San Juan Islands Vacation Rentals

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Make San Juan Islands your next getaway—choose from 65 great vacation rentals

Discover the concept of "Island Time" with a unique getaway in one of our postcard-perfect San Juan Islands vacation rentals. Accessible only by air or boat, this amazing group of islands dot the crystal blue waters of Puget Sound, and offer an unbelievably restful retreat from the busy world. It's a slowed down, easy pace of life filled with natural scenery, crisp fresh air, and lazy afternoons whale watching, hiking, or biking entire islands.

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House rentals

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Hotel suites

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San Juan Islands vacation rentals for every getaway

Dog-friendly Hot tub Internet
Driftwood Retreat 3D Tour
2 Bed | 2 Bath | Sleeps 4

Driftwood Retreat - Anacortes, WA

From $176
Obstruction Pass Cottage 3D Tour
2 Bed | 1 Bath | Sleeps 6

Obstruction Pass Cottage - Olga, WA

From $153
Rosario Highlands
1 Bed | 2 Bath | Sleeps 6

Rosario Highlands - Orcas Island, WA

From $235
The Chalet on Lopez 3D Tour
2 Bed | 2 Bath | Sleeps 6 (4 Adults Max)

The Chalet on Lopez - Lopez Island, WA

From $94
16 Swifts Bay
2 Bed | 2 Bath | Sleeps 4

16 Swifts Bay - Lopez Island, WA

From $115

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Recent San Juan Islands vacation rental reviews

You have a great view of the harbor from the deck and hottub.
Traci K. | Sep 2021
Lovely little house, fully stocked for independent living, and with a great view of sunsets over the bay. Secluded, yet in easy access of what is "downtown" on Lopez.
Ronelle A. | Sep 2021
What started off as a misunderstanding and bad experience, turned into a great time all due to Dillon. When we arrived at our place, we realized it was really only a “hotel room.” we were expecting a small place, but with a kitchen. We had already bought some food and was hoping to cook dinner. There was no “front desk” so we could not talk to anyone directly. I found the number for Vacasa and left a voicemail, which I did get a response to the next day. I had also been contacted by the manager who welcomed me and gave me the contact info for Dillon, who would be able to help if I needed anything. Dillon went above and beyond in getting what we needed. He asked for a list of items I would need for cooking (the unit only had a microwave and a small fridge) and he delivered them the next morning. We did not even have coffee or a coffee maker in the room when we arrived. Dillon even offered to pick up coffee for us from a local bakery in town. Like I said, he went above and beyond. As for the room itself, although it was small, it had a great view and a nice big bathroom. The shower pressure is very weak, although the tub is great. We also had trouble locking our door. Basically, it didn’t work. Not very comforting, even though we didn’t have any valuables to worry about. Also, there was another family across the way and we shared a main door. That door did work, but you had to make sure you locked it. We talked to the family next door so they would be sure to lock that door. We were on the first floor next to the ice machine, which was great. The property itself is kinda confusing as it is shared with the hotel, but nothing at the hotel (pool, etc) is accessible for the “condo” guests. Also, it is very hilly. Steep hills. But we did visit the museum at the hotel and walk around. They also have live music in the evenings. It’s worth checking out.
Christy L. | Sep 2021

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Exploring the San Juan Islands

Travelers not accessing the San Juan Islands by air will board the Washington State Ferry at Anacortes (as a walk-on or with a vehicle) and make their way to the islands via the water, the perfect opportunity to experience the awesome beauty of Puget Sound up close. Spot nesting sea birds, iconic black and white orca whales, and even small boats full of researchers studying the sea birds and killer whales!

One of the first ferry stops is idyllic Lopez Island. At 15 miles long and 8 miles wide, it's mostly rolling hills and flat pastureland. For cycling enthusiasts, a weekend in a Lopez Island vacation home is a dream come true! The truly ambitious can take the 30-mile loop around the island that will take you, among other places, through Spencer Spit Park, Odlin Park, and MacKaye Harbor.

On peaceful Orcas Island, the picturesque town of Eastsound offers something for everyone—there's exceptional golf at Orcas Island Golf Course, while Moran State Park has over 5,000 acres of forest, and almost 40 miles of trails to explore. Guests staying in our Eastsound vacation homes can enjoy exploring the art galleries, shops, bookstores, cafes, and museums. Walking tours are also popular, as historic homes and buildings dot the quiet neighborhoods, some of the structures dating back to the late 1800s.

Whether it's a weeklong stay in a Lopez Island cabin or a weekend getaway in a vacation rental on Orcas Island, you'll feel infinitely well-rested after immersing yourself in Island Time in one of our San Juan Islands vacation homes or cabins!

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