
Family-friendly holiday rentals in Eastsound
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Eastsound
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

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

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 ✨

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. 3D HDTV with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

Seaside Island Cottage - pets & kids welcome
Love beach walks, sunsets & wildlife viewing? This peaceful island setting is for you! Once off the 5 min ferry ride from Anacortes, you will arrive to our whimsical cottage on the west beach of Guemes with its panoramic views & magical sunsets …the ideal place where you can relax, walk the beaches, find treasures, hike Guemes mountain, explore your favorite water sports, and view our local wildlife of herons, seals, bald eagles, & often orcas. Kids & pets welcome…available mooring buoy.

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!

Tiny House on Guemes Island, WA.
Solar Powered Tiny House and your own private Sauna tucked in the woods amongst old growth Cedar trees. Enjoy campfires at night under the stars and forest canopy, a game of horseshoes, beach walks, hike the Guemes Mountain, or enjoy the NEW Barrel Sauna and cold plunge pull-shower. Also NEW, Take advantage of our three available E-bikes rentals to explore the island. More details in listing photos for pricing and message us after you book if you'd like to add rentals onto your stay.

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.

Studio with Bath and Kitchenette
Come stay in our newly built private guest suite which is attached to the main house, but very private. Private entry via the porch or the shared foyer. Bathroom with heated tile floor and frameless glass shower door. Queen size bed, sitting area with love seat. Flatscreen TV + WiFi Deck with table and chairs. Kitchenette has a small fridge, Nespresso machine, toaster oven, microwave, French press + electric water kettle. Near Moran State Park, Rosario and Doe Bay Resort.

The Coho Cabin - A Beachfront Getaway
Welcome to the Coho Cabin, a tiny house/log cabin perched atop Skagit Bay with direct westerly waterfront views of wildlife, Whidbey Island and the Olympic Mts. Built in 2007, it's an authentic log cabin, custom designed out of Alaskan Yellow Cedar. Enjoy the rustic-yet-elegant vibe, radiant heated floors, cozy loft bed, outdoor bbq and private location. Located 10 min. west of La Conner, guests can browse shops, adventure on unique hikes, or enjoy a relaxing beach stroll.

Entire Guest Suite on Orcas Golf Course
Unwind in this private king-bedroom suite on Orcas Island Golf Course. Enjoy a range of thoughtful amenities for a comfortable stay: ✔ En-suite bath with large shower 🚿 ✔ Wi-Fi and smart TV 📺 ✔ Mini fridge ❄️ and microwave ✔ Coffee maker ☕ ✔ Outdoor grill access 🔥 ✔ Shared porch overlooking the fairways ⛳ Close to Eastsound, Moran State Park, hiking 🥾 & whale watching 🐋. Quiet, serene, and perfect for a peaceful getaway or golf retreat. Book your stay now! 🏌️♂️

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.
Popular amenities for Eastsound family-friendly rentals
Family-friendly home rentals with a hot tub

Beach Cabin (2BR, beach fire pit, west-facing)

Pleasant Bay Lookout (epic sea view + hot tub)

Relaxing retreat with Hot Tub close to everything

Sweeping Views on the Water

Samish Lookout

Charming Family Cabin W/ Hot Tub -Near State Parks

The Woodpecker On Guemes Island w/Hot Tub!

Lakeside Cabin in the Trees with Views & a Hot Tub
Family- and pet-friendly home rentals

Charming Bay House #1

The Driftwood - Cozy Cabin with Beach Access

Sandy’s Beach House - stunning sunsets!

Waterfront Shalom Cabin in Sandy Point

Cozy Modern Cabin - The Dragonfly on Guemes Island

The Bit & Bridle Cabin bids you welcome!

Sehome Garden Inn- Japanese Garden Suite

1930s view cottage on Skagit Bay
Family-friendly home rentals with a pool

Studio Deluxe Cottage *Private Hot Tub* Sleeps 4!

2-Bedroom Presidential *Private Hot Tub* Sleeps 6

King Studio in Rosario w/Views

Tranquil Island Getaway

Sleek Ferndale Home w/ Ocean & Mountain Views!

The Outback Cottage at Sunburnt Mermaid cottages

WorldMark Deer Harbor 3-Bedroom Penthouse, 4 Beds

Rosario Condo with a View/King Bed
When is the best time to visit Eastsound?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $345 NZD | $303 NZD | $326 NZD | $421 NZD | $511 NZD | $641 NZD | $817 NZD | $806 NZD | $605 NZD | $451 NZD | $400 NZD | $390 NZD |
| Avg. temp | 6°C | 6°C | 7°C | 10°C | 13°C | 15°C | 18°C | 18°C | 15°C | 11°C | 8°C | 6°C |
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 $295 NZD per night before taxes and fees

Verified guest reviews
Over 1,590 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, Wi-Fi and Pool across Eastsound rentals

4.9 Average rating
Eastsound stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Vancouver Holiday rentals
- Seattle Holiday rentals
- Fraser River Holiday rentals
- Puget Sound Holiday rentals
- Vancouver Island Holiday rentals
- Portland Holiday rentals
- Whistler Holiday rentals
- Greater Vancouver Holiday rentals
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- Victoria Holiday rentals
- Richmond Holiday rentals
- Rentals with a fireplace Eastsound
- Rentals with a patio Eastsound
- Rentals with a washing machine and dryer Eastsound
- Rentals with beach access Eastsound
- Pet-friendly rentals Eastsound
- Rentals with outdoor seating Eastsound
- Family-friendly rentals San Juan County
- Family-friendly rentals Washington
- Family-friendly rentals United States
- BC Place
- University of British Columbia
- Playland at the PNE
- Queen Elizabeth Park
- Jericho Beach Park
- Golden Ears Provincial Park
- Bear Mountain Golf Club
- English Bay Beach
- White Rock Pier
- VanDusen Botanical Garden
- Fourth of July Beach
- Willows Beach
- Craigdarroch Castle
- Vancouver Aquarium
- Birch Bay State Park
- Deception Pass State Park
- Cultus Lake Adventure Park
- Olympic Game Farm
- Shaughnessy Golf & Country Club
- Point Grey Beach
- Central Park
- Marine Drive Golf Club
- Kinsol Trestle
- North Beach




