Holiday houses in San Juan Island

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Top-rated holiday rentals in San Juan Island

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Guest favourite

Farm stay in Eastsound, Washington, US

4.82 out of 5 average rating, 525 reviews

Rose Cottage - Deer Harbor, Orcas

PPROVO-14-0015 Our charming old fashioned cottage is private and quiet, overlooking meadows where our horses graze and bird life abounds! Full kitchen with dining table and day bed. Living room with surround windows, wifi, Best suited for a couple & kids 5+ . Flowers and herbs surround the private, sunny patio. Love Horses? Take some Horse Lessons with our mustangs. Great walks right from the door and a mile to the Deer Harbor dock & beach for kayaking, whale watching, sailing. SORRY NO PETS.

27 Feb – 6 Mar

$262 NZD per night

Guest favourite

Guest suite in Friday Harbor, Washington, US

4.98 out of 5 average rating, 164 reviews

Oakridge Guest Quarters on GlenOak

Spacious & private 1BR/1BA guest quarter in a house (my husband & I live next door) is located just 2 miles out of downtown Friday Harbor. It's conveniently situated to all that the island has to offer. The 872 sq.ft. of living space provides you with room to stretch and relax. Sorry no pets/babies are allowed. Soak yourself in a huge hot tub off the bonus room to contemplate or meditate. We have 2 acres of park-like setting for you to enjoy your time on the island! Permit number LANDUSE-19-0129

16–21 Feb

$387 NZD per night

Guest favourite

Home in Friday Harbor

4.96 out of 5 average rating, 120 reviews

"West Side" Outstanding views of Sea & Olympics

Haro Haiku - West side of beautiful San Juan Island The house is nestled just below the ridge line with 180 degree views, framed by the Olympic mountains, the Salish Sea, the Straits of Juan de Fuca beyond, and Haro Straits immediately below. Sunrises, sunsets, ship and boat traffic, the lights of Victoria, the Olympic Peninsula, clear starry nights, cloud formations, combined with the sound of whales and surf below. It never fails to inspire and delight.………truly awesome!! SJC Permit #05CU11.

19–26 Jan

$381 NZD per night

Guest favourite

Cottage in Lopez Island, Washington, US

4.99 out of 5 average rating, 159 reviews

Luxury Seaside Romantic Getaway

Welcome to Rosario Cabin! This tranquil, romantic get-away for two on Lopez Island provides everything you'll need for a relaxing stay: private beach access, unobstructed water views, and easy access to many of the Island's best outdoor adventures. This newly renovated cabin features a stocked kitchen, indoor/outdoor dining and seating, and a spacious bedroom. We hope to make your stay as relaxing as possible with soft sheets, toiletries, Nespresso coffee machine, and memory foam mattress!

18–25 Dec

$584 NZD per night

Guest favourite

Guesthouse in Friday Harbor, Washington, US

5.0 out of 5 average rating, 147 reviews

Cottage by the Sea

This is a guest studio on our property overlooking the Haro Strait with amazing views of the Olympics, Haro Strait, and Vancouver Island. This quiet and private space is perfect for a getaway to enjoy nearby hiking trails, whale watching at Lime Kiln State Park, and more. We recommend a car we are about 15 minutes from the ferry and downtown Friday Harbor. High speed fiber internet (100 Mbps) is great for videoconferencing or streaming using Roku Contact us for any special requests.

24–31 Dec

$856 NZD per night

Guest favourite

Cottage in Friday Harbor

4.99 out of 5 average rating, 115 reviews

Windance Cottage

Northwewst contemporary designed guest house. Lots of sunlight and great views of the Straights, Mountains and an abundance of sea life, eagles, deer, fox, and other wildlife. Private tennis court with basketball hoops. Private cove to launch your kayak or just some great tide pooling. Note; Owners home is on the property. The cottage sets back approximately a football field away from the main house, affording it’s own privacy. Owners are normally always on property.

10–17 Jun

$585 NZD per night

Guest favourite

Guesthouse in Eastsound, Washington, US

4.93 out of 5 average rating, 273 reviews

Northbeach Cabin

Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042

31 Mar – 7 Apr

$266 NZD per night

Guest favourite

Cabin in Anacortes

4.98 out of 5 average rating, 1232 reviews

Eagles' Bluff

Watch eagles soar over the Salish Sea with the Olympic Mountains and San Juan Islands in the background. You will enjoy beautiful vistas and spectacular sunsets from the porch of the cabin. Our cozy studio cabin is located halfway between the charming town of Anacortes and Deception Pass. Enjoy hiking, fishing, kayaking, and whale watching as well as dining and shopping - just be back in time to watch a gorgeous sunset unfold.

23–30 Oct

$282 NZD per night

Guest favourite

Guesthouse in Friday Harbor, Washington, US

4.97 out of 5 average rating, 300 reviews

Golf Course Guesthouse, Friday Harbor, San Juan

Our place is located on the San Juan Golf Course (Full Bar, and great lunch restaurant). About two miles from the airport, Three miles from Friday Harbor center, parks, nightlife, and public transport. You’ll love our place because of the proximity to golf course, close to Town. the coziness, Quite, and rural location, and the people. Our place is good for couples, solo adventurers, and business travelers. or attending weddings.

23–30 Jan

$273 NZD per night

Guest favourite

Earthen home in Friday Harbor, Washington, US

4.94 out of 5 average rating, 196 reviews

Whimsical Earthen Glamping Cabin

Glamping on San Juan Island. The Foxes Den is a whimsical Earthen sleeping cabin, nestled in amongst a Douglas fir forest. Fifteen minutes drive from Friday Harbor and less then a 10 minute drive from Lime Kilm state park. The cabin sleeps 2 on a comfy queen bed and features a small sitting area and access to a separate designated bath house, complete with flushing toilet and hot shower. PPROV0-17-0021

8–15 Aug

$273 NZD per night

Guest favourite

Cabin in Eastsound

5.0 out of 5 average rating, 141 reviews

the Honey BnB

Just a few short miles from Eastsound, the Honey BnB perches on the shore of a small pond teeming with wildlife. From the house you might see ducks, herons, geese, kingfishers, eagles, otters, turkeys, and deer among many other types of birds and beasts. A quick walk to the beach and you'll find plenty of skipping stones and an excellent panoramic view across the water.

22–29 May

$967 NZD per night

Guest favourite

Guesthouse in Friday Harbor, Washington, US

4.91 out of 5 average rating, 194 reviews

Cozy Dog Friendly Cabin in the Woods-No pet fees

Escape to our secluded dog-friendly cabin in the heart of San Juan Island. Nestled in the woods, our cozy 1-bedroom cabin offers a peaceful retreat for those looking to get away. Relax on your private deck and take in the sights and sounds of nature. With a full kitchen and washer/dryer, you'll have everything you need for a comfortable stay. Permit: PPROV O13OOO2

10–17 Dec

$366 NZD per night