Family-friendly vacation rentals in Friday Harbor

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Top-rated family-friendly rentals in Friday Harbor

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A white horse is seen walking through a lush green meadow, accompanied by two darker horses in the background. Behind them, a charming red cottage with surrounding windows peeks out from the dense greenery of trees and shrubs.

Farm stay in Eastsound

4.83 out of 5 average rating, 587 reviews

Rose Cottage - Deer Harbor, Orcas

PPROVO-14-0015 Our charming old fashioned cottage is private and quiet, overlooking meadows where our horses graze and bird life abounds! Full kitchen with dining table and day bed. Living room with surround windows, wifi, Best suited for a couple & kids 5+ . Flowers and herbs surround the private, sunny patio. Love Horses? Take some Horse Lessons with our mustangs. Great walks right from the door and a mile to the Deer Harbor dock & beach for kayaking, whale watching, sailing. SORRY NO PETS.

Guest favorite

The cottage is set within a landscaped yard, surrounded by trees and greenery. A covered porch extends from the front of the house, featuring a seating area. Flower beds with various plants frame the cottage, enhancing the serene outdoor environment.

Guesthouse in Friday Harbor

4.96 out of 5 average rating, 140 reviews

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.

Top guest favorite

A spacious deck features two black Adirondack chairs facing the ocean, offering unobstructed views of the sunset over the water. The sun reflects warmly on the surface of the sea, with a backdrop of distant mountains under a colorful sky.

Cabin in Oak Harbor

5 out of 5 average rating, 188 reviews

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!

Guest favorite

A small cabin is nestled among lush greenery, featuring a welcoming porch with a red door and an umbrella. Nearby, a swing and two wooden chairs are positioned on a grassy area, providing a comfortable outdoor space for relaxation.

Cabin in Friday Harbor

4.9 out of 5 average rating, 157 reviews

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

Superhost

A charming cabin is surrounded by tall trees, featuring a red exterior with a peaked roof. A front porch is furnished with comfortable chairs, set against a tranquil forest backdrop. Natural light filters through the windows, highlighting the inviting entrance.

Cabin in Friday Harbor

4.82 out of 5 average rating, 245 reviews

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, one upstairs with bathroom and queen size bed. Second bedroom and bathroom on first floor. this bedroom has a queen and single bed. the loft has a cot, a floor mattress, a couch that can be made into single bed and a playnpack. PPROVO-15-0052

Guest favorite

The exterior of a spacious green house is showcased, featuring a friendly red door and stone accents. Lush landscaping surrounds the property, with various plants and trees visible. The house is positioned near the waterfront, framed by a clear blue sky.

Home in Friday Harbor

4.95 out of 5 average rating, 350 reviews

Waterfront Beach House, pet friendly, with mooring

This spacious waterfront house is situated on a private beach just 1.5miles from the town of Friday Harbor in a quiet, peaceful neighborhood. The beach is perfect for relaxing, sea glass hunts, fort building, launching a kayak or even swimming if you don't mind cold water . Local otters and other sea life will often swim by for a visit, and sunrises and sunsets are dependably Insta gram-worthy. Fiber internet for many concurrent zoom meetings or streams!

Top guest favorite

An A-frame structure features large, multi-paned windows and a glass door, allowing for natural light. A spacious deck is visible, furnished with seating. The surrounding greenery offers privacy and a view of the nearby landscape.

Guest suite in Anacortes

4.97 out of 5 average rating, 525 reviews

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,

Superhost

A spacious deck overlooks calm waters, featuring two comfortable chairs draped with light blankets. A small table sits between them, surrounded by a scenic view of the bay and distant shoreline, enhanced by a bright sky with scattered clouds.

Island in Orcas

4.85 out of 5 average rating, 153 reviews

The Landing at Orcas Villa Two with Sauna

Waterfront VILLA 2 ... NEW :: sauna on the terraced lounge area for guests of the resort... Located directly at the Orcas Ferry Landing...you can hear and see the ferry! The Landing at Orcas Cottage TWO is a wonderful place to stay and enjoy Orcas. This cottage has a mini fridge, coffee, and microwave. Cottage Two has an awesome view of the ocean and the ferry. You can walk to restaurants and awesome grocery store.

Superhost

A wooden deck is framed by trees, offering a clear view of the serene water below. Sunlight reflects off the calm surface, while distant mountains can be seen in the background. A round table with chairs is positioned on the deck, inviting outdoor relaxation.

Cabin in Friday Harbor

4.87 out of 5 average rating, 347 reviews

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.

Guest favorite

A serene backyard features several white lounge chairs arranged on a grassy area, overlooking a clear view of the water. Tall trees provide shade, and a hammock is visible in the background, enhancing the peaceful outdoor setting.

Cottage in Friday Harbor

4.89 out of 5 average rating, 127 reviews

Cottage by the Sea

Lovely cottage by the sea with private beach access. Amazing views with the whales coming by often. You will also get daily eagle sightings and sunsets like no other. (We also have FAST fiber optic WiFi for those looking to take meetings remotely.) This spot is one of the best you'll find on the island. Come enjoy this nestled gem on Sunset Point!

Top guest favorite

A spacious cabin is framed by tall trees, with large windows reflecting natural light. A covered deck offers outdoor seating, while kayaks and a stand-up paddleboard rest against the side, positioned on grassy terrain.

Cabin in Friday Harbor

4.95 out of 5 average rating, 146 reviews

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.

Guest favorite

A serene horizon is captured at dusk, showcasing a calm body of water reflecting the colors of sunset. Mount Baker is visible in the distance, framed by a softly lit sky transitioning from blue to warm hues.

Home in Friday Harbor

4.94 out of 5 average rating, 341 reviews

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!!