A street lined with parked cars and a white building with a sign that reads "Springfield."

Eastsound Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Eastsound vacation rentals

Traditional Cabin, 1 Bedroom, Non Smoking, Beach View (No Pets) | Beach/ocean view

1. West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.4 out of 10, Exceptional, (120 reviews)
"Cozy and roomy cabin. Great stay. "
United States
lorrie
$211 nightly
The price is $233
Oct 12 - Oct 13
Total with taxes and fees
West Beach Resort
Property grounds

2. 'The Leeward Studio' at SeaStar Lofts on the Waterfront!

'The Leeward Studio' at SeaStar Lofts on the Waterfront!
Eastsound
9.8 out of 10, Exceptional, (170 reviews)
"We enjoyed our stay at the Leeward Studio. Everything was as described only better! We hope to return again sometime soon. "
New Zealand
Dotty A.
$390 nightly
The price is $427
Sep 20 - Sep 21
Total with taxes and fees
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
Property grounds

3. 'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
Eastsound
10.0 out of 10, Exceptional, (139 reviews)
"Nice place with good view and close to everything!"
United States
Carol H.
$412 nightly
The price is $449
Sep 27 - Sep 28
Total with taxes and fees
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
Outdoor dining

4. Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
Eastsound
10.0 out of 10, Exceptional, (29 reviews)
"We had a lovely stay. The house had everything we could have needed and looked better than the listing! Loved the beach, where we saw otters, seals, herons, starfish, and more. "
United States
Julie T.
$689 nightly
The price is $754
Sep 21 - Sep 22
Total with taxes and fees
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
Terrace/patio

5. Heart Of Eastsound, Family & Small-Dog Friendly

Heart Of Eastsound, Family & Small-Dog Friendly
Eastsound
10.0 out of 10, Exceptional, (21 reviews)
"Our stay couldn’t have been better! Such a great place in the best location. Would absolutely stay here again!"
United States
Debra P.
$539 nightly
The price is $587
Sep 28 - Sep 29
Total with taxes and fees
Heart Of Eastsound, Family & Small-Dog Friendly
Exterior

6. Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful property close to everything the island has to offer. The view was incredible! We loved everything about our stay."
United States
Rananda S.
$556 nightly
The price is $609
Oct 20 - Oct 21
Total with taxes and fees
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Terrace/patio

7. Sweeping Sound Views, Pet friendly, 3 Bedroom

Sweeping Sound Views, Pet friendly, 3 Bedroom
San Juan County
10.0 out of 10, Exceptional, (1 review)
"The home was beautiful, well stocked with AMAZING views! We really enjoyed our time there. "
United States
Marc H.
$719 nightly
The price is $719
Sep 20 - Sep 21
Total with taxes and fees
Sweeping Sound Views, Pet friendly, 3 Bedroom
Terrace/patio

8. INSANE VIEWS! HOT TUB!

INSANE VIEWS! HOT TUB!
San Juan County
9.0 out of 10, Wonderful, (2 reviews)
"The view was stunning, and the cabin itself is really picturesque, especially the old fire stove."
United States
Vlada K.
$581 nightly
The price is $581
Sep 20 - Sep 21
Total with taxes and fees
INSANE VIEWS! HOT TUB!
Interior

9. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (381 reviews)
"Such a special place!"
United States
Kathleen R.
$567 nightly
The price is $619
Oct 12 - Oct 13
Total with taxes and fees
Modern Home with Stunning Water View
Smart TV, books, offices

10. Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (37 reviews)
"We had a great time at the property. We were able to walk to restaurants and it’s centrally located to many of the islands attractions. The bedroom upstairs was super comfortable and the hot tub was a great way to end the day."
United States
Ryan J.
$407 nightly
The price is $444
Oct 18 - Oct 19
Total with taxes and fees
Hot Tub/Central/Modern/Well Appointed/Immaculate
Outdoor dining

11. Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
Eastsound
9.2 out of 10, Wonderful, (81 reviews)
"Great views, comfortable bed, spacious home. "
United States
Savannah I.
$377 nightly
The price is $413
Sep 20 - Sep 21
Total with taxes and fees
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
Terrace/patio

12. Huckleberry House - New Listing!

Huckleberry House - New Listing!
Eastsound
10.0 out of 10, Exceptional, (1 review)
"We loved this property! Easy walk to downtown and close to the water. Well-equipped kitchen. And we loved the hot tub!"
United States
Tom W.
$708 nightly
The price is $776
Sep 20 - Sep 21
Total with taxes and fees
Huckleberry House - New Listing!
Outdoor dining

13. Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.

Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.
Eastsound
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay with access to everything you need. "
United States
Jeanine
$421 nightly
The price is $459
Sep 29 - Sep 30
Total with taxes and fees
Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.
Dining

14. Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island

Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island
Eastsound
10.0 out of 10, Exceptional, (2 reviews)
"We had a very short trip and this place was lovely"
United States
Anonymous traveler
$1,218 nightly
The price is $1,334
Sep 20 - Sep 21
Total with taxes and fees
Brand New Madrona Suites #2 Modern 2 bedroom in the heart of Orcas Island
Interior

15. The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
Eastsound
10.0 out of 10, Exceptional, (29 reviews)
"Absolutely love this house! Great place for family and pets. Short walk to shopping and restaurants but feels private and comfortable."
United States
Kevin O.
$702 nightly
The price is $768
Sep 29 - Sep 30
Total with taxes and fees
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
Outdoor spa tub

16. 2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"Cabin was cozy and the view was amazing! "
United States
Lisa V.
$372 nightly
The price is $401
Oct 12 - Oct 13
Total with taxes and fees
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
Property grounds

17. HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
Eastsound
10.0 out of 10, Exceptional, (5 reviews)
"Great location. "
Canada
danielle
$629 nightly
The price is $686
Sep 21 - Sep 22
Total with taxes and fees
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
Outdoor dining

18. 2BR Beachfront Cabin on epic west-facing sand and pebble beach!

2BR Beachfront Cabin on epic west-facing sand and pebble beach!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"My family had a great stay at West Beach resort. Cabin was great with all we need, right on the beach. It was amazing to spend evenings around fire place and to hear t waves. Very relaxing. It was nice to have convince store at resort to buy coffee or other basics. Everyone was very friendly. We loved it. "
United States
ivana f.
$326 nightly
The price is $351
Oct 19 - Oct 20
Total with taxes and fees
2BR Beachfront Cabin on epic west-facing sand and pebble beach!
Property grounds

19. Waterfront cottage with tidelands, creek and waterfall!

Waterfront cottage with tidelands, creek and waterfall!
Eastsound
10.0 out of 10, Exceptional, (23 reviews)
"It is a great place to stay. The host has exquisite taste. The house is meticulously organized."
United States
Dipayan
$732 nightly
The price is $798
Sep 25 - Sep 26
Total with taxes and fees
Waterfront cottage with tidelands, creek and waterfall!
Terrace/patio

20. Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
Eastsound
10.0 out of 10, Exceptional, (18 reviews)
"It was a perfect place to stay! Beautiful and very nice!"
United States
Casey A.
$621 nightly
The price is $705
Oct 19 - Oct 20
Total with taxes and fees
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
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.
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Top Eastsound Hotel Reviews

The Orca Inn

The Orca Inn

10/10 Excellent
"The Orca Inn was definitely a Budget option, but it was perfectly adequate. The room was small, but clean. I would say it was a “no frills” accommodation, but it was convenient to town and a fantastic bakery (Bakery San Juan) nesrby. If all you need is a clean place with a comfortable bed, this is a great option. But don’t expect more."
lynn 3-night trip
Posted 3 hours ago
The Orca Inn

Find out more about Eastsound

Everything you need to know about Eastsound vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Eastsound vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Eastsound vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Eastsound vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastsound. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Eastsound in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $77 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Eastsound rentals

At Expedia, we put the best Eastsound vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Eastsound rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Eastsound vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Eastsound. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Eastsound?

Yes, we have vacation rentals in Eastsound close to Darvill's Bookstore, or you can go with a more secluded option if you'd like a relaxing place to stay. Eastsound is known for its seaside.

What are some of the best vacation home rentals in Eastsound?

Magnificent up-close WATERFRONT "SunBright Le Reve" Premier Westside Orcas: Visitors review this Eastsound vacation home rental favorably. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Some other homes for rent in Eastsound include Orcas Island, Forest House #283 and Private Beach & Hot Tub: Eastsound Waterfront Gem.

How many vacation rentals will I find in Eastsound?

Expedia has 109 vacation 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 Turtleback Mountain 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 vacation rentals like in Eastsound?

Vacation rentals are private accommodations you can stay in for a couple days or more in Eastsound. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.