A rustic wooden structure with a green roof and a yellow slide, a metal shed, and a mountain in the background.

Waldron Island Vacation Rentals

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Our top choices for Waldron Island vacation rentals

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
The price is CA $264
CA $291 total
includes taxes & fees
Nov 9 - Nov 10
West Beach Resort

2. Raintree's Sandcastle

Raintree's Sandcastle
3.5 star property
Blaine
9.4 out of 10, Exceptional, (735 reviews)
"A wonderful place!"
United States
Allyn
The price is CA $364
CA $408 total
includes taxes & fees
Oct 25 - Oct 26
Raintree's Sandcastle

3. 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, (31 reviews)
"Beautiful house and amazing location! Accommodated our group of 6 easily. Walk to town. Quick response and support from the host. We would totally stay here again."
United States
Matt M.
The price is CA $443
CA $1,098 total
includes taxes & fees
Nov 1 - Nov 2
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

4. 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)
"Pet friendly"
United States
Andrew H.
The price is CA $137
CA $539 total
includes taxes & fees
Oct 18 - Oct 19
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

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

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (40 reviews)
"We loved the place and would definitely check availability for it on our next trip."
United States
Tyler and Briana D.
The price is CA $311
CA $680 total
includes taxes & fees
Oct 18 - Oct 19
Hot Tub/Central/Modern/Well Appointed/Immaculate

6. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (44 reviews)
"Charming cedar cottage with lovely water view from the sunroom. Great hot tub and fire table. Laundry available. Well stocked kitchen. Lots of fun on ping pong table. Will definitely be back!"
United States
Loree C.
The price is CA $505
CA $894 total
includes taxes & fees
Oct 17 - Oct 18
Cedar Orchard Cabin.

7. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (382 reviews)
"Such a special place!"
United States
Kathleen R.
The price is CA $426
CA $867 total
includes taxes & fees
Oct 22 - Oct 23
Modern Home with Stunning Water View

8. Heart of Deer Harbor - Harbormaster House

Heart of Deer Harbor - Harbormaster House
Deer Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Loved the house! Beautiful view, nicely decorated, very comfortable. Will definitely stay here again!"
United States
Cndi B.
The price is CA $400
CA $890 total
includes taxes & fees
Oct 19 - Oct 20
Heart of Deer Harbor - Harbormaster House

9. 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.
The price is CA $483
CA $996 total
includes taxes & fees
Oct 18 - Oct 19
Huckleberry House - New Listing!

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

Heart Of Eastsound, Family & Small-Dog Friendly
Eastsound
10.0 out of 10, Exceptional, (24 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.
The price is CA $332
CA $775 total
includes taxes & fees
Oct 19 - Oct 20
Heart Of Eastsound, Family & Small-Dog Friendly

11. North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
Eastsound
9.8 out of 10, Exceptional, (16 reviews)
"This is a beautiful house with fantastic views. Very close to town. Immaculately clean and had everything we needed. I highly recommend and I would stay here again."
United States
Marian N.
The price is CA $383
CA $932 total
includes taxes & fees
Oct 18 - Oct 19
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

12. 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)
"Everything we needed was provided. Great stay!"
United States
Monty and Michelle d.
The price is CA $564
CA $1,055 total
includes taxes & fees
Oct 18 - Oct 19
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

13. Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
Eastsound
10.0 out of 10, Exceptional, (28 reviews)
"My husband and I had a lovely stay. The property is beautiful and quiet. Jodi was communicative and accommodating."
United States
Heather H.
The price is CA $338
CA $541 total
includes taxes & fees
Oct 18 - Oct 19
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

14. Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views

Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
Eastsound
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful view of East Sound. Enjoyed coffee and the birds chirping on the patio. Great weekend getaway. "
United States
David C.
The price is CA $437
CA $749 total
includes taxes & fees
Oct 17 - Oct 18
Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views

15. 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.
The price is CA $356
CA $515 total
includes taxes & fees
Nov 9 - Nov 10
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!

16. 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, (33 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.
The price is CA $401
CA $1,043 total
includes taxes & fees
Oct 19 - Oct 20
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

17. Sweeping Sound Views, Pet friendly, 3 Bedroom

Sweeping Sound Views, Pet friendly, 3 Bedroom
San Juan County
10.0 out of 10, Exceptional, (2 reviews)
"The home was beautiful, well stocked with AMAZING views! We really enjoyed our time there. "
United States
Marc H.
The price is CA $513
CA $1,016 total
includes taxes & fees
Oct 18 - Oct 19
Sweeping Sound Views, Pet friendly, 3 Bedroom

18. 2BR Classic+ Beachfront Cabin on world class west-facing beach!

2BR Classic+ Beachfront Cabin on world class west-facing beach!
Eastsound
10.0 out of 10, Exceptional, (2 reviews)
"The setting was peaceful and the cabin was well-maintained. The staff is incredibly friendly and it was so nice to have some food options available on site. Would love to come stay again."
United States
Karen H.
The price is CA $341
CA $495 total
includes taxes & fees
Nov 9 - Nov 10
2BR Classic+ Beachfront Cabin on world class west-facing beach!

19. Waterfront King Room with Ocean Views

Waterfront King Room with Ocean Views
Eastsound
8.0 out of 10, Very good, (2 reviews)
"The value for the price was acceptable. View was outstanding! Staff came and addressed a concern immediately. Bed was comfortable with nice linens and towels. The room is generally old and tired. Musty smell. It was not cleaned well. Carpet needs replacing and has lots of stains (don't want to go barefoot). Curtains are in disrepair. The shower has mold in the calk and grout and on the ceiling. Nice adds would be places by the bed to plug phones into, hooks for coats (it rains on Orcas and this...
United States
Matthew
The price is CA $249
CA $282 total
includes taxes & fees
Oct 18 - Oct 19
Waterfront King Room with Ocean Views

20. Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach

Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
Eastsound
9.2 out of 10, Wonderful, (76 reviews)
"The little house was a comfortable and clean stay."
United States
Lyn W.
The price is CA $144
CA $379 total
includes taxes & fees
Oct 17 - Oct 18
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
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 Waldron Island Hotel Reviews

Find out more about Waldron Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Waldron Island. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Waldron Island?

Yes, we have vacation rentals close to well known attractions in Waldron Island, or you can choose a more remote option if you'd like a relaxing place to stay. Waldron Island is known for its seaside and seafood restaurants.

What are some of the best vacation rentals that Waldron Island has to offer?

Neil Bay Waterfront Family And Pet Friendly Property!
PCUP00-13-0010
: This vacation home rental outside of Waldron Island is located on the waterfront and has a patio, a garden, 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. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Waldron Island?

While exploring the area, visit family-friendly sights like Winter Cove, or get outside and enjoy nature at Turtleback Mountain. Orcas Island Golf Course and Orcas Island Historical Museum are a couple of places you'll find in the larger area.

What are vacation rentals like in Waldron Island?

Vacation rentals are private properties you can reserve for a short or long stay in Waldron Island. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family getaway.