Vacation rentals in Perrydale

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Top-rated vacation rentals in Perrydale

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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

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).

4.95 out of 5 average rating, 180 reviews

Top guest favorite

Guesthouse in Sheridan

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.

4.98 out of 5 average rating, 174 reviews

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

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.

4.96 out of 5 average rating, 124 reviews

Top guest favorite

Apartment in Willamina

Fort Hill Outpost | 1 Mile to Spirit Mountain

Only 1 mile from Spirit Mountain Casino! Fort Hill Outpost is a clean, cozy 2-bedroom Guest Favorite with room for up to 6 — a king bed, double bed, and sofa bed. *DISCLAIMER* is located above a licensed dispensary. Enjoy more space than a hotel room, plus a full kitchen, 270 Mbps wifi, workspace, washer/dryer, 75-inch Roku TV, free parking, BBQ, backyard fire pit, and easy self check-in. Great for casino weekends, family visits, remote work, hiking, wine country, and Oregon Coast day trips.

4.96 out of 5 average rating, 120 reviews

Top guest favorite

The exterior of a modern craftsman home features a spacious wraparound deck lined with railings and outdoor seating. The building showcases a combination of wood and modern materials, with large windows providing views of the surrounding nature. Natural elements, like logs and plants, enhance the inviting atmosphere.

Villa in Amity

Gated Wine Country Estate w/ Valley Views and Spa!

Welcome to your private wine country escape! This handcrafted 4BR/3BA home sits on 11 quiet acres in a gated community, surrounded by hillside and vineyard views. Enjoy a soak in the jacuzzi under the stars after a day exploring 40+ nearby wineries. Built with love by artist and craftsman owners, this 2,500 sf. retreat offers warmth, privacy, and a truly unforgettable stay in the heart of wine country. - 2min. to Bravuro Cellars - 10min. to Brooks Winery - 15min. to The Bramble Wine Tasting

4.99 out of 5 average rating, 100 reviews

Top guest favorite

A scenic view of the surrounding valley is showcased, featuring expansive grassy fields and patches of trees under a clear blue sky. The horizon displays a soft blend of clouds, offering a tranquil atmosphere in the countryside.

Guest suite in Amity

2 Bedroom Suite: Views, Private Entrance, EVchgr

The "suite" has a private entrance, living room, kitchenette, bedroom with queen bed, a cozy second bedroom with double bed, a pull out couch and full bath. Every window offers amazing views of the valley. Enjoy a cup of coffee or glass of wine from the shaded patio. The suite is attached to our home on 10 acres in the Eola hills. Guests are welcome to explore the orchard, yard and garden. Tesla Level 2 Wall Charger (40 Amp output); SAE J1772 Plug Connector converter plug available

4.96 out of 5 average rating, 298 reviews

Top guest favorite

An indoor sports court showcases wooden floors and a high, vaulted ceiling. Basketball and soccer balls, along with a volleyball, are positioned on the ground. A basketball hoop is visible at one end, while a goal net is placed at the opposite side.

Place to stay in Dallas

1910 Schoolhouse w/ Private Gymnasium + Swing Set

Stay in a restored 1910 schoolhouse with: • Private indoor sports court/gym (basketballs, soccer ball, volleyball, badminton, pickleball, scooters provided) • Player piano, pump organ & record player for guest use • Authentic school desks and chalkboard • Historic charm + vintage details throughout • Private deck and yard • Peaceful countryside views with neighboring horses • Quick drive to 30+ wineries • Parking for up to 8 vehicles Perfect for families, couples & nostalgia lovers.

4.99 out of 5 average rating, 199 reviews

Top guest favorite

Home in Sheridan

Black Forest B&B, Stylish 4 BR, 6 TVs, gameroom

Perfect for a family and/or friend get-a-way! The Black Forest B&B is uniquely styled for an extremely comfortable and fun stay. This 4 bedroom house has top amenities: tempurpedic adjustable beds, 6 new TVs, fast internet, huge game room, and an inviting backyard and modern decor. It is central to top Oregon attractions, wine country and McMinnville (15 mins), Spirit Mountain Casino (20), Oregon Coast (45), Salem (35), Portland (60). There is no cleaning fee or checklist.

4.97 out of 5 average rating, 38 reviews

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

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!

4.95 out of 5 average rating, 707 reviews

Guest favorite

A serene outdoor scene features a gray house nestled among lush green foliage and vibrant purple flowers. Towering trees provide shade, contributing to a peaceful ambiance. The back of the home is visible with large windows, inviting natural light into the space.

Home in Salem

Retreat to the Country at the Oak Grove House

Take an unbotherment break in this get away. Private, Spacious, Comfortable 2 bedroom 2 bath fully equipped 1300 sq ft home surrounded by moss covered Oak and Fir trees. Enjoy the spacious back lawn from the covered patio w/fireplace & more on 2 acres among the trees. The home boasts a large living room, spacious kitchen, master suite, and picture windows to take in the private front yard. In the heart of award winning vineyards and close to town.

4.85 out of 5 average rating, 282 reviews

Top guest favorite

The exterior of a Victorian-style home features a gray façade with a centered red door. Symmetrical windows flank the entrance, surrounded by manicured shrubbery and a well-kept lawn. Tall trees provide a lush backdrop under a clear blue sky.

Home in Dayton

The Historic Dayton Wine House

Stay in one of the top rated vacation rentals located in the heart of the Willamette Valley wine country. This majestic 1885 Victorian style home sits prominently on the charming town square of Dayton, Oregon, 30 miles from Portland, a perfect location for winery exploring! The beds and linens are of high quality for a great nights sleep. The small details are not forgotten in this large home with plenty of room for everyone to spread out.

4.97 out of 5 average rating, 281 reviews

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

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.

4.95 out of 5 average rating, 259 reviews