Holiday houses in Friday Harbor

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Top-rated holiday rentals in Friday Harbor

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Guest favourite

Guest suite in Friday Harbor

4.98 out of 5 average rating, 163 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

13–18 Feb

$407 NZD per night

Guest favourite

Home in Friday Harbor

4.96 out of 5 average rating, 119 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.

10–17 Nov

$396 NZD per night

Guest favourite

Home in Friday Harbor

4.97 out of 5 average rating, 278 reviews

Unique Waterfront Beach House - pets welcome!

This two-bedroom cottage is just a mile from the town of Friday Harbor but offers a perfect way to get away from it all with a lush back yard that looks out over the bay with incredible views of Jackson Beach. At low tide you can step off the sea wall on the property and walk across to explore to your heart's content. When you're done with your day, the sound of gently running water outside will lull you to sleep Fiber internet connection allows your whole family to work or remote school.

14–21 Jan

$1,001 NZD per night

Guest favourite

Cottage in Friday Harbor

4.89 out of 5 average rating, 209 reviews

Log Cabin near Friday Harbor on Tigercello Farm

Experience a real log cabin on a 2 acre pond and 12 acres of a park like setting only 1.5 miles from Friday Harbor and the ferry. Enjoy the grounds including fruit trees, kitchen gardens and permaculture food forest on this oasis near town. Harvest fresh produce and eggs from the garden to create your 'farm to table' creations. Enjoy watching wildlife including eagles, ducks and great Blue Herons. Drive, walk or bike to town, enjoying all that San Juan Island has to offer. PPROVO-18-0003

12–19 May

$343 NZD per night

Guest favourite

Guesthouse in Friday Harbor

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.

13–20 Oct

$686 NZD per night

Guest favourite

Home in Friday Harbor

4.97 out of 5 average rating, 142 reviews

Twin Palms at Forbidden Island Motor Lodge

Welcome to Twin Palms, your passport to midcentury glamour and jet age style! Pass through sunny yellow doors into a tropical garden where Desert Modern meets Polynesian Pop. This completely private courtyard includes a propane fire pit, soaking tub and a pass-through bar, all sheltered by towering palms. Step inside your swank living room flanked by kitchen and bar areas. Beyond lies a bedroom featuring his and hers closets and a bathroom with heated floors and dual shower heads.

1–8 Nov

$648 NZD per night

Guest favourite

Cottage in Friday Harbor

4.97 out of 5 average rating, 233 reviews

Sawmill Creek Cottage

Enticing Waterfront Cottage! (SJ County Permit #99SJ50)Our small but charming 400 sq. ft. cottage offers seclusion & peace, a mile from town, but a step back in time & away from hustle & bustle. The small cottage is the original caretaker's cottage from the '50's, but now belongs in the modern world with renovated bathroom, and full kitchen, including quartz counters and new appliances, and washer/dryer. Enjoy our new Queen sized Tempurpedic Brand bed in the separate bedroom.

21–28 Feb

$366 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.

21–28 Jun

$593 NZD per night

Guest favourite

Guesthouse in Friday Harbor

4.93 out of 5 average rating, 585 reviews

Peaceful Cottage on 15 acre Farm

My comfortable one bedroom cottage with sun-room (In the winter months it is very pleasant on sunny day will allow you to relax after a day of exploring the island). There is also a back patio with a great view overlooking the lower pasture and wetland. BBQ and comfortable outdoor furniture. On a hot day the patio offers good shade. It comfortably fits two and is centrally located. A easy 15 minute drive to most attractions. Dog friendly. Self check-in

11–18 Nov

$364 NZD per night

Guest favourite

Guesthouse in Eastsound

4.93 out of 5 average rating, 271 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

13–20 Jan

$269 NZD per night

Guest favourite

Guesthouse in Friday Harbor

4.97 out of 5 average rating, 299 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.

30 Oct – 6 Nov

$288 NZD per night

Guest favourite

Cabin in Anacortes

4.98 out of 5 average rating, 1226 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.

25 Sep – 2 Oct

$288 NZD per night