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

Waldron Island Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Waldron Island holiday rentals

A wooden deck with a table and grill, overlooking a lake with a distant bridge.

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 HK$1,460
HK$1,611 total
includes taxes & fees
9 Nov - 10 Nov
West Beach Resort
A marina with boats and a city skyline reflected in the water.

2. Raintree's Sandcastle

Raintree's Sandcastle
3.5 star property
Blaine
9.4 out of 10, Exceptional, (731 reviews)
"A wonderful place!"
United States
Allyn
The price is HK$2,015
HK$2,258 total
includes taxes & fees
25 Oct - 26 Oct
Raintree's Sandcastle
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

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, (140 reviews)
"Nice place with good view and close to everything!"
United States
Carol H.
The price is HK$2,158
HK$3,526 total
includes taxes & fees
13 Oct - 14 Oct
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
A spacious interior with a wooden staircase, a dining area, and a view of the outdoors.

4. 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 HK$2,457
HK$6,080 total
includes taxes & fees
25 Oct - 26 Oct
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

5. '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, (171 reviews)
"Everything was great with this centrally-located property in Eastsound. Well-furnished with a very comfortable bed. The kitchen was nicely stocked. The only negative was that the TV didn’t work."
United States
Webb H.
The price is HK$2,158
HK$3,526 total
includes taxes & fees
13 Oct - 14 Oct
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
A lakeside cabin with a dock, surrounded by dense forest and a clear sky.

6. 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
The price is HK$3,496
HK$6,261 total
includes taxes & fees
13 Oct - 14 Oct
Waterfront cottage with tidelands, creek and waterfall!
A wooden deck with outdoor furniture overlooking a body of water and forested hills.

7. 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.
The price is HK$3,384
HK$5,092 total
includes taxes & fees
13 Oct - 14 Oct
INSANE VIEWS! HOT TUB!
A wooden gate with a heart-shaped decoration, surrounded by a garden with various plants and flowers.

8. 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 HK$1,872
HK$3,017 total
includes taxes & fees
13 Oct - 14 Oct
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
Two private decks with 180° water views, lounge seating, and a new gas BBQ.

9. 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 HK$2,988
HK$5,894 total
includes taxes & fees
13 Oct - 14 Oct
Sweeping Sound Views, Pet friendly, 3 Bedroom
A bedroom with a bed, two bedside tables, a wardrobe, and a window with a view of trees.

10. 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 HK$863
HK$3,112 total
includes taxes & fees
18 Oct - 19 Oct
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
A modern kitchen with a large island, a dining area with a view, and a cozy seating area.

11. 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 HK$2,354
HK$4,793 total
includes taxes & fees
22 Oct - 23 Oct
Modern Home with Stunning Water View
A wooden deck with outdoor furniture, including a sofa and chairs, overlooking a garden and a view of trees and a distant mountain.

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 HK$2,417
HK$4,856 total
includes taxes & fees
18 Oct - 19 Oct
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
A modern cabin with a metal roof, situated by a body of water, featuring a deck and outdoor seating area.

13. 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.
The price is HK$3,189
HK$5,797 total
includes taxes & fees
13 Oct - 14 Oct
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

14. 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 HK$2,790
HK$4,943 total
includes taxes & fees
13 Oct - 14 Oct
Cedar Orchard Cabin.
A wooden deck with a table and chairs overlooking a lake with boats.

15. 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 HK$2,331
HK$5,074 total
includes taxes & fees
13 Oct - 14 Oct
Heart of Deer Harbor - Harbormaster House
An outdoor patio with a table and chairs, overlooking a scenic view of the ocean and trees.

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 HK$2,654
HK$6,083 total
includes taxes & fees
13 Oct - 14 Oct
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
A view through a window with a grid pattern, overlooking a calm body of water and distant land, with trees in the foreground.

17. 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)
"Wonderful property. Very clean, spacious, and well-stocked. Thoroughly enjoyed our stay. "
United States
Craig C.
The price is HK$2,119
HK$5,152 total
includes taxes & fees
14 Oct - 15 Oct
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
A marina with boats, a stone bridge, and a well-maintained grassy area.

18. 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 HK$1,377
HK$1,566 total
includes taxes & fees
13 Oct - 14 Oct
Waterfront King Room with Ocean Views
A hotel room with a bed, a sofa, a wooden table, a lamp, and a window with curtains.

19. 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 HK$2,416
HK$4,183 total
includes taxes & fees
13 Oct - 14 Oct
Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

20. 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 HK$1,970
HK$2,864 total
includes taxes & fees
9 Nov - 10 Nov
2BR 2BA Ocean View Cabin - 1 min walk to world class 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

Friday Harbor Suites

Friday Harbor Suites

10/10 Excellent
"Very walkable to ferry and downtown. Huge rooms."
Susan 1-night trip
Posted 4 hours ago
Friday Harbor Suites

Find out more about Waldron Island

Search for holiday rentals in Waldron Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Waldron Island using one of the methods below:

  • View our selection of featured holiday rentals in Waldron Island
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  • Enter your travel dates to view the best deals on holiday rentals in Waldron Island while they last

Look no further and take a look at our great range of rental properties in Waldron Island!

Frequently asked questions

Can I find holiday rentals in Waldron Island?

Yes, there are holiday rentals close to the most popular sights in Waldron Island, or you can select a more secluded option if you're looking for a relaxing stay. Waldron Island is known for its seaside and seafood restaurants.

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

Neil Bay Waterfront Family And Pet Friendly Property!
PCUP00-13-0010 : This holiday home rental outside of Waldron Island is located on the waterfront, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most 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 wider area.

What are holiday rentals like in Waldron Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waldron Island. Holiday rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for families.