Waldron Island Vacation Rentals

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Waldron Island vacation 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, (122 reviews)
"Great spot!"
United States
Garrett
$161 nightly
The price is $178
Nov 8 - Nov 9
Total with taxes and fees
West Beach Resort
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

2. '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.
$401 nightly
The price is $438
Nov 8 - Nov 9
Total with taxes and fees
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

3. '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)
"What a gem! It’s comfortable, well-equipped, and PERFECTLY located to enjoy Orcas. Nothing better than wandering next door for a book and a coffee and settling into the view from the deck. Parking is so convenient. Will stay again!"
United States
Tiffany R.
$401 nightly
The price is $438
Nov 8 - Nov 9
Total with taxes and fees
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
A kayak on calm water with a house in the background.

4. 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
$729 nightly
The price is $800
Nov 25 - Nov 26
Total with taxes and fees
Waterfront cottage with tidelands, creek and waterfall!
Beautiful light all year long.

5. Madrona Suite-Lower Rates- Fall on Orcas Island- rest where sea meets stillness

Madrona Suite-Lower Rates- Fall 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.
$327 nightly
The price is $358
Nov 8 - Nov 9
Total with taxes and fees
Madrona Suite-Lower Rates- Fall on Orcas Island- rest where sea meets stillness
A hot tub surrounded by red Adirondack chairs on a deck with a forest backdrop.

6. Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit

Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit
Eastsound
10.0 out of 10, Exceptional, (39 reviews)
"Thank you for a great stay"
United States
Andrew
$496 nightly
The price is $545
Nov 8 - Nov 9
Total with taxes and fees
Newly Updated Cottage with Hot Tub, 2 fireplaces, fire pit
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

7. 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.
$534 nightly
The price is $586
Nov 8 - Nov 9
Total with taxes and fees
Cedar Orchard Cabin.
A spacious interior with a wooden staircase, a dining area, and a view of the outdoors.

8. Enchanted Orchard|Hot Tub & Pet-Friendly

Enchanted Orchard|Hot Tub & Pet-Friendly
Eastsound
10.0 out of 10, Exceptional, (32 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.
$653 nightly
The price is $717
Nov 8 - Nov 9
Total with taxes and fees
Enchanted Orchard|Hot Tub & Pet-Friendly
A modern kitchen with large windows, a dining area, and a living space with a sofa and TV.

9. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (384 reviews)
"Such a special place!"
United States
Kathleen R.
$556 nightly
The price is $608
Nov 8 - Nov 9
Total with taxes and fees
Modern Home with Stunning Water View
A wooden deck with a table and chairs overlooking a lake with boats.

10. 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.
$520 nightly
The price is $566
Nov 8 - Nov 9
Total with taxes and fees
Heart of Deer Harbor - Harbormaster House
A modern kitchen with wooden cabinets, a large island, and a view of the outdoors.

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)
"Pet friendly"
United States
Andrew H.
$378 nightly
The price is $415
Nov 9 - Nov 10
Total with taxes and fees
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
A modern cabin with a metal roof, situated by a body of water, featuring a deck and outdoor seating area.

12. Romantic Oceanfront | Hot Tub & Kitchen

Romantic Oceanfront | Hot Tub & 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.
$625 nightly
The price is $687
Nov 8 - Nov 9
Total with taxes and fees
Romantic Oceanfront | Hot Tub & Kitchen
WrightRd 08

13. 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.
$582 nightly
The price is $601
Nov 8 - Nov 9
Total with taxes and fees
INSANE VIEWS! HOT TUB!
HighlandsHouse 02

14. 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.
$600 nightly
The price is $654
Nov 9 - Nov 10
Total with taxes and fees
Sweeping Sound Views, Pet friendly, 3 Bedroom
A cabin with a deck and outdoor seating area surrounded by trees.

15. 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.
$622 nightly
The price is $650
Nov 8 - Nov 9
Total with taxes and fees
Huckleberry House - New Listing!
A two-story house with a porch, a deck, and a view of the water.

16. Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Friday Harbor
9.8 out of 10, Exceptional, (219 reviews)
"It’s all about the view - incredible. We enjoyed happy hour on the deck, and the sunrise was stunning and beautiful."
United States
Chad
$356 nightly
The price is $389
Nov 15 - Nov 16
Total with taxes and fees
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

17. 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.
$313 nightly
The price is $339
Nov 9 - Nov 10
Total with taxes and fees
2BR 2BA Ocean View Cabin - 1 min walk to world class beach!
A view through a window with a grid pattern, overlooking a calm body of water and distant land, with trees in the foreground.

18. North Beach Outlook| Sea Views & Sunsets

North Beach Outlook| Sea Views & Sunsets
Eastsound
9.8 out of 10, Exceptional, (17 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.
$557 nightly
The price is $611
Nov 8 - Nov 9
Total with taxes and fees
North Beach Outlook| Sea Views & Sunsets
A deck with a hot tub, outdoor furniture, and a view of a body of water and trees.

19. Water Views | Hot Tub, Beach & Pets OK

Water Views | Hot Tub, Beach & Pets OK
Eastsound
10.0 out of 10, Exceptional, (35 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.
$604 nightly
The price is $664
Nov 9 - Nov 10
Total with taxes and fees
Water Views | Hot Tub, Beach & Pets OK
A modern two-story house with a red door, large windows, and a patio with outdoor furniture.

20. Eastsound Village | Family & Small Dogs

Eastsound Village | Family & Small Dogs
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.
$455 nightly
The price is $500
Nov 8 - Nov 9
Total with taxes and fees
Eastsound Village | Family & Small Dogs
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

A cozy living room with a fireplace, a red velvet chair, and a stone wall.
Kangaroo House B&B on Orcas Island

Kangaroo House B&B on Orcas Island

Kangaroo House B&B on Orcas Island
Eastsound

10/10 Excellent

Thoroughly enjoyed our stay here. The breakfast and coffee setup were AMAZING and the hosts were just so welcoming and nice. The room was very clean. Only issue was the beds were uncomfortable but if you like a firm bed, you’ll be great. Would highly recommend!!
United States
Cate
Reviewed February 4, 2023
Kangaroo House B&B on Orcas Island

Find out more about Waldron Island

Everything you need to know about Waldron Island 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 Waldron Island 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 Waldron Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waldron Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waldron Island. 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 Waldron Island 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 $98 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 Waldron Island rentals

At Expedia, we put the best Waldron Island 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 Waldron Island 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 Waldron Island 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 Waldron Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

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