Holiday rentals in Sheridan

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Top-rated holiday rentals in Sheridan

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Top guest favourite
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

*OPEN4thWkd*Wine Country•One-Level•A/C

🏠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 favourite
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.
Guest house in Sheridan
4.97 out of 5 average rating, 147 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
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, 160 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
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 favourite
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
4.87 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
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 favourite
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, 680 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!

Top guest favourite
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 favourite
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.

Superhost
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.
Guest house in Willamina
4.82 out of 5 average rating, 346 reviews

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!

Top guest favourite
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.
Guest house in Salem
4.97 out of 5 average rating, 604 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 favourite
The charming round house, surrounded by lush greenery, features large windows and a spacious deck. Vibrant flowers and ferns adorn the garden, contributing to the serene setting. Tall trees provide shade, framing a glimpse of the expansive landscape beyond.
Dome in Amity
4.97 out of 5 average rating, 292 reviews

Round House Retreat in the Woods

This peaceful round house offers a retreat from city life. Located on over 20 acres, this property offers complete silence, relaxation, and breathtaking views of the beautiful Willamette Valley below. The design offers an open floor plan as well as the unique experience of living in the round! The house is just a few minutes from numerous wineries and restaurants in Amity and McMinnville.

Popular amenities for Sheridan holiday rentals

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