A lighthouse on a rocky coastline with the ocean in the foreground.

Holiday Homes in San Juan Islands

  • 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

In two weeks
In two months
In three months
In four months

Our top choices for San Juan Islands holiday homes

1. 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 NZ$754
includes taxes & fees
16 Oct - 17 Oct
Emily's Cottage at Cayou Channel - Orcas Island

2. 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, (218 reviews)
"It’s all about the view - incredible. We enjoyed happy hour on the deck, and the sunrise was stunning and beautiful."
United States
Chad
The price is NZ$709
includes taxes & fees
1 Nov - 2 Nov
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

3. 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, (191 reviews)
"The house is great. Charming older home close to everything. The host was great….left us fresh eggs from her coop! Very spacious. The house is tidy and well equipped."
United States
Luke B
The price is NZ$1,124
includes taxes & fees
8 Nov - 9 Nov
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

4. Waterfront King Room with Ocean Views

Waterfront King Room with Ocean Views
Eastsound
8.0 out of 10, Very good, (2 reviews)
"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 NZ$350
includes taxes & fees
18 Oct - 19 Oct
Waterfront King Room with Ocean Views

5. CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
6.8 out of 10, (3 reviews)
The price is NZ$706
includes taxes & fees
4 Nov - 5 Nov
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

6. Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (40 reviews)
"We loved the place and would definitely check availability for it on our next trip."
United States
Tyler and Briana D.
The price is NZ$821
includes taxes & fees
18 Oct - 19 Oct
Hot Tub/Central/Modern/Well Appointed/Immaculate

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)
"Pet friendly"
United States
Andrew H.
The price is NZ$694
includes taxes & fees
20 Oct - 21 Oct
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

8. 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 NZ$801
includes taxes & fees
26 Oct - 27 Oct
WATER VIEWS! WOOD STOVE! PRIVATE!

9. Cheerful woodsy cabin w gas fireplace, sleeps 6.

Cheerful woodsy cabin w gas fireplace, sleeps 6.
Lopez Island
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful property. Great kitchen. "
United States
Carol B.
The price is NZ$969
includes taxes & fees
2 Nov - 3 Nov
Cheerful woodsy cabin w gas fireplace, sleeps 6.

10. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (44 reviews)
"Charming cedar cottage with lovely water view from the sunroom. Great hot tub and fire table. Laundry available. Well stocked kitchen. Lots of fun on ping pong table. Will definitely be back!"
United States
Loree C.
The price is NZ$1,084
includes taxes & fees
20 Oct - 21 Oct
Cedar Orchard Cabin.

11. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (382 reviews)
The price is NZ$1,065
includes taxes & fees
26 Oct - 27 Oct
Modern Home with Stunning Water View

12. Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful property close to everything the island has to offer. The view was incredible! We loved everything about our stay."
United States
Rananda S.
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

13. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
10.0 out of 10, Exceptional, (1 review)
The price is NZ$1,036
includes taxes & fees
24 Oct - 25 Oct
Goldeneye Farm - Orchard & Ponds

14. The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
Eastsound
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful house and amazing location! Accommodated our group of 6 easily. Walk to town. Quick response and support from the host. We would totally stay here again."
United States
Matt M.
The price is NZ$1,342
includes taxes & fees
25 Oct - 26 Oct
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

15. Cottage at Doe Bay - Entire Home (New Listing)

Cottage at Doe Bay - Entire Home (New Listing)
San Juan County
9.8 out of 10, Exceptional, (25 reviews)
"Beautiful home and had everything you needed to make your stay comfortable! "
United States
Wesley A.
The price is NZ$646
includes taxes & fees
18 Oct - 19 Oct
Cottage at Doe Bay - Entire Home (New Listing)

16. North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
Eastsound
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful property. Very clean, spacious, and well-stocked. Thoroughly enjoyed our stay. "
United States
Craig C.
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

17. Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views

Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
Eastsound
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful view of East Sound. Enjoyed coffee and the birds chirping on the patio. Great weekend getaway. "
United States
David C.
The price is NZ$937
includes taxes & fees
26 Oct - 27 Oct
Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views

18. Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
Eastsound
10.0 out of 10, Exceptional, (18 reviews)
"Everything we needed was provided. Great stay!"
United States
Monty and Michelle d.
The price is NZ$1,106
includes taxes & fees
18 Oct - 19 Oct
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

19. Huckleberry House - New Listing!

Huckleberry House - New Listing!
Eastsound
10.0 out of 10, Exceptional, (1 review)
"We loved this property! Easy walk to downtown and close to the water. Well-equipped kitchen. And we loved the hot tub!"
United States
Tom W.
The price is NZ$1,260
includes taxes & fees
18 Oct - 19 Oct
Huckleberry House - New Listing!

20. HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
Eastsound
10.0 out of 10, Exceptional, (5 reviews)
"Great location. "
Canada
danielle
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
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 Islands Hotel Reviews

Find out more about San Juan Islands

San Juan Islands Holiday Homes information

Number of reviews
1,088
Accommodation
240 Holiday Homes
Lowest Price
NZ$350
Highest Price
NZ$1,342

Explore a world of travel with Expedia