
Holiday rentals in Sheridan
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Top-rated holiday rentals in Sheridan
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Historic building in a small town
This building was originally used to house the telephone switchboard operator for our small town near the turn of the century. It has been restored with all the charm of it's sister property right around the corner, Wildwood Hotel. It has a separate full bathroom but all the sleeping is done in one common space. There is a king bed and a set of bunk beds making the total 3 beds with fast fiber internet throughout. Private back patio with lots of seating options with a fire pit and several tables

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.

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).

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.

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!*

Cozy Woods Getaway with no Cleaning Fees/Chores!
Great little getaway spot far from the hustle and bustle of city life. The noise of the nearest highway is over a mile away. Experience the relaxing sounds of the surrounding forest while you enjoy all the comforts of home inside or, if you're of the fit and adventurous variety, make your way through the trees to the babbling brook you can fall asleep listening to at night. Everything you can possibly need is less than a half hour's drive away from this place of peace and quiet.

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!

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!

Central Salem Hideaway Studio
Our Hideaway studio is a cozy, recently renovated studio suite located within walking distance of downtown Salem, the state Capitol, and Willamette University. The Hideaway has total privacy, with your own entrance, full bathroom, kitchenette, and washer & dryer. Our neighborhood is close enough to downtown to enjoy walking to local restaurants, shops, Riverfront Park, and more. The I-5 freeway is a 5-minute drive from our home, making it easy to get to neighboring cities.

Sheridan Whole House | Fenced Yard | EV Charger
Welcome to our sanctuary—a spacious, modern 3-bedroom, 2-bath retreat tucked into a peaceful cul-de-sac. Thoughtfully designed for comfort and calm, the home offers everything you need to feel truly at ease, whether you're unwinding, working remotely, or exploring the nearby wineries. Enjoy a fully equipped kitchen to cook and live just as you would at home, a dedicated workspace, Tesla charger, and a pet-friendly fenced backyard.

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!

Wine Country Guest Suite w/Kitchenette and Bath
Guest Suite on lower level, Mid Century Modern home 4 blocks from historic downtown McMinnville in the heart of Wine Country. The McMinnville City Park, Aquatic Center and Library are just 2 blocks away. Owners live on the upper floor. Front entrance and front patio are exclusively for guests. Kitchenette with fridge, microwave, toaster, blender, coffee maker(no stove-top or oven). Iron is available upon request.
Popular amenities for Sheridan holiday rentals
Other great holiday rentals in Sheridan

Cozy Room in Aloha

You are my sunshine room

Air conditioned queen bed ensuite bathroom #1b

Traveler's Office at Kas's House

Blue Studio Gardens/Riverside! by Casino-Wineries

the Peaceful Purple room

Cozy Rm/Ba/Wifi close to amenities.

J&J Home:Ray room (2F)
Destinations to explore
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- Neskowin Beach
- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Silver Falls State Park
- Providence Park
- Enchanted Forest
- Portland Japanese Garden
- Tunnel Beach
- Wooden Shoe Tulip Festival
- Wonder Ballroom
- Moolack Beach
- Hoyt Arboretum
- Powell's City of Books
- Sunset Beach
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Nehalem Beach
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Short Beach
- Domaine Serene
- Oceanside Beach State Park
- Cape Meares Beach




