Holiday houses in Eastsound

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Top-rated holiday rentals in Eastsound

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.
Guesthouse in Eastsound
4.99 out of 5 average rating, 149 reviews

Heather Waterfront Guest Cabin on private estate

See our other two available cabins listed on this waterfront estate by clicking my host profile. Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

Top Guest favourite
Cottage in Eastsound
4.97 out of 5 average rating, 322 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 ✨

Guest favourite
A wooden table is set on a private sun deck, featuring two glasses of white wine and a plate of fresh strawberries. Lush green foliage is placed in a small pot beside the table, while a tranquil water view and distant mountains create a serene backdrop.
Condo in Eastsound
4.93 out of 5 average rating, 173 reviews

Water View! 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!

Top Guest favourite
Home in Eastsound
4.95 out of 5 average rating, 306 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

Guest favourite
A serene outdoor balcony offers a view of the calm waterfront, framed by trees. A small table displays two glasses of red wine and a bottle, inviting relaxation. The sky is partly cloudy, with sunlight reflecting on the water.
Loft in Eastsound
4.9 out of 5 average rating, 315 reviews

The Leeward Studio at SeaStar Lofts

Soak in gorgeous views from this beautiful condo perched on the shore! Located in the heart of Eastsound Village, with shops and restaurants just steps away. Enjoy tasteful decor, balcony, fine linens, fully equipped kitchenette, locally roasted coffee, soaking tub, cozy propane heating stove, and much more. Pure magic! 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 recently built cabin with wooden siding is surrounded by a lush green lawn, framed by trees. A picnic area with red benches is situated in the foreground, inviting outdoor relaxation. The cabin features a spacious porch with ample windows, showcasing a bright and airy atmosphere.
Cabin in Eastsound
4.95 out of 5 average rating, 191 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

Top Guest favourite
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.
Condo in Eastsound
4.99 out of 5 average rating, 223 reviews

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!

Top Guest favourite
Home in Eastsound
5 out of 5 average rating, 100 reviews

Bright, Contemporary, Walk to Town & 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! 🏖️✨

Top Guest favourite
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.
Home in Eastsound
4.97 out of 5 average rating, 281 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.

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, 366 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.

Popular amenities for Eastsound holiday rentals

When is the best time to visit Eastsound?

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Avg. price$285 AUD$279 AUD$294 AUD$342 AUD$352 AUD$465 AUD$544 AUD$566 AUD$438 AUD$370 AUD$338 AUD$342 AUD
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Frequently Asked Questions

  • What are the best places to stay in Eastsound?

    Eastsound has stays ranging from cozy cabins and waterfront cottages to centrally located apartments near shops and cafes. Many guests opt for rentals in the heart of the village or around lush wooded areas.

  • What are the best things to do in Eastsound with kids?

    Families can explore the playground at a local park, visit a nearby marine discovery center, or enjoy easy hiking trails through forested areas. Seasonal farm stands and artisan markets around Eastsound are often recommended for interactive experiences.

  • What are some of the best things to do in Eastsound?

    Explore artisan shops and galleries in the village, stroll through a scenic waterfront park, or discover local history at a small museum. Outdoor activities like kayaking, whale watching, and hiking are frequently suggested by visitors.

  • How is the weather in Eastsound?

    Eastsound has mild summers around 53–74°F (12–24°C) with less rain, and cooler winters averaging 37–48°F (3–9°C) with more precipitation. Pack a layer for evenings and a light waterproof jacket, as weather can shift quickly.

  • When is the best time to visit Eastsound?

    Late spring through early fall is often recommended, with comfortable temperatures and less rainfall. Local events, outdoor markets, and scenic sights make summer and autumn popular seasons for visitors.

  • What are the best places to visit in Eastsound?

    Eastsound’s waterfront park, artisan shops, and galleries are frequently suggested stops. A local museum and surrounding nature reserves add cultural and environmental interest to the area.

  • What are some hiking trails in Eastsound?

    Explore forested loops in accessible parks around Eastsound, or follow shoreline paths with views of the surrounding islands. Nearby trails often pass through woods, open meadows, and offer lookout spots over the water.

  • What are some family activities we can do in Eastsound?

    Families can picnic at a waterfront park, browse interactive exhibits in a small museum, or visit local markets for seasonal treats. Playground areas and gentle nature trails invite kids to explore outdoors.

  • What are some of the best day trip ideas from Eastsound?

    Consider exploring nearby coastal towns, visiting nature preserves, or taking a wildlife tour to spot marine animals. Seasonal farm visits, biking routes, and local festivals around Orcas Island and neighboring communities are often suggested.

  • Are there any pet friendly accommodations available in Eastsound?

    Many Eastsound rentals welcome pets, especially cottages and private homes around wooded areas or near the waterfront. Public parks make it easy to enjoy outdoor time with your dog.

  • What are some local tips for visiting Eastsound?

    Locals suggest exploring early in the day for quiet streets, bringing layers for shifting weather, and visiting farmers’ markets for fresh produce. Many shops and cafes encourage browsing, and reusable bags are handy for local purchases.

  • What is Eastsound known for?

    Eastsound is known for its vibrant village atmosphere, artisan shops, and natural beauty. Visitors often mention the lively local arts scene, welcoming community, and nearby opportunities for hiking or kayaking.

  • What are the best hidden gems to explore in Eastsound?

    Seek out tucked-away art galleries, tranquil wooded picnic spots, and small local bakeries around Eastsound. Quiet scenic overlooks and less-trafficked shoreline paths are frequently suggested for a peaceful experience.

  • What are the best foods to try in Eastsound?

    Eastsound has locally sourced seafood, artisan breads, and seasonal produce from nearby farms. Fresh oysters, wild salmon, and berry desserts are often highlighted, along with pastries from village bakeries.

  • What should I bring for a trip to Eastsound?

    Pack layered clothing, a waterproof jacket, and comfortable shoes for exploring village streets and trails. A reusable bag is helpful for shopping at markets or artisan stores, and binoculars add to wildlife spotting experiences.

  • What is the nightlife in Eastsound like?

    Evenings in Eastsound feature live music at local venues, laid-back bars, and occasional community events. Many guests enjoy cozy cafes, spirited conversation, and performances that highlight the local arts scene.

  • What are the most popular events or festivals in Eastsound?

    Eastsound hosts lively arts festivals in summer, seasonal markets, and frequent music performances, especially during late spring and early autumn. Community food celebrations and local craft fairs are often recommended.

  • Are there family friendly vacation rentals in Eastsound?

    Vacation rentals in Eastsound include family-friendly cottages, homes around parks, and spacious apartments close to village amenities. Many stays feature extra bedding, kitchen access, and outdoor areas for children to play.

Quick stats about holiday rentals in Eastsound

  • Total holiday rentals

    Explore 60 holiday rentals in Eastsound

  • Nightly prices starting at

    Eastsound holiday rentals start at $172 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Eastsound holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Eastsound rentals

  • 4.9 Average rating

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

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