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Holiday Homes in San Juan Islands

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Our top choices for San Juan Islands holiday homes

1. 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.
The price is AU$1,338
includes taxes & fees
2 Sept - 3 Sept
Historic Waterfront Home, Hot tub, Pets Welcome!

2. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (37 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 AU$876
includes taxes & fees
13 Aug - 14 Aug
Cedar Orchard Cabin.

3. 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, (176 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 AU$1,032
includes taxes & fees
23 Aug - 24 Aug
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

4. 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, (103 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is AU$815
includes taxes & fees
26 Aug - 27 Aug
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

5. Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (35 reviews)
"Great stay-easy to use hot tub, cental location and well kitchen full of cooking supplies including oil, salt."
United States
Alicia P.
The price is AU$896
includes taxes & fees
23 Aug - 24 Aug
Hot Tub/Central/Modern/Well Appointed/Immaculate

6. Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (9 reviews)
"Incredible and expansive view!"
United States
Mechelle S.
The price is AU$1,387
includes taxes & fees
16 Aug - 17 Aug
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

7. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
The price is AU$729
includes taxes & fees
1 Sept - 2 Sept
WATER VIEWS! WOOD STOVE! PRIVATE!

8. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (377 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 AU$1,266
includes taxes & fees
24 Aug - 25 Aug
Modern Home with Stunning Water View

9. 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 AU$1,653
includes taxes & fees
23 Aug - 24 Aug
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

10. Bayside Waterfront King_Ocean Views_King Bed_Pool

Bayside Waterfront King_Ocean Views_King Bed_Pool
Eastsound
6.0 out of 10, (1 review)
"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 AU$577
includes taxes & fees
9 Aug - 10 Aug
Bayside Waterfront King_Ocean Views_King Bed_Pool

11. Secluded cabin with amazing water views, huge deck, fireplace, & jetted tub

Secluded cabin with amazing water views, huge deck, fireplace, & jetted tub
Eastsound
9.2 out of 10, Wonderful, (29 reviews)
"This was a terrific mountain house - clean, lovely view, nice accommodations. Would highly recommend it."
United States
Susan B.
The price is AU$1,474
includes taxes & fees
11 Aug - 12 Aug
Secluded cabin with amazing water views, huge deck, fireplace, & jetted tub

12. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
The price is AU$1,118
includes taxes & fees
1 Sept - 2 Sept
Goldeneye Farm - Orchard & Ponds

13. 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, (140 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 AU$814
includes taxes & fees
25 Aug - 26 Aug
Perfect location to relax, unwind, renew and enjoy San Juan Island

14. 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 AU$1,293
includes taxes & fees
1 Sept - 2 Sept
Cottage at Doe Bay - Entire Home (New Listing)

15. 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 AU$956
includes taxes & fees
9 Aug - 10 Aug
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

16. Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
Eastsound
10.0 out of 10, Exceptional, (27 reviews)
"This place was lovely. Host very responsive. Excellent stay. Would book again. "
United States
Jennifer A.
The price is AU$1,386
includes taxes & fees
30 Aug - 31 Aug
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

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, (27 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 AU$1,490
includes taxes & fees
1 Sept - 2 Sept
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

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.
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

19. 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 AU$1,193
includes taxes & fees
1 Sept - 2 Sept
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

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 AU$1,528
includes taxes & fees
30 Aug - 31 Aug
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.
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Top San Juan Islands Hotel Reviews

Find out more about San Juan Islands

San Juan Islands Holiday Homes information

Number of reviews
838
Accommodation
238 Holiday Homes
Lowest Price
AU$577
Highest Price
AU$1,653

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