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Whidbey Island Winter Rentals & Holiday Homes
Discover winter rentals Whidbey Island - We found 836 exact matches
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About Whidbey Island Winter Rental on Rent By Owner
Planning on a winter vacation in Whidbey Island? Discover 836 places to stay in Whidbey 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 Whidbey 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.
Whidbey Island winter accommodation starts at ZA R6,816, and the most popular properties in Whidbey 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 Whidbey 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 Whidbey Island and unlock even more amazing deals.
Frequently Asked Questions About Whidbey Island Winter Rentals
There are a lot of options in Whidbey Island. If you plan on staying in the Whidbey 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 Whidbey Island:
- Romantic and Charming Cottage with hot tub, on beautiful one acre view lot!
- Maple Cove Hideaway - Ocean Front Cabin - Close To Langley!
- Unobstructed Water Views! Right Downtown In Historic Coupeville Walk Everywhere!
- KINGFISHER BEACH HOUSE - West-facing waterfront - Perfect for World Cup 2026!
- Sandpiper Haven: Whidbey Waterfront, Amazing VIEWS, Beach, Penn Cove, Kayaks, AC
- Relax at Water's Edge - Amazing, Beach Home - Low winter rates Dec - Apr
- Hot tub on the Beach with Super Fast Wi-Fi at Luna Shores
- Luxury WATERFRONT LODGE on Whidbey Island, Hot Tub, Private Beach, 3 Fireplaces.
- Sunset Beach Haven; Seriously Waterfront-"It's Like Living on a Boat", Whidbey
- Whidbey Island Waterfront cabin! Best Sunsets on the West side! YES! SPECIALS!
- Waterfront Home w/Dock & Hot Tub in Oak Harbor!
- The Beach House
- The Bluff on Whidbey B&B
- The Cabana on Mutiny Bay
See all pet-friendly vacation rentals in Whidbey Island on Rent By Owner
