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Yes, 36 of our San Juan Islands homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).
Browse dog-friendly homes >Yes. 127 of our San Juan Islands vacation rentals have internet access, so you can stay connected throughout your trip.
Browse homes with internet access >Absolutely. Our local San Juan Islands team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.
Learn more about Vacasa Premium Clean >Just a ferry ride from the mainland, the San Juan Islands feel like another world. Surrounded by quiet coves, wooded trails, and endless views, it’s the kind of place where you exhale differently. Whether you’re here to hike, read, kayak, or reconnect, thoughtfully chosen vacation homes turn a getaway into something grounding—peaceful, personal, and unforgettable.
There’s something restorative about staying in a place that feels truly yours, even if just for a few days. San Juan vacation rentals often offer privacy, character, and a deeper connection to the natural surroundings. Whether it’s a shoreline cottage, a minimalist loft above the trees, or a modern home with panoramic windows, these spaces encourage slowing down and tuning in.
Many rentals are crafted and cared for by locals, meaning you’ll find thoughtful design details that reflect the region—cedar interiors, driftwood furniture, or shelves full of handpicked books. Instead of polished sameness, each rental brings its own charm. The result? Accommodations that feel less like you’re passing through—and more like you’ve arrived.
The San Juan Islands invite you to explore at your own pace. Whether you’re up for an outdoor adventure, hoping to immerse yourself in local culture, or planning to savor downtime at your vacation rental, there’s something here for every kind of traveler. Here are a few ideas to help shape your stay:
Choosing the right island:
Booking tips: In peak summer, vacation homes book months in advance. For more flexibility—and better rates—consider midweek stays or visiting during the beautifully calm shoulder seasons. Choose reliable platforms or independent sites that give you real-time availability and responsive local hosts.
There’s no shortage of things to do on the San Juan Islands, whether you're drawn to nature, towns, or simply doing nothing at all. The outdoors is the main attraction: kayak in quiet inlets, hike through Douglas fir forests, or catch an orca sighting from the rocky shores of Lime Kiln Point State Park.
On San Juan Island, you'll find Friday Harbor bustling with galleries, cafés, and seafood spots perfect for slow lunches. Orcas Island offers weekend farmers’ markets and backroad scenic drives. Lopez Island tempts with wildflower meadows, art studios, and roads made for wandering by bike.
But not every moment needs planning. One of the unique joys of staying in a private rental is that, often, your favorite part of the trip happens inside those four walls: a quiet morning overlooking the bay, an impromptu dinner with island groceries, or simply listening to the wind move through the trees. With a well-chosen rental, even a rainy afternoon becomes something memorable.
How do I get there?
Most visitors arrive via the Washington State Ferries from Anacortes. Ferries serve San Juan, Orcas, and Lopez Islands daily. If you're looking for a faster route—or something scenic—consider a floatplane from Seattle via Kenmore Air, which lands you directly in Friday Harbor.
Do I need a car?
For rentals outside village centers or near rural coastlines, having a car enhances your freedom. For centrally located homes in Friday Harbor or Eastsound, bikes and local shuttles are often enough. It depends on what kind of trip you’re planning.
Are pets allowed?
Plenty of San Juan vacation homes are pet-friendly. Look for listings with fenced yards, nearby trails, or dog-welcome beaches. Always double-check individual host policies before booking.
How long should I stay?
Three days is a great starting point, especially for a weekend refresh. But to truly settle in—exploring a different beach each day, watching sunsets from different sides of the island—consider five to seven nights if you can.
You’re already picturing it—the sea air, ferry ride, quiet mornings with nowhere to be. These islands are calling, and the right place to stay will make all the difference.
Explore our curated list of San Juan vacation rentals and find the one that fits your rhythm. Whether it’s a glass-and-cedar retreat with an outdoor tub or a cozy shoreline home built for two, your journey starts with the home base you choose. Don't wait—book early to secure the dates that speak to you.
