Family-friendly vacation rentals in Friday Harbor

Find and book unique family-friendly homes on Airbnb

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

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

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 white Victorian house with a spacious deck is framed by lush greenery. The solarium features large windows allowing ample natural light. Outdoor seating under a green umbrella complements the expansive lawn, which offers a serene area for relaxation or outdoor activities.

Home in Port Townsend

4.98 out of 5 average rating, 232 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 favorite

A cozy sleeping area features a comfortable bed with light bedding and a plush blanket. Shelving displays various books and decorative items, while sunlight enters through a large window. A soft toy is placed on the bed, enhancing the inviting atmosphere.

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 favorite

An open living area is designed with large windows offering panoramic views of the surrounding landscape. Soft seating is arranged invitingly, and a dining table is set for meals. Natural light illuminates the space, enhancing the airy atmosphere of the room.

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 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, 245 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.

Guest favorite

A turquoise exterior wall is complemented by a vibrant red door, featuring a grid pattern of glass panes. Above the door, a small window is visible, while decorative elements include an octopus painting and a sun-shaped metal sculpture set in a gravel area.

Bed and breakfast in Salt Spring Island

4.93 out of 5 average rating, 260 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.

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.

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!