Holiday 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.

A-frame: Treehouse Feels and Vintage Vibes

Welcome to the Hollar Haus tiny A-frame! Lush fern fields surround towering Douglas firs and Cedars, setting the idyllic Pacific Northwest vibe throughout this half-acre property. Take in your surroundings in this air-conditioned lofted 360 sq ft cabin through the 19 ft floor-to-peak and wall-to-wall windows on one entire triangle side of the cabin. This island cabin resides on Lummi Peak in a quiet, wooded neighborhood. Nearest salt-water beach: 1 mile. Four trails to explore within 2 miles.

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.

Charming West Sound Studio Apartment

The Crows Nest is a charming 2nd floor studio apartment with beach access in West Sound! Enjoy fabulous water views from your private deck. West Sound's public beach and county dock are just across the street. Stairs to the beach make for easy launching of kayaks and other water sports. The studio features a very comfortable queen bed, love seat, full bath, 32' flat screen tv with Directv and gas fireplace. There is a kitchenette w/small fridge, microwave & dining set.

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

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).

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.

Bellingham Treehouse w/ Waterfall, View, & Hot Tub

Our luxurious custom built treehouse includes a hot tub, home movie theater, a large deck with a fire table, and breathtaking 360 views. It's the perfect location for a romantic getaway, vacation with loved ones, or ultimate productivity among the peace of the forest & waterfall. Because of our unique location ALL guests must sign a waiver. No children or pets allowed.

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