Vacation rentals in Eastsound

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Top-rated vacation rentals in Eastsound

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

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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, 701 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
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, 148 reviews

Waterfront Guest Cabin on private beach 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 favorite
Home in Eastsound
4.98 out of 5 average rating, 189 reviews

Stylish, Gourmet Kitchen, Minutes to Moran Park

Tree Haven is the perfect getaway for friends and small families! 🌲 Located near Eastsound, Moran State Park, and the Rosario Resort Marina, adventure is just minutes away. Our well-appointed home features an open floor plan and a separate media room for lounging or extra guests. Enjoy amazing outdoor dining on the deck, all nestled among tall, beautiful trees. Tree Haven offers a peaceful retreat while still being close to shops, beaches, trails, and kayaking. Your island adventure awaits!🏖️

Top guest favorite
Cottage in Eastsound
4.97 out of 5 average rating, 317 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 ✨

Top guest favorite
A two-story red house with dark trim is surrounded by trees and green shrubs. A spacious deck is seen above the entrance, and the front door is framed by a welcoming path leading to it. Sunlight enhances the clear blue sky above.
Home in Eastsound
4.93 out of 5 average rating, 123 reviews

The Red Harbor: Retreat/Refresh/Rekindle

Perfect location for a restful getaway on one of the most beautiful islands in the country! We are new owners to this property, and have done everything possible to make it a special place to relax and enjoy family and friends! Complete with 3 bedrooms and two bathrooms (one bdrm and bath on main level and two bdrms and one bath upstairs). The master bedroom is huge with a deck, where views of the Sound and mountains are pristine! Don’t hesitate to book this sweet spot! You won’t regret it!

Top guest favorite
Home in Eastsound
4.95 out of 5 average rating, 301 reviews

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!

Guest favorite
A spacious studio room features a large bed adorned with a colorful patchwork quilt. A cozy seating area with a sofa is positioned nearby, and a dining table is situated to the right. Soft natural light enters through multiple windows, illuminating the warm wood accents.
Loft in Eastsound
4.91 out of 5 average rating, 226 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.

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 charming cottage with bright orange siding is showcased, surrounded by lush greenery. A round table with four wooden chairs is positioned on a grassy area, inviting relaxation. The entrance features a single door, complemented by windows that allow natural light.
Cottage in Eastsound
4.97 out of 5 average rating, 271 reviews

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.

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, 361 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 favorite
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.

Popular amenities for Eastsound vacation rentals

When is the best time to visit Eastsound?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,166 ZARR3,102 ZARR3,262 ZARR3,802 ZARR3,914 ZARR5,171 ZARR6,046 ZARR6,284 ZARR4,868 ZARR4,105 ZARR3,755 ZARR3,802 ZAR
Avg. temp6°C6°C7°C10°C13°C15°C18°C18°C15°C11°C8°C6°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Eastsound?

    Yes! Work meets play with ease at over 30 vacation rentals in Eastsound featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Eastsound?

    Four-legged friends are welcome in Eastsound. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Eastsound have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Eastsound. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Eastsound have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Eastsound. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Eastsound?

    Experience the best of Eastsound with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Eastsound have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Eastsound. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Eastsound?

    Eastsound has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Eastsound?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Eastsound

  • Total vacation rentals

    Explore 60 vacation rentals in Eastsound

  • Nightly prices starting at

    Eastsound vacation rentals start at R1,909 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 4,330 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

    60 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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