Holiday rentals in Sheridan

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Top-rated holiday rentals in Sheridan

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Top guest favourite

Guest house in Amity

5 out of 5 average rating, 235 reviews

Wine Country Garden Retreat

Located in the heart of wine country, dozens of wineries within miles, the nearest across the drive "BraVuro Cellars" featuring Big, Bold Reds. 12 miles to Historical McMinnville. One hour to the Oregon Coast and Portland. Our farm offers 1.5 acres of year round specialty gardens, attracting the rare blue butterfly, Willamette Valley birds including migrating evening grosbeak. Horses, goats chickens and 3 friendly labs Enjoy our other listing at https://www.airbnb.com/h/heartofwinecountryretreat

Top guest favourite

Guest house in Sheridan

5 out of 5 average rating, 102 reviews

Chalet Retreat-Pond, Mountains & Barn View

The Chalet is nestled in the Coastal Range Mountains. It includes 2 decks with views of the beautiful pond & barn in front & secluded acreage out back. Waiting for you are winding paths with wooden bridges over a trickling stream. You will enjoy a variety of wildlife following the paths or just sitting on the deck! Relax in the stylish, roomy studio in the heart of wine country. Just 14 miles from Spirit Mountain Casino, 21 miles from McMinnville, 41 miles to Lincoln City and 27 miles to Salem.

Top guest favourite

Loft in Willamina

4.96 out of 5 average rating, 143 reviews

MerryOtt's Owl'sLoft (near Spirit Mountain Casino)

AWAY FROM IT ALL BUT NEAR THE BEST--Oregon Private entrance, breath-taking views, clean, spacious, serene, secluded, rural, 5 acres, studio apt. above garage. Approx. driving minutes to: Oregon coast/Lincoln City(40); Spirit Mnt Casino(10); wineries(15-40); golf(25); fishing(40); WhipUp trailhead: 103 trails for cycles, bikes & hikes(15); McMinnville: Linfield College, 3rd Street restaurants, shops & wine bars(30); Willamina(5); Sheridan(10); Delphian School(15); airports: PDX(90), Salem(45).

Guest favourite

Earthen home in Salem

4.98 out of 5 average rating, 319 reviews

The Bag Inn A Hobbit Home

The Bag Inn is a Hobbit Style Home. Filled with comfort and wonder, it will help you step out of the mundane world and retreat to a fantasy world. The Bag Inn features a fire place, walk in shower, and soaker tub. It is 1000 sq ft complete with separate bedroom, large luxurious bath, living and dining space. It sits on 2.5 acres to give you the feel of being out in the country while being only minutes from town. This is a guest home. For more information please read full listing details.

Guest favourite

Farm stay in Falls City

4.89 out of 5 average rating, 140 reviews

Tiny House Farm Stay

Cozy, rustic, well-outfitted 2-story tiny home on a 3-acre family farm with a blacksmith shop. The fenced property is surrounded by trees and includes open fields with a vineyard, orchard, outbuildings, and gardens. It is four blocks from the main street in Falls City, and a river and waterfall are within walking distance. The hosts and their two children live 150’ from the tiny house. Guests who book our “Forge a Knife” Experience (Vonhelmick Knife Co) receive a 15% discount on their stay.

Top guest favourite

Guest suite in McMinnville

4.91 out of 5 average rating, 723 reviews

Mid-Century Cottage - Firepit - Dog Friendly

Welcome to the Redwood, your ideal wine country escape that’s just a 20 minute walk from downtown McMinnville, Oregon. This cozy space, nestled behind our main house, welcomes you with a private entrance and a convenient kitchenette. Plus, enjoy access to a beautiful deck, and fire pit area exclusively for guests. You'll love the peaceful atmosphere and the mid-century style with live plants, lots of natural light, and captivating art—all while savoring views of our majestic Redwood tree.

Top guest favourite

Place to stay in Dallas

4.99 out of 5 average rating, 117 reviews

1910 Schoolhouse w/ Private Gymnasium + Records

Stay in a restored 1910 schoolhouse with: • Private indoor sports court/gym (basketballs, soccer ball, volleyball, badminton, pickleball, scooters provided) • Player piano, pump organ & record player for guest use • Authentic school desks and chalkboard • Historic charm + vintage details throughout • Private deck and yard • Peaceful countryside views with neighboring horses • Quick drive to 30+ wineries • Parking for up to 8 vehicles Perfect for families, couples & nostalgia lovers.

Top guest favourite

Home in Sheridan

4.87 out of 5 average rating, 151 reviews

Cozy 2-bed Spanish Home on the River

The Casita Del Rio has been set up for maximum comfort and enjoyment on your vacation. We have two 4K TVs (one in the living room and one in the front bedroom) and a smaller TV in the back bedroom. There is a small workstation setup for remote work in the living room with both WiFi and ethernet cable access and board games available for your entertainment. A beautiful view over the river and a full kitchen also await you! *Brand New Ductless AC units in both bedrooms & living room!*

Top guest favourite

Cabin in Grand Ronde

4.94 out of 5 average rating, 256 reviews

Cozy Woods Getaway with no Cleaning Fees/Chores!

Great little getaway spot far from the hustle and bustle of city life. The noise of the nearest highway is over a mile away. Experience the relaxing sounds of the surrounding forest while you enjoy all the comforts of home inside or, if you're of the fit and adventurous variety, make your way through the trees to the babbling brook you can fall asleep listening to at night. Everything you can possibly need is less than a half hour's drive away from this place of peace and quiet.

Guest favourite

Yurt in McMinnville

4.94 out of 5 average rating, 138 reviews

Amico Roma Year Round Yurt and Sauna

Year round all season glamping yurt in wine country. Private hand crafted yurt nestled among wild life and hiking trails. Experience a cozy wood stove, dome with view of stars and an out of this world hot shower with views. Picnic, sit around our outdoor campfire or read a book under a Pendleton blanket in front of the indoor wood stove. All of the kitchen ammenities for cooking. An adventure you won't forget. Sauna with cold shower rinse and private hot shower also on property!

Top guest favourite

Guest house in Salem

4.95 out of 5 average rating, 163 reviews

Willamette Valley Luxury Chateau

Escape! Voted as one of the Salem’s luxurious places to stay. Treat yourself to “Ritz Salem” This will likely be one of the best Airbnb experience. This place is quiet and relaxing, as you enjoy the views, nature, and time alone. Great place to celebrate your birthday or anniversary with a quiet retreat, wine tasting, or visit nearby restaurants or nature. It offers king size bed, gas fireplace, large space, full couch, high ceilings, and fast internet. No contact self-check in.

Top guest favourite

Flat in Sheridan

4.95 out of 5 average rating, 128 reviews

Tranquil 1-bed Apt -view, wineries, beach, casinos

Country living in small town Sheridan perfect for a couple or family of 3-4. Typical pull out couch best for kids. Just over a half mile from center of town with wide open spaces! Great location- 11 wineries w/in 10 miles Wrigley Vineyards - 2.2 mi Spirit Mtn Casino - 9 mi Federal Correctional Institute - 2 mi Evergreen Air Museum - 15 mi Lincoln City (Beach) - 31 mi Drift Creek Falls - 25 mi Enchanted Forest Park - 20 mi PDX - 60 mi Salem - 29 mi Delphian School - 2 mi