Family-friendly holiday rentals in San Juan Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in San Juan Island

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

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Guest favourite

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 favourite

Guest house 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 favourite

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 favourite

Home in Port Townsend

4.98 out of 5 average rating, 231 reviews

Country peace, city pleasures

This Victorian style house was built in 1920. It features high ceilings, tall windows, and beautiful wood floors. The decor is eclectic, old-world European, with a billiard parlor, antique light fixtures, carved furniture, and unique artwork. The solarium doubles as a dance floor. The lawn is perfect for volleyball or badminton, while the backyard offers a wonderful place for picnics, sunbathing, or basking in the shade. It is walking and biking distance from all the PT amenities. Lic # 012680

Guest favourite

Townhouse in Port Angeles

4.86 out of 5 average rating, 341 reviews

Your home away from home...

This family friendly downstairs unit feels very comfortable as it is 1240 square feet and has a large fenced in side yard for the kids. This downstairs unit has it's own entrance. It has been fully remodeled. This property is located about 4 minutes from Hwy 101 which makes this location ideal for anyone adventuring to Olympic National Park, whether Hurricane Ridge or Lake Crescent. The new 7 person hot tub is a great way to end the day. (shared with upstairs unit.)The sunsets are amazing!

Top guest favourite

Home in La Conner

4.99 out of 5 average rating, 164 reviews

Benton Street Retreat

LA CONNER - ENJOY THE BEST OF BOTH WORLDS. Sunrise and panoramic views of valley farmlands looking east off the bluff and then walk 3 blocks west through the historic residential district to the shops and restaurants in the middle of town. Off-season rate is $350/night except for Thanksgiving, Christmas and New Year's Holidays which is $400/night. High Season and Holiday Rate is $400/night. Minimum stay during the High season is 5 nights. Weekly and monthly rates also available.

Top guest favourite

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 favourite

Bed and breakfast in Salt Spring Island

4.93 out of 5 average rating, 259 reviews

The Sea House

Our place is close to public transport, parks, the beach, great restaurant, grocery store, other shops and coffee shop.. You’ll love our place because of the great SSI neighbourhood, the comfy bed, the cosiness, proximity to the ocean, lovely gardens and flowers, friendly hosts and a nice continental breakie and snacks. Our place is good for couples, solo adventurers, business travellers, and furry friends (pets). We have a friendly dog and cat on the property.

Guest favourite

Cabin in Cultus Lake

4.78 out of 5 average rating, 266 reviews

Rustic Cultus Lake 3 Bedroom & Loft Family Cabin

Great family escape just seconds to the lake. Older quaint 1200sqft cabin. Newly renovated heated floor bathrooms, hot tub, large backyard, outdoor gas fire table, gas fire pit, and Indoor gas fireplace. 4 minute walk to the water slides, rides, restaurants, and hiking trails close by. Parking for 4 small vehicles (3 if larger vehicles) Cultus Permit # 25-351-042 Vacation Rentals By Owner Rustic Cultus Lake 3 Bedroom + Loft Family Cabin! Property ID:9998256

Guest favourite

Home in Clinton

4.98 out of 5 average rating, 114 reviews

Sandy Hook Vista

By car, by ferry or by private boat, this beautiful property is home base for a splendid getaway! You will be amazed at the splendor our beautiful home has to offer. From the spectacular views across Cultus Bay and its bird-filled estuary to the Olympic mountains, to the indoor dry sauna and 8-person indoor Jacuzzi, to the community park and tennis/pickleball courts--there is something for everyone during your action-packed stay.

Guest favourite

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.

Guest favourite

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!