Holiday rentals near Orchard Heights Winery

We found 348 holiday rentals — enter your dates for availability

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July 2025

August 2025

Discover a selection of holiday rentals within easy reach of Orchard Heights Winery that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, such as parking and air conditioning. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Orchard Heights Winery

Showing deals for:3 Oct - 10 Oct

Exceptional

(5 reviews)

Located near wineries, tulip festival, outlets, Bauman’s Fram & state parks!

Mount Angel, OR

19% off

AU$274 per night

includes taxes & fees

Exceptional

(68 reviews)

9,500 sq ft, 6 bdrm Villa, Pool, Hot Tub, Theater. At the top of a vineyard.

Dayton, OR

9% off

AU$2,066 per night

includes taxes & fees

Exceptional

(20 reviews)

Beautiful 3 bed, 2 bath. Daylight Basement. Mountain & City View. Pool & Hot Tub

Salem, OR

7% off

AU$330 per night

includes taxes & fees

Exceptional

(45 reviews)

Historic Silverton Home 5 BR, 6 Bath. Ask about 6th & 7th bedroom add-ons.

Silverton, OR

12% off

AU$860 per night

includes taxes & fees

Wonderful

(37 reviews)

The River Retreat- 4 Bedroom Home on The Willamette River in Salem Oregon

Keizer, OR

8% off

AU$863 per night

includes taxes & fees

Window boxes along the front of the building (369 Court NE).

Exceptional

(62 reviews)

Experience the charm of living Downtown! Sterilized Like an Operating Room!

Salem, OR

8% off

AU$306 per night

includes taxes & fees

Exceptional

(27 reviews)

Historic & Charming Home In Willamette Valley Wine Country 1 Block from WOU

Monmouth, OR

16% off

AU$895 per night

includes taxes & fees

Wrap around yard and gardens make it a very private setting tucked of the street

Exceptional

(26 reviews)

Quiet Neighborhood 2 Miles South Of Downtown. Large house can sleep 6-8 people.

Salem, OR

16% off

AU$830 per night

includes taxes & fees

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Orchard Heights Winery

Find the best place to stay - Orchard Heights Winery

Great Room looking into Dining and Kitchen

Incredible Luxury Loft in Historic Downtown McMinnville

Sleeps 4 · 2 bedrooms · 2 bathrooms

Views and Wineries Surround You On 15 Acres In This Wine Country Get Away

Sleeps 8 · 4 bedrooms · 3+ bathrooms

Boutique Stay in Wine Country 2 King Beds, Deck, Fire Table, Near Wineries

Sleeps 4 · 2 bedrooms · 2 bathrooms

Updated 3-bedroom historic farmhouse, amazing kitchen, walk to Linfield in 5 min

Sleeps 6 · 3 bedrooms · 2 bathrooms

Top rated rentals - Orchard Heights Winery

Premier Host

Fabulous

We can see why the owners limit the stay to 2 weeks, otherwise we'd never want to leave. We were impressed with the engaging and wonderful hosts! Thoughtful and generous attention to childproofing preparations made it possible for us to relax and enjoy our holiday from the moment we arrived in one of the nicest places we've experienced. The farmhouse is a quality home in a comfortable neighbourhood.

Andrea Y.

Stayed Sept 2024

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value