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Beautiful Water Views, Pet- Friendly, Close to Town, Beaches, Hiking, Kayaking

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Cozy and spacious living room area with amazing outdoor greenery view
Amazing balcony with views of Eastsound
Kitchen Island seating for four.  The living room, kitchen and dining room are one common space for famil gatherings.
Stocked kitchen with drip coffee maker, french press, coffee grinder, coffee bar, spices, oil, appliances, and kitchen essentials.
Dining table for six, plus extra seating at the kitchen island.  There is a full size, top-loading washer and dryer behind the green curtain.  Laundry soap provided.

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6153.3 sq m

Popular amenities

  • Air conditioning
  • Dryer
  • Parking available
  • Washer
  • Barbecue grill
  • Kitchen

Explore the area

Map
Eastsound, WA
  • Eastsound Beaches
    ‪8 min walk‬
  • Darvill's Bookstore
    ‪9 min walk‬
  • Orcas Island Golf Course
    ‪4 min drive‬
  • Eastsound, WA (ESD-Orcas Island)
    ‪4 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

4 Single Beds

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Office
Balcony
Outdoor play area
Dining area

About this property

Beautiful Water Views, Pet- Friendly, Close to Town, Beaches, Hiking, Kayaking

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.


We offer Contactless Check-Ins. Just give us a quick text to let us know you arrived safely!

As your on-island host, I am available for support 8 am-5 pm daily, and 24/7 support for emergencies.



Tucked away on a private lane with no through traffic, Cool Breeze offers a quiet and relaxing escape. Friendly year-round neighbors add to the welcoming atmosphere—feel free to say "hi" if you see them!

🚗 Parking: Limited to two cars only due to a shared driveway—strictly enforced.
🏙️ Prime Location: Just a 2-minute drive (or a 5-10 minute walk) to downtown Eastsound, home to local shops, restaurants, and grocery stores.
🥾 Walk with Care: The road is steep, so sturdy shoes are recommended for the hike home.

📍 Central to Everything on Orcas Island – Whether exploring Eastsound, the west side, or Moran State Park, this location makes for an ideal home base for your island adventures. 🌊

Distance from popular spots:
📍Orcas Island Ferry Terminal - 9.9 miles or 18-min drive
📍Eastsound - 0.9 miles or 3-min drive
📍Moran State Park - 5.2 miles or 11-min drive
📍Island Market - 1 mile or 4-min drive
📍Turtleback Preserve - 4.5 miles or 10-min drive

You'll receive a Welcome Letter three days before your arrival with directions to the house and access information. There is a lockbox located next to the front door with a key inside. There is an extra key inside the house as well.

Welcome to our stunning craftsman-style home, where breathtaking views of East Sound await you! 🌊✨ With 1,600 square feet spread across two stories, our spacious retreat is perfect for families looking to create unforgettable memories together.

As you step through the front door, you’ll be greeted by our inviting great room, which seamlessly combines the kitchen, dining, and living areas. Our kitchen is a chef’s dream, featuring Bosch appliances and an array of cookware and gadgets to whip up delicious meals for your loved ones. 🍽️ The living and dining rooms are furnished with modern, comfortable pieces from West Elm, making it the ideal spot to relax and enjoy each other’s company. And don’t forget to step out onto the large balcony, where you can soak in the water views and enjoy al fresco dining when the weather is just right! 🌅

On the main floor, you’ll find the spacious Master Bedroom Ensuite, complete with a custom-tiled shower and tub combo. The double vanity and radiant floor heating create a spa-like atmosphere, perfect for unwinding after a day of adventure. 🛁

Head downstairs to discover two cozy guest bedrooms and an additional full bathroom. One guest room features a queen bed, while the other has two twin trundle beds, making it great for kids or friends. The shared bathroom boasts custom tiling and radiant floor heat, along with a relaxing shower/tub combo for those much-needed moments of tranquility. Plus, with a private entry downstairs, you can access a covered patio with seating and our lovely backyard.

While our yard isn’t fenced, it offers plenty of space for your furry friends to stretch their legs. Just a friendly reminder to keep your dog on a leash while exploring the neighborhood—thank you! 🐾

For those who need to work or study remotely, you’ll appreciate our reliable WiFi, which supports multiple devices for seamless video streaming. We’ve even provided folding desks in the Master Bedroom closet and Guest Bedroom for a convenient office setup. 💻

And don’t worry about laundry—there’s a washer and dryer available for your use on the main level!

If you need to change your dates, please reach out to us directly instead of canceling. We’re here to help!

We can’t wait to welcome you to our beautiful home and help you make the most of your stay! 🏡💖

Permit Use: PCUP00-15-0018

We recommend you have a car or bike for transportation around the island. There are many amazing parks, beaches, and trails to explore, so driving is the most convenient.

If you are flying to Orcas Island, there are rental cars, shuttles, and taxi services available.

We welcome one or two well-behaved dogs at Cool Breeze! 🐶 Please review our pet policy before booking and contact us to register your dog.

✅ Pet Guidelines:

Dog Limit: Maximum of two dogs (no exceptions for three or more).
Breed & Size: Dogs must be 60 lbs or less; certain breeds may not be permitted. Please provide your dog’s breed and weight when booking.
Behavior: Pets should be well-socialized and friendly with strangers.
Supervision: Dogs cannot be left unattended inside or outside. Please bring a crate if needed.
Furniture & Bedrooms: No pets on furniture or beds. Carpeted bedrooms are off-limits for pets.
Cleanliness: Owners must clean up all pet waste, including in the yard. Please bring doggie bags.
Grooming: Trimmed nails and regular grooming help reduce shedding and maintain cleanliness.
🚨 Additional Cleaning Fees: If extra cleaning is required due to pet hair, stains, or mess, a $50/hr fee may apply.

Thank you for respecting our home and following these pet-friendly guidelines! 🏡🐕 Please review our House Rules for full terms.

Property manager

Sherri Pierson
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Eastsound

Located in Eastsound, this holiday home is in a rural area and on the beach. The area's natural beauty can be seen at Matia Island State Park and Turtleback Mountain, while Orcas Island Historical Museum and Rosario Mansion Museum are cultural highlights. Travelling with kids? Consider Darvill's Bookstore and Jones Island State Park.
Map
Eastsound, WA

What's nearby

  • Eastsound Beaches - 8 min walk - 0.7 km
  • Darvill's Bookstore - 9 min walk - 0.8 km
  • Orcas Island Historical Museum - 12 min walk - 1.0 km
  • Crescent Beach - 13 min walk - 1.2 km
  • Orcas Island Golf Course - 4 min drive - 3.4 km

Getting around

  • Eastsound, WA (ESD-Orcas Island) - 4 min drive

Restaurants

  • ‪Country Corner - ‬4 min drive
  • ‪Island Hoppin' Brewery - ‬18 min walk
  • ‪The Mansion Restaurant - ‬13 min drive
  • ‪Brown Bear Baking - ‬11 min walk
  • ‪Lower Tavern - ‬10 min walk

Frequently asked questions

Is Beautiful Water Views, Pet- Friendly, Close to Town, Beaches, Hiking, Kayaking pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Beautiful Water Views, Pet- Friendly, Close to Town, Beaches, Hiking, Kayaking?

Limited spots are available.

What time is check-in at Beautiful Water Views, Pet- Friendly, Close to Town, Beaches, Hiking, Kayaking?

Check-in begins at 3:00 PM.

What time is check-out at Beautiful Water Views, Pet- Friendly, Close to Town, Beaches, Hiking, Kayaking?

Checkout is at 11:00 AM.

Where is Beautiful Water Views, Pet- Friendly, Close to Town, Beaches, Hiking, Kayaking located?

This family-friendly Eastsound holiday home is located on the beach, within a 10-minute walk of Eastsound Beaches and Darvill's Bookstore. Crescent Beach and Orcas Island Historical Museum are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 105 out of 115 reviews
Rating 8 - Good. 10 out of 115 reviews
Rating 6 - Okay. 0 out of 115 reviews
Rating 4 - Poor. 0 out of 115 reviews
Rating 2 - Terrible. 0 out of 115 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Jen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Luxurious

We loved the attention to detail in this house - the decor, the abundance of towels, the fuzzy blankets and throws, incredibly comfortable beds, and the best stocked kitchen of any vacation home we’ve ever rented. Well worth the price!
Stayed 5 nights in Feb 2025

10/10 Excellent

Liz L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved Cool Breeze

Very comfortable and well-appointed home with great location!
Stayed 3 nights in Sep 2024

10/10 Excellent

Erika M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay in Orcas

My family had a wonderful stay in Orcas. The house was perfect for our needs -- so comfortable with a lovely view. We hope to stay here again!
Stayed 4 nights in Jul 2024

10/10 Excellent

Raesa K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely home, centrally located and convenient to all.

This property met all our expectations. It offered a wonderful set up for a family with an amazing master BR and bath. Kitchen was very well stocked with modern appliances, condiments and utensils. TV was great for family viewing. Only difficulty was the driveway and path down to the main road which was steep and not easy to navigate. Could have liked one more TV in BR so that those with different selections could also enjoy. But all in all, a great vacation spot.
Stayed 7 nights in Jul 2024

10/10 Excellent

Greg O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular 3BR house with views

This family of four (college-aged kids) loved this place. Its walkable to town with great views of the bay. The property manager was great too. We'll be back to this great place!
Stayed 3 nights in Jun 2024

10/10 Excellent

Steven A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Orcas Island Stay

The home was lovely and conveniently located near town. I would definitely recommend it and stay here again.
Stayed 4 nights in Jun 2024

10/10 Excellent

Rebecca N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely stay on Orcas

This house was a perfect home base of our Orcas adventures. Clean, comfortable, and a wonderfully stocked kitchen. We enjoyed being walkable to downtown but tucked into a quiet area. We are excited to visit again!
Stayed 3 nights in May 2024

10/10 Excellent

Asha Tejaswini C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely stay with beautiful views

Sherry's stay is perfect for both relaxing and exploring. Pretty comfortable stay with nice views. Sherry was prompt in her response and made sure stay was comfortable. Loved our vacation here.
Stayed 2 nights in May 2024

10/10 Excellent

David J. Weed O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding weekend

The location was very close to the outlook inn the site of our daughters wedding. The house was a great space for the bridesmaids to all get ready. Very nice kitchen and balcony. Our 4 yr old granddaughter loved the trundle beds in one of the downstairs bedrooms. Very tranquil location
Stayed 3 nights in Aug 2023

10/10 Excellent

Ann P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful stay on Orcas Island

Our family spent several wonderful days at Sherri's beautiful property on Orcas Island. We enjoyed the views of the sea, ate the blackberries growing outside, walked to town, and cooked inside the well-stocked kitchen. Cascade Lake and Moran Park were just a short drive away, and it's easy to catch a morning ferry back to the mainland because the house is also close to the ferry terminal in the other direction. Thank you, Sherri, for hosting us so wonderfully -- we hope to return next summer!
Stayed 5 nights in Jul 2023

10/10 Excellent

Allegra G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great getaway on Orcas

We had a comfortable, easy stay at the clean and spacious home, close to the town of Eastsound. It was a nice base for the family, exploring Moran State Park and doing some crabbing and clamming nearby.
Stayed 4 nights in Jul 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

JohnM

Great house with beautiful water views, amazing location, and dog friendly!

This lovely home embodies the essence of Orcas Island, boasting stunning views and walkable proximity to Eastsound. Our group enjoyed abundant space to unwind and relax. The house is furnished with all the necessities. We have now visited twice with plans to return in the future. Sherri, the exceptional property manager, consistently exceeds expectations. She is incredibly personable, responsive, and has an unmatched ability to ensure everything is flawless. Whenever we plan a trip, we always check her properties for availability first, confident that our experience will be nothing short of amazing.

10/10 Excellent

Gene R.

Liked: Cleanliness, check-in, location, listing accuracy

Good stay

All as good as described
Stayed 4 nights in May 2023

10/10 Excellent

Kim H., Minocqua, WI

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfy, clean and close to East Sound

I couldn’t have imagined a better stay than Cool Breeze. As soon as we opened the front door we were in utter amazement at how spacious and sparkling clean everything was. Right away we felt comfortable putting our 9 month old boys on the floor. I usually don’t like to rely on using a rental property grill because everyone I’ve ever encountered needed cleaning, but the grill on this property was sooo clean! The beds were super comfortable with high quality linens. Checkout was a breeze and we really appreciated the little bit of extra time to let my twin grandsons finish their naps and get ready to hit the road. Next time I visit Orcas I hope Cool Breeze is available! Thank you to Sherri for all your gracious communication!
Stayed 2 nights in May 2023

10/10 Excellent

Cindy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous retreat!

Clean, comfortable and relaxing! A great place to unwind!
Stayed 3 nights in Oct 2022

10/10 Excellent

Dane B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

We had a great stay. Everything was just as the listing indicated. Clean and comfortable. The location is wonderful. It is walking distance from downtown.
Stayed 12 nights in Aug 2022

8/10 Good

Steve T.

Liked: Cleanliness, check-in, location

Review

Enjoyed the place. However the TV was not user friendly plus there was no DVD as listed. The back sliding door did not lock. The listing does not mention how steep the road is…. Tho close to Eastsound it surely was not walkable
Stayed 7 nights in Aug 2022

10/10 Excellent

Gayle W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Time in Eastsound

This was our first VRBO and the property is lovely. It is located close to the town so it was very convenient? Our daughter was traveling with my husband and I and having her own bedroom and bathroom downstairs gave her privacy. We loved sitting on the deck in the morning looking out on the water. We would highly recommend this property.
Stayed 4 nights in Jul 2022

10/10 Excellent

Jacquelyn D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tranquil

The property is set among towering trees with views of the water. We enjoyed breakfast on the deck listening to the birds. We spotted deer several mornings as well. Even though it feels secluded, it is only a short walk into town. However, there is a steep road leading to the house which makes the walk back a bit challenging, but doable. Otherwise it's a quick two minute drive to town. Excellent location. The property was spotless and very comfortable. The house was well stocked with the essentials. We really enjoyed our stay!
Stayed 5 nights in Jun 2022

10/10 Excellent

Roberto G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean, comfortable and convenient

Comfortable and clean vacation home in a beautiful and convenient location on Orcas island. Enjoyed the lovely views to the sea while grilling and having dinner/breakfast on the terrace.
Stayed 3 nights in Jun 2022

10/10 Excellent

Cynthia S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our Getaway

We really enjoyed our week on Orcas Island. Sherri was the perfect host, available but unobtrusive and quick to respond to my questions. If you’re looking for relaxing downtime and outdoor recreation you’ll find it here. The town of Eastsound is charming; we discovered small shops and nice dining options. Check out The Brown Bear Bakery, The Clever Cow and Orcas Pottery There is also a nice market for groceries. We will return!
Stayed 6 nights in May 2022

10/10 Excellent

Chad L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice, quiet home to recharge

Quiet neighborhood in the forest with good views. Close to town and other sites for quick trips as well. We are coming back.
Stayed 5 nights in Apr 2022

10/10 Excellent

Jorge

Liked: Cleanliness, amenities, property conditions & facilities, communication
Stayed 3 nights in Apr 2022

10/10 Excellent

Bridget H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect spring get-away

We had a wonderful extended weekend stay! The property was perfect for families with young children. They had everything we could have possibly needed and more (pack n play, high chair, kid dishes, and even a few fun children's books!). The location was perfect for exploring all ends of the island. Definitely would stay again if we ever returned to the island.
Stayed 5 nights in Mar 2022

10/10 Excellent

Amy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect escape!

The pictures do not do the property justice. From the furnishings, the condition of the house, and the peaceful views, this was truly a beautiful property. The location was just a quick walk or drive to downtown Eastsound and was perfect for our weekend away.
Stayed 3 nights in Feb 2022

About the host

Hosted by Sherri Pierson

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests