Family-friendly holiday rentals in Eastsound

4.95 out of 5 average rating, 709 reviews

The image captures a vibrant sunset over the ocean, framed by tall trees. The sky displays rich hues of orange, pink, and purple, reflecting on the water. Silhouetted islands and distant mountains enhance the natural beauty of the scene.

Home in Olga

Two story cedar home with incredible oceanview.

Bungalow 252 is a secluded hilltop cedar home getaway. Magnificent 130 degree view of the ocean, Mt. Baker and the Cascades. Hardwood flooring. Eagles, bats, deer and raccoons abound. BBQ, watch boats and occasionally orcas from the deck. Nicely stocked full kitchen. Wood stove. Pod coffee maker with coffee, chai, hot chocolate. Two 3D HDTVs with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

4.97 out of 5 average rating, 327 reviews

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 two-story red house with dark trim is surrounded by trees and green shrubs. A spacious deck is seen above the entrance, and the front door is framed by a welcoming path leading to it. Sunlight enhances the clear blue sky above.

4.94 out of 5 average rating, 124 reviews

The Red Harbor: Retreat/Refresh/Rekindle

Perfect location for a restful getaway on one of the most beautiful islands in the country! We are new owners to this property, and have done everything possible to make it a special place to relax and enjoy family and friends! Complete with 3 bedrooms and two bathrooms (one bdrm and bath on main level and two bdrms and one bath upstairs). The master bedroom is huge with a deck, where views of the Sound and mountains are pristine! Don’t hesitate to book this sweet spot! You won’t regret it!

4.95 out of 5 average rating, 312 reviews

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

4.91 out of 5 average rating, 230 reviews

A spacious studio room features a large bed adorned with a colorful patchwork quilt. A cozy seating area with a sofa is positioned nearby, and a dining table is situated to the right. Soft natural light enters through multiple windows, illuminating the warm wood accents.

Loft in Eastsound

The Spinnaker Studio at SeaStar Lofts

Beautifully appointed condo with every amenity, overlooking the heart of charming Eastsound Village. Every convenience is provided: fine linens, tasteful decor, fully equipped kitchenette, locally roasted coffee, flat screen tv, and cozy propane heating stove. Enjoy a stroll down the beach and walk to all conveniences. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund should you need to cancel. And rest assured, we THOROUGHLY disinfect between guests.

4.86 out of 5 average rating, 122 reviews

A spacious room features a king-sized bed with a quilted grey cover, paired with a comfortable armchair and a wooden chest. A glass sliding door offers access to a grassy outdoor area, where a glimpse of greenery is visible. A wall-mounted television is positioned for easy viewing.

Guest suite in Eastsound

Entire Guest Suite on Orcas Island Golf Course

Enjoy peace and privacy in this cozy king-bedroom suite on Orcas Island Golf Course ⛳. With its own private entrance and beautiful fairway views, this space is perfect for relaxing or exploring nearby nature spots. ✔ En-suite bath with a shower 🚿 ✔ Wi-Fi, smart TV 📺, heating 🔥 ✔ Mini fridge ❄️, microwave, coffee maker ☕ ✔ Outdoor grill access 🔥 ✔ Shared porch overlooking the course Close to hiking 🥾, whale watching 🐋 & Eastsound charm. Book your escape! 🏌️‍♂️

4.97 out of 5 average rating, 288 reviews

A spacious wooden deck is shown, featuring two comfortable chairs and a glass table. Potted plants add greenery, while a scenic view of the water and distant mountains can be seen in the background under a clear blue sky.

Flat in Eastsound

Wake up to this! Near Eastsound!

Welcome to your peaceful island hideaway — a cozy studio attached to our home, with its own private entrance and deck overlooking the Strait of Georgia. Enjoy unforgettable sunsets, stargazing, and the twinkling lights of Vancouver on clear nights. It’s the perfect spot to relax, recharge, and take in the magic of Orcas Island. We do have a three night minimum, but feel free to reach out to request a two night, which are available time to time! PPROVO-15-0022

4.99 out of 5 average rating, 223 reviews

A private deck is visible, featuring a couple of red chairs and a potted plant. The view showcases calm waters reflecting the sky and surrounding hills, with trees lining the shoreline, creating a serene landscape.

Apartment in Eastsound

Templin Haven

This is a special place right on the water, facing west, overlooking Fishing Bay and Indian Island in Eastsound on Orcas Island. I am one of three waterfront units in Eastsound and have tried to provide everything you will need for a wonderful experience on Orcas. This unit is steps away from all the shops, restaurants, bakery, museum and galleries of our little village of Eastsound. Also, I am a fourth generation islander so ask me some Orcas Island history!

4.97 out of 5 average rating, 271 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.

4.99 out of 5 average rating, 108 reviews

Luxury Waterfront & Views, Private Beach, Golfing

Welcome to Eastsound Shores, our spacious designer home overlooking the Salish Sea! 🌊 Enjoy expansive decks for outdoor living and dining, a fantastic Chef's kitchen, and cozy evenings by the fire with games and a wet bar. Each ensuite bedroom features a luxurious bathroom, perfect for family and friend gatherings. Plus, explore the private beach trail and unique rocky shore right at your doorstep. We can’t wait to host you for an unforgettable getaway!

5 out of 5 average rating, 102 reviews

Bright, Contemporary, Walk to Town, Cafes & Beach

Experience stylish, contemporary living at Madrona Pointe, our centrally located home! 🌟 Just a short walk from the best shops and cafes, the spacious living area and gourmet kitchen make it easy to enjoy time with friends and family. Cook your own meals or stroll into town to savor local foods and craft drinks. Adventure is at your fingertips with hiking, kayaking, and paddleboarding nearby. Plus, we're only a two-minute walk to Crescent Beach! 🏖️✨

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.

4.97 out of 5 average rating, 284 reviews

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.

Popular amenities for Eastsound family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 112 reviews

A historic stone cabin is set amidst a forest landscape, with a gravel path leading to the entrance. Natural stone walls blend with a wooden beam overhang, while a chimney adds to the rustic charm. Low-maintenance landscaping features river stones and various shrubs.

Home in Bellingham

Artists Stone Cabin with Sauna & Cedar Soaking Tub

An outdoor stone patio features a fire pit surrounded by six black Adirondack chairs. The sunset casts warm hues over the landscape, with ocean views visible through the trees. A lush lawn leads to the water's edge, emphasizing the serene natural setting.

4.98 out of 5 average rating, 120 reviews

Amazing sunsets, water view, hot tub, near town.

4.94 out of 5 average rating, 1,665 reviews

The Pleasant Bay Lookout is surrounded by lush greenery, showcasing a small, modern structure elevated on wooden supports. A spacious deck extends outwards, framed by thriving trees that enhance the natural setting. The building features a flat roof adorned with vegetation.

Treehouse in Bellingham

Pleasant Bay Lookout (epic sea view + hot tub)

4.94 out of 5 average rating, 446 reviews

A hot tub is situated on a stone patio, surrounded by lush trees. In the background, the treehouse is visible, with a deck that includes seating. The natural setting enhances a sense of privacy and tranquility.

Treehouse in Bellingham

Bellingham Treehouse w/ Waterfall, View, & Hot Tub

4.95 out of 5 average rating, 321 reviews

Cottage in Olga

Charming Family Cabin W/ Hot Tub -Near State Parks

4.99 out of 5 average rating, 181 reviews

A spacious living area features large fold-back doors that open to a deck with ocean views. Natural light floods the room through skylights. A comfortable sectional sofa is positioned near a modern fireplace, while a dining area with stylish chairs is visible in the background.

Home in Blaine

Waterfront Luxury | The Perch at Birch Bay

4.96 out of 5 average rating, 134 reviews

The cabin exterior is showcased amid tall trees, featuring a warm wooden structure alongside a treehouse. An inviting cedar hot tub is situated on a stone patio, with red Adirondack chairs arranged in a circle nearby. The landscape is brightened by the soft sunlight filtering through the foliage.

Cabin in Lummi Island

Lakeside Cabin in the Trees with Views & a Hot Tub

Superhost

A classic cabin is situated just off the beach, featuring a wooden exterior and a covered patio. Picnic tables with umbrellas and seating are placed near the water's edge, surrounded by natural stones and lush greenery. A glimpse of parked vehicles is also visible.

Cabin in Eastsound

4.87 out of 5 average rating, 234 reviews

Beachfront Cabin, 2BR on absolutely stunning beach

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 505 reviews

A cozy cottage is showcased, featuring a shingled exterior and red umbrellas on the deck. Vibrant red flowers bloom in the foreground, while a scenic view of the bay and distant boats is visible in the background. A comfortable chair is positioned in the garden.

Home in Lopez Island

Charming Bay House #1

4.97 out of 5 average rating, 295 reviews

A fire pit is centered in the foreground, with flames rising against a backdrop of a serene seaside at sunset. The rocky beach and gentle waves reflect the warm hues of the sky, with faint silhouettes of boats visible in the distance.

Cottage in Ferndale

Sandy’s Beach House - stunning sunsets!

5 out of 5 average rating, 112 reviews

A modern black structure stands amid lush greenery, characterized by large windows and a flat roof. A picnic table is positioned on the grassy area in front, surrounded by tall trees. Sunlight filters through the foliage, illuminating the natural setting.

Cabin in Anacortes

Cozy Modern Cabin - The Dragonfly on Guemes Island

4.9 out of 5 average rating, 178 reviews

A spacious living area features high wooden ceilings and large windows that offer scenic views. A central dining table is surrounded by colorful chairs. Various seating options, including a red accent chair and cozy nooks, invite relaxation while allowing natural light to fill the space.

Home in Pender Island

Cliff Top Family Home Over Looking the Ocean

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, 238 reviews

The Field House Farm Stay on Midnight's Farm

Guest house in Oak Harbor

A charming cottage is framed by lush greenery, showcasing a path leading to the front door. Large windows reflect the surrounding trees, while water views are visible in the distance. The vibrant green accents of the doors add a touch of color to the earthy tones.

5 out of 5 average rating, 163 reviews

1930s view cottage on Skagit Bay

4.92 out of 5 average rating, 272 reviews

Snow-capped mountains rise majestically in the distance, reflecting soft hues of pink and blue in the early morning light. The tranquil water of the Puget Sound gently laps against scattered rocks in the foreground, providing a serene connection to the landscape.

Home in Decatur Island

Hobby Farm Remote private island! Escape Seattle!

4.97 out of 5 average rating, 403 reviews

A vibrant sunset casts rich hues of pink and purple across the sky, reflecting on the calm waters of Lummi Bay. The shoreline reveals a mud flat, with distant hills outlining the horizon under a softly lit atmosphere.

Home in Bellingham

Sunset house beachfront bungalow

Family-friendly home rentals with a pool

A balcony view captures the vibrant downtown area, showcasing a blend of historic and modern architecture against a clear blue sky. Lush trees line the streets below, while distant mountains are visible on the horizon.

4.97 out of 5 average rating, 222 reviews

Waterfalls Hotel Gallery Suite

4.98 out of 5 average rating, 134 reviews

A cedar barrel sauna and a cold tub are nestled among the lush greenery of the forest, surrounded by twinkling string lights. The natural setting enhances a sense of tranquility, inviting relaxation after outdoor adventures.

Home in Bellingham

Bellingham Adventure Pad - Hike, Bike, Lake, Sauna

A modern multi-story building is displayed, featuring a combination of glass balconies and smooth stone surfaces. Lush greenery accents the lower levels, and bright blue skies enhance the architectural details. The structure is situated at a busy street intersection, capturing a vibrant urban atmosphere.

4.96 out of 5 average rating, 421 reviews

Waterfalls Hotel 2 Bedroom 2 Bath

4.8 out of 5 average rating, 140 reviews

Waterfalls Hotel Sophisticated Suite

4.9 out of 5 average rating, 105 reviews

The bedroom features a spacious bed adorned with neutral bedding. A large sliding glass door provides access to a private deck, revealing views of Cascade Bay and surrounding trees. A television and electric fireplace are also visible, enhancing the room's comfort.

Guest suite in Eastsound

Rosario Condo - Views/Two Queen Beds

A stylish living area is presented with large windows that offer expansive views of the city and ocean. A contemporary leather sofa is positioned in front of a modern gas fireplace, with a wall-mounted TV above it. A comfy chair and a potted plant enhance the serene environment.

4.96 out of 5 average rating, 99 reviews

WaterFalls Hotel:Oasis Diamond Suite

4.96 out of 5 average rating, 175 reviews

An enclosed indoor pool area features a large swimming pool with a water slide and decorative plants. Ample seating is arranged along one side, and a whimsical bird sculpture is visible in the water. Natural light filters through the transparent roof, creating a bright atmosphere.

Cottage in Everson

Cottage at Sundara West-Heated Pool open all year