Vacation rentals in Sheridan

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Sheridan

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Top guest favorite

A stone pathway leads to a wooden staircase, flanked by potted flowers and seating. A decorative owl figure sits near the entryway, while expansive green hills are visible in the background under a cloudy sky.

Loft in Willamina

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).

4.95 out of 5 average rating, 180 reviews

Top guest favorite

Guesthouse in Sheridan

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.

4.98 out of 5 average rating, 174 reviews

Top guest favorite

The exterior of a large, white farmhouse is showcased against a blue sky dotted with clouds. Lush greenery surrounds the building, with flowering bushes and a front porch inviting to guests. The sloped roof features traditional shingles in warm tones.

Farm stay in McMinnville

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.

4.96 out of 5 average rating, 124 reviews

Top guest favorite

Apartment in Willamina

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.

4.96 out of 5 average rating, 120 reviews

Top guest favorite

An indoor sports court showcases wooden floors and a high, vaulted ceiling. Basketball and soccer balls, along with a volleyball, are positioned on the ground. A basketball hoop is visible at one end, while a goal net is placed at the opposite side.

Place to stay in Dallas

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.

4.99 out of 5 average rating, 199 reviews

Guest favorite

A spacious living area features a light grey sofa complemented by two armchairs. A large, flat-screen TV is mounted above a decorative fireplace. Natural light streams through sheer curtains, and a dog sits on a rug, contributing to the inviting atmosphere.

Home in Sheridan

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!*

4.88 out of 5 average rating, 160 reviews

Top guest favorite

A welcoming living area features a comfortable orange sectional and a brown leather armchair positioned on a soft rug. A wooden coffee table sits in the center, surrounded by greenery and framed artworks on the walls. Natural light streams in through the adjacent door.

Guesthouse in McMinnville

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.

4.96 out of 5 average rating, 386 reviews

Top guest favorite

A handcrafted yurt is nestled among lush greenery, surrounded by tall trees. The structure features a round shape with a white exterior and decorative wooden lattice windows. In the foreground, a stack of firewood is visible, indicating readiness for cozy fires.

Yurt in McMinnville

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!

4.95 out of 5 average rating, 185 reviews

Top guest favorite

The brick home is set against a clear blue sky, surrounded by a manicured lawn. A winding driveway leads to the entrance, with colorful flowerbeds and shrubs enhancing the landscape. The structure features large windows that provide scenic views of the surrounding farm.

Farm stay in McMinnville

McMinnville Farm with a view, close to town!

The brick home sits in the middle of about a 100 acre farm, of which 90 acres are hazelnuts. It sits on a hill, bordered by the North Yamhill River on one side and Hwy 47 on another side, with Poverty Bend Rd on the 3rd side. On the 4th side are grass seed fields belonging to another farmer. We will generally be available, but not intrusive. You might see John and Judy weeding the flower beds or picking apples or figs!! We can also take you wine tasting if you like!!

4.95 out of 5 average rating, 212 reviews

Top guest favorite

A bright living space features a comfortable sofa, two armchairs, and a round coffee table, all arranged around a fireplace with decorative elements. Natural light illuminates the room, which is beautifully enhanced by green plants and elegant lighting.

Home in McMinnville

The Mack House - Walk Downtown

Enjoy a stylish experience at this centrally located 2-level home. Walking distance to historic downtown 3rd St & the newly developed Alpine district where you’ll find excellent restaurants, wine tasting, breweries, boutiques, coffee, antiques and more. This home is for adults only and is not furnished for children. Sleeping Space: - 1 King Bed Upstairs - 1 Queen Bed Downstairs Bathrooms: - 3/4 on Main (Shower Only) - 3/4 in Upper (Bathtub Only)

5.0 out of 5 average rating, 145 reviews

Guest favorite

An outdoor area features a stone fountain with a turquoise finish, surrounded by a variety of potted plants. Lush greenery forms a backdrop, with a wooden trellis providing structure and additional plants adding color and texture to the serene space.

Guesthouse in Willamina

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!

4.82 out of 5 average rating, 364 reviews

Guest favorite

A serene garden pond is surrounded by smooth stones and water lilies. Cascading grape vines and vibrant yellow wildflowers enhance the lush greenery. A gentle fountain is visible at the pond's center, contributing to the tranquil ambiance of the outdoor space.

Home in McMinnville

Garden Retreat + Free Wine Tasting!

Come enjoy full use of this lovely 3 bedroom, 2 bathroom home just minutes away from historic downtown 3rd street! You'll find plenty of amenities throughout the home including stylish furnishings, vineyard themed art and mural, jacuzzi tub, ping pong table, and walking trails straight out the gate of the back yard. Enough room for the whole family with plenty to keep everyone entertained.

4.81 out of 5 average rating, 247 reviews