Eastsound Holiday Rentals

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Holiday Rentals in Eastsound

West Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (84)
"We loved our cabin with a view of the water. Kitchen was stocked with spices, oil, coffee, pots and pans and dishes - everything we needed. Fireplace was toasty with free firewood. We’ll be back!"
The price is NZ$462
per night
3 Jun - 4 Jun
West Beach Resort
Orcas Island, Forest House #283
10.0 out of 10, Exceptional, (4)
"Out of all of the places that I rented this is the one where the pictures just do not do it justice! The place is amazing and so cool!! It’s much bigger than I thought and more breath taking than we can imagine! All amenities are included , wifi was awesome and such a private stay! If I could give a 10 star I would !! We only stayed a couple of days but you could stay much longer and be happy! The experience and pictures make it so worth it!!"
Orcas Island, Forest House #283
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
9.6 out of 10, Exceptional, (148)
"The space is very well kept and cozy. The only downsides are the noisy area directly outside the door (a bar and grill), the parking isn't great, the entrance is in an alley with dumpsters from said bar and grill, and the view of the water isn't as great as I had hoped but overall the property manager and the room itself were great."
The price is NZ$757
per night
4 Jun - 5 Jun
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
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Modern Home with Stunning Water View
10.0 out of 10, Exceptional, (311)
"All the five star reviews are so deserved! What a special place. The view is breathtaking and changes throughout the day, evening, rain, shine, full moon. As a hobby photographer, watching the light on the water and hillsides was mesmerizing. Eagles can be seen soaring nearby, many other birds darting through the trees. Lovely sounds in the morning and evening. Great location -- easy to walk into town, or drive down either side to Moran or Turtleback for hiking. It is a quiet residential area,...
The price is NZ$1,159
per night
14 Jun - 15 Jun
Modern Home with Stunning Water View
Private & Beautiful Custom Orcas Island Vacation Home Eastsound
9.6 out of 10, Exceptional, (98)
"The house is pretty much perfect. Clean, well decorated/layed out, supplied, organized and location is spot on. You have options to many indoor or outdoor seating to retreat to having your own space or lounging about with who you’re traveling with. All the bedrooms are cozy and are supplied about the same. The only draw back I saw was getting to the house. Driveway/parking area is below the house. You will need to haul your bags UP to the house. Which is a lot if your staying a week and have 3...
Private & Beautiful Custom Orcas Island Vacation Home Eastsound
Mandala House - Rest, Relax, Recharge
10.0 out of 10, Exceptional, (16)
"Overall, we had a great stay. The house is clean and in a great location — about halfway between Eastsound and Moran state park. We appreciated the fenced backyard for our dogs. Only negative was that there isn’t a ton of seating in the living room (one couch and a few papasan chairs that were low to the ground), which might be something to consider if you’re coming with more than 2 adults (kids probably wouldn’t mind the papasan chairs as much)."
Mandala House - Rest, Relax, Recharge
North Shore Retreat: Community Dock, Beach, Tennis, Pickleball Courts
9.8 out of 10, Exceptional, (43)
"Our group of six (teen, YA, in-laws, husband and me) enjoyed our stay at the North Shore Retreat. It's centrally located for easy exploring of all parts of the island-- from Doe Bay and Obstruction Pass to Deer Harbor. We loved the garden setting. It was perfect for morning coffee and afternoon reading amid the fragrant flowers, buzzing bees and swooping hummingbirds. We really appreciated the well-stocked kitchen for making meals and the added touches, like the cooler, table cloth and plastic...
North Shore Retreat: Community Dock, Beach, Tennis, Pickleball Courts
Dog-friendly wood cabin with full kitchen & free WiFi near the water
8.6 out of 10, Excellent, (32)
"This tiny home is extremely well appointed. The windows let in plenty of light and makes this place so cozy. The kitchen may be small, but it had everything we needed to cook....plenty of pots, pans, utensils, small appliances, etc. The furnace in this little place keeps the place very toasty and comfortable. The water for the shower and sinks heats up quickly, too. The location is nice and private and was easy to find. The property manager was amazing and helpful. The only drawback to our...
The price is NZ$389
per night
5 Jun - 6 Jun
Dog-friendly wood cabin with full kitchen & free WiFi near the water
Castle House on Orcas Island, Wa_ Amazing Views_Hot Tub_Perfect For Weddings!
9.6 out of 10, Exceptional, (20)
"The house is just as pictured, with a little pond with koi in it as you walk up to the door. You feel like you’re walking into a castle! You have an adventure inside and outside the house - there’s so many rooms to explore with the perfect views. Walk out on one of the 3 decks and you have amazing views that are never ending across the area. We saw eagles and hawks every day, we even had visits from the deer right next to the house. Relax in the hot tub or sauna and enjoy trails right on the...
The price is NZ$1,553
per night
3 Jun - 4 Jun
Castle House on Orcas Island, Wa_ Amazing Views_Hot Tub_Perfect For Weddings!
Peaceful and tranquil rustic cabin on the water
8.8 out of 10, Excellent, (49)
"We came here for our honeymoon, we are an older couple, 49 & 50. We loved the rustic outdoorsy feel of the place. The lookout spot was fabulous, we spent hours both days of our trip sitting out there with blankets the owners provided. We thoroughly enjoyed our stay. The cabin was perfect size for the two of us and it was clean. We will definitely come back someday."
Peaceful and tranquil rustic cabin on the water
Orcas Island, Mt. Baker Beach House, #289
10.0 out of 10, Exceptional, (20)
"Loved the view and neighborhood. Great home. Would return for sure."
Orcas Island, Mt. Baker Beach House, #289
Raintree's Sandcastle
3.5 star property
9.4 out of 10, Exceptional, (395)
"Great location. Great staff"
Raintree's Sandcastle
Cozy and Secluded Cabin on Shark Reef with Private Hot Tub.
9.2 out of 10, Wonderful, (110)
"Quaint, quiet, secluded, and peaceful... The perfect place to unplug and enjoy the relaxed pace of "island time". Soaking in the private hot tub under the stars is absolutely amazing! We always travel with our dog, Penny. It's often difficult to find places that accept pets; so, this cabin is a true gem! Lorry is a great host who truly wants you to enjoy your stay. We loved it so much that we booked it again for my birthday. M&B"
Cozy and Secluded Cabin on Shark Reef with Private Hot Tub.
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
8.0 out of 10, Very good, (147)
"Beach access, otters, eagles and friendly people all around. House is older but fit us well. Plenty of space to fit 6-8 people comfortably. Nice selection of towels and plenty of pillows and blankets. Bring garage bags, foil or parchment paper if you are planning on being at the house and cooking. "
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
Secret passage to the San Juan Islands. Very quiet spot on a short, rural road.
9.4 out of 10, Exceptional, (113)
"I was rehabing from a Total Right knee replacement and this place was perfect. Open floor and handicapped bathroom."
Secret passage to the San Juan Islands. Very quiet spot on a short, rural road.
Orcas Island, Sea Acres Lodge #266
9.8 out of 10, Exceptional, (27)
"This home had everything necessary. I was impressed by the cleanliness of the whole house. Better than some hotels! The towels were super soft, the toiletries provided were of high end brand (Gilchrist and Soames), and the extra blankets were nice to have. The view was beautiful and there was a cute little beach one could walk to. We were able to cook and grill - the kitchen was well-supplied. I think the smaller pan could be replaced, but other than that I don't have any recommendations....
Orcas Island, Sea Acres Lodge #266
Sunny Island Cliff Side Views
9.8 out of 10, Exceptional, (22)
"Small space for the kids, but worth it for the views and access to location."
The price is NZ$751
per night
6 Jun - 7 Jun
Sunny Island Cliff Side Views
Cottage by the Sea - Cliffside Island Views, Beaches, Lakes
9.6 out of 10, Exceptional, (104)
"Cute little eclectic cabin! Just 20 minutes away from Mount Vernon tulips and Street Fair! There's some delicious places to eat nearby, check the Google map reviews! We got outstanding muffin pastries at The Store and incredible seafood specials at Fidalgo Drive in! Looking forward to escaping again!"
The price is NZ$448
per night
13 Jun - 14 Jun
Cottage by the Sea - Cliffside Island Views, Beaches, Lakes
Rustic waterfront cabin w/ free WiFi, a full kitchen, & furnished decks
9.2 out of 10, Wonderful, (17)
"Exactly as described, great location, beautiful island!"
Rustic waterfront cabin w/ free WiFi, a full kitchen, & furnished decks
Beautiful Home near Roche Harbor! (QPR)
9.8 out of 10, Exceptional, (109)
"The property was amazing, but where else can you go were you can feast on fresh fruit everywhere you walk or drive? We didn’t want to leave."
Beautiful Home near Roche Harbor! (QPR)
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See all available properties in Eastsound
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Eastsound you may be interested in

Outlook Inn on Orcas Island
3.0 star property
9.2 out of 10, Wonderful, (413)
"We loved the Outlook Inn. Great room, veryy comfortable. The staff is super nice and very responsive. Loved how everything in town is in walking distance. We had a great stay. "
The price is NZ$686
per night
3 Jun - 4 Jun
Outlook Inn on Orcas Island
West Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (84)
"We loved our cabin with a view of the water. Kitchen was stocked with spices, oil, coffee, pots and pans and dishes - everything we needed. Fireplace was toasty with free firewood. We’ll be back!"
The price is NZ$462
per night
3 Jun - 4 Jun
West Beach Resort
Landmark Inn on Orcas Island
3.0 star property
9.2 out of 10, Wonderful, (122)
"Fabulous beds, great view, comfy furnishings and very convenient; everything is walkable. But the shower had issues, the toilet was hard to flush, there were ants in the bathtub and splinters in the stair rail. Still, I would (and will) stay there again!"
The price is NZ$591
per night
5 Jun - 6 Jun
Landmark Inn on Orcas Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Eastsound holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Eastsound. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Eastsound. Seeing all the best attractions is bound to make you fall in love with Eastsound. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Eastsound short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Eastsound?

Yes, there are holiday rentals in Eastsound close to Darvill's Bookstore, or you can select a more secluded option if you're looking for a relaxing stay. Eastsound is known for its seaside.

What are some of the best holiday rentals that Eastsound has to offer?

Modern Home with Stunning Water View: This highly rated holiday home rental in Eastsound offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Another good choice for your trip to Eastsound is Orcas Island, Forest House #283.

How many holiday rentals will I find in Eastsound?

Expedia has 104 holiday rentals for your stay in Eastsound.

What can I see and do in Eastsound?

Cultural attractions include Orcas Island Historical Museum and Rosario Mansion Museum, whereas Eastsound Beaches and Cascade Lake are a couple of picturesque spots to enjoy the outdoors. While here, Orcas Island Golf Course and Moran State Park are other places worth a visit.

What are holiday rentals like in Eastsound?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Eastsound. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.

Recent reviews of Eastsound properties
Expedia verified reviews