Family-friendly holiday rentals in Friday Harbor

Guest suite in Anacortes, Washington, US

Maggie’s Room!

Welcome to our home! We are located in a small, quiet neighborhood, close to the ferry terminal. Come relax in your private guest suite and enjoy the beautiful gardens, sunsets, and views. Anacortes has a lot to offer. There are many hiking and biking trails. Visit Washington Park, Mt Erie, Deception Pass State Park, Whistle and Cranberry lake. Or catch the ferry to the SanJuan Islands. We love our small town with all its restaurants and local seafood. We hope you will enjoy it as much as we do.

Guest house in Friday Harbor, Washington, US

Park Place

1,000 sq. ft. custom cottage 4 miles from town. Hosts Chris & Tom take pride in sharing their oasis with you. Nicely decorated, spacious, open living area with vaulted ceiling, a full kitchen with granite counter tops. Two bedrooms separated by a bathroom & laundry room ensure privacy & restful sleep. Ideal for 2 couples. Located halfway between the town & American Camp with easy access to miles of hiking trails & bicycle routes. Although only minutes from town you experience the country side.

20–27 Mar

Home in Friday Harbor, Washington, US

Unique Waterfront Beach House - pets welcome!

This two-bedroom cottage is just a mile from the town of Friday Harbor but offers a perfect way to get away from it all with a lush back yard that looks out over the bay with incredible views of Jackson Beach. At low tide you can step off the sea wall on the property and walk across to explore to your heart's content. When you're done with your day, the sound of gently running water outside will lull you to sleep Fiber internet connection allows your whole family to work or remote school.

5–12 Dec

Home in Friday Harbor, Washington, US

Enjoy the Beauty of San Juan Island

Paradise found on San Juan Island Near Roche Harbor Resort. Guests enjoy two Large Queen Bedrooms , Including a Master Queen w/ EnSuite Bathroom. Home comes with a large well equipped kitchen ,Laundry, Living Room and 1/2 Bath. Barbecue on Deck. Sip a Glass of Wine and Relax around a Bon Fire...See Deer and Bald Eagles ...Walk to Beach, Launch Your Kayaks from Reuben Tarte Beach just 5 Minutes from Home, Ride Bikes 3 Miles or Drive to Roche Harbor for Groceries and Gas.

31 May – 7 Jun

Cabin in Friday Harbor, Washington, US

Charming Cozy Cabin

The cabin is 12’X18’. Small, but complete with all you need for a little island getaway. -Full bed, super comfy. -Kitchenette includes fridge, toaster, microwave, and coffeemaker. -Bathroom includes sink, shower, toilet. -WiFi and DirectTV (Due to the remoteness of our island, short internet disruptions are normal.) -Cell service can be spotty on the Island The cabin is located on our property, 100 feet from our house. Pet friendly, see details LANDUSE-19-0257

9–16 Sep

Cabin in Friday Harbor, Washington, US

Watch the orcas in private cabin!

AMAZING WATERVIEW CABIN! This is the place to come during Coronavirus! It’s clean, sanitized with antibacterial wipes, private, and you can prepare your own meals. While on the ferry you can stay in your car for protection. Also, I’ve gone to a self check in policy for our protection, and provide an annotated map with directions to my favorite places and hikes.

3–10 Dec

Cabin in Friday Harbor, Washington, US

Roche Harbor Waterfront Cabin with SW Exposure

This classic Island 3BR/2BA cabin has the most desirable waterfront location on Davison Head with a true sunny southwest exposure and beautiful waterside views of the Afterglow Beach, Entrance to Roche Harbor, Pearl and Henry Island and the Canadian Gulf Islands to the Northwest.

7–14 Aug

Cabin in Friday Harbor, Washington, US

The Nest, San Juan Island, WA

Nestled in the forest of cedars and firs. Lovely trails and walks nearby. Close to Roche Harbor and English Camp. Peaceful sanctuary with birds, deer and other creatures. Fully furnished kitchen and equip cabin. Two bedrooms, two baths and loft. PPROVO-15-0052

26 Apr – 3 May

Home in Friday Harbor, Washington, US

Charming 4br gated waterfront estate with beach.

4 bedroom Victorian home on over 8 gated waterfront acres. Fabulous views of Griffin Bay and Mount Baker! Manicured grounds, hot tub, badminton, and across the street from golf and tennis. Mooring buoy available for boats to 50 ft. Outstanding property!!

24 Apr – 1 May