Family-friendly vacation 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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Guest favorite

Farm stay in Eastsound

4.83 out of 5 average rating, 563 reviews

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.

Guest favorite

Home in Eastsound

4.94 out of 5 average rating, 118 reviews

The Lodge: Private beach, kayaks, hot tub, bikes,

Book w/Confidence! Buy Trip Insurance. We have 4 rooms in which you can sleep (see photos). Stunning views, private beach just steps from our 40 ft deck, hot tub, bikes, kayaks, row boat, crab pots, fire pit, ping pong table, BBQ. You will have the ultimate vacation on Orcas Island. Inside you will find a luxurious master bedroom, 2 bathrooms, 2 bedrooms, 2 "bonus" rooms, 6 beds. Pet Fee: $100 first pet. $50, second pet. We require a signed rental agreement prior to check-in. PCUP000-16-0032

Guest favorite

Condo in Eastsound

4.93 out of 5 average rating, 161 reviews

Water View! Eastsound Suites: PORT SUITE

Water view! 1,100+ sf. Luxury Suite in the heart of Orcas Island. Located in Eastsound Village-- walk to shops, restaurants, galleries & the beach! * Master bedroom (K): organic latex mattress, luxury linens, down duvet and pillows * Spacious bath: 2-person jetted tub & steam shower * Full kitchen open to living area * 2-sided gas fireplace * Private sun deck with water view Note: if PORT is booked, check the Eastsound Suites STARBOARD listing. Suites are identical- same Fishing Bay view!

Guest favorite

Home in Olga

4.95 out of 5 average rating, 651 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. 3D HDTV with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

Guest favorite

Home in Eastsound

4.91 out of 5 average rating, 233 reviews

Dragonfly Pond - Dog-Friendly Retreat - Orcas Isl.

Dragonfly Pond house is a rustic, spacious, light-filled vacation rental home on Orcas Island with high ceilings overlooking a tranquil pond. Clean & comfy. Located in 7 acres of forest, it's peaceful and secluded. Close to town and the ferry. High speed Internet. #weaccept 7 guests total, not counting kids under 2 yrs old. 3 bedrooms plus bed in common areas. Dogs welcome (well behaved) with pet fee. *See house rules*. Full kitchen ready for your vacation meals. Gas grill outside.

Guest favorite

Home in Eastsound

4.98 out of 5 average rating, 310 reviews

NW Modern w/ Hot Tub and Billiards Table | Rosario

Orcas Island Getaway @ Rosario is a NW Modern design, completed in Nov. 2017 boasting over 2,200 sq ft of open living space. Quality finishes and luxury details set this home apart. We've curated the furnishings and decor with care, choosing quality products and furnishings that anyone would enjoy living with full-time, and equipped with amenities such as hot tub, espresso machine and billiards table in the recreation room. All 3 bedrooms feature king-sized beds and quality linens.

Guest favorite

Loft in Eastsound

4.9 out of 5 average rating, 199 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.

Guest favorite

Home in Eastsound

4.97 out of 5 average rating, 110 reviews

Waterfront home, stunning sunsets, sleeps 11

Craftsman 2600 sq. ft. home Large wall of windows and high ceilings 1.5 miles from the town of Eastsound Stunning sunset views Fully stocked kitchen Perfect for large groups and family friendly Open floor plan with wood floors throughout Woodstove and cozy reading nook Large deck with grill Ping-pong table, board games, books and DVD’s Medium/low bank beach access Huge sandy beach at minus tide Rocky beach at low tide Public beach access one block away Private mooring buoy

Guest favorite

Cabin in Eastsound

4.95 out of 5 average rating, 171 reviews

Cabin in the Orchard

Escape to a recently built cabin, enveloped in a historic apple orchard on 5+ acres, close to all the amenities. Our guests appreciate the privacy of our location, along with the ease of access to all the activities our island has to offer. Imagine yourself in a comfy rocker on the porch watching deer graze right in front of you. Try a stay in our cabin for peace, comfort and cleanliness, (full kitchen & fridge included) We’re proud of our superhost status! #PPROV0-16-0032

Guest favorite

Home in Eastsound

4.98 out of 5 average rating, 165 reviews

Stylish, Chef's Kitchen, Minutes to Moran Park

Tree Haven is a perfect home for friends and small families. Located close to Eastsound, Moran State Park, and the Rosario Resort Marina, adventure is just minutes away. Our well-appointed home has an open floor plan, plus a separate media room for lounging or extra guests. Outdoor dining on the deck is amazing. Nestled in tall, beautiful trees, Tree Haven is a peaceful retreat yet offers the convenience of being minutes from shops, beaches, trails, and kayaking.

Guest favorite

Earthen home in Mayne Island

4.96 out of 5 average rating, 446 reviews

Picturesque and unique cob home on organic farm

On a working organic farm, close to the village, restaurants and many great beaches and walks, you'll find our stunning Mandala Cob. A unique cob house, we are situated with a beautiful valley view of our farm, looking out over cows, sheep, and acres of fields and forest. We welcome couples looking for romantic getaways, solo adventurers in search of a picturesque environment, business travellers needing some privacy, and families with infants.

Guest favorite

Home in Eastsound

4.95 out of 5 average rating, 125 reviews

Beautiful WaterViews, Pet-Friendly, Close to Town

Welcome to Cool Breeze! This well-appointed home has water views and is family and pet-friendly. Located in a quiet neighborhood yet within walking distance of downtown Eastsound, this is an ideal location for your next vacation! Create your own meals in our gourmet kitchen or head into town to try some of the finest cuisines and craft drinks in the Pacific Northwest. Paddleboard, kayaking, hiking, and golfing are just a short trip away!