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San Juan Island Winter Rentals & Holiday Homes
Discover winter rentals San Juan Island - We found 180 exact matches
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About San Juan Island Winter Rental on Rent By Owner
Planning on a winter vacation in San Juan Island? Discover 180 places to stay in San Juan Island, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Rent By Owner, we have a wide range of listings for accommodations in San Juan Island, WA that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. RBO winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
San Juan Island winter accommodation starts at AU $906, and the most popular properties in San Juan Island are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, RBO will make your winter trip memorable.
Rent By Owner offers a great deal for travelers planning on renting a place in San Juan Island, to enjoy these benefits and to book your winter vacation homes, go to RBO filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around San Juan Island and unlock even more amazing deals.
Frequently Asked Questions About San Juan Island Winter Rentals
There are a lot of options in San Juan Island. If you plan on staying in the San Juan Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in San Juan Island:
- Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
- Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island
- WATER VIEWS of Puget Sound and the Olympic Mountains in a Garden Setting
- Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
- Hot Tub! Beautiful Water View Home! (WVP)
- Waterfront Cove, West Side Of San Juan Island, Sandy Beach, Prime Orca location
- Golf Course Guesthouse , Friday Harbor, San Juan Isl.
- Perfect location to relax, unwind, renew and enjoy San Juan Island
- Waterfront! Seasonal Hot Tub! - (Stonecliff)
- Secluded & light-filled Pacific NW Waterfront home on SJI with views of Speiden Island
- Wander Friday Harbor
- Inn to the Woods
- Inn to the Woods B&B
- Relaxing two-bedroom, hot tub, pet friendly (HH)
See all pet-friendly vacation rentals in San Juan Island on Rent By Owner