Trip Northwest is the premier vacation rental company in the Portland, Northern Oregon Coast, Oregon Wine Country, Mount Hood, Bend, and Sunriver areas. When you browse our amazing selection of properties, you will find options that perfectly suit your needs and allow you to have your ideal vacation here in Oregon. No matter what type of vacation rental you are looking for, we have options that you are sure to love. If you are looking to plan a vacation to the area, check out our full selection of properties today to find the perfect option for your next getaway.

Prepare to experience one of the finest homes available in the Willamette Valley wine country. The Gables at Quandary Vineyards was completed in March of 2020 with high-end custom finishes and attention to detail. Enjoy a spacious open floor plan and unsurpassed views throughout this home. Your stay at this beautiful property will be an experience like no other. Upon entering the Gables, you’re greeted with a magnificent view of the vineyard and surrounding valley. The large main living area takes advantage of the gorgeous view and is open and inviting, featuring luxurious seating, a round dining table for eight, and beautiful kitchen. Open the French doors and step onto the expansive deck and relax, enjoy outdoor dining, or warm up in the evenings around the fire pit. The fully stocked kitchen is a chef’s dream. With an incredible amount of prep space and a huge island, there is plenty of room to cook, eat, and socialize. The kitchen features a custom perimeter dining bar overlooking the vineyard and the south valley below, a perfect space for enjoying that morning cup of coffee! A large laundry room off the kitchen leads to a tucked-away powder room and the garag