Vacation rentals in Sheridan

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Top-rated vacation rentals in Sheridan

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Top guest favorite
An outdoor seating area features several wooden Adirondack chairs surrounding a central fire pit. Soft lighting is provided by string lights overhead, creating a warm ambiance. The area is bordered by lush greenery and includes a decorative patterned rug on the ground.
Home in McMinnville
4.97 out of 5 average rating, 117 reviews

Wine Country•One-Level•AC•Near DT/ Linfield•Groups

🏠One-Level House 🛏️ 3 Bedroom • 2 Bath ❄️ Central A/C Create lasting memories in this stylish, centrally located single-story home in the heart of Willamette Valley wine country. The Aliette House is nestled in a charming residential area close to top wineries. Enjoy foosball, a 60-game arcade, or corn hole toss in the private backyard. Just 2 miles from downtown McMinnville (5 min drive), 1 mile from Linfield University, 5 miles from Wings & Waves water park, and just an hour to the beach!!

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, 151 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, 163 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).

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
4.96 out of 5 average rating, 110 reviews

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.

Guest favorite
The exterior of the tiny home showcases a two-story design with wooden siding and a sloped roof. A covered porch with a railing leads to the entrance, while a spacious deck features seating options. Lush greenery surrounds the building, providing a natural backdrop.
Farm stay in Falls City
4.89 out of 5 average rating, 152 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 favorite
A charming entryway features a red exterior wall and a welcoming door with window panes. Two seated chairs are positioned beside a vintage wagon wheel, while lush green plants and a stone planter filled with vibrant foliage add color and texture to the surroundings.
Cottage in Carlton
4.99 out of 5 average rating, 586 reviews

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.

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, 153 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, 170 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, 106 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, 250 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.

Popular amenities for Sheridan vacation rentals

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