Family-friendly vacation rentals in San Juan Island

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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 favorite

Farm stay in Eastsound, Washington

4.82 out of 5 average rating, 525 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.

Apr 27 – May 4

$115 per night

Guest favorite

Tiny home in Port Townsend, Washington

4.9 out of 5 average rating, 1203 reviews

Zoe's Little Cabin in the Forest, Private, Cozy

Zoe's little cabin is comfy and remote, with a great forest view. Nature right outside your large windows. Inside, a kitchenette and bathroom, outside a private shower and deck. Your own little retreat in the woods to enjoy and reflect. Please note that the cabin is detached from the main house by a 20' buffer. The famous outdoor shower receives rave reviews. We are taking rigorous measures between guests to sanitizing and ozonate surfaces. Self checkin and social distancing always honored.

Nov 24 – Dec 1

$85 per night

Guest favorite

Guesthouse in Friday Harbor, Washington

4.97 out of 5 average rating, 119 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.

Mar 28 – Apr 4

$239 per night

Guest favorite

Cabin in Port Townsend, Washington

4.97 out of 5 average rating, 278 reviews

Historic Discovery Bay Beach Cabin Stunning Views

Experience healing and peace with the sound of gentle waves on Discovery Bay. Our cabin was built in 1939 by our grandfather who was an early businessman in Port Townsend. He wisely recognized for decades to come this would be a prized place of rest, enjoyed by 5 generations. Our two kayaks for beginners and new paddle board are available for rent. Explore the unbelievable beauty of the Olympic National Park just a few miles away featuring hiking to rainforests, glaciers, and mountain lakes.

Dec 11 – 18

$168 per night

Guest favorite

Home in Olga, Washington

4.95 out of 5 average rating, 612 reviews

Two story cedar home with incredible oceanview.

Bungalow 252 is a secluded hilltop cedar home getaway. Magnificent 130 degree view of the ocean along with Mt. Baker and the Cascades. Hardwood flooring throughout. Eagles, bats, deer and raccoons abound. BBQ, watch boats and occasionally orcas from the deck. Nicely stocked full kitchen. Wood stove. Pod coffee maker with coffee, chai and hot chocolate, 3D HDTV with streaming. High speed WIFI (200 MBPS) and cell service. Games, books, DVDs, binoculars and telescope. Soap, shampoo, conditioner.

Dec 31 – Jan 7

$156 per night

Guest favorite

Home in Friday Harbor, Washington

4.97 out of 5 average rating, 280 reviews

Unique Waterfront Beach House - pets welcome!

This two-bedroom cottage is just a mile from the town of Friday Harbor but offers a perfect way to get away from it all with a lush back yard that looks out over the bay with incredible views of Jackson Beach. At low tide you can step off the sea wall on the property and walk across to explore to your heart's content. When you're done with your day, the sound of gently running water outside will lull you to sleep Fiber internet connection allows your whole family to work or remote school.

Oct 26 – Nov 2

$451 per night

Guest favorite

Cottage in Friday Harbor, Washington

4.97 out of 5 average rating, 235 reviews

Sawmill Creek Cottage

Enticing Waterfront Cottage! (SJ County Permit #99SJ50)Our small but charming 400 sq. ft. cottage offers seclusion & peace, a mile from town, but a step back in time & away from hustle & bustle. The small cottage is the original caretaker's cottage from the '50's, but now belongs in the modern world with renovated bathroom, and full kitchen, including quartz counters and new appliances, and washer/dryer. Enjoy our new Queen sized Tempurpedic Brand bed in the separate bedroom.

Feb 4 – 11

$160 per night

Guest favorite

Cabin in Camano Island, Washington

4.9 out of 5 average rating, 909 reviews

Forest Cabin + Beach

Our Swedish inspired forest cabin is the perfect peaceful getaway for nature lovers! This rustic cabin is nestled in a fairy-tale like forest setting, and is just a short way to an amazing private community beach. Come visit the island you can drive to! Our cabin is a perfect getaway for nature lovers, beach walkers, and those seeking to unplug. Set on 3.5 acres, our guests enjoy privacy, and community-owned access to a beautiful beach, which is a short drive or walk away.

Mar 20 – 27

$94 per night

Guest favorite

Earthen home in Mayne Island, Canada

4.96 out of 5 average rating, 399 reviews

Picturesque and unique cob home on organic farm

On a working organic farm, close to the village, restaurants and many great beaches and walks, you'll find our stunning Mandala Cob. A unique cob house, we are situated with a beautiful valley view of our farm, looking out over cows, sheep, and acres of fields and forest. We welcome couples looking for romantic getaways, solo adventurers in search of a picturesque environment, business travellers needing some privacy, and families with infants.

Mar 17 – 24

$108 per night

Guest favorite

Guest suite in Anacortes, Washington

4.97 out of 5 average rating, 465 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,

Jan 17 – 24

$118 per night

Guest favorite

Guesthouse in Eastsound, Washington

5.0 out of 5 average rating, 219 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.

Oct 15 – 22

$182 per night

Guest favorite

Cottage in Clinton

4.99 out of 5 average rating, 418 reviews

Barred Owl Cottage

Imagine a bright, clean, custom-built cottage, with wrap-around deck, separated from our main house by a shared courtyard garden. Then add the hot-tub and acres of quiet just a 5-minute drive from the beach or 15 minutes from the wonderful shops & restaurants of Langley. Truly the perfect spot for a relaxing getaway...

Jan 16 – 23

$81 per night