San Juan Island Holiday Rentals

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Our top choices for San Juan Island holiday rentals

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, (204 reviews)
"Welcoming host, amazing place on the water"
United States
Jen B.
The price is NZ$768
includes taxes & fees
27 May - 28 May
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

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.
The price is NZ$684
includes taxes & fees
19 May - 20 May
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

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, (95 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is NZ$939
includes taxes & fees
12 June - 13 June
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

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, (239 reviews)
"Great spot."
United States
Patrick M.
The price is NZ$679
includes taxes & fees
14 May - 15 May
Luxury Vacation Condo in the Heart of Friday Harbor - with EV charger!

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

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Friday Harbor
9.8 out of 10, Exceptional, (44 reviews)
"Great secluded spot if you’re looking for a relaxing stay on San Juan! "
United Kingdom
Bret N.
The price is NZ$1,399
includes taxes & fees
17 May - 18 May
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

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, (42 reviews)
"We love the location and design of this house rental. "
United States
Jessica F.
The price is NZ$602
includes taxes & fees
14 May - 15 May
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

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 NZ$662
includes taxes & fees
18 May - 19 May
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

Tahlequah's Place Condo in Downtown Friday Harbor

Tahlequah's Place Condo in Downtown Friday Harbor
Friday Harbor
8.6 out of 10, Excellent, (17 reviews)
"Cute apartment / condo near town! We had a wonderful time staying here."
United States
Lauren L.
The price is NZ$484
includes taxes & fees
28 May - 29 May
Tahlequah's Place Condo in Downtown Friday Harbor

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, (10 reviews)
"What a beautiful setting and a wonderful cabin! The shower was amazing too! Peaceful and quiet. Amazing weekend!"
United States
Cindy U.
The price is NZ$662
includes taxes & fees
18 May - 19 May
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

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)
"Lovely place .. good for family vsvation"
United States
Aftab A.
The price is NZ$1,062
includes taxes & fees
25 May - 26 May
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Friday Harbor
9.2 out of 10, Wonderful, (168 reviews)
"The house location is amazing! It’s a great older home with eclectic antique charm. We loved the sunroom nook. We had a group of 6 and the house was a great setting for friends to catch up and relax, play card games, and hang out. We all agreed we agreed we will stay here again. The host was great!"
United States
Hollie
The price is NZ$1,214
includes taxes & fees
4 June - 5 June
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

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 NZ$1,062
includes taxes & fees
27 May - 28 May
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 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 NZ$1,247
includes taxes & fees
25 May - 26 May
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

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, (1 review)
"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 NZ$341
includes taxes & fees
20 May - 21 May
Glamping Tent with Partial Ocean Views - 1 min walk to beach!

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 NZ$387
includes taxes & fees
18 May - 19 May
Glamping Tent with Westerly Ocean Views - 1 min walk to beach!

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 NZ$301
includes taxes & fees
18 May - 19 May
Glamping Tent 2 min walk to west-facing beach at popular resort

Cottage by the Sea

Cottage by the Sea
Anacortes
9.6 out of 10, Exceptional, (154 reviews)
"Very welcoming and gorgeous views. Cozy and very well equipped. "
United States
Irene W.
The price is NZ$396
includes taxes & fees
17 May - 18 May
Cottage by the Sea

Dog-friendly wood cabin with full kitchen & free WiFi near the water

Dog-friendly wood cabin with full kitchen & free WiFi near the water
Eastsound
7.6 out of 10, Good, (54 reviews)
"Clean, private, good views, great amenities"
United States
Shelbie
Dog-friendly wood cabin with full kitchen & free WiFi near the water

West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.4 out of 10, Exceptional, (117 reviews)
"Pet friendly and very clean and peaceful."
United States
Ana
The price is NZ$507
includes taxes & fees
19 May - 20 May
West Beach Resort

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, (112 reviews)
"The place was clean and comfortable, and the view from the little deck was awesome. We enjoyed our stay very much."
United States
Charles S.
The price is NZ$287
includes taxes & fees
19 May - 20 May
Studio Unit with Views of Hales Passage and Mt Baker
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 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$416 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.