Family-friendly holiday rentals in Eastsound

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Top-rated family-friendly rentals in Eastsound

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of a hand-sculpted earth house showcases natural, curved walls made from local materials. Large, rounded windows allow light into the interior. A small balcony extends from the upper level, and inviting outdoor seating is visible in the foreground.
Earthen home in Mayne Island
4.98 out of 5 average rating, 983 reviews

Cob Cottage

Channel the pursuit of pause in this one-of-a-kind earth house. The cozy retreat was hand-sculpted using local and sustainable natural materials, and features a central living space with cantilevered slab stairs leading to the loft bedroom. Guests have access to the entire cottage and surrounding property. We live in the neighbouring house, and are happy to give advice or answer questions to help you make the most of your stay. The neighborhood is quite rural and mostly agricultural with several farms and a small private vineyard. The home is a 10 minute walk from the beach and a 20 minute walk from a family grocery and deli specializing in local organic produce. Mayne Island has a small community bus. Times and routes are limited, particularly in the winter. It will stop at the driveway. We also have an official hitch hiking system with signed Car Stops where you can wait for a ride. Usually you don't have to wait long. We are happy to offer pickup and drop off at the ferry dock as a courtesy to encourage car-free travellers, on days when the community bus is not running. Please let us know ahead of time that you'll be coming without your own transportation, and we will make sure that either we or the community bus (which will drop you off at our driveway) are there to meet you when your ferry arrives. The BC Ferries terminals near Victoria and Vancouver are easily reachable via public transit from their respective airports and downtowns.

Top Guest favourite
A light-filled living space features a gray sleeper sofa adorned with a cozy blanket. An oval mirror reflects the bright interior, while a dining table and chairs are positioned near a large window offering scenic views. Soft textures create a welcoming atmosphere.
Guesthouse in Olga
4.88 out of 5 average rating, 240 reviews

Little Stuga | Water Views, Cozy, Great Location

Located in the Historic Hamlet of Olga, Little Stuga provides a quiet retreat conveniently located within steps of the water, two beaches, and a public dock. Light-filled interior spaces provide simple comfort and convenience, great for couples, small families, or remote work travel. Moran State Park, Doe Bay, and Mt Constitution are a quick 5 min drive, with Eastsound only 10 min away. Water views on both levels, high-end linens, fully stocked kitchenette, all in a thoughtfully designed space

Top Guest favourite
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
4.95 out of 5 average rating, 702 reviews

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.

Top Guest favourite
Cottage in Eastsound
4.97 out of 5 average rating, 319 reviews

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 ✨

Top Guest favourite
Home in Eastsound
4.95 out of 5 average rating, 301 reviews

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

Welcome to Beach House, our exquisite beachfront retreat where nature and luxury come together for a perfect romantic getaway. Located on the iconic Crescent Beach of Orcas Island, you’ll enjoy miles of sandy beach right out your door. Step inside to a custom-built cottage with a master suite, fireplace and gourmet kitchen. The meticulous gardens and interior have a zen vibe for a refined and peaceful experience. Come and unwind in the hot tub under the stars. Dreaming is encouraged!

Guest favourite
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
4.91 out of 5 average rating, 227 reviews

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.

Top Guest favourite
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.
Apartment in Eastsound
4.97 out of 5 average rating, 288 reviews

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

Top Guest favourite
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
4.97 out of 5 average rating, 271 reviews

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.

Top Guest favourite
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.
Guesthouse in Eastsound
4.94 out of 5 average rating, 364 reviews

Northbeach Cabin

Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042

Top Guest favourite
Home in Eastsound
4.96 out of 5 average rating, 151 reviews

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.

Top Guest favourite
A serene water view reflects soft pastel hues of pink and blue in the sky, surrounded by lush green hills. The stillness of the water is complemented by distant tree-covered slopes, creating a peaceful natural setting.
Guest suite in Eastsound
4.98 out of 5 average rating, 302 reviews

The Salish Waterfront Retreat

Fishing Bay. Ground-level suite. On the water right next to the village of Eastsound. No Pets or ESA with hair or dander. An exclusive location with amazing views, private beach, kayak launch, above water deck, a Japanese Soaking Tub, and outdoor fire pit. All within a five minute walk to Eastsound. Kayaks, bicycles, mooring buoy, and crab trap are available for free on site for use with a signed Release of Liability.

Guest favourite
A modern two-story home is displayed, featuring large windows and a balcony with partial awning. The exterior is clad in white siding, contrasted by natural stone steps and a horizontal wood fence. Lush greenery surrounds the building, creating a serene environment.
Townhouse in Eastsound
4.94 out of 5 average rating, 123 reviews

New home in Center of Town, Walk Everywhere

Bright, light-filled modern home w/2 bedrooms & 1.75 baths, in the heart of the Eastsound, the center of Orcas Island, w/many shops, restaurants, public beaches, just steps from your front door. Enjoy beautiful views across Eastsound to the bay from the balcony. There is an office nook for remote work. 2 king-size beds, one upstairs & one down, make this perfect for 2 couples. Signed rental agreement required.

Popular amenities for Eastsound family-friendly rentals

When is the best time to visit Eastsound?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$333 NZD$293 NZD$315 NZD$407 NZD$494 NZD$619 NZD$788 NZD$778 NZD$584 NZD$469 NZD$408 NZD$453 NZD
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Quick stats about holiday rentals that are family-friendly in Eastsound

  • Total holiday rentals

    Explore 30 holiday rentals in Eastsound

  • Nightly prices starting at

    Eastsound holiday rentals start at $251 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,670 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Eastsound holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Eastsound rentals

  • 4.9 Average rating

    Eastsound stays are highly rated by guests—averaging 4.9 out of 5!