
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

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.

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.

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.

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.

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

Eagles' Bluff
Watch eagles soar over the Salish Sea with the Olympic Mountains and San Juan Islands in the background. You will enjoy beautiful vistas and spectacular sunsets from the porch of the cabin. Our cozy studio cabin is located halfway between the charming town of Anacortes and Deception Pass. Enjoy hiking, fishing, kayaking, and whale watching as well as dining and shopping - just be back in time to watch a gorgeous sunset unfold.

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.

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
Family-friendly home rentals with a hot tub

Waterfront Privacy, Pet-Friendly, Close to Trails

Pleasant Bay Lookout (epic sea view + hot tub)

Dinner Bay Private Cottage

Waterfront San Juan Island Retreat | Beach & Views

Bellingham Treehouse w/ Waterfall, View, & Hot Tub

NW Modern w/ Hot Tub and Billiards Table | Rosario

Deacon Hill Ocean View HotTub Suite on 10 Acres

Beachfront Cabin, 2BR on absolutely stunning beach
Family- and pet-friendly home rentals

The Driftwood - Cozy Cabin with Beach Access

Sea Forever Guest House (#PPRPVO-12-0033)

Cozy Modern Cabin - The Dragonfly on Guemes Island

Tir na nO'g Farm (Island retreat)

Garden Cottage B, Heart of Lopez Village

Sehome Garden Inn- Japanese Garden Suite

1930s view cottage on Skagit Bay

Tall Cedars Private Apartment
Family-friendly home rentals with a pool

Deer Harbor, WA, 1 Bedroom HS Suite SN #1

Marina View Cottage at Currents in Otter Bay

Pender Island Oceanfront Cottage #2

Rosario Condo - Views/Two Queen Beds

Currents at Otter Bay, Pender Island Cottage

Waterfront Home in LaConner

Sleek Ferndale Home w/ Ocean & Mountain Views!

Dapper Swan Landing- Private Entry Suite
When is the best time to visit Eastsound?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $258 SGD | $227 SGD | $244 SGD | $316 SGD | $383 SGD | $480 SGD | $612 SGD | $604 SGD | $453 SGD | $338 SGD | $300 SGD | $292 SGD |
| 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 $221 SGD 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

Wifi availability
30 of Eastsound holiday rentals include wifi 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!
Destinations to explore
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- Rentals with outdoor seating Eastsound
- Rentals with a fireplace Eastsound
- Rentals with beach access Eastsound
- Pet-friendly rentals Eastsound
- Rentals with a washing machine and dryer Eastsound
- Rentals with a patio Eastsound
- Family-friendly rentals San Juan County
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- Family-friendly rentals United States
- University of British Columbia
- BC Place
- Playland at the PNE
- Queen Elizabeth Park
- Jericho Beach
- Golden Ears Provincial Park
- Bear Mountain Golf Club
- English Bay Beach
- Fourth of July Beach
- White Rock Pier
- VanDusen Botanical Garden
- Vancouver Aquarium
- Craigdarroch Castle
- Willows Beach
- Birch Bay State Park
- Cultus Lake Adventure Park
- Deception Pass State Park
- Shaughnessy Golf & Country Club
- Central Park
- Point Grey Beach
- Olympic Game Farm
- Kinsol Trestle
- Marine Drive Golf Club
- Olympic View Golf Club




