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

Holiday Rentals in San Juan Islands

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for San Juan Islands holiday rentals

A wooden deck with a table and grill, overlooking a lake with a distant bridge.

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 €207
includes taxes & fees
12 Oct - 13 Oct
West Beach Resort
A rustic cabin with a porch, a grill, and a small deck.

2. 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 €219
includes taxes & fees
27 Oct - 28 Oct
Dog Friendly Studio with Kitchenette, WiFi, Yard and Fire Pit near Eastsound Beach
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

3. 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 €400
includes taxes & fees
6 Oct - 7 Oct
Emily's Cottage at Cayou Channel - Orcas Island
A two-story building with a covered porch and a staircase.

4. 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)
"Cute apartment / condo near town! We had a wonderful time staying here."
United States
Lauren L.
The price is €239
includes taxes & fees
1 Nov - 2 Nov
Tahlequah's Place Condo in Downtown Friday Harbor
A table set with food and wine glasses overlooking a lake with trees and mountains in the background.

5. 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 €355
includes taxes & fees
1 Nov - 2 Nov
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A dining area with a wooden table, chairs, and a board game. There is a leather couch and a small rug in the background.

6. 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 €274
includes taxes & fees
12 Oct - 13 Oct
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
A garden with two large tree stumps, one with a carved face, surrounded by rocks and purple flowers.

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

Forest Grove on Orcas: A Cozy Naturalist's Retreat
Orcas
The price is €213
includes taxes & fees
7 Oct - 8 Oct
Forest Grove on Orcas: A Cozy Naturalist's Retreat
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

8. 'The Leeward Studio' at SeaStar Lofts on the Waterfront!

'The Leeward Studio' at SeaStar Lofts on the Waterfront!
Eastsound
9.8 out of 10, Exceptional, (170 reviews)
"Everything was great with this centrally-located property in Eastsound. Well-furnished with a very comfortable bed. The kitchen was nicely stocked. The only negative was that the TV didn’t work."
United States
Webb H.
The price is €403
includes taxes & fees
12 Oct - 13 Oct
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
A marina with boats, a stone bridge, and a well-maintained grassy area.

9. Bayside Waterfront King_Ocean Views_King Bed_Pool

Bayside Waterfront King_Ocean Views_King Bed_Pool
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 €182
includes taxes & fees
6 Oct - 7 Oct
Bayside Waterfront King_Ocean Views_King Bed_Pool
Beautiful light all year long.

10. 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 €349
includes taxes & fees
6 Oct - 7 Oct
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
A wooden deck with a hot tub, a sign with spa rules, and a view of the ocean.

11. Deluxe Garden Studio w/ Bunk House

Deluxe Garden Studio w/ Bunk House
Eastsound
The price is €283
includes taxes & fees
12 Oct - 13 Oct
Deluxe Garden Studio w/ Bunk House
A table with a bottle and glasses of wine, overlooking a lake with mountains in the background.

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 €408
includes taxes & fees
6 Oct - 7 Oct
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
A wooden deck with a grill and tables overlooking a lake.

13. 1BR Beachfront Cabin directly on world class west-facing beach!

1BR Beachfront Cabin directly on world class west-facing beach!
Eastsound
The price is €317
includes taxes & fees
21 Oct - 22 Oct
1BR Beachfront Cabin directly on world class west-facing beach!
A round wooden table with two wine glasses and a plate of fruit on a balcony overlooking a body of water and distant mountains.

14. 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
Water View! Luxury Starboard Suite-- walk to cafes, shops, galleries & beaches.
A bedroom with a bed, two bedside tables, a wardrobe, and a window with a view of trees.

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
9.2 out of 10, Wonderful, (81 reviews)
"Pet friendly"
United States
Andrew H.
The price is €355
includes taxes & fees
24 Oct - 25 Oct
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
An outdoor seating area with tables and chairs facing a view of a body of water and trees.

16. 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 €412
includes taxes & fees
6 Oct - 7 Oct
WATER VIEWS! WOOD STOVE! PRIVATE!
Prime westerly views & nightly sunsets

17. 2BR Beach Cabin on prime west-facing beach!

2BR Beach Cabin on prime west-facing beach!
Eastsound
The price is €319
includes taxes & fees
21 Oct - 22 Oct
2BR Beach Cabin on prime west-facing beach!
A wooden deck with a table and chairs, overlooking a lake.

18. 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 €289
includes taxes & fees
19 Oct - 20 Oct
1BR Ocean View Cabin - 30 second walk to west-facing beach and sunsets!
A deck with a picnic table and umbrella, overlooking a marina with boats and a forested hill.

19. 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 €400
includes taxes & fees
7 Oct - 8 Oct
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A spacious interior with a wooden staircase, a dining area, and a view of the outdoors.

20. 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 €755
includes taxes & fees
3 Nov - 4 Nov
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
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

Earthbox Inn & Spa

Earthbox Inn & Spa

10/10 Excellent
"We recently stayed at Earthbox Inn & Spa on San Juan Island and had a wonderful experience. It was a comfortable place to come back to and relax during our island getaway. The staff was great and made us feel welcome. Their friendly service was one of the highlights of our stay, and we appreciated the hospitality. We really enjoyed our room, and the bed was especially comfortable. Having a great place to rest made our visit that much more enjoyable. We would happily stay at Earthbox Inn & Spa again and recommend it to anyone planning a visit to San Juan Island. Thank you to the staff for helping make our stay such a pleasant one!"
Michael 1-night trip
Posted 12 hours ago
Earthbox Inn & Spa

Find out more about San Juan Islands

Everything you need to know about San Juan Islands holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan Islands holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Juan Islands holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Juan Islands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan Islands. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan Islands holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Juan Islands holiday rentals we have selected for you start as low as €207 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Juan Islands rentals

At Expedia, we put the best San Juan Islands holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Juan Islands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Juan Islands holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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