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Holiday rentals in Eastsound

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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 €105 per night before taxes and fees

  • Verified guest reviews

    Over 4,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Eastsound holiday rentals include wifi 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!

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.
Guest house in Eastsound

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.

FamilyLocationBeach

4.99 out of 5 average rating, 172 reviews
Guest favourite
Cottage in Eastsound

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 ✨

LocationFamilyCheckout

4.97 out of 5 average rating, 340 reviews
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.
Apartment in Eastsound

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!

LocationFamilyParking

4.93 out of 5 average rating, 183 reviews
Guest favourite
Two wooden Adirondack chairs face a stunning waterfront view, each with a glass of red wine positioned on the armrests. A bottle of wine stands on the concrete patio, framed by rustic wooden railings and lush greenery, with distant hills visible across the water.
Loft in Eastsound

The Captain's Suite at SeaStar Lofts

Gorgeous views from this beautifully appointed condo perched right on the shore, with private waterfront patio! We've provided every convenience: fine linens, eco-friendly amenities, tasteful furnishings, fully equipped compact kitchen, locally roasted coffee, spacious floor plan, and more. All conveniences just steps away. 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.

FamilyValueCheckout

4.9 out of 5 average rating, 168 reviews
Top guest favourite
A tranquil sunset view is framed by large windows, showcasing soft hues of orange and pink reflecting on calm waters. Silhouetted trees line the horizon, while distant islands are visible in the background, creating a serene coastal scene.
Home in Eastsound

North Beach Outlook- Stunning Sea & Sunset views,

Nestled in Eastsound’s North Beach, our home offers the perfect island getaway, just minutes from the village, Moran State Park, and scenic waterfalls. Relax on the deck with tea or wine, shaded by a retractable awning, or unwind inside by the woodfire. With a fully equipped kitchen, you'll have everything you need to enjoy your stay. Whether you're exploring the island or simply soaking in the peaceful atmosphere, our home is a welcoming retreat for all to enjoy. PPROVO-18-0007

FamilyLocationComfort

5.0 out of 5 average rating, 55 reviews
Guest favourite
Cottage in Eastsound

The Pearl

The Pearl is a modern studio for a couple or solo traveler wanting to explore the wild beauty of Orcas Island. Overlooking the Salish Sea and the charming village of Eastsound, we invite you to relax by the gas fireplace and enjoy making meals in a fully equipped kitchen. Our studio cottage features: ☀️ Gas Fireplace ☀️ All-new appliances ☀️ Quartz countertops ☀️ Custom-tiled bathroom ☀️ Luxury linens and amenities ☀️ Waterfront Park Your island escape is ready for you ✨

LocationParksOutdoor spaces

4.92 out of 5 average rating, 37 reviews
Guest favourite
A spacious room features a king-sized bed with a quilted grey cover, paired with a comfortable armchair and a wooden chest. A glass sliding door offers access to a grassy outdoor area, where a glimpse of greenery is visible. A wall-mounted television is positioned for easy viewing.
Guest suite in Eastsound

Entire Guest Suite on Orcas Island Golf Course

Enjoy peace and privacy in this cozy king-bedroom suite on Orcas Island Golf Course ⛳. With its own private entrance and beautiful fairway views, this space is perfect for relaxing or exploring nearby nature spots. ✔ En-suite bath with a shower 🚿 ✔ Wi-Fi, smart TV 📺, heating 🔥 ✔ Mini fridge ❄️, microwave, coffee maker ☕ ✔ Outdoor grill access 🔥 ✔ Shared porch overlooking the course Close to hiking 🥾, whale watching 🐋 & Eastsound charm. Book your escape! 🏌️‍♂️

LocationFamilyWifi

4.88 out of 5 average rating, 145 reviews
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.
Flat in Eastsound

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

ValueLocationQuiet

4.97 out of 5 average rating, 303 reviews
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

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, two kayaks, 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 located in the three ring binder in the unit.

LocationValueHot tub

4.98 out of 5 average rating, 321 reviews
Top guest favourite
Home in Eastsound

Luxury Waterfront & Views, Private Beach, Golfing

Welcome to Eastsound Shores, our spacious designer home overlooking the Salish Sea! 🌊 Enjoy expansive decks for outdoor living and dining, a fantastic Chef's kitchen, and cozy evenings by the fire with games and a wet bar. Each ensuite bedroom features a luxurious bathroom, perfect for family and friend gatherings. Plus, explore the private beach trail and unique rocky shore right at your doorstep. We can’t wait to host you for an unforgettable getaway!

LocationFamilyWifi

4.99 out of 5 average rating, 123 reviews
Guest favourite
The exterior of the two-story cottage is surrounded by lush greenery. A stone pathway leads to a circular wooden entrance, featuring large glass doors framed by sculpted wood and metal artwork. Lanterns hang above, providing a warm glow to the inviting entry area.
Home in Eastsound

Heron Cove Cottage

Heron Cove is an unabashedly luxurious two-story Orcas Island cottage rental, designed (sculpted is rather more appropriate!) by renowned architect-artist James Hubbell. The round cottage itself is a destination site and has been featured in books and on television. Heron Cove features stained-glass windows, metal sculpture work, ceramic mosaics, and mixed-media artwork that function as fireplaces, wall sconces, railings, and lights. VR Permit #:1990SJ042

LocationValueHeating

4.9 out of 5 average rating, 91 reviews
Top guest favourite
A breathtaking sunset view from a mountain top showcases layers of colorful skies transitioning from orange to pink. Below, tranquil waters reflect the soft hues, while silhouettes of distant islands and lush trees create a striking foreground.
Guest house in Eastsound

Orcas Island Sunset Retreat

Relax on Orcas Island in this quiet and peaceful guesthouse high up on Buck Mountain. Enjoy gorgeous views and spectacular sunsets, south to Olympic Mtns and west to Vancouver Is. This 900 sq ft guesthouse has a rustic elegance and is comfortably furnished. Ten foot high ceilings add to the grand and spacious feeling of the guesthouse. Hand waxed pine plank floors and dark woodwork give a lustrous sense and air of old and timeless beauty.

LocationValueWalkability

5.0 out of 5 average rating, 290 reviews

Popular amenities for Eastsound holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Eastsound's top sights

The Barnacle

43 locals recommend

Orcas Center

20 locals recommend

Country Corner

21 locals recommend

Crescent Beach

6 locals recommend

Ship Bay

3 locals recommend

Monkey Puzzle

3 locals recommend

Other great holiday rentals in Eastsound

Top guest favourite
Guest house in Eastsound

North Beach Cottage on Orcas Island

LocationSleep qualityNearby

5.0 out of 5 average rating, 55 reviews
Top guest favourite
Home in Eastsound

Waterfront Beach House | North Beach Orcas Island

FamilyLocationCleanliness

5.0 out of 5 average rating, 23 reviews
Guest favourite
An outdoor seating area is arranged on a stone patio, featuring a comfortable sectional sofa, dark coffee table, and accent chairs. A firepit stands nearby, with a backdrop of tall evergreens and a view of the water and mountains beyond. A patio heater is also present.
Home in Eastsound

Peaceful Orcas Island Getaway (License: 19-0012)

LocationFamilyComfort

4.95 out of 5 average rating, 93 reviews
Guest favourite
The exterior of the house features a welcoming wooden deck with comfortable seating arrangements. A hot tub is positioned nearby, and large windows adorned with red frames reflect the natural surroundings. Lush greenery borders the property, creating a serene atmosphere.
Home in Eastsound

Walk to Eastsound • Hot Tub • Water Views

ValueLocationQuiet

4.96 out of 5 average rating, 73 reviews
Superhost
A scenic view of the waterfront is captured from a wooden balcony. Calm waters reflect the sky, while distant hills frame the landscape. Lush greenery and trees are visible along the shoreline, creating a serene atmosphere.
Flat in Eastsound

Waterview 2-BDR Condo!

ValueLocationNearby

4.89 out of 5 average rating, 44 reviews
Guest favourite
Flat in Eastsound

Studio apartment, Orcas Island, Madrona Suites #4

LocationConditionIndoor spaces

4.94 out of 5 average rating, 32 reviews
Top guest favourite
A spacious bedroom features a large bed adorned with a floral quilt in vibrant hues of red and blue. Matching lamps sit on bedside tables, and a chair is positioned nearby, providing a serene and comfortable retreat.
Apartment in Eastsound

Rosario Bay View Retreat

ValueLocationAccuracy

4.91 out of 5 average rating, 91 reviews
Guest favourite
The exterior of the manor is showcased with its elegant architecture, featuring multiple gabled roofs and a wide porch with white railings. Lush greenery and trees surround the property, creating a natural and serene atmosphere.
Home in Eastsound

Exceptional, Hot Tub, Pickleball, Close to Town!

FamilyLocationBack garden

5.0 out of 5 average rating, 14 reviews

When is the best time to visit Eastsound?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€201€185€199€206€249€278€334€347€269€227€207€210
Avg. temp6°C6°C7°C10°C13°C15°C18°C18°C15°C11°C8°C6°C

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.

Destinations to explore