Kid-friendly vacation rentals in San Juan County

4.83 out of 5 average rating, 585 reviews

A white horse is seen walking through a lush green meadow, accompanied by two darker horses in the background. Behind them, a charming red cottage with surrounding windows peeks out from the dense greenery of trees and shrubs.

Farm stay in Eastsound

Rose Cottage - Deer Harbor, Orcas

PPROVO-14-0015 Our charming old fashioned cottage is private and quiet, overlooking meadows where our horses graze and bird life abounds! Full kitchen with dining table and day bed. Living room with surround windows, wifi, Best suited for a couple & kids 5+ . Flowers and herbs surround the private, sunny patio. Love Horses? Take some Horse Lessons with our mustangs. Great walks right from the door and a mile to the Deer Harbor dock & beach for kayaking, whale watching, sailing. SORRY NO PETS.

A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.

4.98 out of 5 average rating, 127 reviews

Waterfront Guest Cabin on private beach 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.

4.98 out of 5 average rating, 175 reviews

The exterior of a wooden home is surrounded by tall trees, showcasing natural elements. A small set of steps leads to the entrance, which features a glass door and a window beside it. Seating areas are visible on the porch, inviting relaxation in a wooded setting.

Home in Eastsound

Stylish, Gourmet Kitchen, Minutes to Moran Park

Tree Haven is the perfect getaway for friends and small families! 🌲 Located near Eastsound, Moran State Park, and the Rosario Resort Marina, adventure is just minutes away. Our well-appointed home features an open floor plan and a separate media room for lounging or extra guests. Enjoy amazing outdoor dining on the deck, all nestled among tall, beautiful trees. Tree Haven offers a peaceful retreat while still being close to shops, beaches, trails, and kayaking. Your island adventure awaits!🏖️

4.97 out of 5 average rating, 293 reviews

The cottage features a spacious deck with several black bistro chairs and a table, surrounded by lush greenery. French doors provide access to the interior, and a gas BBQ is positioned nearby for outdoor cooking.

Cottage in Eastsound

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 ✨

A tranquil pool area features a spacious swimming pool and hot tub surrounded by a decorative patio. Multiple blue umbrellas provide shade over lounge chairs and tables. Lush greenery and colorful plants are visible along the perimeter, creating a serene outdoor setting.

4.89 out of 5 average rating, 228 reviews

Poolside Cabana at the Sunburnt Mermaid

Poolside Cabana is a uniquely modified 26' traveler, 1 BR 2 BA w/private deck, sparkling water views of Westsound from our pool and hot tub. Guests can also take float plane or personal boat direct to Westsound marina within walking distance, We provide transportation to and from marina or Eastsound Airport. Kayak rentals available from our beach and tidelands. Organic vegetable gardens and fruit orchard. Microwave, instapot, toaster, fridge, tea kettle, hot plate, internet and ROKU TV Max 2

4.93 out of 5 average rating, 252 reviews

A charming wooden cottage is nestled among tall trees, surrounded by lush greenery. The entrance features a flower box overflowing with colorful plants. A wheelbarrow rests nearby on moss-covered ground, adding to the rustic appeal of this tranquil setting.

Cabin in Eastsound

Cottage-in-the-Barn on Dragonfly Farm

Pure tranquility is yours on Dragonfly Farm! Centrally located, yet extremely private, with garden, greenhouse, chickens, orchard and pond to paddle around in our kayaks or canoe. Charming decor with leather sofa, high ceilings, fine linens, cozy propane heating stove, tasteful furnishings, barbecue and more. SJC Permit #00PR0V77. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund in the event you need to cancel. We thoroughly disinfect between guests.

Farm stay in Lopez Island

A sunny meadow is occupied by grazing cows, with the Field House visible in the background. The house features solar panels on the roof and large windows, surrounded by lush greenery and trees. The open lawn invites exploration within the working farm setting.

4.99 out of 5 average rating, 209 reviews

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.

4.97 out of 5 average rating, 246 reviews

A charming cottage with bright orange siding is showcased, surrounded by lush greenery. A round table with four wooden chairs is positioned on a grassy area, inviting relaxation. The entrance features a single door, complemented by windows that allow natural light.

Cottage in Eastsound

Farm cottage, close to Eastsound!

Buckhorn Farm Bungalow is located on ten-acres near the north shore of Orcas Island. This family vacation cottage enjoys a wonderful country-farm atmosphere but is only a 5 minute drive from the village of Eastsound, our island's version of “downtown.” Guests can easily walk or ride bicycles along level roads to restaurants, shops or to the nearby semi-private beach to enjoy beach strolls, tide-pooling and spectacular views from Mt. Baker to Vancouver Island.

Superhost

A spacious room features a king bed covered with a deep blue blanket, complemented by a nautical decor piece on the wall. A seating area with an armchair and a television can be seen. Large glass doors open to a patio overlooking the natural landscape.

Guest suite in Eastsound

4.89 out of 5 average rating, 122 reviews

Entire Guest Suite on Orcas Golf Course

🌟 Introducing our new private bedroom with a private bathroom: 🛏️ Enjoy a comfortable stay with 1 king bed. 🚪 The space has its own private entry for your convenience. 🌳 Located directly on the Orcas Island Golf Course, perfect for golf enthusiasts! 🍽️ While there's no kitchen, amenities include a small fridge/freezer combo, microwave, and access to an outdoor grill. Experience relaxation and convenience at Orcas Island – book your stay now! 🏌️‍♂️

4.98 out of 5 average rating, 259 reviews

A relaxing hot tub is set on a deck surrounded by trees, offering a private retreat. The serene environment features wooden fencing and a pathway, with glimpses of nature visible through the trees, creating a tranquil atmosphere.

Home in Eastsound

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.

A breathtaking sunset view from a mountain top showcases layers of colorful skies transitioning from orange to pink. Below, tranquil waters reflect the soft hues, while silhouettes of distant islands and lush trees create a striking foreground.

5 out of 5 average rating, 245 reviews

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.

A cozy living area features large French doors that open to a deck, allowing natural light to fill the space. Comfortable seating includes a dark chair with a soft throw and a light sofa adorned with decorative pillows. A small wooden coffee table sits on a textured rug.