Pet-friendly holiday rentals in San Juan Island

Willow Beach Cottage

Willow Beach Cottage, relaxing rustic 100 year old Cape Cod rural caretakers cottage. 1 - 4 people 2 Queen bedrooms, master bay window faces the water, smaller bedroom tucked back with patio view. 1 bathroom between the 2 bedrooms, WiFi, equipped Kitchen, garden table, charcoal BBQ, Beach, campfire,(seasonal) KAYAKS, PADDLE BOARDS & yard games, also used by our other guests on this private estate. Willow has its own acre of lawn. Walk to Turtleback Mountain trailhead for spectacular views.

Walkability · Outdoor spaces · Condition

Haro Sunset House

Winding through a Madrona forest hillside on the coveted Westside of San Juan Island, Haro Sunset House greets you with sweeping views from Vancouver Island to Salt Spring Island to the North. This home is known for its stunning views from the expansive deck and with amazing wildlife viewing. The home is near San Juan County Park for beach access and the iconic Lime Kiln Light House. The owner’s home is located next door, yet separated by two garage structures, leaving a feeling of seclusion.

Pets · Outdoor spaces · Family

2 acres of seclusion near Roche Harbor Resort!

Wildflower Cottage Retreat is the perfect location to relax, explore and enjoy San Juan Island. Just minutes from Roche Harbor Resort! Relax in the sunny and bright living room with great natural light to take in natures surroundings or to just relax after a long day of sightseeing. Entertain in the fully equipped kitchen with bar seating and plenty of space for meal prep. Enjoy the covered front deck with BBQ and fire pit - the perfect place to relax and enjoy the beauty of the San Juan’s.

Outdoor spaces · Walkability · Backyard

Cozy Modern Cabin - The Dragonfly on Guemes Island

Escape to a pet-friendly paradise on Guemes Island! This 2-bed, 1-bath open floor haven sprawls across 2.5 lush acres. Imagine: industrial-grade steel meets polished concrete, inviting nature inside through expansive windows. A glass reading nook, a balcony for forest views, and a woodfire stove providing cozy comfort. Embrace the outdoors inside and revel in the flood of natural light. This is your private retreat—full access to a nature-infused getaway! We are pet-friendly w/no pet fees

Pets · Walkability · Comfort

Log Cabin near Friday Harbor on Tigercello Farm

Experience a real log cabin on a 2 acre pond and 12 acres of a park like setting only 1.5 miles from Friday Harbor and the ferry. Enjoy the grounds including fruit trees, kitchen gardens and permaculture food forest on this oasis near town. Harvest fresh produce and eggs from the garden to create your 'farm to table' creations. Enjoy watching wildlife including eagles, ducks and great Blue Herons. Drive, walk or bike to town, enjoying all that San Juan Island has to offer. PPROVO-18-0003

Outdoor spaces · Walkability · Quiet

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.

Pets · Outdoor spaces · Decor

Waterfront Beach house, pet friendly

This spacious waterfront house is situated on a private beach just 1.5miles from the town of Friday Harbor in a quiet, peaceful neighborhood. The beach is perfect for relaxing, sea glass hunts, fort building, launching a kayak or even swimming if you don't mind cold water . Local otters and other sea life will often swim by for a visit, and sunrises and sunsets are dependably Insta gram-worthy. Fiber internet for many concurrent zoom meetings or streams!

Walkability · Outdoor spaces · Hiking

Modern Water-view Home Near Rosario, SuperHost

Experience a spacious NW Modern retreat with over 2,000 sq. ft. of open living space and captivating water views. With 250+ Five-Star reviews, you can rest assured knowing we'll do whatever we can to help you have a fantastic stay with us. Relax in king-sized beds across three bedrooms, complemented by quality furnishings. Indulge in amenities like a private hot tub, chef-quality cookware, and an espresso machine for a true home-away-from-home feel.

Pets · Walkability · Shared spaces

The Trincomali Hideaway Oceanfront Yurt

This luxurious oceanfront yurt is hidden in an ancient cedar grove providing privacy and an amazing backdrop to its unprecedented ocean front setting. Set atop an ocean front rock face with a fully covered patio. A fully equipped kitchen and spa like bathroom highlight the luxurious amenities included in this stay. An upscale romantic getaway like no other. Breakfast provided, our guests receive coffee, teas, and light breakfast fare.

Pets · Walkability · Sleep quality

Peaceful Sunny Cottage on 15 acre Pprovo-14-0016

Comfortable one bedroom cottage with sun-room fully insulated and extremely wonderful . There is also a back patio with a great view overlooking the lower pasture and wetland. BBQ and comfortable outdoor furniture. On a hot day the patio offers good shade. It comfortably fits two and is centrally located. An easy 15 minute drive to most attractions. Dog friendly with pet fee (please reach out if you have questions).

Outdoor spaces · Walkability · Access

Charming Bay House #1

Oh! You will never want to leave the Bay House #1. It has all the charm of an old fashion Beach Cottage. It was actually built in 1913 and remodeled to its present crisp state. The property gently slopes to the water ( Fisherman Bay). There are panoramic views in every direction and just wait for the sunsets!!!

Pets · Walkability · Hiking

Garden Cottage B, Heart of Lopez Village

Come enjoy our beautiful cottage on peaceful Lopez Island. Our cottage is located in the heart of the Village. Surrounded by gardens, with the fountain and active bird life, you’ll hardly notice your right in town. You will be a short walk to all that Lopez Village offers!

Walkability · Pets · View