San Juan Island Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for San Juan Island holiday rentals

2 bedrooms, iron/ironing board, WiFi, bed sheets
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

1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
Friday Harbor
9.8 out of 10, Exceptional, (41)
"Nice cozy place to stay"
United States
Don A.
The price is HK$1,822
HK$2,280 total
includes taxes & fees
15 Dec - 16 Dec
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
Interior
Snug Harbor Resort and Marina - One Bedroom Water View Cabin

Snug Harbor Resort and Marina - One Bedroom Water View Cabin

Snug Harbor Resort and Marina - One Bedroom Water View Cabin
Friday Harbor
10.0 out of 10, Exceptional, (10)
"Very cozy and quiet. We enjoyed our time :) "
United States
Terra E.
The price is HK$1,861
HK$2,322 total
includes taxes & fees
15 Dec - 16 Dec
Snug Harbor Resort and Marina - One Bedroom Water View Cabin
Smart TV, fireplace, DVD player, ping pong
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views

Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
Friday Harbor
10.0 out of 10, Exceptional, (194)
"Had a great week in the San Juan’s. House was perfect for our group and would rent again!"
United States
Matt E.
The price is HK$2,725
HK$5,578 total
includes taxes & fees
3 Jan - 4 Jan 2026
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
TV, fireplace, DVD player, stereo
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
Friday Harbor
10.0 out of 10, Exceptional, (3)
"Absolutely love staying here."
United States
Heather V.
The price is HK$1,783
HK$2,228 total
includes taxes & fees
15 Dec - 16 Dec
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
TV, fireplace, DVD player, video library
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
Friday Harbor
9.6 out of 10, Exceptional, (8)
"We booked last minute and are so lucky there was an opening! This is such a serene spot and the staff goes out of their way to make your stay the best it can be. We rented the e-bikes and toured the island. Highly recommend!Thank you everyone!"
United States
Sarah W.
The price is HK$1,783
HK$2,228 total
includes taxes & fees
15 Dec - 16 Dec
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
Dining
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
Friday Harbor
9.8 out of 10, Exceptional, (12)
"Great property. Quiet location and comfortable "
United States
Hugh E.
The price is HK$2,795
HK$3,488 total
includes taxes & fees
15 Dec - 16 Dec
Snug Harbor Resort and Marina - Two Bedroom Water View Queen & Twin Beds
TV, fireplace, DVD player, video library
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
Friday Harbor
10.0 out of 10, Exceptional, (2)
"We very much enjoyed the cabin we stayed in as well as the property. The cabin was just as was described in the listing."
United States
kirk K.
The price is HK$2,795
HK$3,488 total
includes taxes & fees
15 Dec - 16 Dec
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, Queen Beds
Flat-screen TV, fireplace, DVD player, video library
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds

Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
Friday Harbor
10.0 out of 10, Exceptional, (5)
"The cabins at Snug Harbor more than exceeded our expectations! We really enjoyed our stay and are looking to coming back in summer!"
United States
mary c.
The price is HK$3,106
HK$3,879 total
includes taxes & fees
15 Dec - 16 Dec
Snug Harbor Resort and Marina - Two Bedroom Water View Cabin, King Beds
Living area
Cozy Loft on an Organic Flower Farm

Cozy Loft on an Organic Flower Farm

Cozy Loft on an Organic Flower Farm
2.0 star property
Lummi Island
The price is HK$1,946
HK$3,075 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Loft on an Organic Flower Farm
Terrace/patio
Luxury 2BR Yacht • Marina Views • WiFi

Luxury 2BR Yacht • Marina Views • WiFi

Luxury 2BR Yacht • Marina Views • WiFi
2.0 star property
Anacortes
The price is HK$311
HK$1,977 total
includes taxes & fees
15 Dec - 16 Dec
Luxury 2BR Yacht • Marina Views • WiFi
Interior
Cozy cottage, outdoor space & convenient location

Cozy cottage, outdoor space & convenient location

Cozy cottage, outdoor space & convenient location
Anacortes
9.2 out of 10, Wonderful, (60)
"Overall very good. Bed had a faint urine smell. Very nice location and very quiet."
United States
Lewis S.
The price is HK$693
HK$2,703 total
includes taxes & fees
15 Dec - 16 Dec
Cozy cottage, outdoor space & convenient location
Interior
The Best Beach Cabin EVER

The Best Beach Cabin EVER

The Best Beach Cabin EVER
Anacortes
10.0 out of 10, Exceptional, (23)
"Fabulous view, very handy to Anacortes ferry and Deception Pass, and very comfortable. "
United States
Bradford S.
The price is HK$1,752
HK$3,915 total
includes taxes & fees
31 Dec - 1 Jan 2026
The Best Beach Cabin EVER
Terrace/patio
Cottage by the Sea Su

Cottage by the Sea Su

Cottage by the Sea Su
Anacortes
9.6 out of 10, Exceptional, (149)
"Lovely property, amazing hosts, very clean"
United States
Heather M.
The price is HK$1,246
HK$2,123 total
includes taxes & fees
17 Dec - 18 Dec
Cottage by the Sea Su
Property grounds
Enjoy stunning views from the private guest suite - peaceful waterfront retreat!

Enjoy stunning views from the private guest suite - peaceful waterfront retreat!

Enjoy stunning views from the private guest suite - peaceful waterfront retreat!
Lummi Island
9.8 out of 10, Exceptional, (17)
"Beautiful location"
United States
Catherine D.
The price is HK$1,051
HK$2,029 total
includes taxes & fees
15 Dec - 16 Dec
Enjoy stunning views from the private guest suite - peaceful waterfront retreat!
Terrace/patio
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
Orcas Island
9.2 out of 10, Wonderful, (75)
"A very cozy studio in the forest. Loved the art in the yard!"
United States
Raul A.
The price is HK$607
HK$2,081 total
includes taxes & fees
15 Dec - 16 Dec
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
Beach towels
Lookout @ SeaAcres -Beach Access

Lookout @ SeaAcres -Beach Access

Lookout @ SeaAcres -Beach Access
San Juan County
10.0 out of 10, Exceptional, (3)
"Beautiful home with great views! We particularly appreciated how thoughtfully stocked the kitchen was and how the home had a high chair and porta-crib! "
United States
Katie H.
The price is HK$967
HK$3,116 total
includes taxes & fees
16 Dec - 17 Dec
Lookout @ SeaAcres -Beach Access
Exterior
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Eastsound
9.4 out of 10, Exceptional, (70)
"We loved the forest views and the home was very clean and comfortable. The location was very convenient, close to town and water. Highly recommend for a stay on Orcas."
United States
Annie T.
The price is HK$623
HK$3,005 total
includes taxes & fees
15 Dec - 16 Dec
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Property grounds
Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!

Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!

Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!
Anacortes
10.0 out of 10, Exceptional, (20)
"Perfect for our stay before an early morning ferry ride. Space was very clean and comfortable "
United States
Jim C.
The price is HK$810
HK$1,051 total
includes taxes & fees
15 Dec - 16 Dec
Happy Valley Studio - Peaceful rest in nature, just 5 minutes from downtown!
Exterior
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK

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, (82)
"The house is perfectly located for Cap Sante Marina. It was very clean and in a quiet neighborhood. "
United States
Lesley B.
The price is HK$973
HK$3,314 total
includes taxes & fees
15 Dec - 16 Dec
Charming downtown home near restaurants & Cap Sante Park - 2 dogs OK
Marina
Wonderful escape with water access, three balconies, W/D, & gas fireplace

Wonderful escape with water access, three balconies, W/D, & gas fireplace

Wonderful escape with water access, three balconies, W/D, & gas fireplace
Eastsound
9.4 out of 10, Exceptional, (38)
"Peaceful and quiet location with nice views"
United States
Curtis H.
The price is HK$1,362
HK$3,894 total
includes taxes & fees
15 Dec - 16 Dec
Wonderful escape with water access, three balconies, W/D, & gas fireplace
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

Friday Harbor House

Friday Harbor House

10/10 Excellent
"Clean room. Nice staff."
Chin-kun 2-night trip
Posted 4 days ago
Friday Harbor House

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