Title: San Juan Island Vacation Rentals from CA $254: Short-Term Rentals for 2025 | Expedia.ca [San Juan Island Travel Guide](https://expedia.ca/San-Juan-Island.dx6054490)[Hotels in San Juan Island](https://expedia.ca/San-Juan-Island-Hotels.d6054490.Travel-Guide-Hotels)[Flights to San Juan Island](https://expedia.ca/Cheap-Flights-To-San-Juan-Island.d6054490.Travel-Guide-Flights)[Things to do in San Juan Island](https://expedia.ca/Things-To-Do-In-San-Juan-Island.d6054490.Travel-Guide-Activities)[San Juan Island Car Rentals](https://expedia.ca/Car-Rentals-In-San-Juan-Island.d6054490.Car-Rental-Guide)[San Juan Island Vacation Packages](https://expedia.ca/San-Juan-Island.d6054490.Destination-Travel-Guides) ![San Juan Island which includes a bay or harbour, sailing and boating](https://images.trvl-media.com/place/1248/c87f5637-9933-4199-a829-107b6a04e0b2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # San Juan Island Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6054490&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6054490&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6054490&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6054490&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in San Juan Island ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19520000/19514400/19514352/0abda982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19520000/19514400/19514352/338974b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/20000000/19520000/19514400/19514352/0df7a4a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/19520000/19514400/19514352/3f77c99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Neil Bay Waterfront Family And Pet Friendly Property!
PCUP00-13-0010 Roche Harbor 10/10 Exceptional (266) "A very nice property. We had a great time and will be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Curtis G. [](https://www.expedia.ca/Friday-Harbor-Hotels-Neil-Bay-Waterfront-Family-And-Pet-Friendly-PropertybrPCUP00-13-0010.h19514352.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18979900/18979807/968d0a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18980000/18979900/18979807/61f09b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18980000/18979900/18979807/7fdfa531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18979900/18979807/681667ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor. Friday Harbor 10/10 Exceptional (349) "Ver nice location and neat property with great views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric [](https://www.expedia.ca/Friday-Harbor-Hotels-Westcott-Bay-Waterfront-Pet-Friendly-Home-Just-Minutes-From-Roche-Harbor.h18979807.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360517/034522c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360517/2cbd16be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360517/100a2209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20370000/20360600/20360517/321c9156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island Friday Harbor 10/10 Exceptional (231) "Heron House is a beautiful, comfortable home. We love the location and had a wonderful week on the island." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana C. [](https://www.expedia.ca/Friday-Harbor-Hotels-Custom-Waterfront-Home-Easy-Walk-To-Roche-Harbor-Picnic-Island.h20360517.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/34000000/33500000/33493900/33493802/0ca93884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33493900/33493802/a7320a88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33493900/33493802/1df02d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33500000/33493900/33493802/a01a7247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy Friday Harbor 9.6/10 Exceptional (225) "It is a wonderfully rustic place to relax with the kids!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sidney K. [](https://www.expedia.ca/Friday-Harbor-Hotels-Waterfront-Home-Watch-A-Sunset-From-The-Hot-Tub.h33493802.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65410000/65405500/65405446/a7cacffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65410000/65405500/65405446/86d4b183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/66000000/65410000/65405500/65405446/7fc9628b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/66000000/65410000/65405500/65405446/b790ce5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach house, heated pool, hot tub, private beach, shared dock Friday harbor 10/10 Exceptional (51) "Very special place!Everything perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) richard p. [](https://www.expedia.ca/Friday-Harbor-Hotels-Beach-House.h65405446.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95720000/95710200/95710125/9f97a5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/96000000/95720000/95710200/95710125/20fe4b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95720000/95710200/95710125/509f3686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95720000/95710200/95710125/39da4b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly Friday Harbor 9.8/10 Exceptional (37) "Very nice and secluded property. Spacious and clean with multiple amenities. Perfect for our family trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura A. [](https://www.expedia.ca/Friday-Harbor-Hotels-Secluded-4BR-Nestled-In-Woods-Hot-TubDog-Friendly.h95710125.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/45000000/44330000/44327200/44327179/9684b01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/45000000/44330000/44327200/44327179/89d7329f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/45000000/44330000/44327200/44327179/4be6133b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44330000/44327200/44327179/w6240h4157x0y4-b9d34f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect location to relax, unwind, renew and enjoy San Juan Island Friday Harbor 10/10 Exceptional (129) "We’ve been to this property multiple times and each time we’ve had a great experience. Clean, comfortable, spacious, great back porch and very family friendly. We’ll definitely be back for another visit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Friday-Harbor-Hotels-Perfect-Location-To-Relax.h44327179.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32040000/32034100/32034008/6a09a357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/33000000/32040000/32034100/32034008/f5fa581d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/33000000/32040000/32034100/32034008/34076a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32040000/32034100/32034008/b3377698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming waterfront 4 br gated estate on 8 acres with private beach and buoy. Friday Harbor 9.8/10 Exceptional (60) "Great views and a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ray B. [](https://www.expedia.ca/Friday-Harbor-Hotels-Charming-4-Br-Gated-Waterfront-Estate-On-Acreage-With-Private-Beach-And-Buoy.h32034008.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27140000/27131800/27131751/b803d001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/28000000/27140000/27131800/27131751/1c8667e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27131800/27131751/b1935eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/28000000/27140000/27131800/27131751/90-1930b5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14 Friday Harbor 9.2/10 Wonderful (167) "The haunted house of Friday harbor didn’t disappoint. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debosmita B. [](https://www.expedia.ca/Friday-Harbor-Hotels-Vintage-Island-Home-2-Blocks-From-Town-4-Bdrs.h27131751.Hotel-Information) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33510000/33509400/33509329/8e227153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33510000/33509400/33509329/6cdeb74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33509400/33509329/66ad6c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33510000/33509400/33509329/7c3d1a70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12 Friday Harbor 9.6/10 Exceptional (99) "Beautiful property perched high on a hill with great views of the water and Victoria, BC. I think the views were honestly our favorite part! The house was clean and everything worked." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth C. [](https://www.expedia.ca/Friday-Harbor-Hotels-Gorgeous-4-Bedroom-Island-Retreat-With-Island-Water-Views-Sleeps-12.h33509329.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24890000/24886700/24886694/15a11d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/25000000/24890000/24886700/24886694/f7f563f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24890000/24886700/24886694/fe3f5d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24890000/24886700/24886694/2c52785b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unique Waterfront Beach House, 1 mile from Friday Harbor Friday Harbor 10/10 Exceptional (97) "We had a lovely time staying in Nigel's home! It was clean, bright, and had everything we needed. The nature and views are a nice bonus. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Savanah [](https://www.expedia.ca/Friday-Harbor-Hotels-Unique-Waterfront-Beach-House.h24886694.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71960000/71952000/71951934/0d3d9d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71960000/71952000/71951934/15942b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71960000/71952000/71951934/c5323d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71960000/71952000/71951934/bada9223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront! Hot Tub! (EWR) Friday Harbor 10/10 Exceptional (81) "Great stay at a great property. Only thing it could have used was some kind of shelter for the hot tub so you can still use it in the rain." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew L. [](https://www.expedia.ca/Friday-Harbor-Hotels-NEWLY-LISTED-WATERFRONT-HOT-TUB.h71951934.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29620000/29616500/29616490/5b4ae43f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/30000000/29620000/29616500/29616490/e77580ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29620000/29616500/29616490/219063dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29620000/29616500/29616490/20c48f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views Friday Harbor 10/10 Exceptional (193) "Had a great week in the San Juan’s. House was perfect for our group and would rent again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt E. [](https://www.expedia.ca/Friday-Harbor-Hotels-Roche-Harbor-Waterfront-Home-On-Westcott-Bay-Getaway-On-The-Bay.h29616490.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/60000000/59810000/59800200/59800178/d002b981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/60000000/59810000/59800200/59800178/11ca2963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59810000/59800200/59800178/56bd2e9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/60000000/59810000/59800200/59800178/d2ff067e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront! Hot Tub! Dog Friendly! (TSB) Friday Harbor 9.2/10 Wonderful (63) "Beautiful location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary S. [](https://www.expedia.ca/Friday-Harbor-Hotels-Waterfront-Hot-Tub-Dog-Friendly.h59800178.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/61000000/60750000/60743200/60743171/4a98b26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/61000000/60750000/60743200/60743171/b2aea14e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/61000000/60750000/60743200/60743171/f3931631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/61000000/60750000/60743200/60743171/73871ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island Friday Harbor 10/10 Exceptional (95) "Great house in a great location. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deb C. [](https://www.expedia.ca/Friday-Harbor-Hotels-Perfect-Location-To-Relax.h60743171.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68430000/68422900/68422814/7173bd02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68430000/68422900/68422814/e505ac7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68430000/68422900/68422814/64242b0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/69000000/68430000/68422900/68422814/0e004225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront! Beach Access! (HBH) Friday Harbor 9.8/10 Exceptional (43) "It was perfect for our family. Thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ahmad R. [](https://www.expedia.ca/Friday-Harbor-Hotels-Newly-Listed-Waterfront.h68422814.Hotel-Information) ![Traditional Cabin, 1 Bedroom, Non Smoking, Beach View (No Pets) | Beach/ocean view](https://images.trvl-media.com/lodging/33000000/32460000/32452300/32452272/fb059030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Cabin, 1 Bedroom, Non Smoking, Beach View (No Pets) | Living area](https://images.trvl-media.com/lodging/33000000/32460000/32452300/32452272/6158aecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cabin, 1 Queen Bed, Hot Tub, Partial Sea View (No Pets) | Private kitchen](https://images.trvl-media.com/lodging/33000000/32460000/32452300/32452272/159c910f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Cabin, 2 Bedrooms, Non Smoking, Beach View | Terrace/patio](https://images.trvl-media.com/lodging/33000000/32460000/32452300/32452272/cba890fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Beach Resort Eastsound 9.4/10 Exceptional (106) "What a great spot! Popular, so just book your next stay before you leave! Pet friendly cabins mean the puppers get a vacation too! Can't wait to go back to this little slice of low-key, peaceful paradise. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberley CA $230 CA $254 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Eastsound-Hotels-West-Beach-Resort.h32452272.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22720000/22720000/22719987/ed9fb140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22720000/22720000/22719987/39477846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/23000000/22720000/22720000/22719987/7b081a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22720000/22720000/22719987/31ca201d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 'The Windward Studio' at SeaStar Lofts -- on the Waterfront! Eastsound 10/10 Exceptional (127) "Wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nancy n. CA $331 CA $497 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Eastsound-Hotels-The-Windward-Studio-At-SeaStar-Lofts-On-The-Waterfront.h22719987.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/9f0db9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/499b3ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/6694a9b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75230000/75221900/75221819/7acf5b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-friendly wood cabin with full kitchen & free WiFi near the water Eastsound 7.6/10 Good (50) "I only utilized the downstairs bed and it was comfortable. I cooked most of my meals. The location, for me, was wonderful: in an old forest. Lovely! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dr. Susan CA $111 CA $355 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Eastsound-Hotels-Dog-Friendly-Wood-Cabin-With-Full-Kitchen-Free-WiFi-Near-The-Water.h75221819.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/46000000/45550000/45546000/45545971/c0e4f1e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/46000000/45550000/45546000/45545971/04bf6d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45550000/45546000/45545971/93b1c4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, memory foam beds, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/46000000/45550000/45546000/45545971/104c3003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing sunsets!! Water view, hot tub, close to town, fire pit. Eastsound 10/10 Exceptional (64) "Great house, beautiful location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gene B. [](https://www.expedia.ca/Eastsound-Hotels-Amazing-Sunsets-Water-View.h45545971.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-10&endDate=2025-12-11®ionId=6054490&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=VR_BF_PROMO_6054490) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=San+Juan+Island%2C+Washington%2C+United+States+of+America®ionId=6054490&latLong=48.551369%2C-123.07811&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=San+Juan+Island%2C+Washington%2C+United+States+of+America®ionId=6054490&latLong=48.551369%2C-123.07811&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=San+Juan+Island%2C+Washington%2C+United+States+of+America®ionId=6054490&latLong=48.551369%2C-123.07811&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=San+Juan+Island%2C+Washington%2C+United+States+of+America®ionId=6054490&latLong=48.551369%2C-123.07811&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=San+Juan+Island%2C+Washington%2C+United+States+of+America®ionId=6054490&latLong=48.551369%2C-123.07811&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=San+Juan+Island%2C+Washington%2C+United+States+of+America®ionId=6054490&latLong=48.551369%2C-123.07811&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=San+Juan+Island%2C+Washington%2C+United+States+of+America®ionId=6054490&latLong=48.551369%2C-123.07811&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=San+Juan+Island%2C+Washington%2C+United+States+of+America®ionId=6054490&latLong=48.551369%2C-123.07811&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=CHALET) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=San+Juan+Island%2C+Washington%2C+United+States+of+America®ionId=6054490&latLong=48.551369%2C-123.07811&adults=2&startDate=2026-02-24&d1=2026-02-24&endDate=2026-02-27&d2=2026-02-27&lodging=HOUSE_BOAT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSan-Juan-Island-Vacation-Rentals.d6054490.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSan-Juan-Island-Vacation-Rentals.d6054490.Travel-Guide-VacationRentals) ## Top San Juan Island Hotel Reviews ![Coachman Inn & Suites](https://images.trvl-media.com/lodging/1000000/10000/1600/1576/90febc8a_y.jpg) ### Coachman Inn & Suites 10/10 Excellent "Wonderful staff Clean rooms Great breakfast buffet Would highly recommend " [](https://expedia.ca/Oak-Harbor-Hotels-Coachman-Inn-Suites.h1576.Hotel-Information) ![Best Western Plus Oak Harbor Hotel & Conference Center](https://images.trvl-media.com/lodging/1000000/10000/7100/7085/w3837h2557x3y3-bbd59474_y.jpg) ### Best Western Plus Oak Harbor Hotel & Conference Center 10/10 Excellent "Yes" [](https://expedia.ca/Oak-Harbor-Hotels-Best-Western-Plus-Oak-Harbor-Hotel-Conference-Center.h7085.Hotel-Information) ![Friday Harbor Suites](https://images.trvl-media.com/lodging/2000000/1190000/1189800/1189744/4322486e_y.jpg) ### Friday Harbor Suites 10/10 Excellent "Great room, great staff, love the hotel. This will be our go to for visits here! " [](https://expedia.ca/Friday-Harbor-Hotels-Friday-Harbor-Suites.h1189744.Hotel-Information) ![Anacortes Ship Harbor Inn](https://images.trvl-media.com/lodging/2000000/1320000/1311600/1311525/c6e1743f_y.jpg) ### Anacortes Ship Harbor Inn 10/10 Excellent "Tidy comfortable room, clear after hours check in instructions and a reasonable price make this a great option if you are traveling to or from the San Juan Islands." [](https://expedia.ca/Mount-Vernon-Hotels-Anacortes-Ship-Harbor-Inn.h1311525.Hotel-Information) ![Snug Harbor Resort](https://images.trvl-media.com/lodging/35000000/34850000/34844100/34844071/5b4be07d_y.jpg) ### Snug Harbor Resort 10/10 Excellent "The staff was amazing! Very warm and helpful! Free access to kayaks, games and fire pit was just an added bonus! The cabin was perfect for our getaway to SJI." [](https://expedia.ca/Friday-Harbor-Hotels-Snug-Harbor-Resort.h34844071.Hotel-Information) ![Friday Harbor House](https://images.trvl-media.com/lodging/11000000/10490000/10488900/10488823/739bad7d_y.jpg) ### Friday Harbor House 10/10 Excellent "Great getaway or business trip spot to stay in near the ferry terminal and downtown shops " [](https://expedia.ca/Friday-Harbor-Hotels-Friday-Harbor-House.h10488823.Hotel-Information) ![The Marina Inn](https://images.trvl-media.com/lodging/14000000/13140000/13137200/13137122/e3c0d7e6_y.jpg) ### The Marina Inn 10/10 Excellent "Thank you for making breakfast available early for all the sailboat racer guests ! " [](https://expedia.ca/Mount-Vernon-Hotels-The-Marina-Inn.h13137122.Hotel-Information) ![Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor. ](https://images.trvl-media.com/lodging/19000000/18980000/18979900/18979807/968d0a79_y.jpg) ### Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor. 10/10 Excellent "The location is beautiful, the house is so comfortable and cozy. It’s right next to Westcott Bay oysters and trails for walking. We will absolutely be coming back !!!!" [](https://expedia.ca/Friday-Harbor-Hotels-Westcott-Bay-Waterfront-Pet-Friendly-Home-Just-Minutes-From-Roche-Harbor.h18979807.Hotel-Information) ![Auld Holland Inn](https://images.trvl-media.com/lodging/2000000/1670000/1668500/1668426/bb3f2332_y.jpg) ### Auld Holland Inn 10/10 Excellent "Staff were awesome!!! Especially Brayson (Hopefully my spelling is correct...) Brayson was SUPER helpful and friendly. He gave us great recommendations, We asked to switch our room and he did it for us quickly with a kind smile :) " [](https://expedia.ca/Oak-Harbor-Hotels-Auld-Holland-Inn.h1668426.Hotel-Information) ## Find out more about San Juan Island You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Juan Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. 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