San Juan Island Vacation Rentals

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Browse Select San Juan Island Vacation Homes

Utter Seclusion on 600 Feet of Waterfront , Free WiFi

9.8 out of 10, Exceptional, (177)
"The housewas exactly as described with beautiful views and surrounding nature. It’s not far to Friday Harbor and we followed some of the tips given by the host. Overall, a great stay."
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Modern Home with Stunning Water View

10.0 out of 10, Exceptional, (331)
"The house was a perfect size with an amazing view! It had everything we needed and was very close to the little downtown area. I would definitely come back."
The price is CA $402
CA $809 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Modern Home with Stunning Water View

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!

9.6 out of 10, Exceptional, (192)
"We loved our stay! Beautiful view, right by Roche Harbor, the hot tub was perfect "
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

10.0 out of 10, Exceptional, (21)
"Our construction crew stayed at the house while working on a street project. They enjoyed the hot tub, board games and all the other stuff available. Plenty of hot water, towels and blankets! Enough room for everyone to have their own space."
The price is CA $452
CA $1,001 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

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

10.0 out of 10, Exceptional, (312)
"I have lived/stayed all over San Juan Island. This is now my favorite location. The house was cozy and welcoming. Just a short walk to connect with English Camp hiking trail. The host was friendly and helpful. I look forward to staying here again next year."
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

Waterfront! Hot Tub! (EWR)

10.0 out of 10, Exceptional, (63)
"Stunning views of the sound from every room. The home looked just like the pictures. We came here for a quick getaway with another couple, and we loved the board games, the decks, easy access to Friday Harbor, and privacy the home offered. We’d love to come back! "
Waterfront! Hot Tub! (EWR)

Family Beach House With Beautiful Views, Huge Yard, Mooring Buoy, And Kayaking

9.8 out of 10, Exceptional, (84)
"Great property, very quiet (especially at night). Nothing really to do on the island but great for a very relaxing getaway with wife & dogs"
Family Beach House With Beautiful Views, Huge Yard, Mooring Buoy, And Kayaking

High bank waterfront villa with fireplace, sunset view & fast WiFi -dog-friendly

9.2 out of 10, Wonderful, (38)
"We had a great stay in Oak Harbor and really enjoyed the water views and lovely back deck. Rooms were nice and location was stunning. The only drawback is that the kitchen is only equipped with very basic inventory, so would recommend bringing what you need if you plan to cook."
High bank waterfront villa with fireplace, sunset view & fast WiFi -dog-friendly

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

10.0 out of 10, Exceptional, (156)
"We had a wonderful stay! The place was exceptionally clean, comfortable, and well stocked. It was also conveniently located to quickly navigate around the area. We will look to stay here again next time we’re in town."
Cute cottage, peek-a-boo view close to everything Anacortes has to offer.

Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

9.4 out of 10, Exceptional, (150)
" Good location. Property needs some fixing / updates "
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

Perfect location to relax, unwind, renew and enjoy San Juan Island

10.0 out of 10, Exceptional, (94)
"Great 3br house in quiet area near Roche Harbor!"
Perfect location to relax, unwind, renew and enjoy San Juan Island

Fantastic retreat near the water w/ expansive deck & stylish interior - dogs OK

9.0 out of 10, Wonderful, (43)
"We had a wonderful stay & highly recommend, quiet part of the island with private beach access. In August we experienced all types of weather - rain / sun / cold / hot so pack for a typical PNW trip!"
Fantastic retreat near the water w/ expansive deck & stylish interior - dogs OK

Swan Lake Cottage by AvantStay | Views + Firepit

9.6 out of 10, Exceptional, (8)
"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

Downtown Friday Harbor! Adults Only (CCS#2)

8.0 out of 10, Very good, (22)
"Centrally located to EVERYTHING! Just perfect for me and my adult daughter. Cute room with whatever you may need. She is staying on the island on for an internship for 2 month's if I come back to visit I would stay here again! "
Downtown Friday Harbor! Adults Only (CCS#2)

Anacortes Home w/ Views of Puget Sound

9.8 out of 10, Exceptional, (20)
"Photos don't do it justice. The home was spacious, spotlessly clean and the view is to die for. The property owners go above and beyond, providing a selection of coffee and tea, and a very well-stocked kitchen. They even providing toiletries in the bathrooms in case we had forgotten anything. The neighborhood is quiet and beautiful, and we would be happy to stay again any time. Highly recommend this property to anyone looking for a truly homey home base in Anacortes."
Anacortes Home w/ Views of Puget Sound

Centrally Located Oak Harbor Home

10.0 out of 10, Exceptional, (91)
"We came to Oak Harbor with our family for a memorial service and I can not say enough about how the host had this house prepared for our stay. Besides it being spotless, the home had everything we needed at our disposal. We had plenty of towels, blankets, pillows and the owner left us coffee pods, ground coffee, sugar, cider, chocolate, paper towels and toilet paper along with other things.. It was such a blessing because we had such a long trip and had a lot to attend to when we were there....
Centrally Located Oak Harbor Home

Stunning Views, Game Room, Minutes to Town, Sleeps 12

10.0 out of 10, Exceptional, (5)
"This is a beautiful, spacious, comfortable property with gorgeous views and all the necessary accommodations for relaxing, wonderful get-away. Check-in/out process was seamless, hosts very responsive, and the place was impeccably clean. Highly recommend! "
Stunning Views, Game Room, Minutes to Town, Sleeps 12

Waterfront with a private deck

9.8 out of 10, Exceptional, (37)
"This house was exactly what we were looking for...secluded at the end of the island with stunning views. The property had everything we needed and was not too far from Mt. Constitution, Obstruction Pass, or the village."
Waterfront with a private deck

Beachfront! Steps from the beach, hot tub, whales & ships, Canada!

10.0 out of 10, Exceptional, (34)
"Great house with beautiful views! House is well equipped and manager is great with communicating. "
Beachfront! Steps from the beach, hot tub, whales & ships, Canada!

The Orchard at Lovers Lane and Enchanted Forest.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Thank you for a wonderful stay in a lovely house. House was walking distance to Eastsound shops and restaurants. Everything we needed in the house. Comfy beds and very quiet at night. All the bedrooms are really spacious, particularly the upstairs masters. "
The price is CA $398
CA $1,032 total
includes taxes & fees
Jan 4 - Jan 5, 2025
The Orchard at Lovers Lane and Enchanted Forest.
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, (177)
"The housewas exactly as described with beautiful views and surrounding nature. It’s not far to Friday Harbor and we followed some of the tips given by the host. Overall, a great stay."
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!

9.6 out of 10, Exceptional, (192)
"We loved our stay! Beautiful view, right by Roche Harbor, the hot tub was perfect "
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!

Waterfront! Hot Tub! (EWR)

10.0 out of 10, Exceptional, (63)
"Stunning views of the sound from every room. The home looked just like the pictures. We came here for a quick getaway with another couple, and we loved the board games, the decks, easy access to Friday Harbor, and privacy the home offered. We’d love to come back! "
Waterfront! Hot Tub! (EWR)
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.