A lakeside lodge with a wooden pier, surrounded by lush greenery and a forested backdrop.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for San Juan Island holiday homes

A restaurant with wooden tables and chairs, large windows, and a view of the outdoors.

1. 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
A red house with a porch and a staircase leading to the front door.

2. 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, (189 reviews)
"This house is the best deal on the island for a large group of people wanting to stay close to Friday Harbor. Location is super convenient. My main disappointments with the house is that there are only 2 showers, one of the rooms has no window that can be opened so it gets very warm on hot days, and the house creaks loudly as people walk around. I would say this house is geared more for the kind of people who can handle a hostel kind of experience."
United States
SCOTT
The price is £561
includes taxes & fees
25 Sept - 26 Sept
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
A wooden cabin with a stone pathway leading to the entrance, surrounded by lush greenery and tall trees.

3. Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Friday Harbor
10.0 out of 10, Exceptional, (380 reviews)
"Beautiful property and great for a relaxing weekend with family. Loved how close it is to the oyster farm and we saw lots of cool wildlife from the back porch. Highly recommend!"
United States
Alex W.
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

4. 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 £334
includes taxes & fees
24 Sept - 25 Sept
Emily's Cottage at Cayou Channel - Orcas Island
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

5. 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 £473
includes taxes & fees
24 Sept - 25 Sept
Cedar Orchard Cabin.
A deck with a picnic table and umbrella, overlooking a marina with boats.

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 £390
includes taxes & fees
20 Oct - 21 Oct
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A wooden deck with a table and chairs, surrounded by a forest.

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 £309
includes taxes & fees
28 Sept - 29 Sept
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
A cozy living room with a wooden ceiling, a television, a sofa, and a coffee table.

8. 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 £474
includes taxes & fees
29 Sept - 30 Sept
Cheerful woodsy cabin w gas fireplace, sleeps 6.
An aerial view of a house with a large deck, surrounded by lush greenery and a well-maintained garden.

9. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
10.0 out of 10, Exceptional, (1 review)
The price is £485
includes taxes & fees
8 Oct - 9 Oct
Goldeneye Farm - Orchard & Ponds
An outdoor seating area with tables and chairs facing a view of a body of water and trees.

10. 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 £310
includes taxes & fees
21 Oct - 22 Oct
WATER VIEWS! WOOD STOVE! PRIVATE!
A snow-covered landscape with a building featuring a large window and a door.

11. 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 £462
includes taxes & fees
24 Sept - 25 Sept
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

12. Sweeping Sound Views, Pet friendly, 3 Bedroom

Sweeping Sound Views, Pet friendly, 3 Bedroom
San Juan County
10.0 out of 10, Exceptional, (1 review)
"The home was beautiful, well stocked with AMAZING views! We really enjoyed our time there. "
United States
Marc H.
Sweeping Sound Views, Pet friendly, 3 Bedroom
A room with a large window overlooking a forested lake.

13. 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, (24 reviews)
"Beautiful home and had everything you needed to make your stay comfortable! "
United States
Wesley A.
The price is £552
includes taxes & fees
28 Sept - 29 Sept
Cottage at Doe Bay - Entire Home (New Listing)
A modern cabin with a metal roof, situated by a body of water, featuring a deck and outdoor seating area.

14. 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 £508
includes taxes & fees
20 Oct - 21 Oct
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
A bedroom with a wooden bed, bedside tables, a nightstand, a wardrobe, and a patterned rug.

15. 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 £433
includes taxes & fees
2 Oct - 3 Oct
Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
A hot tub with chairs and a table, surrounded by a wooden deck and a stone wall.

16. 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 £605
includes taxes & fees
27 Sept - 28 Sept
Huckleberry House - New Listing!
A modern kitchen with a large island, a dining area with a view, and a cozy seating area.

17. 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 £463
includes taxes & fees
22 Oct - 23 Oct
Modern Home with Stunning Water View
A spacious interior with a wooden staircase, a dining area, and a view of the outdoors.

18. 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, (30 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 £590
includes taxes & fees
29 Sept - 30 Sept
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
A wooden deck with a railing overlooking a calm lake, surrounded by hills.

19. Cliffhouse At Rosario Village_Ocean Front_Whales

Cliffhouse At Rosario Village_Ocean Front_Whales
Eastsound
10.0 out of 10, Exceptional, (1 review)
"The ocean view and the location was fantastic. It was clean with the exception of rhe screen on the bathroom widow which had a very thick layers of dust and the deck railing was really needed cleaning... included numerous spider wed and green slime. And the one long chair pillow was wet and had bird poop. And the screens on both sliding doors need replacing as those are ripped. Though I would still rent it again."
United States
Alex d.
The price is £234
includes taxes & fees
22 Oct - 23 Oct
Cliffhouse At Rosario Village_Ocean Front_Whales
A wooden deck with outdoor furniture overlooking a body of water and forested hills.

20. INSANE VIEWS! HOT TUB!

INSANE VIEWS! HOT TUB!
San Juan County
9.0 out of 10, Wonderful, (2 reviews)
"The view was stunning, and the cabin itself is really picturesque, especially the old fire stove."
United States
Vlada K.
The price is £435
includes taxes & fees
24 Sept - 25 Sept
INSANE VIEWS! HOT TUB!
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 Island Hotel Reviews

The Orca Inn

The Orca Inn

8/10 Good
"Orca Inn is a no frills place to stay, small room, but met our needs for a place to sleep. It was clean and quite. Staff was nice and allowed a very early checkin."
Michael 1-night trip
Posted 4 hours ago
The Orca Inn

Find out more about San Juan Island

San Juan Island Holiday Homes information

Number of reviews
1,172
Accommodation
359 Holiday Homes
Lowest Price
£234
Highest Price
£605

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