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

Holiday Homes in San Juan Island

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Our top choices for San Juan Island holiday homes

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
10.0 out of 10, Exceptional, (104 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is €488
includes taxes & fees
7 Sept - 8 Sept
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

2. Perfect location to relax, unwind, renew and enjoy San Juan Island

Perfect location to relax, unwind, renew and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (141 reviews)
"Truly accommodated for daily life, it felt like a home and I didn’t feel like I was without."
United States
Faustine
The price is €491
includes taxes & fees
25 Aug - 26 Aug
Perfect location to relax, unwind, renew and enjoy San Juan Island

3. 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, (212 reviews)
"Beautiful setting!"
United States
Sean H.
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

4. 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
9.4 out of 10, Exceptional, (177 reviews)
"The new beds were awesome, our family has stayed now for many years and the grandchildren look forward to the red house every time. Plenty of space and so convenient to get to marina."
United States
Elizabeth M.
The price is €646
includes taxes & fees
23 Aug - 24 Aug
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

5. Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Friday Harbor
9.8 out of 10, Exceptional, (47 reviews)
"Everything was perfect! Such a fun place to stay! "
United States
Colin B.
The price is €1,049
includes taxes & fees
23 Aug - 24 Aug
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

6. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (38 reviews)
"Beautiful property with excellent views and a type of farm feel where so many unique things exist including ducks, a 22 year old cat, orchard, kayaks etc. you don’t need to leave the property to have a wonderful time host John is one of coolest guys you will ever meet."
United States
Frank M.
The price is €533
includes taxes & fees
24 Aug - 25 Aug
Cedar Orchard Cabin.

7. Historic Waterfront Home, Hot tub, Pets Welcome!

Historic Waterfront Home, Hot tub, Pets Welcome!
Eastsound
10.0 out of 10, Exceptional, (17 reviews)
"This was such an amazing place to stay! The views were gorgeous, we loved the hot tub and outside space, and the home was so charming and comfortable. Would highly recommend and can’t wait to stay again in the future."
United States
Stephanie R.
Historic Waterfront Home, Hot tub, Pets Welcome!

8. CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
6.0 out of 10, (2 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 €650
includes taxes & fees
8 Sept - 9 Sept
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

9. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (378 reviews)
"Terrific view. Quiet. Lots of room. Location close to East Sound but distant enough to escape crowds and ferry surges. Sorry, the driveway needs work. Steep ascent/descent with loose gravel and a pothole. Otherwise, a dream."
United States
Martin
The price is €705
includes taxes & fees
8 Sept - 9 Sept
Modern Home with Stunning Water View

10. 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, (28 reviews)
"Absolutely love this house! Great place for family and pets. Short walk to shopping and restaurants but feels private and comfortable."
United States
Kevin O.
The price is €776
includes taxes & fees
8 Sept - 9 Sept
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

11. Light-filled home with fenced yard - two dogs welcome - walk everywhere

Light-filled home with fenced yard - two dogs welcome - walk everywhere
Anacortes
9.2 out of 10, Wonderful, (69 reviews)
"Great location"
United States
Carole C.
Light-filled home with fenced yard - two dogs welcome - walk everywhere

12. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
The price is €435
includes taxes & fees
8 Sept - 9 Sept
WATER VIEWS! WOOD STOVE! PRIVATE!

13. 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 €818
includes taxes & fees
8 Sept - 9 Sept
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

14. 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.

15. Lux Coastal Retreat & Hot Tub

Lux Coastal Retreat & Hot Tub
Oak Harbor
9.8 out of 10, Exceptional, (20 reviews)
"The space was beautiful and comfortable, the amenities were top notch, and the view was incredible "
United States
Sarah P.
The price is €529
includes taxes & fees
8 Sept - 9 Sept
Lux Coastal Retreat & Hot Tub

16. Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (10 reviews)
"Incredible and expansive view!"
United States
Mechelle S.
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

17. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
The price is €703
includes taxes & fees
8 Sept - 9 Sept
Goldeneye Farm - Orchard & Ponds

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)
"It was a perfect place to stay! Beautiful and very nice!"
United States
Casey A.
The price is €797
includes taxes & fees
9 Sept - 10 Sept
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

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

Cottage at Doe Bay - Entire Home (New Listing)
San Juan County
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home and had everything you needed to make your stay comfortable! "
United States
Wesley A.
The price is €1,422
includes taxes & fees
8 Sept - 9 Sept
Cottage at Doe Bay - Entire Home (New Listing)

20. Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK

Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK
Anacortes
8.8 out of 10, Excellent, (87 reviews)
"Great property. We stayed for a sailing regatta at the marina very close by. This accommodation is close to down town. You can stay here, go on a whale watching tour, hike close by and grab cookies at The Store."
United States
Rachel S.
The price is €411
includes taxes & fees
13 Aug - 14 Aug
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK
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

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