Vacation rentals in Sheridan

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Top-rated vacation rentals in Sheridan

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Guest favorite

Loft in Willamina

4.97 out of 5 average rating, 116 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).

Dec 14 – 21

G$19,347 GYD per night

Guest favorite

Guest suite in McMinnville

4.91 out of 5 average rating, 614 reviews

Mid-Century Cottage w/ Private Entry & Kitchenette

Discover the Redwood, your ideal wine country escape that’s just a mere 15-minute walk away from downtown McMinnville, Oregon. This cozy mother-in-law unit, nestled behind our main house, welcomes you with a private entrance and a convenient kitchenette. Plus, enjoy access to a beautiful deck, exclusively for guests. You'll love the peaceful atmosphere and the mid-century style with live plants, lots of natural light, and captivating art—all while savoring views of our majestic Redwood tree.

Feb 27 – Mar 6

G$26,115 GYD per night

Guest favorite

Farm stay in Aumsville

5.0 out of 5 average rating, 107 reviews

Alpaca Farm Retreat and Getaway

Alpaca Farm Retreat: Located in the Mid Willamette Valley is an charming Alpaca Farm getaway. The apartment has its own private entrance, king size bed, kitchenette, and a patio to view the colorful sunsets. Enjoy all the adventures and amenities the Willamette Valley has to offer. Great for the business traveler with a place to work. Looking for a lovely romantic getaway or a staycation, Swing in the hammock chairs, hand feed the alpacas or help us walk the alpacas around the property.

Nov 10 – 17

G$22,747 GYD per night

Guest favorite

Farm stay in Falls City

4.91 out of 5 average rating, 106 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.

Oct 2 – 9

G$22,599 GYD per night

Guest favorite

Home in Sheridan

4.92 out of 5 average rating, 145 reviews

Yamhill Riverfront Views

Enjoy beautiful views and private access to the Yamhill River. The house is located in a neighborhood in Sheridan, a (very) small logging community in the middle of some great places to hike, go wine tasting and enjoy the Pacific Northwest and the beautiful Willamette Valley. The house is only 20 minutes away from downtown McMinnville and 10 minutes away from Amity. McMinnville and Amity both have great places to eat that are included in our guidebook. Find us on ig: @theriverhouse2021

Nov 14 – 21

G$40,718 GYD per night

Guest favorite

Cabin in Grand Ronde

4.94 out of 5 average rating, 201 reviews

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.

Mar 9 – 16

G$16,568 GYD per night

Guest favorite

Farm stay in Sheridan

4.86 out of 5 average rating, 130 reviews

The Carriage House B&B/Entire house

The Carriage House at Blooming Dales Farm. Farm Victorian style, bed rooms with views of the Cascade and Coast ranges. Nestled in Oregon's wine country and only 40 minutes from the Pacific Ocean. Easy access from Portland and Salem. Pricing is based on double occupancy. Additional charges apply when using the extra beds in the great room. Note that the Carriage House does not have a stove top or oven. See "amenities" for all the conveniences available in the Carriage House.

Dec 6 – 13

G$50,344 GYD per night

Guest favorite

Guesthouse in McMinnville

4.93 out of 5 average rating, 190 reviews

The Darling Nest

Private 1 bedroom guesthouse with carport nestled in a peaceful McMinnville greenway. This spacious one level apartment is suitable for a maximum of 2. 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 wine tour. We are just a short 15 minute drive to Yamhll County’s Carlton, Dayton, or Amity.

Nov 14 – 21

G$26,990 GYD per night

Guest favorite

Guesthouse in Stayton

5.0 out of 5 average rating, 468 reviews

Spoil yourself! Luxury Cabin on the Santiam River

Luxury Cabin Suite is suited for 2 adults on the Santiam River, just 20 minutes from Salem! For a special place to relax, unwind or a romantic getaway this is the place for you...oh, and no dishes to wash! If you love hiking, fishing, kayaking or rafting. Enjoy all the luxury/Spa and custom artistic touches & beautiful views of the river. Also, experience a free art project in Artsy Fartsy Studio. *Our cabin has only one bed and is not appropriate or set up for kids.

Jan 3 – 10

G$37,288 GYD per night

Guest favorite

Guesthouse in Salem

4.97 out of 5 average rating, 369 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!

Mar 21 – 28

G$24,602 GYD per night

Guest favorite

Dome in Amity

4.97 out of 5 average rating, 216 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.

Sep 18 – 25

G$33,510 GYD per night

Guest favorite

Home in McMinnville

4.99 out of 5 average rating, 267 reviews

RKD Cottage

The RKD cottage is a brand new build located in the quaint Chegwyn Village. It is just a short 5-minute drive to the heart of downtown McMinnville. Great for a weekend stay with a small group or even an individual here on business. We are dedicated owners who are committed to ensuring your stay is everything you imagined.

Oct 2 – 9

G$36,246 GYD per night