coffee. We also have a great Farmers Market! Kayaking from the beach!