Holiday rentals near Winter's Hill Vineyard
We found 596 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of Winter's Hill Vineyard that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you expect for your stay, such as air conditioning and Wi-Fi. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Winter's Hill Vineyard
Showing deals for:17 Oct - 24 Oct
Image gallery for Located near wineries, tulip festival, outlets, Bauman’s Fram & state parks!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Located near wineries, tulip festival, outlets, Bauman’s Fram & state parks!
Mount Angel, OR
19% off
Price is AU$1,903
AU$1,903
AU$272 per night
includes taxes & fees
Image gallery for Newly Renovated! Peaceful Country Farmhouse with Hot Tub and Pool
1010 out of 10 rating
Exceptional
(11 reviews)
Newly Renovated! Peaceful Country Farmhouse with Hot Tub and Pool
Hillsboro, OR
7% off
Price is AU$4,733
AU$4,733
AU$676 per night
includes taxes & fees
Image gallery for Vintage House on Main St
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Vintage House on Main St
Hillsboro, OR
7% off
Price is AU$2,730
AU$2,730
AU$390 per night
includes taxes & fees
Image gallery for 9,500 sq ft, 6 bdrm Villa, Pool, Hot Tub, Theater. At the top of a vineyard.
1010 out of 10 rating
Exceptional
(68 reviews)
9,500 sq ft, 6 bdrm Villa, Pool, Hot Tub, Theater. At the top of a vineyard.
Dayton, OR
9% off
Price is AU$14,811
AU$14,811
AU$2,116 per night
includes taxes & fees
Image gallery for The Cliff House A in McMinnville, Oregon's Wine Country
9.89.8 out of 10 rating
Exceptional
(16 reviews)
The Cliff House A in McMinnville, Oregon's Wine Country
McMinnville, OR
8% off
Price is AU$2,490
AU$2,490
AU$356 per night
includes taxes & fees
Image gallery for Brand new lodging, perched high atop the Dundee Hills @ White Walnut Estate!
1010 out of 10 rating
Exceptional
(26 reviews)
Brand new lodging, perched high atop the Dundee Hills @ White Walnut Estate!
Dundee, OR
9% off
Price is AU$2,804
AU$2,804
AU$401 per night
includes taxes & fees
Image gallery for River Haven House
1010 out of 10 rating
Exceptional
(10 reviews)
River Haven House
Newberg, OR
21% off
Price is AU$10,157
AU$10,157
AU$1,451 per night
includes taxes & fees
Image gallery for Luxury Wine Country Retreat
1010 out of 10 rating
Exceptional
(31 reviews)
Luxury Wine Country Retreat
Rickreall, OR
17% off
Price is AU$24,316
AU$24,316
AU$3,474 per night
includes taxes & fees
Image gallery for Spacious 5-bedroom house in enchanting Hillsboro
1010 out of 10 rating
Exceptional
(6 reviews)
Spacious 5-bedroom house in enchanting Hillsboro
Hillsboro, OR
7% off
Price is AU$4,878
AU$4,878
AU$697 per night
includes taxes & fees
Image gallery for Vineyard Stay at Bryn Mawr the “Right Amount of Everything”
1010 out of 10 rating
Exceptional
(19 reviews)
Vineyard Stay at Bryn Mawr the “Right Amount of Everything”
Salem, OR
8% off
Price is AU$4,332
AU$4,332
AU$619 per night
includes taxes & fees
Image gallery for Country View Cottages, charming Cottage Near Downtown Carlton
9.69.6 out of 10 rating
Exceptional
(100 reviews)
Country View Cottages, charming Cottage Near Downtown Carlton
Carlton, OR
7% off
Price is AU$1,920
AU$1,920
AU$274 per night
includes taxes & fees
Image gallery for NEW Stylish LUX 5B/3.5BR Retreat, Close to Parks
1010 out of 10 rating
Exceptional
(5 reviews)
NEW Stylish LUX 5B/3.5BR Retreat, Close to Parks
Beaverton, OR
7% off
Price is AU$4,593
AU$4,593
AU$656 per night
includes taxes & fees
Image gallery for Renovated historic building with comfort in mind
1010 out of 10 rating
Exceptional
(10 reviews)
Renovated historic building with comfort in mind
Amity, OR
8% off
Price is AU$1,663
AU$1,663
AU$238 per night
includes taxes & fees
Image gallery for Eclectic cottage, steps from downtown
1010 out of 10 rating
Exceptional
(7 reviews)
Eclectic cottage, steps from downtown
Carlton, OR
8% off
Price is AU$3,385
AU$3,385
AU$484 per night
includes taxes & fees
Image gallery for Cozy Farmhouse on 40 Acre Hazelnut Orchard in Wine Country
9.89.8 out of 10 rating
Exceptional
(147 reviews)
Cozy Farmhouse on 40 Acre Hazelnut Orchard in Wine Country
Hubbard, OR
8% off
Price is AU$3,738
AU$3,738
AU$534 per night
includes taxes & fees
Image gallery for Welcoming, Quiet 2-Level Home in Keizer Exurbs
1010 out of 10 rating
Exceptional
(25 reviews)
Welcoming, Quiet 2-Level Home in Keizer Exurbs
Salem, OR
9% off
Price is AU$3,158
AU$3,158
AU$451 per night
includes taxes & fees
Image gallery for The Valley Wine Cottage -- Walk to tasting rooms and cute downtown Newberg
1010 out of 10 rating
Exceptional
(30 reviews)
The Valley Wine Cottage -- Walk to tasting rooms and cute downtown Newberg
Newberg, OR
8% off
Price is AU$3,126
AU$3,126
AU$447 per night
includes taxes & fees
Image gallery for Creekside Haven
1010 out of 10 rating
Exceptional
(57 reviews)
Creekside Haven
Wilsonville, OR
9% off
Price is AU$1,542
AU$1,542
AU$220 per night
includes taxes & fees
Image gallery for Eco-Friendly Guest House with Privacy & Charm
1010 out of 10 rating
Exceptional
(15 reviews)
Eco-Friendly Guest House with Privacy & Charm
Salem, OR
9% off
Price is AU$2,483
AU$2,483
AU$355 per night
includes taxes & fees
Image gallery for Chehalem Mountain Hideaway
1010 out of 10 rating
Exceptional
(40 reviews)
Chehalem Mountain Hideaway
Newberg, OR
8% off
Price is AU$2,898
AU$2,898
AU$414 per night
includes taxes & fees
Image gallery for Mountain Style Lodge with stunning view of woods and creek, close to downtown.
1010 out of 10 rating
Exceptional
(139 reviews)
Mountain Style Lodge with stunning view of woods and creek, close to downtown.
McMinnville, OR
13% off
Price is AU$9,508
AU$9,508
AU$1,358 per night
includes taxes & fees
Image gallery for *Quiet 2BR | Home Away From Home | Nike + Intel Nearby *
1010 out of 10 rating
Exceptional
(16 reviews)
*Quiet 2BR | Home Away From Home | Nike + Intel Nearby *
Beaverton, OR
7% off
Price is AU$1,869
AU$1,869
AU$267 per night
includes taxes & fees
Image gallery for Comfortable home near Outlets, Wineries and Tulip Festival
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Comfortable home near Outlets, Wineries and Tulip Festival
Woodburn, OR
8% off
Price is AU$3,057
AU$3,057
AU$437 per night
includes taxes & fees
Image gallery for Charming Beaverton, King beds, Game room, 5bdrm!
1010 out of 10 rating
Exceptional
(7 reviews)
Charming Beaverton, King beds, Game room, 5bdrm!
Aloha, OR
8% off
Price is AU$5,370
AU$5,370
AU$767 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Winter's Hill Vineyard
Stylish and Romantic Glamping Cabin with private hiking and Wood Burning Hot Tub
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Brand new lodging, perched high atop the Dundee Hills @ White Walnut Estate!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
26,000 sqft Villa on 46 acres in the heart of Oregon Wine Country
Sleeps 30 · 11 bedrooms · 10 bathrooms
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Charming 3-bedroom Farmhouse with AC and Wifi in Willamette Valley Wine Country
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Comfortable Elegance in the Heart of Downtown Newberg
Sleeps 4 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
173 reviews(173 reviews)
Book now for summer 2025 specials! Fire-pit, garage games, wine country relaxing
Sleeps 8 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value