Holiday rentals in Sheridan

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Top-rated holiday rentals in Sheridan

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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, 124 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.

Guest favourite

A spacious studio apartment is presented with a comfortable cream-colored couch and a patterned area rug. A queen-sized bed is visible in the background, accompanied by a cozy wood stove. Natural light enters through a window, enhancing the neutral-toned walls.

Loft in Willamina

4.94 out of 5 average rating, 153 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 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!*

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

4.94 out of 5 average rating, 153 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 charming tiny home is nestled among tall trees, featuring a mix of green and brown exterior siding. Bright windows allow natural light inside, while a small wooden deck is visible at the entrance, surrounded by lush greenery on the property.

Tiny home in Salem

4.95 out of 5 average rating, 111 reviews

Wine Country Tiny Home - Only $40 Cleaning Fee!

Reconnect with nature at this unforgettable escape. Explore more than 30 wineries and vineyards within 5 miles of our Wine Country Tiny Home. Beautiful trees and the rolling countryside all around our home provide the perfect, quiet, get-away from all the hustle of the world - all only 9 minutes from downtown Salem! But, of course, if you need to bring some hustle with you, we have excellent high-speed internet for you to keep up with events or to stream your favorite shows.

Guest favourite

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, 336 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

A spacious living area features a dark sofa and two patterned armchairs arranged around a circular coffee table. A colorful mountain mural adds a calming backdrop. A king bed with a teal headboard is positioned in the corner, complemented by a bedside table and decorative accents.

Guest house in McMinnville

4.9 out of 5 average rating, 124 reviews

Destiny Suite

Amazing location! Walking distance to Evergreen Aviation Museum & Waterpark, also to Mac 10 Cinema & Willamette Valley Hospital. 2 miles to Historic McMinnville 3rd St w/ amazing restaurants, shops & great tasting rooms & tap houses. Quiet neighborhood, private accommodations w/full kitchen & high end luxurious king mattress. Wifi and TV & DVD player w/movies, no cable but does have Roku.

Top guest favourite

A cozy seating area features two patterned armchairs positioned by a large window, offering views of the surrounding orchard and fields. A small table lamp provides soft light beside the chairs, while a decorative rug is placed on the floor in front of a sleek fireplace.

Flat in Albany

4.98 out of 5 average rating, 148 reviews

Country Stay @ Roddy Ranch

Enjoy a relaxing stay in the country. We are conveniently located between Salem and Albany and only 1/2 mile from I-5. Our comfortable and well appointed apartment has beautiful views of the orchards and farm fields that surround us. Our small horse farm will make you feel calm and serene as you enjoy your stay at the Roddy Ranch. Please be aware, this is an upstairs apartment.

Guest favourite

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, 629 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!.

Top guest favourite

A charming gazebo is surrounded by lush greenery, featuring a wooden deck and steps leading to a pair of spacious outdoor seating areas. A circular fire pit made of stone is centered on the deck, providing a cozy gathering place.

Cabin in Dallas

4.95 out of 5 average rating, 251 reviews

Oregon Treehouse Getaway!

The perfect cozy treehouse oasis! Wake up surrounded by greenery next to a cozy fire overlooking a peaceful pond. From the fireplace outside on the balcony to the beautiful octagon windows bringing in all natural light! You will be able to un-plug and truly wake up feeling like you’re in paradise. Come, relax, unplug, and reset!

Guest favourite

A garden area is presented, featuring raised wooden beds filled with various plants and vibrant flowers. A gravel pathway leads to a hammock and fire pit in the background. The enclosed space is surrounded by wooden fencing and trees, creating a serene outdoor environment.

Home in McMinnville

4.86 out of 5 average rating, 113 reviews

**Chalet Gris ** Your Home Away From Home

Chalet Gris is a 3 bedroom, 1.5 bathroom. A large covered patio, barbecue and fire pit let you enjoy casual meals with local wines. A TV and DVD player have been provided including wi-fi and cable TV for your entertainment. After a day of exploring or wine tasting, guests can have time to themselves in the peaceful garden.

Top guest favourite

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, 103 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, and Bernards Farm Stand are just up the road. Private entrance, with patio facing the Coastal range, and Bernard Farms in the distance.