Vacation rentals in Drain

Forest Valley Escape- Wineries-Pub-Trails & More!

Quiet, peaceful home on rural forested countryside with Siuslaw River winding nearby. Close by Wineries, (King Estate very close), Brew Pub, Bike/ Horse/ HikingTrails, & Grocery. Wi-Fi. 20 mi. (30 min.) to Eugene, 23 miles to U of O & Duck Games, & 50 mi. to the coast. A great base for all your adventures & a quiet retreat to come back to. Great sunsets & lots of local wildlife to enjoy all from the front porch! GREAT GETAWAY FOR WINE TASTING! No Parties/ NO Pets/ NO Smoking in/on premises

The Cottages at Porter Hill (Green)-Near Roseburg

Welcome to The Cottages at Porter Hill, nestled in the heart of Umpqua Valley Wine Country. A perfect retreat for two! This cozy 1 bedroom cottage is inspired by the green fields of central Italy & simple country living. We invite you to slow down, relax and experience our little slice of heaven! Conveniently located on Highway 42 with easy access to Winston, the Wildlife Safari and Roseburg (10 - 15 minutes) to the east and the Oregon coast-Coos Bay and Bandon (just 1.5 hours) to the west.

Private nature lovers sanctuary in town on 4 acres

This unique modern barn crafted by hand in the quiet and beautiful South Hills of Eugene. It has easy access to hiking and running trails, highly rated restaurants, cafes and natural food stores. This convenient yet secluded Owl Road Barn is set back on our spring fed unique 4 acre property that is boardering on the 385 acre Spencer butte park, offering solitude. It is only 4 miles to Hayward Field and Autsum stadium. Bring your binoculars you will find abundant bird and wild life to watch.

The Wine Room, Oakland OR

Need a quiet, quaint refuge with cozy modern amenities? The Wine Room is in the small town of Oakland Oregon. Umpqua Valley one hour south of Eugene. It is safe while just a mile off of I-5. Walk the uncrowded town and parks. For longer stays your use of the kitchen Is negotiable. The private room has a beautiful bathroom with a heated floor, a mini-fridge and micro. Located in the back of a historic bank building that is our tasting room and coffee shop it is good for couples and solo.

New Studio 1,100 sq. ft. Guest House with views

We are located in the South Hills of Eugene. Close to U of O with easy driving access to amenities. The garage guest house sits on 3 wooded acres w/ south views to Creswell and winter views of the Three Sisters to the east. Built in 2020, the studio features a large walk-in shower, full kitchen, and laundry amenities. Sleeps 6 (King, double sleeper sofa, and two twins) Parking for multiple cars if needed. Unwind in a peaceful, natural Oregon setting, we look forward to hosting you.

Quiet urban cottage ~*~

Our 1 bedroom is fully stocked with everything you need and then some .... The house is the original homestead and has kept that charm. You will have a private bedroom with a cozy King size bed with all organic linen/cotton bedding, a fully stocked kitchen ( coffee,tea & cream provided),full bathroom, W/toiletries ( shower has two seats and hand bars, no tub ). Living room area has a Joybird Briar sleeper sofa, dining table, fireplace & TV w/ steaming device.

CenturyFarm Apartment Overlooking the Creek

Enjoy the natural beauty of nature surrounding this historic getaway. The view from the apartment overlooks the creek. The "loafing shed" of the barn was converted into an apartment -- a cottage core addition to the old barn. Hiking trails follow along the creek. Guests may also reserve overnight camping located just below the barn apartment. Perfect for family gatherings, this overnight campsite is available only to guests of the barn apartment at $20.

HoneyComb HideAway Modern Homestead Vibes & Views

The newly renovated HoneyComb HideAway (HCHA) provides guests with a modern homestead stay in Eugene. This plant-lover’s sanctuary comes with a full kitchen, private full bathroom and magnificent hilltop view of the 12-acre Lorane Highway property, GoatsBeard HomeStead. Whether you're here for a wine-tasting getaway, outdoor adventure, or University of Oregon event, or wedding, the HoneyComb HideAway will be sure to accommodate your needs.

Lavish Country Retreat studio

Escape to our peaceful 9-acre farm in the southern Willamette Valley, surrounded by fresh air, nature, and the sound of nearby rivers. This 590 sq ft attached private studio suite features a cozy queen bed, pellet stove, kitchenette, full bath, & a private fenced backyard with patio seating and pasture views. Pet- and kid-friendly with a private keyed entry and free front-door parking—your perfect countryside getaway awaits.

Chardonnay Chalet at the Vineyard

Enjoy the ultimate Pacific Northwest getaway in our luxury vineyard guest house. We are perfectly located as a launching point to experience Ocean Beaches (1.5 hours), Crater Lake National Park (2.5 hours), Waterfall Hikes (45 minutes), and Wine Tasting (a 5 minute walk!) Enjoy the view from the elegant patio while cooking/grilling, take a stroll through the vines, or a hike up the hill to enjoy the view from the hammocks.

House on a Ranch. Ponds, beautiful tree landcapes

Entire 3 bedroom manufactured house. It is located on a 340 acre ranch. With your own fishing poles, fish in our private pond or bring a boat and fish in the Umpqua River. Only about an hour from mountain skiing or ocean beaches. Nestled at the base of the coastal mountains Property has many ponds that are landscaped with hundreds of ornamental trees. There is a pavillion with a gas fire pit and pellet grill.

Highlands and Horses Ranch Airbnb

Meet friendly Highland Cows and beautiful horses on a lush green ranch nestled in rolling hills. Just 13 miles east of I-5, this peaceful retreat offers total nature immersion. Even the drive delights—with farms, grazing sheep, and scenic views at every turn. Step out, breathe deep, and let the fresh country air melt your stress away. It’s more than a getaway—it’s a soul-refreshing retreat!