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. Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
Orcas Island
9.2 out of 10, Wonderful, (76 reviews)
"Peaceful and quiet spot in the woods yet near the Ferry and Lake Killebrew! The owners art is on display. Another wonderful relaxing stay for this return customer."
United States
Joshua F.
The price is CA $125
CA $370 total
includes taxes & fees
Aug 5 - Aug 6
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

2. Glamping Tent 2 min walk to west-facing beach at popular resort

Glamping Tent 2 min walk to west-facing beach at popular resort
Eastsound
10.0 out of 10, Exceptional, (1 review)
The price is CA $278
CA $362 total
includes taxes & fees
Aug 23 - Aug 24
Glamping Tent 2 min walk to west-facing beach at popular resort

3. Glamping Tent with Partial Ocean Views - 1 min walk to beach!

Glamping Tent with Partial Ocean Views - 1 min walk to beach!
Eastsound
10.0 out of 10, Exceptional, (2 reviews)
"Terrific property and location. Really enjoyed fire pit across from the cabin and right on the beach. Loved it! Would definitely stay again!"
United States
Robert L.
The price is CA $308
CA $394 total
includes taxes & fees
Aug 26 - Aug 27
Glamping Tent with Partial Ocean Views - 1 min walk to beach!

4. 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 $736
CA $812 total
includes taxes & fees
Aug 9 - Aug 10
West Beach Resort

5. Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (103 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is CA $302
CA $806 total
includes taxes & fees
Aug 5 - Aug 6
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

6. '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, (136 reviews)
"Great location right in town and beautiful view. Great for our dog too."
United States
Lisa K.
The price is CA $456
CA $713 total
includes taxes & fees
Aug 30 - Aug 31
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

7. 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)
"Place was nice and cozy good view and hosts were great to interact with will definitely book if in area again "
United States
Alejandro F.
The price is CA $398
CA $619 total
includes taxes & fees
Aug 24 - Aug 25
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

8. Perfect location to relax, unwind, renew and enjoy San Juan Island

Perfect location to relax, unwind, renew and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (140 reviews)
"Truly accommodated for daily life, it felt like a home and I didn’t feel like I was without."
United States
Faustine
The price is CA $302
CA $806 total
includes taxes & fees
Aug 25 - Aug 26
Perfect location to relax, unwind, renew and enjoy San Juan Island

9. Studio Unit with Views of Hales Passage and Mt Baker

Studio Unit with Views of Hales Passage and Mt Baker
Lummi Island
10.0 out of 10, Exceptional, (125 reviews)
"Views were breathtaking. Very quiet area. Room was clean and cozy. Had everything we needed."
United States
Donald
The price is CA $171
CA $241 total
includes taxes & fees
Aug 9 - Aug 10
Studio Unit with Views of Hales Passage and Mt Baker

10. Birch Bay Beach Cabana - a tiny oasis close to everything at the Bay. Pets OK

Birch Bay Beach Cabana - a tiny oasis close to everything at the Bay. Pets OK
Blaine
8.2 out of 10, Very good, (66 reviews)
"Ocean was visible from the property, room was immaculate and functional. Totally recommend this cottage"
United States
dennis
The price is CA $124
CA $165 total
includes taxes & fees
Aug 18 - Aug 19
Birch Bay Beach Cabana - a tiny oasis close to everything at the Bay. Pets OK

11. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (37 reviews)
"Beautiful property with excellent views and a type of farm feel where so many unique things exist including ducks, a 22 year old cat, orchard, kayaks etc. you don’t need to leave the property to have a wonderful time host John is one of coolest guys you will ever meet."
United States
Frank M.
The price is CA $498
CA $883 total
includes taxes & fees
Aug 13 - Aug 14
Cedar Orchard Cabin.

12. '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, (167 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.
The price is CA $457
CA $716 total
includes taxes & fees
Aug 26 - Aug 27
'The Leeward Studio' at SeaStar Lofts on the Waterfront!

13. The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Eastsound
9.8 out of 10, Exceptional, (202 reviews)
"The setting and view were lovely and the space was very comfortable "
United States
Nelle A.
The price is CA $527
CA $803 total
includes taxes & fees
Aug 13 - Aug 14
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

14. 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, (27 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.
The price is CA $697
CA $1,417 total
includes taxes & fees
Sep 1 - Sep 2
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

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

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (35 reviews)
"Great stay-easy to use hot tub, cental location and well kitchen full of cooking supplies including oil, salt."
United States
Alicia P.
The price is CA $472
CA $884 total
includes taxes & fees
Aug 23 - Aug 24
Hot Tub/Central/Modern/Well Appointed/Immaculate

16. Full Apt with large kitchen across the street from the beach.

Full Apt with large kitchen across the street from the beach.
Blaine
10.0 out of 10, Exceptional, (3 reviews)
"This is a very comfortable apartment with an amazingly stocked kitchen. Everything we needed was there. It is steps from the bay, and a quick walk to the state park. I would definitely stay here again!"
United States
Carla G.
The price is CA $121
CA $337 total
includes taxes & fees
Sep 3 - Sep 4
Full Apt with large kitchen across the street from the beach.

17. Glamping Tent with Westerly Ocean Views - 1 min walk to beach!

Glamping Tent with Westerly Ocean Views - 1 min walk to beach!
Eastsound
10.0 out of 10, Exceptional, (1 review)
"Busy resort during our stay, but the overall energy was good. Don’t stay in the glamping tents if nighttime noise disturbs your sleep. Despite quiet hours, we had to politely ask tent neighbors to keep their noise down at 11:00 pm"
United States
Jenni G.
The price is CA $337
CA $437 total
includes taxes & fees
Aug 31 - Sep 1
Glamping Tent with Westerly Ocean Views - 1 min walk to beach!

18. 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
The price is CA $625
CA $1,217 total
includes taxes & fees
Sep 1 - Sep 2
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

19. Heart of Deer Harbor - Harbormaster House

Heart of Deer Harbor - Harbormaster House
Deer Harbor
10.0 out of 10, Exceptional, (4 reviews)
"Loved the house! Beautiful view, nicely decorated, very comfortable. Will definitely stay here again!"
United States
Cndi B.
The price is CA $654
CA $1,205 total
includes taxes & fees
Sep 2 - Sep 3
Heart of Deer Harbor - Harbormaster House

20. Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.

Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.
Eastsound
10.0 out of 10, Exceptional, (204 reviews)
"The apartment is clean and spacious with many amenities and close to shops and restaurants. It also has a lovely view."
United States
Claudia E.
The price is CA $555
CA $818 total
includes taxes & fees
Aug 23 - Aug 24
Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.
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?

Westcott Bay Beachfront Home - Hot Tub with a view of the Bay: This vacation home rental outside of Waldron Island is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Waldron Island?

While exploring the area, visit family-friendly sights like Whale Museum, or get outside and enjoy nature at San Juan Islands Sculpture Park. Orcas Island Historical Museum and Roche Harbor Marina 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.