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

A serene water view features calm waters reflecting the soft colors of the sky at sunset. Sandy beach and scattered driftwood are visible in the foreground, while lush greenery and rocky formations frame the scene, enhancing the natural beauty of the coastline.

Home in Friday Harbor

4.98 out of 5 average rating, 134 reviews

Incredible views! Waterfront family beach house

Welcome to Westward Cove on San Juan island, a spacious, waterfront house with incredible views on the west side of San Juan island. The house sits on one of the best sandy beaches in the San Juans and is the perfect spot for hanging out on the beach or launching your kayak. The house has excellent wildlife viewing, including eagles, seals, and Orca whales (April to October). Our home is a 10 minute drive to downtown Friday Harbor and 10 minutes to Lime Kiln State Park. 6 person (kids incl) max.

Superhost

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, 599 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.

Top guest favorite

A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.

Guesthouse in Eastsound

4.99 out of 5 average rating, 137 reviews

Waterfront Guest Cabin on private beach estate

See our other two available cabins listed on this waterfront estate by clicking my host profile. Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

Top guest favorite

A spacious wooden deck is shown, featuring two comfortable chairs and a glass table. Potted plants add greenery, while a scenic view of the water and distant mountains can be seen in the background under a clear blue sky.

Apartment in Eastsound

4.97 out of 5 average rating, 279 reviews

Wake up to this! Near Eastsound!

Cozy Studio space with an AMAZING water view up the straight and memorable sunsets. Kitchen, full bathroom, Queen Bed & TV. Located in woods up steep, gravel road. This space is attached to our home with private entrance and deck. We do have a three night minimum, as of 6/5/25 we have these two night openings: 6/20- 6/21--check out by 11am on 6/22 7/11-7/12-- check out by 11am on 7/13 8/20-8/21--check out by 11am on 8/22 9/4-9/5--check out by 11am on 9/6 message me! PPROVO-15-0022

Guest favorite

A serene outdoor area features a wooden deck with a dining set and views of the water. Lush greenery and flowering shrubs frame the pathway leading to the house, complemented by rocks and plantings, enhancing the tranquil setting.

Home in Eastsound

4.95 out of 5 average rating, 283 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exquisite beachfront retreat where nature and luxury come together for a perfect romantic getaway. Located on the iconic Crescent Beach of Orcas Island, you’ll enjoy miles of sandy beach right out your door. Step inside to a custom-built cottage with a master suite, fireplace and gourmet kitchen. The meticulous gardens and interior have a zen vibe for a refined and peaceful experience. Come and unwind in the hot tub under the stars. Dreaming is encouraged!

Guest favorite

The vacation rental home sits peacefully by a pond, surrounded by greenery. Its modern design features large windows and a welcoming front porch. The reflection of the house can be seen in the calm waters, enhancing the serene atmosphere of the property.

Home in Eastsound

4.9 out of 5 average rating, 251 reviews

Dragonfly Pond - Dog-Friendly Retreat - Orcas Isl.

Dragonfly Pond house is a rustic, spacious, light-filled vacation rental home on Orcas Island with high ceilings overlooking a tranquil pond. Clean & comfy. Located in 7 acres of forest, it's peaceful and secluded. Close to town and the ferry. High speed Internet. #weaccept 7 guests total, not counting kids under 2 yrs old. 3 bedrooms plus bed in common areas. Dogs welcome (well behaved) with pet fee. *See house rules*. Full kitchen ready for your vacation meals. Gas grill outside.

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, 256 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

A sunny meadow is occupied by grazing cows, with the Field House visible in the background. The house features solar panels on the roof and large windows, surrounded by lush greenery and trees. The open lawn invites exploration within the working farm setting.

Farm stay in Lopez Island

4.99 out of 5 average rating, 214 reviews

The Field House Farm Stay on Midnight's Farm

Step into island life, relax into the land on a 100 acre working farm. This sunny home invites you to read in the window seat, grill on the patio, cozy up to the woodstove or get creative in the well-stocked kitchen. Explore the pastures, marsh, and ponds. Use the yoga studio. Fire up the sauna. Charge your EV. Nestled next to the pond and removed from the activity of barn and market garden the Field House invites you to enjoy your own retreat or engage with the farm.

Top guest favorite

A charming cottage with bright orange siding is showcased, surrounded by lush greenery. A round table with four wooden chairs is positioned on a grassy area, inviting relaxation. The entrance features a single door, complemented by windows that allow natural light.

Cottage in Eastsound

4.97 out of 5 average rating, 257 reviews

Farm cottage, close to Eastsound!

Buckhorn Farm Bungalow is located on ten-acres near the north shore of Orcas Island. This family vacation cottage enjoys a wonderful country-farm atmosphere but is only a 5 minute drive from the village of Eastsound, our island's version of “downtown.” Guests can easily walk or ride bicycles along level roads to restaurants, shops or to the nearby semi-private beach to enjoy beach strolls, tide-pooling and spectacular views from Mt. Baker to Vancouver Island.

Top guest favorite

Two kayakers glide across calm waters, framed by lush trees and grassy shores. A dock with two boat slips is visible, extending into the water, while the serene landscape creates a peaceful atmosphere. The vibrant colors of the kayaks contrast with the blue of the water.

Cottage in Eastsound

5 out of 5 average rating, 159 reviews

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

COMING IN SPRING OF 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.

Top guest favorite

A breathtaking sunset view from a mountain top showcases layers of colorful skies transitioning from orange to pink. Below, tranquil waters reflect the soft hues, while silhouettes of distant islands and lush trees create a striking foreground.

Guesthouse in Eastsound

5 out of 5 average rating, 260 reviews

Orcas Island Sunset Retreat

Relax on Orcas Island in this quiet and peaceful guesthouse high up on Buck Mountain. Enjoy gorgeous views and spectacular sunsets, south to Olympic Mtns and west to Vancouver Is. This 900 sq ft guesthouse has a rustic elegance and is comfortably furnished. Ten foot high ceilings add to the grand and spacious feeling of the guesthouse. Hand waxed pine plank floors and dark woodwork give a lustrous sense and air of old and timeless beauty.

Top guest favorite

A cozy living area features large French doors that open to a deck, allowing natural light to fill the space. Comfortable seating includes a dark chair with a soft throw and a light sofa adorned with decorative pillows. A small wooden coffee table sits on a textured rug.

Guesthouse in Eastsound

4.94 out of 5 average rating, 348 reviews

Northbeach Cabin

Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042