Holiday Homes in San Juan Island

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in San Juan Island

Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2452
Exterior

Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2452

10.0 out of 10, Exceptional, (1)
"Good price for ocean side rooms. Plenty accomodating"
Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2452
Beach house, heated pool, hot tub, private beach, shared dock
Outdoor dining

Beach house, heated pool, hot tub, private beach, shared dock

10.0 out of 10, Exceptional, (46)
"Really liked it Plan to return"
Beach house, heated pool, hot tub, private beach, shared dock
Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12
Smart TV, fireplace, DVD player, books

Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12

9.6 out of 10, Exceptional, (97)
"It was a great place to have a large group with a great view. A little bit of an adventure to get there too. "
Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12
Cute cottage, peek-a-boo view close to everything Anacortes has to offer.
Property grounds

Cute cottage, peek-a-boo view close to everything Anacortes has to offer.

10.0 out of 10, Exceptional, (176)
"Property was spotless and well furnished. Great location near plenty of restaurants. Very easy check-in process as well. Will definitely stay here again. "
Cute cottage, peek-a-boo view close to everything Anacortes has to offer.
Adventure Awaits—Secluded Orcas Island Stay | Hillside 1951
Interior

Adventure Awaits—Secluded Orcas Island Stay | Hillside 1951

Adventure Awaits—Secluded Orcas Island Stay | Hillside 1951
Peaceful Island Retreat with Water View
Exterior

Peaceful Island Retreat with Water View

9.0 out of 10, Wonderful, (102)
"The cabin was very nice and clean. Very peaceful surroundings. Great place to hang with the family, read, and play games."
Peaceful Island Retreat with Water View
Downtown Friday Harbor! Adults Only (CCS#2)
Marina

Downtown Friday Harbor! Adults Only (CCS#2)

8.0 out of 10, Very good, (23)
"Friday harbor is awesome- can walk from the ferry easily- we only had bikes so very convenient! Nice little place for 2, booked last minute and price was very reasonable. Would have appreciated a bistro kitchen table and chairs, or a place to sit outside and have a glass of wine or read. Weirdest thing- was no sink in the bathroom????. If you are out and about all day and only need a place to sleep- it’s a great little place! "
Downtown Friday Harbor! Adults Only (CCS#2)
Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!
Property grounds

Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!

10.0 out of 10, Exceptional, (52)
"Very comfortable and beautiful location."
Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010
Outdoor dining

Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010

10.0 out of 10, Exceptional, (255)
"Peaceful quite retreat. Pleanty of room yet comfortably cosy and warm. Tastefully decorated rooms well laid out kitchen. Fire pit on semi private beach. Bring everything you need to just stay and relax."
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island
Property grounds

Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

10.0 out of 10, Exceptional, (213)
"My friends and I gathered for a reunion in April. We got really lucky with the weather, and took full advantage of the opportunities for kayaking, ping pong, walking, cooking, eating, etc. We've enjoyed a variety of rental homes over the years, but this location is a little more fabulous in every way. Highly recommended!"
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island
Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2442
Exterior

Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2442

Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2442
Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach
Dining

Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach

10.0 out of 10, Exceptional, (45)
"Great place"
Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach
Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2343
Exterior

Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2343

Cozy Harborside Stay | Secluded Orcas Island Getaway- Harborside 2343
Waterfront Escape with Hot Tub
Outdoor spa tub

Waterfront Escape with Hot Tub

9.6 out of 10, Exceptional, (29)
"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
Adventure Awaits—Secluded Orcas Island Stay | Hillside 1940
Interior

Adventure Awaits—Secluded Orcas Island Stay | Hillside 1940

Adventure Awaits—Secluded Orcas Island Stay | Hillside 1940
3BR Cottage with Gorgeous Sunsets, Private Beach and EV Charger
Terrace/patio

3BR Cottage with Gorgeous Sunsets, Private Beach and EV Charger

9.8 out of 10, Exceptional, (163)
"Can’t beat the location - the proximity to town, waterfront location and beach access made this place just perfect. "
3BR Cottage with Gorgeous Sunsets, Private Beach and EV Charger
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy
Outdoor spa tub

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy

9.6 out of 10, Exceptional, (217)
"Had a nice quiet time with the family. Enjoying playing by the beach and relaxing time in the hot tub. "
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy
Comfortable waterfront home with stunning views
On the beach

Comfortable waterfront home with stunning views

8.4 out of 10, Very good, (126)
"We loved it.Our place had a million dollar view that we could not get enough of people were so kind and treated us as if we were local ourselves"
Comfortable waterfront home with stunning views
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Exterior

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

10.0 out of 10, Exceptional, (336)
"The location was fantastic and just as described. "
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!
Outdoor spa tub

Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!

9.2 out of 10, Wonderful, (11)
"Great accommodations and location, I would book it again!"
The price is AU$470
includes taxes & fees
3 Sept - 4 Sept
Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!
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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