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Eastsound vacation rentals

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Top-rated vacation rentals in Eastsound

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

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Farm stay in Eastsound

4.83 out of 5 average rating, 562 reviews

Rose Cottage - Deer Harbor, Orcas

PPROVO-14-0015 Our charming old fashioned cottage is private and quiet, overlooking meadows where our horses graze and bird life abounds! Full kitchen with dining table and day bed. Living room with surround windows, wifi, Best suited for a couple & kids 5+ . Flowers and herbs surround the private, sunny patio. Love Horses? Take some Horse Lessons with our mustangs. Great walks right from the door and a mile to the Deer Harbor dock & beach for kayaking, whale watching, sailing. SORRY NO PETS.

Loft in Eastsound

4.95 out of 5 average rating, 304 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.

Home in Eastsound

4.95 out of 5 average rating, 166 reviews

Modern House, pet-friendly, walk to Cascade Lake!

Modern home with peaceful deck, pet-friendly. Bright and comfortable with new furnishings and efficient heating and cooling. Onsite parking for 3 cars. Perfect for 2 couples. Remote work with wi-fi and desk. Walk to Cascade Lake (and all of the Moran State Park trails) across the street. Driveway was paved in 2023 for easy access. 2024: Has Sustonica Sustainability Badge! Rosario Resort is one mile away, Eastsound Village is a 10 minute drive. LANDUSE-19-0166

Cottage in Eastsound

4.97 out of 5 average rating, 269 reviews

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of East Sound on Orcas Island, this charming, studio cottage was fully updated in 2019. Walking distance to restaurants, shopping, and the Eastsound Waterfront Park. Enjoy the sunrise and East Sound views from the deck, the sofa, and even the comfortable queen size bed in this lovely 300 sq. ft. cottage. This is the perfect solo or couple's 'getaway' cottage with all new appliances, quartz countertops, tile bathroom, comfy bedding and new flooring.

Home in Eastsound

4.98 out of 5 average rating, 164 reviews

Stylish, Chef's Kitchen, Minutes to Moran Park

Tree Haven is a perfect home for friends and small families. Located close to Eastsound, Moran State Park, and the Rosario Resort Marina, adventure is just minutes away. Our well-appointed home has an open floor plan, plus a separate media room for lounging or extra guests. Outdoor dining on the deck is amazing. Nestled in tall, beautiful trees, Tree Haven is a peaceful retreat yet offers the convenience of being minutes from shops, beaches, trails, and kayaking.

Condo in Eastsound

4.99 out of 5 average rating, 210 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!

Cottage in Eastsound

4.97 out of 5 average rating, 226 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.

Home in Eastsound

4.95 out of 5 average rating, 125 reviews

Beautiful WaterViews, Pet-Friendly, Close to Town

Welcome to Cool Breeze! This well-appointed home has water views and is family and pet-friendly. Located in a quiet neighborhood yet within walking distance of downtown Eastsound, this is an ideal location for your next vacation! Create your own meals in our gourmet kitchen or head into town to try some of the finest cuisines and craft drinks in the Pacific Northwest. Paddleboard, kayaking, hiking, and golfing are just a short trip away!

Guesthouse in Eastsound

5 out of 5 average rating, 237 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.

Home in Eastsound

4.95 out of 5 average rating, 235 reviews

Luxe Beach House, exceptional waterfront retreat

The Beach House is an exquisite beachfront home perfect for romantic getaways. With a beautiful fireplace in the center room, the gourmet kitchen and elegant living space overlook the water. Outside, relax under the stars with outdoor dining and a hot tub on decks connecting you to manicured grounds and a private trail to the beach. With rare waterfront access, you can enjoy sunset walks, kayaking, or swimming right outside your suite.

Guesthouse in Eastsound

4.94 out of 5 average rating, 307 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 suite in Eastsound

4.98 out of 5 average rating, 252 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.

Vacation rentals for every style

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Hotels

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Homes

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Popular amenities for Eastsound vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Eastsound's top sights

Island Market46 locals recommend

The Barnacle39 locals recommend

Brown Bear Baking38 locals recommend

Inn at Ship Bay36 locals recommend

The Madrona Bar & Grill34 locals recommend

Roses Bakery Cafe32 locals recommend

Other great vacation rentals in Eastsound

Cottage in Eastsound

4.94 out of 5 average rating, 52 reviews

Charming hidden Rosemary Cottage, right in town!

Home in Eastsound

4.96 out of 5 average rating, 50 reviews

Peaceful Orcas Island Getaway (License: 19-0012)

Home in Eastsound

4.94 out of 5 average rating, 53 reviews

Magical Beachfront, Private, Spacious Living

Home in Eastsound

5 out of 5 average rating, 32 reviews

LIGHT HAUS (D) Modern & Clean in Eastsound, Orcas

Cottage in Eastsound

5 out of 5 average rating, 25 reviews

Log Cabin Cottage

Home in Eastsound

4.97 out of 5 average rating, 67 reviews

Heart of Eastsound - Entire home (Walk to it all!)

Home in Eastsound

4.9 out of 5 average rating, 49 reviews

Heron Cove Cottage

Home in Eastsound

4.94 out of 5 average rating, 90 reviews

Waterfront! - Incredible views; Private rocky beac

Quick stats about vacation rentals in Eastsound

Total rentals
60 properties
Nightly prices starting at
$120 before taxes and fees
Total number of reviews
3.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Eastsound?
Yes! Work meets play with ease at over 20 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.
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.

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