Vacation rentals in Deer Harbor

Heather Waterfront Guest Cabin on private 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.

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of the Salish Sea, our charming cottage is perfect for a solo retreat or a couple's getaway. Just a short walk to restaurants, shops, and a waterfront park, you can enjoy the convenience of town while waking each morning to sunrises from the deck, or the comfy queen-size bed in this perfectly designed studio. Our studio cottage features: ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities Your island escape is ready for you ✨

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exceptional waterfront retreat where nature and luxury come together for a perfect romantic getaway. What You’ll Love Wake to waterviews and end your night in the hot tub under the stars. 🔹 On Crescent Beach waterfront 🔹 3 min to Eastsound Village 🔹 7 min to Moran State Park 🔹Private hot tub with bay views 🔹 King suite with deck access 🔹 Radiant heated floors 🔹 Gas fireplace 🔹 Walkway to sandy beach 🔹 Dedicated workspace & WiFi 🔹 Zen garden setting

Waterfront Privacy, Hot Tub, Mooring, Gated Estate

Welcome to Grindstone Harbor House, your ultimate retreat for privacy and relaxation! 🌲 Set on five wooded acres with towering trees and beautiful private gardens, our exceptional waterfront home is perfect for families, couples, and special occasions with friends. Enjoy stunning views from the infinity deck, complete with a hot tub for the ultimate unwind. The gated gardens and expansive lawn enhance your outdoor experience. We’re excited for you to have a memorable getaway!

The Pearl

The Pearl is a modern studio for a couple or solo traveler wanting to explore the wild beauty of Orcas Island. Overlooking the Salish Sea and the charming village of Eastsound, we invite you to relax by the gas fireplace and enjoy making meals in a fully equipped kitchen. Our studio cottage features: ☀️ Gas Fireplace ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities ☀️ Waterfront Park Your island escape is ready for you ✨

FoxGlove Cottage Private Beach Sleeps 4 Wifi Pets

FoxGlove Cottage is nestled into the shoreline of Deer Harbor on Orcas Island. You will enjoy coffee or wine on the back deck with one of the most epic views this island offers. Walk out your back door to the beach, the marina or for local fare. This cottage newly updated. It is charming and quaint and ready to make memories for your family. We are pet friendly with pre approval. You are able to fly into Deer Harbor on Kenmore Air or use the Washington State Ferry System.

Sir Cedric's Cedar Treehouse

Sir Cedric Cedar Treehouse is a unique accommodation that will inspire you and form a lasting impression. Creative expression, hand-hewn craftsmanship, and functional design combine for a tranquil getaway. This 4-foot-wide Western Red Cedar passes directly through the middle of the Treehouse without a single bolt driven into it. The majestic presence of Sir Cedric and the quiet within this handcrafted-with-love-abode is truly amazing, all created with your comfort in mind.

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.

Contemporary Home with Mountain and Valley Views

Newly built house in West Sound overlooking Crow Valley and Turtleback Mountain. Enjoy the indoor/outdoor design of the home and all its modern amenities while escaping the noise and the crowds. Two miles from the ferry and six miles from the shops of downtown Eastsound, this contemporary house allows you the peace and solitude you’re looking for while also providing easy access to all Orcas Island has to offer. Permit LANDUSE-22-0096

Large Private Retreat on Orcas Golf Course

Spacious and private suite on the scenic Orcas Island Golf Course ⛳—ideal for families or groups. Features a large main bedroom, separate attached room, and full bathroom. ✔ King bed, queen sofa bed, and 2 twin beds 🛌 ✔ Wi-Fi 📶, smart TV 📺, heating 🔥 ✔ Mini fridge ❄️, microwave, coffee maker ☕ ✔ Outdoor grill access 🔥 & shared porch with golf views ⛳ Close to hiking 🥾, whale watching 🐋, and Eastsound. Book your island escape!

Beachside Captain’s Quarters on Orcas Island

Captain’s Quarters is a cozy waterfront retreat in Deer Harbor, perfect for couples or solo travelers. Located steps from Deer Harbor Marina, the public beach, local restaurants, kayaking, whale watching, and boating adventures, this comfortable getaway features harbor views, a private deck, WiFi, a full kitchen, and everything needed to relax and enjoy the beauty of Orcas Island.

water view cottage above West Sound

Well-equipped cozy guest cottage with deck on Orcas Island, on sunny slope of Turtleback Mtn; lovely view south over West Sound to snow-capped Olympics; mountain & forest views to E & N. Secluded & affordable: owners’ house next door, no other houses in sight. San Juan County transient rental permit number 2000 0725017