Family-friendly vacation rentals in San Juan County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in San Juan County

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

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Guest favorite

Home in Eastsound

4.94 out of 5 average rating, 118 reviews

The Lodge: Private beach, kayaks, hot tub, bikes,

Book w/Confidence! Buy Trip Insurance. We have 4 rooms in which you can sleep (see photos). Stunning views, private beach just steps from our 40 ft deck, hot tub, bikes, kayaks, row boat, crab pots, fire pit, ping pong table, BBQ. You will have the ultimate vacation on Orcas Island. Inside you will find a luxurious master bedroom, 2 bathrooms, 2 bedrooms, 2 "bonus" rooms, 6 beds. Pet Fee: $100 first pet. $50, second pet. We require a signed rental agreement prior to check-in. PCUP000-16-0032

Top guest favorite

A cozy living space is featured, showcasing a wooden dining table surrounded by chairs. A comfortable green armchair is positioned adjacent to a bookshelf filled with books and decorative items. A television is visible above comfortable blankets, and a welcoming entrance is seen in the background.

Guesthouse in Friday Harbor

4.93 out of 5 average rating, 185 reviews

All Seasons Guest House (w/Hot Breakfast Sat/Sun)

100+-year-old 900 sq. ft. cottage most recently used as a tole painting studio. 3 bedrooms (1 Queen room upstairs, 2 connected rooms downstairs w/ 1 Queen bed + 2 twin beds), kitchenette, and bath w/shower. Mix of rustic, artsy, and northwest farmhouse. Conveniently located within walking distance of the ferry and downtown. Family-style hot breakfast is served in the guesthouse on Saturday & Sunday, Continental Breakfast is provided on other days (unless otherwise noted). NO PETS/SMOKING/DRUGS

Top 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, 137 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, 184 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!

Top guest favorite

A modern bathroom is highlighted, featuring dual vanities with quartz countertops and a large tile shower with glass doors. The space is complemented by contemporary fixtures and a full-length mirror, while stylish tile flooring adds elegance to the room.

Home in Eastsound

4.98 out of 5 average rating, 318 reviews

NW Modern w/ Hot Tub and Billiards Table | Rosario

Orcas Island Getaway @ Rosario is a NW Modern design, completed in Nov. 2017 boasting over 2,200 sq ft of open living space. Quality finishes and luxury details set this home apart. We've curated the furnishings and decor with care, choosing quality products and furnishings that anyone would enjoy living with full-time, and equipped with amenities such as hot tub, espresso machine and billiards table in the recreation room. All 3 bedrooms feature king-sized beds and quality linens.

Guest favorite

A cozy living area features two woven chairs with soft cushions, positioned near large windows that allow natural light to fill the space. A wooden coffee table is centered in front of the chairs, while a bookshelf and a television are situated in a nearby corner.

Cabin in Eastsound

4.93 out of 5 average rating, 244 reviews

Cottage-in-the-Barn on Dragonfly Farm

Pure tranquility is yours on Dragonfly Farm! Centrally located, yet extremely private, with garden, greenhouse, chickens, orchard and pond to paddle around in our kayaks or canoe. Charming decor with leather sofa, high ceilings, fine linens, cozy propane heating stove, tasteful furnishings, barbecue and more. SJC Permit #00PR0V77. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund in the event you need to cancel. We thoroughly disinfect between guests.

Top guest favorite

The exterior of the two-story home features natural wood siding and a spacious balcony with patio furniture. Surrounded by greenery, the backyard offers a grassy area and a view of neighboring structures. Large windows allow for ample daylight.

Home in Eastsound

4.96 out of 5 average rating, 136 reviews

Beautiful WaterViews, Pet-Friendly, Close to Town

Welcome to our home Cool Breeze, a well-appointed home offering water views in a peaceful neighborhood, just a short walk to downtown Eastsound. 🍽️ Gourmet Kitchen – Fully equipped for home-cooked meals, or explore local dining and craft drinks nearby. 🌿 Outdoor Adventures – Paddleboarding, kayaking, hiking, and golfing are all easily accessible. 🐾 Family & Pet-Friendly – A welcoming space for guests of all ages, including pets.

Guest favorite

Two kayaks glide across calm waters, surrounded by lush greenery. A dock stretches out into the bay, with gentle waves creating ripples nearby. Sunlight reflects off the water, enhancing the serene atmosphere of the waterfront property.

Cottage in Eastsound

4.98 out of 5 average rating, 120 reviews

The Cottages at Twin Coves, Orcas Island (#1 of 2)

NEW in 2024 - COVERED OUTDOOR cooking perfect for preparing your own meals! Twin Coves offers serene seclusion with 400 feet of private shell beaches on West Sound. Two seaside firepits. Catch and release crabbing for kids, beachcombing, boating, swimming, hiking, and ample acreage for sports and games. Free use for registered guests: five kayaks seating six + toddler, two stand up paddleboards, and life vests in every size.

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, 345 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, 125 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

The exterior of the cabin is shown, featuring a blend of rustic architecture and natural surroundings. The building is positioned near the waterfront, with large windows reflecting the warm hues of sunset. Lush greenery and trees add to the tranquil ambiance.

Cabin in Friday Harbor

4.94 out of 5 average rating, 142 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, 338 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!!