Vacation rentals in Sheridan

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Top-rated vacation rentals in Sheridan

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Top guest favorite
A serene pond reflects a red barn and surrounding evergreen trees at sunset. Tall grasses frame the foreground, enhancing the tranquil scene. The warm hues of the sky contrast with the calm water, contributing to the peaceful ambiance of the setting.
Guesthouse in Sheridan
4.97 out of 5 average rating, 149 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 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
4.94 out of 5 average rating, 161 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).

Superhost
Home in McMinnville
4.87 out of 5 average rating, 148 reviews

Farmhouse • Chef's Kitchen• Firepit • Pet Friendly

Historic 1890 farmhouse — eco-friendly restored & rooted in the heart of Oregon wine country. A short walk to McMinnville's celebrated Historic 3rd Street dining, boutiques & tasting rooms. Three bedrooms, chef's kitchen, sun-filled living spaces & a private 1/4-acre backyard with firepit & BBQ. Over 250 wineries within 20 miles. Dedicated workspace with high-speed Wi-Fi. Pet-friendly. Thoughtfully restored with low-chemical finishes. Self check-in. Wine country living at its finest.

Top 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
4.88 out of 5 average rating, 152 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 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
4.95 out of 5 average rating, 169 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 favorite
A yurt is nestled among mature oak trees, surrounded by natural greenery. Wildflowers are in the foreground, contrasting with the earthy tones of the yurt’s exterior. A wooden deck extends from the yurt, providing outdoor seating and a serene view of the tranquil landscape.
Yurt in Salem
4.95 out of 5 average rating, 681 reviews

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!

Guest favorite
An open-concept living area features a cozy seating arrangement with a gray couch, positioned near a fireplace. A wall-mounted TV hangs above a white mantel. The efficiency kitchen displays dark cabinets and a wooden countertop, complemented by a light fixture and decorative plants.
Guesthouse in McMinnville
4.95 out of 5 average rating, 104 reviews

The Suite Retreat in McMinnville

Gorgeous detached studio suite located less than 1 mile (0.80) from McMinnville's historic Third Street. The studio provides tiny living at its BEST with an open concept layout featuring luxurious furnishings, lighting and decor, plus a tranquil outdoor patio. WINE LOVERS PARADISE! Guests receive tasting cards for complimentary or 2-for-1 tastings to some of the best tasting rooms and wineries in McMinnville and the Willamette Valley! More photos soon!

Top guest favorite
The cottage is situated in an open field, framed by tall trees. The exterior features a covered porch with two entry points, and large windows that provide natural light. Surrounding landscapes include rolling hills and grasslands under a clear blue sky.
Cottage in McMinnville
4.97 out of 5 average rating, 134 reviews

Harry's Cottage at Gahr Farm Nature Reserve

Harry’s cottage is nestled in the upland prairie with gigantic white oaks as a backdrop. Enjoy spacious views of the countryside from the front porch or back deck. There is a queen bed in the main bedroom and twin beds in the spare bedroom. Relax in your own private cottage with a superb view of the countryside. This comfortable small home has a large fully equipped kitchen, washer & dryer and all the necessary amenities for up to 4 guest.

Top guest favorite
A spacious kitchen features a central island with a wooden countertop, surrounded by seating and dining areas. Modern appliances, including a stove and hood, are visible. Natural light enters through windows, illuminating the warm tones of the wood and brick elements in the space.
Farm stay in Dallas
4.94 out of 5 average rating, 248 reviews

Luxury Farm House Peaceful, animals, Hot Tub

Very clean and Entire house available to guests, second house on property. Feed animals, relax in the hot tub or by the fire. Recharge on the porch and enjoy the view of the fields and seasonal pond. Fresh eggs collected by host daily are for sale in the farm store. Stroll down the gravel road and appreciate nearby agriculture. Drive to the coast 1 hour away. Take a wine tasting tour. End the day at the fire pit and make s’mores.

Top guest favorite
The spacious main area features large windows that allow natural light to fill the room, highlighting the soft gray sectional sofa and a plush area rug. A stylish spiral staircase leads to the loft bedroom, while a dining table is set in the corner.
Guesthouse in Salem
4.97 out of 5 average rating, 605 reviews

Charming 1 bedroom loft/barn apt with hot tub

Take it easy at this unique and tranquil getaway! Nestled in the heart of the Willamette Valley, this peaceful loft is perfect for the couple looking to relax and recharge. Enjoy our local farmers markets, or a baseball game at Volcanoes Stadium. Tour our local restaurants and wineries or see what’s happening this summer with our local music scene. Visit our many hikes and trails or float our rivers and lakes - and on and on!

Top guest favorite
A stylish living area features a dark velvet sofa and a green accent chair surrounding a round coffee table. Natural light filters through large windows adorned with yellow curtains, highlighting a patterned area rug beneath. Indoor plants add a touch of greenery to the space.
Apartment in McMinnville
4.94 out of 5 average rating, 102 reviews

The Hazelwood- 2 bedroom apartment downtown

Enjoy a comfortable stay at this centrally-located historic apartment, decorated in dark, storybook styles and soaked in rich cozy ambiance. Experience the vibrant downtown and walkability at this centrally-located place. More photos to come! This is a brand new space that has comfortable and fully stocked living spaces with all new finishes while maintaining the historic charm of a 1940s building.

Guest favorite
A cabin is nestled beside a 40-acre vineyard, with rows of green grapevines leading towards the forested backdrop. The scene is illuminated by soft sunlight, highlighting the cabin's rustic design and the natural setting of trees and open fields.
Cabin in Gaston
4.95 out of 5 average rating, 641 reviews

Great Cabin- Heart Of Wine Country!

Overlooking a 40 acre vineyard, this beautiful cabin is the epitome of Pacific Northwest craftsmanship. Come enjoy views of the Willamette Valley, it's sprawling vineyards, and most importantly sit back and relax! Looking for an event venue? Contact us for great options for your next event - we offer both indoor and outdoor space - plus you can stay on site!

Popular amenities for Sheridan vacation rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Yamhill County
  5. Sheridan