Vacation rentals in Sheridan

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).

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 Floor Flat on Historic Farm, Wine Country!

The Copper Clover Ranch is Conveniently located just 8 miles outside of McMinnville Oregon, directly off Salmon River Hwy, in the heart of wine country. The Bellevue Country Store is 1 mile up the road. You will have a private entrance, with patio facing Bernard Farms in the distance. Layered and soulful, visually rich, my farmhouse guest space is curated and character driven. The vibe is warm, with delicious bed linens, and comfortable beds. I designed it to feel like a home away from home.

Fort Hill Outpost | 1 Mile to Spirit Mountain

Only 1 mile from Spirit Mountain Casino! Fort Hill Outpost is a clean, cozy 2-bedroom Guest Favorite with room for up to 6 — a king bed, double bed, and sofa bed. *DISCLAIMER* is located above a licensed dispensary. Enjoy more space than a hotel room, plus a full kitchen, 270 Mbps wifi, workspace, washer/dryer, 75-inch Roku TV, free parking, BBQ, backyard fire pit, and easy self check-in. Great for casino weekends, family visits, remote work, hiking, wine country, and Oregon Coast day trips.

1910 Schoolhouse w/ Private Gymnasium + Swing Set

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.

Figment Farmhouse

Enjoy this charming 1950's farmhouse, situated on 150 acres of countryside. Within an easy drive of Carlton, McMinnville, and Dundee—it's an ideal location for the exploring the area's many offerings. The house is well-appointed and surrounded by abundant gardens, towering cedar and fir trees—plus, a flock of chickens, three heritage sheep, and our Bengal cats add interest to the place. We live on the property (next door) with ample privacy/gardens between our place and the farmhouse.

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!*

The Darling Nest

Private 1 bedroom guesthouse with carport nestled in a peaceful McMinnville greenway. This spacious one level apartment is perfect for a maximum of 2 guests. Please note... It is not the best fit for families with small children. It is a clean and roomy (almost 900sq ft), well lit space with ample windows offering secluded views of a creek valley. Less than a mile from historic 3rd St, it provides a centrally located urban sanctuary ideal for a couple’s getaway or buddy retreat.

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!

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.

Wine Country Retreat at "The Yurt at Shady Oaks"

Unique luxury in the heart of Oregon Wine Country! Spacious, beautifully decorated yurt located in a grove of mature Oak trees on 5.5 acres in the Eola Amity Hills AVA, minutes away from many award winning wineries! Near the Willamette River and Basket Slough National Wildlife Refuge. Yurt has private, large living area, a fully equipped kitchen, private bedroom and bathroom with tiled shower. Minutes from downtown Salem, 1 hour to the Oregon Coast! NO CONTACT CHECK IN!

Riverside Cottage on River, by Wineries & Casino

This beautiful riverside cottage sits on a 14 acre estate, in a lush garden setting. Just 2.4 miles from Spirit Mountain Casino, in the heart of wine country, 2 miles from Willamina town, 26 miles from Lincoln City, 14 miles from McMinnville, and 22 miles to Salem. Enjoy this meandering riverfront property, complete with multiple gardens. A shared hot tub is available for ultimate relaxation. Navarra Gardens is a pure delight!