Vacation rentals in Eastsound

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Top-rated vacation rentals in Eastsound

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Top guest favorite
The image captures a vibrant sunset over the ocean, framed by tall trees. The sky displays rich hues of orange, pink, and purple, reflecting on the water. Silhouetted islands and distant mountains enhance the natural beauty of the scene.
Home in Olga
4.95 out of 5 average rating, 710 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. Two 3D HDTVs with streaming. High speed WIFI (100 MBPS upstairs, slower downstairs), cell service. Games, books, DVDs, binoculars, telescope. Soap, shampoo, conditioner.

Top guest favorite
Cottage in Eastsound
4.97 out of 5 average rating, 328 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 favorite
A small studio cabin is nestled among lush greenery, with a pathway leading toward its entrance. The covered porch features French doors and large windows, allowing natural light to brighten the space. Surrounding trees enhance the secluded and tranquil atmosphere.
Guesthouse in Eastsound
4.93 out of 5 average rating, 165 reviews

Romantic Primrose Cabin tucked in magical setting

Primrose: a small studio cabin, Rustic. romantic, private. Cedar with hardwood floors, Queen bed, fireplace, TV monitor with Netflix, and for streaming your services, love seat, French doors. Covered porch faces the water. a table for your morning coffee. path to the hot tub, (shared separately with another cabin. not together) The bedroom/ living space is one cozy room. Compact kitchen: table, dishes, cookware, 2 burner stove, Air Fryer, microwave, drip Coffee maker. fridge,. charcoal BBQ.

Guest favorite
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, 174 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!

Guest favorite
A small table holds a bottle of wine and two glasses on a balcony overlooking the serene waterfront. Views of the calm sea and lush green hills are visible in the distance, with scattered clouds framing the scenic landscape.
Loft in Eastsound
4.95 out of 5 average rating, 335 reviews

The Windward Studio at SeaStar Lofts

Enjoy gorgeous views from this beautifully appointed condo perched right on the shore! Every convenience for your stay: fine linens, eco-friendly amenities, compact kitchen, locally roasted coffee, tasteful furnishings, and more. SeaStar Lofts are in the heart of charming Eastsound Village, with shops and restaurants 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.

Superhost
Tiny home in Anacortes
4.97 out of 5 average rating, 144 reviews

The Eagle's Nest w/ Hot Tub & Water Views

⸻ This tiny home’s most captivating feature is its breathtaking view down Guemes Channel. Imagine soaking in the hot tub while taking in the peaceful trees and water scenery — kick back, relax, and truly unwind. Thoughtfully designed touches throughout make this small space feel warm, inviting, and perfectly suited for a relaxing getaway. This incredible location offers the best of all worlds. Romantic, serene, and unforgettable — you’re sure to make lasting memories at The Eagle’s Nest.

Top guest favorite
Home in Eastsound
4.95 out of 5 average rating, 313 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

Top guest favorite
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.
Apartment in Eastsound
4.97 out of 5 average rating, 288 reviews

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

Top guest favorite
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 favorite
A spacious deck showcases a hot tub framed by tall trees. Large windows reflect the colorful sky at sunset, enhancing the connection to nature. The deck features wooden railings and a clear view of the surrounding landscape, creating an inviting space for relaxation.
Home in Eastsound
4.98 out of 5 average rating, 342 reviews

NW Modern w/ Hot Tub and Billiards Table | Rosario

Orcas Island Getaway @ Rosario is a NW Modern design with 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.

Top guest favorite
Home in Eastsound
5 out of 5 average rating, 103 reviews

Bright, Contemporary, Walk to Town, Cafes & 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 favorite
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, 373 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

Popular amenities for Eastsound vacation rentals

When is the best time to visit Eastsound?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,631 GYDG$40,794 GYDG$42,886 GYDG$49,999 GYDG$51,463 GYDG$67,990 GYDG$79,496 GYDG$82,634 GYDG$64,016 GYDG$53,974 GYDG$49,371 GYDG$49,999 GYD
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.

Quick stats about vacation rentals in Eastsound

  • Total vacation rentals

    Explore 70 vacation rentals in Eastsound

  • Nightly prices starting at

    Eastsound vacation rentals start at G$25,104 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,460 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Eastsound vacation 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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