Holiday Homes in San Juan Island

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Our top choices for San Juan Island holiday homes

1. 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, (219 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 €350
includes taxes & fees
15 Nov - 16 Nov
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

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 €423
includes taxes & fees
14 Nov - 15 Nov
Emily's Cottage at Cayou Channel - Orcas Island

3. 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 €327
includes taxes & fees
19 Nov - 20 Nov
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

4. 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 €461
includes taxes & fees
9 Dec - 10 Dec
Cheerful woodsy cabin w gas fireplace, sleeps 6.

5. 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 €545
includes taxes & fees
9 Nov - 10 Nov
Cedar Orchard Cabin.

6. 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 €388
includes taxes & fees
9 Nov - 10 Nov
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

7. Cozy 2BR - Fireplace - Patio - Washer Dryer

Cozy 2BR - Fireplace - Patio - Washer Dryer
Anacortes
9.0 out of 10, Wonderful, (73 reviews)
"Great location. Simple layout."
United States
Andrew S.
The price is €321
includes taxes & fees
9 Nov - 10 Nov
Cozy 2BR - Fireplace - Patio - Washer Dryer

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 €363
includes taxes & fees
7 Dec - 8 Dec
WATER VIEWS! WOOD STOVE! PRIVATE!

9. Eastsound Village | Family & Small Dogs

Eastsound Village | Family & Small Dogs
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.
Eastsound Village | Family & Small Dogs

10. Romantic Oceanfront | Hot Tub & Kitchen

Romantic Oceanfront | Hot Tub & 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 | Hot Tub & Kitchen

11. North Beach Outlook| Sea Views & Sunsets

North Beach Outlook| Sea Views & Sunsets
Eastsound
9.8 out of 10, Exceptional, (17 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.
North Beach Outlook| Sea Views & Sunsets

12. 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 €168
includes taxes & fees
9 Nov - 10 Nov
Waterfront King Room with Ocean Views

13. Orcas Island Cabin | Pond, Pets & Near Moran

Orcas Island Cabin | Pond, Pets & Near Moran
San Juan County
The price is €462
includes taxes & fees
7 Dec - 8 Dec
Orcas Island Cabin | Pond, Pets & Near Moran

14. Enchanted Orchard|Hot Tub & Pet-Friendly

Enchanted Orchard|Hot Tub & Pet-Friendly
Eastsound
10.0 out of 10, Exceptional, (32 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 €670
includes taxes & fees
9 Nov - 10 Nov
Enchanted Orchard|Hot Tub & Pet-Friendly

15. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
10.0 out of 10, Exceptional, (1 review)
The price is €497
includes taxes & fees
14 Nov - 15 Nov
Goldeneye Farm - Orchard & Ponds

16. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (384 reviews)
"Such a special place!"
United States
Kathleen R.
The price is €565
includes taxes & fees
7 Dec - 8 Dec
Modern Home with Stunning Water View

17. Beachfront Hot Tub Retreat for Two

Beachfront Hot Tub Retreat for Two
Oak Harbor
10.0 out of 10, Exceptional, (21 reviews)
"Great place with great hosts."
United States
Robb M.
The price is €516
includes taxes & fees
11 Nov - 12 Nov
Beachfront Hot Tub Retreat for Two

18. 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, (28 reviews)
"Beautiful home and had everything you needed to make your stay comfortable! "
United States
Wesley A.
The price is €306
includes taxes & fees
7 Dec - 8 Dec
Cottage at Doe Bay - Entire Home (New Listing)

19. Water Views | Hot Tub, Beach & Pets OK

Water Views | Hot Tub, Beach & Pets OK
Eastsound
10.0 out of 10, Exceptional, (35 reviews)
"We had a lovely stay. The house had everything we could have needed and looked better than the listing! Loved the beach, where we saw otters, seals, herons, starfish, and more. "
United States
Julie T.
The price is €598
includes taxes & fees
9 Nov - 10 Nov
Water Views | Hot Tub, Beach & Pets OK

20. 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 €607
includes taxes & fees
7 Dec - 8 Dec
Huckleberry House - 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.

Learn more about San Juan Island

San Juan Island entices visitors with its quaint harbor towns, forest trails and the chance to see a range of wildlife, including endangered orcas.

A waterfront view of Hotel de Haro with a stone wall and a reflection in the water.

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