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, (106 reviews)
"Everything was perfect about our trip to Friday Harbor and our "home away from home". Hosts were great at communicating with us, instructions were clear and check-in a breeze. The house and yard were beautiful and comfortable. We will definitely be return guests!"
United States
Jill M.
The price is NZ$965
includes taxes & fees
26 Aug - 27 Aug
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, (142 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 NZ$965
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, (213 reviews)
"Beautiful setting!"
United States
Sean H.
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

4. 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 NZ$1,856
includes taxes & fees
23 Aug - 24 Aug
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

5. 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, (181 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 NZ$1,226
includes taxes & fees
23 Aug - 24 Aug
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

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 NZ$1,039
includes taxes & fees
24 Aug - 25 Aug
Cedar Orchard Cabin.

7. 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 NZ$1,098
includes taxes & fees
1 Sept - 2 Sept
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

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 NZ$1,029
includes taxes & fees
15 Sept - 16 Sept
Cheerful woodsy cabin w gas fireplace, sleeps 6.

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

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (37 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 NZ$929
includes taxes & fees
7 Sept - 8 Sept
Hot Tub/Central/Modern/Well Appointed/Immaculate

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

Historic Waterfront Home, Hot tub, Pets Welcome!
Eastsound
10.0 out of 10, Exceptional, (18 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 NZ$1,760
includes taxes & fees
2 Sept - 3 Sept
Historic Waterfront Home, Hot tub, Pets Welcome!

11. Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly
Eastsound
10.0 out of 10, Exceptional, (20 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.
The price is NZ$947
includes taxes & fees
20 Sept - 21 Sept
Central/Modern/Immaculate/Family Friendly

12. 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.
The price is NZ$1,090
includes taxes & fees
14 Sept - 15 Sept
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

13. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (380 reviews)
"Wonderful play to stay on Orcas Island. Clean space, great kitchen, and beautiful views. The host was incredibly communicative throughout and a pleasure to correspond with. We will definitely be returning!"
United States
Brett N.
The price is NZ$1,290
includes taxes & fees
7 Sept - 8 Sept
Modern Home with Stunning Water View

14. 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 NZ$461
includes taxes & fees
16 Sept - 17 Sept
Bayside Waterfront King_Ocean Views_King Bed_Pool

15. 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 NZ$1,450
includes taxes & fees
20 Sept - 21 Sept
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

16. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
The price is NZ$964
includes taxes & fees
31 Aug - 1 Sept
WATER VIEWS! WOOD STOVE! PRIVATE!

17. 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!

18. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
The price is NZ$1,265
includes taxes & fees
16 Sept - 17 Sept
Goldeneye Farm - Orchard & Ponds

19. 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.
The price is NZ$720
includes taxes & fees
27 Aug - 28 Aug
Light-filled home with fenced yard - two dogs welcome - walk everywhere

20. 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 NZ$1,303
includes taxes & fees
21 Sept - 22 Sept
Cottage at Doe Bay - Entire Home (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 Island Hotel Reviews

Find out more about San Juan Island

San Juan Island Holiday Homes information

Number of reviews
7,075
Accommodation
355 Holiday Homes
Lowest Price
NZ$175
Highest Price
NZ$852

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