Vacation rentals in Eastsound

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Top-rated vacation rentals in Eastsound

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Top guest favorite
The exterior of a hand-sculpted earth house showcases natural, curved walls made from local materials. Large, rounded windows allow light into the interior. A small balcony extends from the upper level, and inviting outdoor seating is visible in the foreground.
Earthen home in Mayne Island
4.98 out of 5 average rating, 951 reviews

Cob Cottage

Channel the pursuit of pause in this one-of-a-kind earth house. The cozy retreat was hand-sculpted using local and sustainable natural materials, and features a central living space with cantilevered slab stairs leading to the loft bedroom. Guests have access to the entire cottage and surrounding property. We live in the neighbouring house, and are happy to give advice or answer questions to help you make the most of your stay. The neighborhood is quite rural and mostly agricultural with several farms and a small private vineyard. The home is a 10 minute walk from the beach and a 20 minute walk from a family grocery and deli specializing in local organic produce. Mayne Island has a small community bus. Times and routes are limited, particularly in the winter. It will stop at the driveway. We also have an official hitch hiking system with signed Car Stops where you can wait for a ride. Usually you don't have to wait long. We are happy to offer pickup and drop off at the ferry dock as a courtesy to encourage car-free travellers, on days when the community bus is not running. Please let us know ahead of time that you'll be coming without your own transportation, and we will make sure that either we or the community bus (which will drop you off at our driveway) are there to meet you when your ferry arrives. The BC Ferries terminals near Victoria and Vancouver are easily reachable via public transit from their respective airports and downtowns.

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, 142 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.

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, 329 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.

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, 695 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
4.94 out of 5 average rating, 288 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 room features a king bed covered with a deep blue blanket, complemented by a nautical decor piece on the wall. A seating area with an armchair and a television can be seen. Large glass doors open to a patio overlooking the natural landscape.
Guest suite in Eastsound
4.87 out of 5 average rating, 138 reviews

Entire Guest Suite on Orcas Golf Course

Unwind in this private king-bedroom suite on Orcas Island Golf Course. Enjoy a range of thoughtful amenities for a comfortable stay: ✔ En-suite bath with large shower 🚿 ✔ Wi-Fi and smart TV 📺 ✔ Mini fridge ❄️ and microwave ✔ Coffee maker ☕ ✔ Outdoor grill access 🔥 ✔ Shared porch overlooking the fairways ⛳ Close to Eastsound, Moran State Park, hiking 🥾 & whale watching 🐋. Quiet, serene, and perfect for a peaceful getaway or golf retreat. Book your stay now! 🏌️‍♂️

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, 268 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
An outdoor living space features comfortable seating around a propane fire pit, illuminated by string lights overhead. Two kayaks are mounted on the wall, and a hot tub is positioned nearby, providing a relaxed ambiance for gatherings.
Cottage in Eastsound
4.93 out of 5 average rating, 113 reviews

Dog friendly cottage w/Hot Tub+Kayaks, & e-bike

The cottage features partial ocean views with a fenced front yard. Enjoy 3 kayaks, hot tub, & propane fire pit and BBQ. The floor plan is wonderful for multiple couples or 2 small families. Both floors provide privacy of separate spaces while seamlessly flowing together, each featuring comfortable living areas (kitchen, bathroom, & bedroom). Relax in the hot tub, kayak, & e-bike to town. Pet fee $100, $50 for 2nd pet Signed rental agreement required

Top guest favorite
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.
Guesthouse in Eastsound
5 out of 5 average rating, 264 reviews

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.

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, 358 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

Guest favorite
Home in Eastsound
4.96 out of 5 average rating, 143 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

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 20 homes with wifi, over 10 homes with air conditioning, 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 ﺩ.ﺇ441 per night before taxes and fees

  • Verified guest reviews

    Over 4,190 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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