Pet-friendly holiday rentals in Deer Harbor

Cozy Treetop Cabin *Hot Tub*

Welcome to The Heron's Hideaway! Perched among the Evergreens with views of Hales Passage, Portage Island, and Mount Baker- a nature lover's dream! Listen to the birds and gaze through the skylights. You'll feel like you're in an actual tree house! The cabin has a rustic cozy vibe, but with the convenience of updated amenities. Two decks with breathtaking views, a jetted hot tub, and an outdoor fireplace. The comfortable living area offers an indoor fireplace. Perfect for couples and small gr

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.

Cedar Orchard Cabin

Located in beautiful Westsound, 5 min from ferry, newly renovated cedar cabin with partial water view. Lovely traditional style, comfortable and perfect for your group's Orcas stay. Great, views, outdoor spaces, fire pit, BBQ, lrg spa, 55 inchTV w/5.1 surround. Steps from marina. Holds up to 6 , 2 bedrooms (2 queens), plus comfy pull out Queen bed on sun porch. Ping pong in game room garage. Large yard with apple and pear tree for delicious eating. Kayak rentals available including Life vests.

Artists Stone Cabin with Sauna & Cedar Soaking Tub

Welcome to this historic 70s stone cabin retreat, minutes from town! Redesigned by a local artist & architect, this luxe and cozy home sits at the end of a quiet road, bordering a state park surrounded by native forest. Unwind in your own private bathhouse & sauna along the creek after hiking/biking on Galbraith trails or exploring Bellingham. The fully equipped house includes a chef’s kitchen, high-end finishes, local art, and a blend of modern/vintage charm, making for a truly memorable stay.

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.

Private Pond, Dog-Friendly, Peaceful, Golfing

Dragonfly Pond is a spacious, light-filled home with high ceilings and comfy furnishings. Sip coffee on the deck while ducks glide across your private pond. Enjoy total privacy with close proximity to hiking, paddle boarding, shopping and cafes. 🔹Dog and Kid Friendly with a big yard 🔹Fully stocked kitchen 🔹Fast WiFi 85 Mbps 🔹Large Dining and Living Room 🔹Pond views 🔹Private 7 acre wooded setting 🔹 4 min to Eastsound Village 🔹14 min to Orcas Ferry Landing 🔹 9 min to Moran State Park

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

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.

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.

Beautiful WaterViews, Pet-Friendly, Close to Town

Welcome to our home Cool Breeze, a well-appointed home offering water views in a peaceful neighborhood, just a short walk to downtown Eastsound. 🍽️ Gourmet Kitchen – Fully equipped for home-cooked meals, or explore local dining and craft drinks nearby. 🌿 Outdoor Adventures – Paddleboarding, kayaking, hiking, and golfing are all easily accessible. 🐾 Family & Pet-Friendly – A welcoming space for guests of all ages, including pets.

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).

Garden Cottage A, heart of Lopez Village.

Come enjoy our beautiful cottage on peaceful Lopez Island. Our cottage is located in the heart of the Village. Kitchen is well stocked with appliances and all that you might need to pack a nice picnic with or stay in for a light romantic dinner. Plenty of towels and soaps, 100% cotton sheets, down pillows and duvet. Nice outdoor deck seating to enjoy nature and a short walk to restaurants, shops and store.