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

San Juan Island Vacation Rentals

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Our top choices for San Juan Island vacation 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 CA $222
CA $389 total
includes taxes & fees
Oct 1 - Oct 2
Tahlequah's Place Condo in Downtown Friday Harbor

2. 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, (107 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 CA $294
CA $794 total
includes taxes & fees
Sep 23 - Sep 24
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

3. 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 CA $358
CA $447 total
includes taxes & fees
Oct 12 - Oct 13
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

4. Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Friday Harbor
10.0 out of 10, Exceptional, (376 reviews)
"Beautiful property and great for a relaxing weekend with family. Loved how close it is to the oyster farm and we saw lots of cool wildlife from the back porch. Highly recommend!"
United States
Alex W.
The price is CA $447
CA $863 total
includes taxes & fees
Sep 21 - Sep 22
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

5. 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, (11 reviews)
"Cabin was very CLEAN and very COZY, staff was very nice & helpful!!!"
United States
Tawnya P.
The price is CA $348
CA $433 total
includes taxes & fees
Oct 18 - Oct 19
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

6. 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 CA $348
CA $433 total
includes taxes & fees
Oct 18 - Oct 19
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

7. 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 CA $390
CA $483 total
includes taxes & fees
Oct 18 - Oct 19
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

8. 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 CA $600
CA $749 total
includes taxes & fees
Oct 5 - Oct 6
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

9. 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 CA $600
CA $749 total
includes taxes & fees
Oct 4 - Oct 5
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

10. 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 CA $628
CA $774 total
includes taxes & fees
Oct 18 - Oct 19
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

11. 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 CA $295
CA $326 total
includes taxes & fees
Oct 12 - Oct 13
West Beach Resort

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

Emily's Cottage at Cayou Channel - Orcas Island
Orcas Island
9.4 out of 10, Exceptional, (8 reviews)
"Great location, close to ferry!"
United States
Jonas R.
The price is CA $210
CA $612 total
includes taxes & fees
Sep 18 - Sep 19
Emily's Cottage at Cayou Channel - Orcas Island

13. 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 CA $352
CA $561 total
includes taxes & fees
Oct 9 - Oct 10
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

14. 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
9.2 out of 10, Wonderful, (76 reviews)
"Peaceful and quiet spot in the woods yet near the Ferry and Lake Killebrew! The owners art is on display. Another wonderful relaxing stay for this return customer."
United States
Joshua F.
The price is CA $165
CA $398 total
includes taxes & fees
Oct 15 - Oct 16
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach

15. 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
9.4 out of 10, Exceptional, (80 reviews)
"Great views, comfortable bed, spacious home. "
United States
Savannah I.
The price is CA $203
CA $610 total
includes taxes & fees
Sep 30 - Oct 1
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

16. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (41 reviews)
"Fantastic Cottage! We loved our stay - kids especially loved the ping pong and peacocks. Great sheets/towels and very clean."
United States
Elizabeth
The price is CA $442
CA $809 total
includes taxes & fees
Sep 19 - Sep 20
Cedar Orchard Cabin.

17. Heart of Deer Harbor - Harbormaster House

Heart of Deer Harbor - Harbormaster House
Deer Harbor
10.0 out of 10, Exceptional, (4 reviews)
"Loved the house! Beautiful view, nicely decorated, very comfortable. Will definitely stay here again!"
United States
Cndi B.
The price is CA $415
CA $906 total
includes taxes & fees
Oct 6 - Oct 7
Heart of Deer Harbor - Harbormaster House

18. Forest Grove on Orcas: A Cozy Naturalist Retreat

Forest Grove on Orcas: A Cozy Naturalist Retreat
Orcas
The price is CA $264
CA $328 total
includes taxes & fees
Sep 22 - Sep 23
Forest Grove on Orcas: A Cozy Naturalist Retreat

19. The 'Spinnaker Studio' at Sea Star Lofts

The 'Spinnaker Studio' at Sea Star Lofts
Eastsound
9.8 out of 10, Exceptional, (165 reviews)
"The location was great, we had everything we needed! It was very clean and well furnished. "
United States
Angela D.
The price is CA $273
CA $460 total
includes taxes & fees
Sep 20 - Sep 21
The 'Spinnaker Studio' at Sea Star Lofts

20. 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 CA $409
CA $775 total
includes taxes & fees
Oct 7 - Oct 8
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE 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 San Juan Island Hotel Reviews

Find out more about San Juan Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Juan Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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