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San Juan Islands Vacation Rentals

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Our top choices for San Juan Islands vacation rentals

1. 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 $297
CA $328 total
includes taxes & fees
Oct 14 - Oct 15
West Beach Resort

2. 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 $211
CA $615 total
includes taxes & fees
Sep 26 - Sep 27
Emily's Cottage at Cayou Channel - Orcas Island

3. 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)
"The little house was a comfortable and clean stay."
United States
Lyn W.
The price is CA $143
CA $353 total
includes taxes & fees
Oct 19 - Oct 20
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach

4. 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 $346
CA $429 total
includes taxes & fees
Oct 18 - Oct 19
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

5. Tahlequah's Place Condo in Downtown Friday Harbor

Tahlequah's Place Condo in Downtown Friday Harbor
Friday Harbor
8.6 out of 10, Excellent, (21 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 $224
CA $391 total
includes taxes & fees
Oct 1 - Oct 2
Tahlequah's Place Condo in Downtown Friday Harbor

6. 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)
Glamping Tent 2 min walk to west-facing beach at popular resort

7. 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)
"Great views, comfortable bed, spacious home. "
United States
Savannah I.
The price is CA $178
CA $585 total
includes taxes & fees
Sep 30 - Oct 1
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

8. The 'Spinnaker Studio' at Sea Star Lofts

The 'Spinnaker Studio' at Sea Star Lofts
Eastsound
9.8 out of 10, Exceptional, (166 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 $274
CA $482 total
includes taxes & fees
Oct 6 - Oct 7
The 'Spinnaker Studio' at Sea Star Lofts

9. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (42 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 $500
CA $886 total
includes taxes & fees
Sep 26 - Sep 27
Cedar Orchard Cabin.

10. 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
9.8 out of 10, Exceptional, (108 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.
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

11. Forest Grove on Orcas: A Cozy Naturalist's Retreat

Forest Grove on Orcas: A Cozy Naturalist's Retreat
Orcas
The price is CA $266
CA $330 total
includes taxes & fees
Sep 29 - Sep 30
Forest Grove on Orcas: A Cozy Naturalist's Retreat

12. '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.
The price is CA $387
CA $626 total
includes taxes & fees
Oct 5 - Oct 6
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

13. 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 CA $249
CA $324 total
includes taxes & fees
Sep 29 - Sep 30
Glamping Tent with Westerly Ocean Views - 1 min walk to beach!

14. Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!
Eastsound
The price is CA $249
CA $361 total
includes taxes & fees
Oct 14 - Oct 15
Garden Studio Cabin w/ peek-a-boo views - 1 min walk to beach!

15. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
10.0 out of 10, Exceptional, (1 review)
The price is CA $380
CA $912 total
includes taxes & fees
Oct 1 - Oct 2
Goldeneye Farm - Orchard & Ponds

16. 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 $335
CA $541 total
includes taxes & fees
Oct 5 - Oct 6
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

17. Bayside Waterfront King_Ocean Views_King Bed_Pool

Bayside Waterfront King_Ocean Views_King Bed_Pool
Eastsound
6.0 out of 10, (1 review)
"The value for the price was acceptable. View was outstanding! Staff came and addressed a concern immediately. Bed was comfortable with nice linens and towels. The room is generally old and tired. Musty smell. It was not cleaned well. Carpet needs replacing and has lots of stains (don't want to go barefoot). Curtains are in disrepair. The shower has mold in the calk and grout and on the ceiling. Nice adds would be places by the bed to plug phones into, hooks for coats (it rains on Orcas and this...
United States
Matthew
The price is CA $247
CA $265 total
includes taxes & fees
Sep 28 - Sep 29
Bayside Waterfront King_Ocean Views_King Bed_Pool

18. Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.

Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.
Eastsound
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay with access to everything you need. "
United States
Jeanine
The price is CA $411
CA $641 total
includes taxes & fees
Sep 29 - Sep 30
Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.

19. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
10.0 out of 10, Exceptional, (2 reviews)
"Dillon is a great host. The bed is very comfortable and the kitchen has everything. The property has a panoramic view of sloping forests, fields and tidal lands. It’s a short walk to an exceptional restaurant (Lascaux), an art gallery, a historic general store, a marina dock, and an oyster farm. A short drive took us to Obstruction Pass Marine Park, which provided a scenic hike."
United States
Carrie S.
The price is CA $334
CA $575 total
includes taxes & fees
Oct 13 - Oct 14
WATER VIEWS! WOOD STOVE! PRIVATE!

20. 1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!

1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
Eastsound
10.0 out of 10, Exceptional, (3 reviews)
"Everyone we encountered was welcoming and friendly…we enjoyed our stay!"
United States
Mari S.
The price is CA $308
CA $454 total
includes taxes & fees
Oct 13 - Oct 14
1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
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 Islands Hotel Reviews

Find out more about San Juan Islands

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 Islands. 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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