A lakeside lodge with a wooden pier, surrounded by lush greenery and a forested backdrop.

San Juan Island Holiday Rentals

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Our top choices for San Juan Island holiday rentals

1. Tahlequah's Place Condo in Downtown Friday Harbor

Tahlequah's Place Condo in Downtown Friday Harbor
Friday Harbor
8.6 out of 10, Excellent, (20 reviews)
"Nice place very close to town. I didn’t see the unit number listed and had to contact host. The host was always very quick to reply as well as helpful"
United States
Karen M.
The price is AU$393
includes taxes & fees
1 Oct - 2 Oct
Tahlequah's Place Condo in Downtown Friday Harbor

2. Luxury Vacation Condo in the Heart of Friday Harbor - with EV charger!

Luxury Vacation Condo in the Heart of Friday Harbor - with EV charger!
Friday Harbor
9.8 out of 10, Exceptional, (248 reviews)
"Great place to stay "
United States
David D.
Luxury Vacation Condo in the Heart of Friday Harbor - with EV charger!

3. 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, (106 reviews)
"We had a wonderful stay at this home. It was very clean, comfortable, and well stocked with everything we needed. The location was great, and we especially enjoyed the peaceful yard with beautiful flowers and deer passing through. It made the stay feel extra relaxing and special. We would definitely stay here again!"
United States
Leanne L.
The price is AU$787
includes taxes & fees
23 Sept - 24 Sept
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

4. 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, (144 reviews)
"My family and I had an amazing time at this property. It’s beautiful, clean and had everything we needed and more. I will definitely be recommending this Vrbo to my friends of family!"
United States
Amy G.
The price is AU$844
includes taxes & fees
24 Sept - 25 Sept
Perfect location to relax, unwind, renew and enjoy San Juan Island

5. 1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
Friday Harbor
9.8 out of 10, Exceptional, (46 reviews)
"We had a great time staying at this VRBO with our two young children and dog! Very centrally located and well laid out for a family stay."
United States
Juliette P.
The price is AU$601
includes taxes & fees
8 Sept - 9 Sept
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

6. Snug Harbor Resort and Marina - One Bedroom Water View Cabin

Snug Harbor Resort and Marina - One Bedroom Water View Cabin
Friday Harbor
10.0 out of 10, Exceptional, (11 reviews)
"Easy access, beautiful location, very clean."
United States
Bryan C.
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

7. Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Friday Harbor
9.8 out of 10, Exceptional, (47 reviews)
"Everything was perfect! Such a fun place to stay! "
United States
Colin B.
The price is AU$1,369
includes taxes & fees
10 Sept - 11 Sept
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

8. Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
Friday Harbor
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely love staying here."
United States
Heather V.
The price is AU$592
includes taxes & fees
27 Sept - 28 Sept
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

9. Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
Friday Harbor
10.0 out of 10, Exceptional, (2 reviews)
"We very much enjoyed the cabin we stayed in as well as the property. The cabin was just as was described in the listing."
United States
kirk K.
The price is AU$727
includes taxes & fees
5 Oct - 6 Oct
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

10. Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
Friday Harbor
9.8 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay the cabin was great perfect for our little family and our adventures. "
United States
Jennifer D.
The price is AU$737
includes taxes & fees
4 Oct - 5 Oct
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

11. Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
Friday Harbor
10.0 out of 10, Exceptional, (6 reviews)
"This spot was amazing and we will definitely return! Accomodations were clean, comfortable, the view was amazing!"
United States
Stephanie G.
The price is AU$855
includes taxes & fees
4 Oct - 5 Oct
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

12. 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 AU$420
includes taxes & fees
28 Sept - 29 Sept
West Beach Resort

13. Emily's Cottage at Cayou Channel - Orcas Island

Emily's Cottage at Cayou Channel - Orcas Island
Orcas Island
9.4 out of 10, Exceptional, (6 reviews)
"Great location, close to ferry!"
United States
Jonas R.
The price is AU$599
includes taxes & fees
10 Sept - 11 Sept
Emily's Cottage at Cayou Channel - Orcas Island

14. 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 AU$567
includes taxes & fees
6 Oct - 7 Oct
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

15. 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 AU$1,093
includes taxes & fees
11 Sept - 12 Sept
Waterfront cottage with tidelands, creek and waterfall!

16. 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
The price is AU$435
includes taxes & fees
29 Sept - 30 Sept
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach

17. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (41 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 AU$884
includes taxes & fees
7 Sept - 8 Sept
Cedar Orchard Cabin.

18. Forest Grove on Orcas: A Cozy Naturalist Retreat

Forest Grove on Orcas: A Cozy Naturalist Retreat
Orcas
The price is AU$324
includes taxes & fees
29 Sept - 30 Sept
Forest Grove on Orcas: A Cozy Naturalist Retreat

19. CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
6.8 out of 10, (3 reviews)
"Very clean and comfortable! Beautiful view as well. Kitchen also had all the equipment to be able to cook meals at home."
United States
Lucy H.
The price is AU$790
includes taxes & fees
30 Sept - 1 Oct
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

20. 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, (2 reviews)
The price is AU$251
includes taxes & fees
21 Sept - 22 Sept
Glamping Tent 2 min walk to west-facing beach at popular resort
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 San Juan Island Hotel Reviews

Find out more about San Juan Island

Everything you need to know about San Juan Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 San Juan Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Juan Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Juan Island holiday rentals we have selected for you start as low as AU$420 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Juan Island rentals

At Expedia, we put the best San Juan Island holiday 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 San Juan 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 San Juan Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan 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. 

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