San Juan Island Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Our top choices for San Juan Island holiday rentals

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
Friday Harbor
9.6 out of 10, Exceptional, (8)
"We booked last minute and are so lucky there was an opening! This is such a serene spot and the staff goes out of their way to make your stay the best it can be. We rented the e-bikes and toured the island. Highly recommend!Thank you everyone!"
United States
Sarah W.
The price is NZ$491
includes taxes & fees
29 Dec - 30 Dec
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

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)
"Absolutely love staying here."
United States
Heather V.
The price is NZ$485
includes taxes & fees
4 Jan - 5 Jan 2026
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

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

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Friday Harbor
9.8 out of 10, Exceptional, (39)
"Nice place with a big yard that the dogs loved. It was close to all of the things we wanted to do and the nature was beautiful. "
United States
Catalina R.
The price is NZ$1,359
includes taxes & fees
30 Dec - 31 Dec
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
Friday Harbor
10.0 out of 10, Exceptional, (194)
"This house provided EVERYTHING we needed for our vacation!! "
United States
Jessica N.
The price is NZ$1,153
includes taxes & fees
5 Jan - 6 Jan 2026
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

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, (41)
"Nice cozy place to stay"
United States
Don A.
The price is NZ$511
includes taxes & fees
6 Jan - 7 Jan 2026
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

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, (12)
"Great property. Quiet location and comfortable "
United States
Hugh E.
The price is NZ$764
includes taxes & fees
2 Jan - 3 Jan 2026
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

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, (10)
"Very cozy and quiet. We enjoyed our time :) "
United States
Terra E.
The price is NZ$509
includes taxes & fees
2 Jan - 3 Jan 2026
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

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)
"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 NZ$768
includes taxes & fees
29 Dec - 30 Dec
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

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, (5)
"The cabins at Snug Harbor more than exceeded our expectations! We really enjoyed our stay and are looking to coming back in summer!"
United States
mary c.
The price is NZ$854
includes taxes & fees
29 Dec - 30 Dec
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

Luxury 2BR Yacht • Marina Views • WiFi

Luxury 2BR Yacht • Marina Views • WiFi
2.0 star property
Anacortes
The price is NZ$435
includes taxes & fees
29 Dec - 30 Dec
Luxury 2BR Yacht • Marina Views • WiFi

West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.2 out of 10, Wonderful, (110)
"The employee was very kind, she guided us very well and the room was clean and tidy."
United States
Rosalina
The price is NZ$352
includes taxes & fees
5 Jan - 6 Jan 2026
West Beach Resort

@ Marbella Lane - Seas the Bay Sanctuary

@ Marbella Lane - Seas the Bay Sanctuary
3.0 star property
Oak Harbor
The price is NZ$800
includes taxes & fees
4 Jan - 5 Jan 2026
@ Marbella Lane - Seas the Bay Sanctuary

Cottage by the Sea Su

Cottage by the Sea Su
Anacortes
9.6 out of 10, Exceptional, (149)
"Lovely property, amazing hosts, very clean"
United States
Heather M.
The price is NZ$449
includes taxes & fees
29 Dec - 30 Dec
Cottage by the Sea Su

Little Stuga - Cozy, Private, Walk to water w/views

Little Stuga - Cozy, Private, Walk to water w/views
Olga
10.0 out of 10, Exceptional, (12)
"We had a wonderful stay! The cabin was cozy, clean, and well-kept with great linens and reliable WiFi. The location couldn’t have been better—just a short walk to the pier. Everything about it made for a relaxing and comfortable getaway."
United States
Sadjo S.
The price is NZ$454
includes taxes & fees
5 Jan - 6 Jan 2026
Little Stuga - Cozy, Private, Walk to water w/views

Sunny Island Cliff Side Views

Sunny Island Cliff Side Views
Anacortes
9.6 out of 10, Exceptional, (47)
"Place was nice with a gorgeous view."
United States
John M.
The price is NZ$504
includes taxes & fees
2 Jan - 3 Jan 2026
Sunny Island Cliff Side Views

Cozy cottage, outdoor space & convenient location

Cozy cottage, outdoor space & convenient location
Anacortes
9.2 out of 10, Wonderful, (60)
"Comfortable house with nice yard for hanging out. Great location with easy access to downtown stores and restaurants as well as access to trails and waterfront."
United States
Jim R.
Cozy cottage, outdoor space & convenient location

Cabin * Hot tub * Fire pit * View * Getaway!

Cabin * Hot tub * Fire pit * View * Getaway!
2.0 star property
Oak Harbor
9.8 out of 10, Exceptional, (13)
"Great place to stay on our way to ferry"
United States
Phil A.
The price is NZ$753
includes taxes & fees
30 Dec - 31 Dec
Cabin * Hot tub * Fire pit * View * Getaway!

Deception Pass home with forest and bay views

Deception Pass home with forest and bay views
Oak Harbor
10.0 out of 10, Exceptional, (21)
"Beautiful stay with everything we needed and more;) Kind host, close to everything but secluded. Excellent family adventure! "
United States
Rebecca
The price is NZ$566
includes taxes & fees
30 Dec - 31 Dec
Deception Pass home with forest and bay views

2BR Beachfront Cabin on epic west-facing sand and pebble beach!

2BR Beachfront Cabin on epic west-facing sand and pebble beach!
Eastsound
10.0 out of 10, Exceptional, (2)
"My family had a great stay at West Beach resort. Cabin was great with all we need, right on the beach. It was amazing to spend evenings around fire place and to hear t waves. Very relaxing. It was nice to have convince store at resort to buy coffee or other basics. Everyone was very friendly. We loved it. "
United States
ivana f.
The price is NZ$532
includes taxes & fees
5 Jan - 6 Jan 2026
2BR Beachfront Cabin on epic west-facing sand and pebble beach!

Mt. Baker View * Harbor * King Bed * Fire Pit!

Mt. Baker View * Harbor * King Bed * Fire Pit!
2.0 star property
Oak Harbor
10.0 out of 10, Exceptional, (7)
"Thank you so much for letting us stay at your beautiful Mount Baker view home! We had such a wonderful time and really enjoyed the comfortable bed, the great deck, and especially the amazing views of the mountain. It was the perfect escape, and I can't wait to visit again."
United States
David B.
The price is NZ$611
includes taxes & fees
29 Dec - 30 Dec
Mt. Baker View * Harbor * King Bed * Fire Pit!
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.
Save an average of 15% on thousands of hotels when you're signed in

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 favorite 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 depends 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 NZ$352 per night. Entering your travel dates in the search wizard you might find 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.