Holiday Homes in San Juan Island

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Featured Holiday Homes in San Juan Island and around

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!
9.6 out of 10, Exceptional, (188)
"The house sits on a beautiful property overlooking the water, and the huge windows accentuate the view. The house is comfortable and well maintained. We had a very relaxing time. The island is beautiful and the people are fantastic."
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
10.0 out of 10, Exceptional, (308)
"This house was even better than what was portrayed online. The home was so clean. The views, especially at sunset, were spectacular. My 10 year old and I used the kayaks each morning. The proximity to the sculpture park and roche harbor was ideal and friday harbor was still only a 15 minute drive. We hiked at the english camp and ran the roche harbor trials. Host was very responsive before the trip and came to relight a pilot switch about 30 minutes after we contacted her. If we ever make it...
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Beautiful No Bank West Beach Waterfront Home
9.6 out of 10, Exceptional, (152)
"This was the perfect spot for our family celebration! We loved the stunning water views and connection to outside that the wall of windows on both the main floor and the circular upper floor provided. We hope to return. "
Beautiful No Bank West Beach Waterfront Home
Contemporary Waterfront Home with Beautiful Views - Near Penn Cove
9.0 out of 10, Wonderful, (111)
"Only problems i had it showed barbecue and outside chairs. When i contacted property manager they told me those were seasonal. There was nothing in description about that."
The price is €289
includes taxes & fees
23 Nov - 24 Nov
Contemporary Waterfront Home with Beautiful Views - Near Penn Cove
Castle House on Orcas Island, Wa_ Amazing Views_Hot Tub_Perfect For Weddings!
9.4 out of 10, Exceptional, (22)
"Really neat home that fueled lots of fun and even a ghost story or two from my kids. Great for families wanting to do reunions etc as multiple masters are there. Town and supplies are less than 10 minutes away but its very private. Beautiful star gazing"
Castle House on Orcas Island, Wa_ Amazing Views_Hot Tub_Perfect For Weddings!
Perfect location to relax, unwind, renew and enjoy San Juan Island
10.0 out of 10, Exceptional, (93)
"This place is located in a nice quiet neighborhood with wildlife. We saw fox and deer on the property. This place has everything you need to have an enjoyable stay. The property was just as advertised, especially the bedrooms were very nice for the 6 of us and the kitchen area was well stocked for cooking at home. Thank you for letting us stay at your place. I highly recommend this place if looking for a San Juan Island retreat."
Perfect location to relax, unwind, renew and enjoy San Juan Island
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!
9.8 out of 10, Exceptional, (10)
"I had to send a reminder email to get the ID verification process started. It wasn't too hard, but it is another layer on top of the Vrbo interface. The main room has a big window facing the water. The porch also has that ununobstructed view. I really liked that. I have a few suggestions for improvement, but overall, this was a great place to stay. The kitchen could be stocked better with measuring cups, rolling pin, etc. The chairs look nice but are not the most comfortable after awhile....
The price is €318
includes taxes & fees
8 Dec - 9 Dec
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!
Waterfront Home! Hot Tub! (HOS)
9.8 out of 10, Exceptional, (45)
"Put this on your bucket list! While everyone stages their property for the photos, this may be the one property that is anti-staged! The House of the Ocean Sun absolutely exceeds the amazing pictures and write-up in every way. Views are epic. The property is immaculately maintained and the kitchen is fully equipped—it even has an espresso machine that converted us away from pods. This beautiful property made a very special trip for us worry free. Thank you to the hosts for making...
Waterfront Home! Hot Tub! (HOS)
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
9.4 out of 10, Exceptional, (54)
"The house is tucked away in the woods in a quiet remote area. Perfect place for the 2 of us to stay. Very clean and great communication from VRBO. My only critiques would be the sheets are not soft and cozy and the heat takes a long time to heat an area. We had a great time soending our anniversary on the island. We would stay again."
The price is €413
includes taxes & fees
9 Dec - 10 Dec
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Winter special,Nov.15-Feb,15 smoked salmon and 1 bottle of wine! 195 nite,6peps
9.4 out of 10, Exceptional, (162)
"This was perfectly remote on a beautiful island!! Matt is a wonderful property manager/owner and we appreciated his recommendations and stunning home!!"
The price is €410
includes taxes & fees
23 Nov - 24 Nov
Winter special,Nov.15-Feb,15 smoked salmon and 1 bottle of wine! 195 nite,6peps
Waterfront! Hot Tub! Dog Friendly! (TSB)
9.2 out of 10, Wonderful, (51)
"We had a wonderful experience. There was plenty of room for just two of us. The kitchen was well stocked with utensils and spices. The hot tub area was improved and updated from the pictures. So that was nice. We would stay here again. "
Waterfront! Hot Tub! Dog Friendly! (TSB)
Dog-friendly waterfront home with furnished deck, patio & beach access
9.0 out of 10, Wonderful, (31)
"What a wonderful property. Great place to unwind."
Dog-friendly waterfront home with furnished deck, patio & beach access
Swan Lake Cottage by AvantStay | Views + Firepit
9.6 out of 10, Exceptional, (7)
"Cute little cottage to get away and unplug for the weekend! Super clean and looked just as pictured! Great location to check out activities on the island and the sunset from the property was amazing. The owner was sweet and gave some great recommendations for dinner and coffee which was appreciated! "
Swan Lake Cottage by AvantStay | Views + Firepit
Perch - Balda Getaway: Spacious family friendly rambler with harbor view
9.8 out of 10, Exceptional, (17)
"Location was convenient. View of harbor was nice. Kitchen needs a few more necessities added."
The price is €345
includes taxes & fees
24 Nov - 25 Nov
Perch - Balda Getaway: Spacious family friendly rambler with harbor view
Waterfront Escape with Hot Tub
9.8 out of 10, Exceptional, (24)
"Super quirky and interesting home, with gorgeous views and a group of harbor seals living in the cove right outside!"
Waterfront Escape with Hot Tub
Stunning views, 6-Bedroom Farmhouse with beach access and mooring
9.8 out of 10, Exceptional, (138)
"Spent the weekend with extended family at this accommodating farm house and we all had an excellent time walking the beach, taking out kayaks, sitting around the fire and playing with the dog in the open yard!"
Stunning views, 6-Bedroom Farmhouse with beach access and mooring
Newly Remodeled Waterfront Whidbey Island, Hot Tub
10.0 out of 10, Exceptional, (71)
"We had an incredible stay at this incredible house. Location is absolutely perfect - we couldn’t have asked for anything better!! We look forward to another stay very soon "
Newly Remodeled Waterfront Whidbey Island, Hot Tub
Orcas Island, Panorama Point #214
9.4 out of 10, Exceptional, (43)
"Beautiful location "
Orcas Island, Panorama Point #214
Garrison Bay Beach House-
2.0 star property
10.0 out of 10, Exceptional, (2)
"The home was perfect for our family trip! Great location with a spacious yard surrounded by nature. "
Garrison Bay Beach House-
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
9.8 out of 10, Exceptional, (174)
"This place was exactly what I had hoped for it to be: a peaceful abode in a picturesque location where I could find solitude and time for creative contemplation. Would love to visit again sometime in the future!"
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
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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Other property types in San Juan Island

Utter Seclusion on 600 Feet of Waterfront , Free WiFi
9.8 out of 10, Exceptional, (174)
"This place was exactly what I had hoped for it to be: a peaceful abode in a picturesque location where I could find solitude and time for creative contemplation. Would love to visit again sometime in the future!"
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Beautiful Home near Roche Harbor! (QPR)
9.8 out of 10, Exceptional, (116)
"We loved our stay at Quarry Point. It was super close to Roche but was felt like a quiet and quaint retreat from the hustle and bustle of the harbor."
Beautiful Home near Roche Harbor! (QPR)
Beach house, heated pool, hot tub, private beach, shared dock
10.0 out of 10, Exceptional, (41)
"We had an incredible stay that exceeded our expectations. This is one of the most unique properties I've stayed, especially in the San Juans. It's a stunning location with everything you need right on site. The owners were very responsive. It was very clean. And, it's especially great if you want to kayak or use the on site dock. The pool was one of our highlights. Will highly recommend to everyone."
Beach house, heated pool, hot tub, private beach, shared dock
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.