Vacation rentals in San Juan Island

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Top-rated vacation rentals in San Juan Island

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Guest favorite

Farm stay in Eastsound

4.82 out of 5 average rating, 523 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.

Mar 22 – 29

R2,540 ZAR per night

Guest favorite

Home in Friday Harbor

4.96 out of 5 average rating, 116 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.

Nov 9 – 16

R3,751 ZAR per night

Guest favorite

Cottage in Lopez Island

4.99 out of 5 average rating, 156 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!

Dec 24 – 31

R6,194 ZAR per night

Guest favorite

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

May 12 – 19

R3,336 ZAR per night

Guest favorite

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.

Oct 3 – 10

R6,882 ZAR per night

Guest favorite

Home in Friday Harbor, Washington, US

4.97 out of 5 average rating, 141 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.

Oct 16 – 23

R6,527 ZAR per night

Guest favorite

Tiny home in La Conner

4.99 out of 5 average rating, 614 reviews

The Coho Cabin - A Beachfront Getaway

Welcome to the Coho Cabin, a tiny house/log cabin perched atop Skagit Bay with direct westerly waterfront views of wildlife, Whidbey Island and the Olympic Mts. Built in 2007, it's an authentic log cabin, custom designed out of Alaskan Yellow Cedar. Enjoy the rustic-yet-elegant vibe, radiant-heated stone floors, outdoor BBQ, cozy loft bed and private location. Located 10 min. west of La Conner, guests can browse shops, adventure on unique hikes, or enjoy a relaxing beach stroll.

May 30 – Jun 6

R2,859 ZAR per night

Guest favorite

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.

Jun 21 – 28

R6,125 ZAR per night

Guest favorite

Guesthouse in Eastsound, Washington, US

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

Feb 28 – Mar 7

R2,644 ZAR per night

Guest favorite

Cabin in Anacortes

4.98 out of 5 average rating, 1225 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.

Oct 8 – 15

R2,859 ZAR per night

Guest favorite

Guesthouse in Friday Harbor, Washington, US

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.

Jan 4 – 11

R2,752 ZAR per night

Guest favorite

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.

Aug 13 – 20

R10,940 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for San Juan Island vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in San Juan Island

Guest favorite

Home in Eastsound, Washington, US

4.98 out of 5 average rating, 255 reviews

1940’s Orcas Waterfront Cottage

Jan 24 – 31

R7,741 ZAR per night

Guest favorite

Home in Friday Harbor

4.92 out of 5 average rating, 103 reviews

Friday Harbor Delight - Spacious Home w/Ocean View

May 29 – Jun 5

R13,727 ZAR per night

Guest favorite

Apartment in Anacortes

4.97 out of 5 average rating, 632 reviews

Island Gateway Anacortes Studio and Sauna

Jan 3 – 10

R2,553 ZAR per night

Guest favorite

Guesthouse in Friday Harbor, Washington, US

4.93 out of 5 average rating, 584 reviews

Peaceful Cottage on 15 acre Farm

Oct 16 – 23

R3,650 ZAR per night

Superhost

Condo in Friday Harbor

4.85 out of 5 average rating, 269 reviews

2 Bed Unit in the Idyllic Town of Friday Harbor!

Aug 5 – 12

R8,977 ZAR per night

Guest favorite

Home in Friday Harbor

4.94 out of 5 average rating, 317 reviews

Waterfront Beach House, pet friendly, with mooring

Feb 22 – Mar 1

R13,584 ZAR per night

Guest favorite

Condo in Friday Harbor, Washington, US

4.97 out of 5 average rating, 119 reviews

The Oyster-Walking Distance to WA State Ferries

May 27 – Jun 3

R3,850 ZAR per night

Guest favorite

Earthen home in Mayne Island, Canada

4.96 out of 5 average rating, 396 reviews

Picturesque and unique cob home on organic farm

Feb 23 – Mar 2

R2,378 ZAR per night

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Frequently Asked Questions

How is the weather in San Juan Island?
San Juan Island enjoys a mild marine climate. Summers are typically sunny with temperatures ranging from 60°F (15.5°C) to 75°F (24°C), while winters can be cool and damp, averaging around 40°F (4.5°C).
What is the best time of year to visit San Juan Island?
The most popular time to visit San Juan Island is during the summer months, when temperatures range from 60°F (15.5°C) to 70°F (21°C). This is also when the San Juan County Fair and the Friday Harbor Art Market are usually held.
What are the best places to stay in San Juan Island?
Friday Harbor is a popular area to stay due to its charming downtown and proximity to the ferry terminal. Roche Harbor is another frequently suggested area, known for its historic resort, marina, and sculptured gardens.
What are the best places to visit in San Juan Island?
Popular places to visit include the San Juan Islands Museum of Art, the San Juan Historical Museum, and the Pelindaba Lavender Farm. The Cattle Point Lighthouse is also a frequently suggested spot for panoramic water views.
What are some family activities to do in San Juan Island?
Families often enjoy exploring the San Juan Islands National Monument with its varied wildlife, or visiting the interactive Whale Museum in Friday Harbor. Lime Kiln Point State Park is also a frequently suggested spot for a family picnic and a chance to spot orcas from the shoreline.
What are some of the best day trip ideas in San Juan Island?
Day trip ideas often include a ferry ride to neighboring Orcas or Lopez Island for hiking and beach exploration. Another frequently suggested option is a visit to the historic English and American Camps or a guided kayak tour around the island's rugged coastline.

Vacation rentals in San Juan Island

Top-rated vacation rentals in San Juan Island

Farm stay in Eastsound

Home in Friday Harbor

Cottage in Lopez Island

Cottage in Friday Harbor

Guesthouse in Friday Harbor

Home in Friday Harbor, Washington, US

Tiny home in La Conner

Cottage in Friday Harbor

Guesthouse in Eastsound, Washington, US

Cabin in Anacortes

Guesthouse in Friday Harbor, Washington, US

Cabin in Eastsound

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for San Juan Island vacation rentals

Other great vacation rentals in San Juan Island

Home in Eastsound, Washington, US

Home in Friday Harbor

Apartment in Anacortes

Guesthouse in Friday Harbor, Washington, US

Condo in Friday Harbor

Home in Friday Harbor

Condo in Friday Harbor, Washington, US

Earthen home in Mayne Island, Canada

Frequently Asked Questions

How is the weather in San Juan Island?

What is the best time of year to visit San Juan Island?

What are the best places to stay in San Juan Island?

What are the best places to visit in San Juan Island?

What are some family activities to do in San Juan Island?

What are some of the best day trip ideas in San Juan Island?

Destinations to explore