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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for San Juan Islands vacation homes

A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

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 ￥23,891
￥69,296 total
includes taxes & fees
Oct 22 - Oct 23
Emily's Cottage at Cayou Channel - Orcas Island
A table set with food and wine glasses overlooking a lake with trees and mountains in the background.

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 ￥30,814
￥63,069 total
includes taxes & fees
Nov 1 - Nov 2
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A modern living room with a dining area, a sofa, a coffee table, and a large window providing natural light.

3. 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 ￥37,452
￥79,441 total
includes taxes & fees
Oct 21 - Oct 22
Hot Tub/Central/Modern/Well Appointed/Immaculate
A marina with boats, a stone bridge, and a well-maintained grassy area.

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 ￥27,733
￥31,525 total
includes taxes & fees
Oct 20 - Oct 21
Waterfront King Room with Ocean Views
A bedroom with a bed, two bedside tables, a wardrobe, and a window with a view of trees.

5. 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 ￥15,235
￥59,978 total
includes taxes & fees
Oct 20 - Oct 21
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
A deck with a picnic table and umbrella, overlooking a marina with boats and a forested hill.

6. 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 ￥29,866
￥60,456 total
includes taxes & fees
Nov 16 - Nov 17
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A cozy living room with a wooden ceiling, a television, a sofa, and a coffee table.

7. 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 ￥36,187
￥86,725 total
includes taxes & fees
Nov 16 - Nov 17
Cheerful woodsy cabin w gas fireplace, sleeps 6.
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

8. 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 ￥56,176
￥99,524 total
includes taxes & fees
Oct 22 - Oct 23
Cedar Orchard Cabin.
An outdoor seating area with tables and chairs facing a view of a body of water and trees.

9. 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 ￥38,936
￥71,886 total
includes taxes & fees
Oct 20 - Oct 21
WATER VIEWS! WOOD STOVE! PRIVATE!
A red house with a porch and a staircase leading to the front door.

10. 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
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
A modern cabin with a metal roof, situated by a body of water, featuring a deck and outdoor seating area.

11. 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.
The price is ￥64,208
￥116,734 total
includes taxes & fees
Oct 20 - Oct 21
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
A modern kitchen with a large island, a dining area with a view, and a cozy seating area.

12. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (382 reviews)
"Such a special place!"
United States
Kathleen R.
The price is ￥47,406
￥96,506 total
includes taxes & fees
Oct 22 - Oct 23
Modern Home with Stunning Water View
An aerial view of a house with a large deck, surrounded by lush greenery and a well-maintained garden.

13. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
10.0 out of 10, Exceptional, (1 review)
The price is ￥41,945
￥91,116 total
includes taxes & fees
Oct 20 - Oct 21
Goldeneye Farm - Orchard & Ponds
A room with a large window overlooking a forested lake.

14. 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, (26 reviews)
"Beautiful home and had everything you needed to make your stay comfortable! "
United States
Wesley A.
The price is ￥46,932
￥58,584 total
includes taxes & fees
Oct 20 - Oct 21
Cottage at Doe Bay - Entire Home (New Listing)
A modern two-story house with a patio area featuring outdoor furniture.

15. Heart Of Eastsound, Family & Small-Dog Friendly

Heart Of Eastsound, Family & Small-Dog Friendly
Eastsound
10.0 out of 10, Exceptional, (24 reviews)
"Our stay couldn’t have been better! Such a great place in the best location. Would absolutely stay here again!"
United States
Debra P.
The price is ￥37,272
￥87,001 total
includes taxes & fees
Oct 20 - Oct 21
Heart Of Eastsound, Family & Small-Dog Friendly
A modern living room with a sectional sofa, a coffee table, and a rug. There is a kitchen area with cabinets and appliances.

16. 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 ￥48,642
￥83,359 total
includes taxes & fees
Oct 20 - Oct 21
Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
A spacious interior with a wooden staircase, a dining area, and a view of the outdoors.

17. 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 ￥48,945
￥121,656 total
includes taxes & fees
Oct 20 - Oct 21
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
A view through a window with a grid pattern, overlooking a calm body of water and distant land, with trees in the foreground.

18. 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)
"This is a beautiful house with fantastic views. Very close to town. Immaculately clean and had everything we needed. I highly recommend and I would stay here again."
United States
Marian N.
The price is ￥42,659
￥103,738 total
includes taxes & fees
Oct 20 - Oct 21
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
A spacious living room with a stone fireplace, large windows, and a skylight.

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 ￥53,758
￥110,911 total
includes taxes & fees
Oct 20 - Oct 21
Huckleberry House - New Listing!
A snow-covered landscape with a building featuring a large window and a door.

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
The price is ￥39,821
￥88,456 total
includes taxes & fees
Oct 20 - Oct 21
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.
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Top San Juan Islands Hotel Reviews

Deer Harbor Inn

Deer Harbor Inn

10/10 Excellent
"Cute cabin, comfy bed, everything we needed. Wished we had more time there."
Sally 1-night trip
Posted 13 hours ago
Deer Harbor Inn

Find out more about San Juan Islands

San Juan Islands Vacation Homes information

Number of reviews
1,095
Accommodation
241 Vacation Homes
Lowest Price
￥31,525
Highest Price
￥121,656

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