49+ Vacation Rentals Near Loving Cup Vineyard & Winery |
  1. USA
  2. Virginia
  3. Charlottesville
  4. Loving Cup Vineyard & Winery

North Shore Oahu Hotels - Vacation Rentals in Loving Cup Vineyard & Winery

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious From US $455
         

10.0 (267 Reviews)
House
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Mountain Retreat Nesteled in the Virginia Foothills From US $520
         

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9.8 (6 Reviews)
House
Mountain Retreat Nesteled in the Virginia Foothills
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Crossroads Inn From US $235
         

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9.8 (59 Reviews)
Bed & Breakfast
The Crossroads Inn
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Wandering Bear’s Den Private Studio Near Crozet and Charlottesville From US $166
         

10.0 (61 Reviews)
Apartment
Wandering Bear’s Den Private Studio Near Crozet and Charlottesville
  • Air Conditioner
  • Parking
  • TV

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Meadow View Acres - 6 acre spacious estate 20 min from UVA From US $394
         

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9.8 (6 Reviews)
House
Meadow View Acres - 6 acre spacious estate 20 min from UVA
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Spacious Faber Home w/Yard, Steps to Winery! From US $574
         

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New
Cottage
Spacious Faber Home w/Yard, Steps to Winery!
  • Air Conditioner
  • Parking
  • Security/Safety

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FAB MODERN BARN w/heated pool, views & 21+ acres - close to UVA & Vineyards! From US $2,727
         

10.0 (19 Reviews)
House
FAB MODERN BARN w/heated pool, views & 21+ acres - close to UVA & Vineyards!
  • Air Conditioner
  • Parking
  • Pool

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Applewood Ridge Guest Rental From US $309
         

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9.3 (3 Reviews)
House
Applewood Ridge Guest Rental
  • Air Conditioner
  • Parking
  • Security/Safety

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Mountain Retreat: Virginia Foothills From US $302
         

10.0 (12 Reviews)
House
Mountain Retreat: Virginia Foothills
  • Air Conditioner
  • Parking
  • TV

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Perfect getaway at foothills of the Blue Ridge Mountains, with gorgeous views! From US $406
         

10.0 (7 Reviews)
Cottage
Perfect getaway at foothills of the Blue Ridge Mountains, with gorgeous views!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Cottage in Virginia Wine Country | Outdoor Tub + Mountain Views From US $500
         

10.0 (5 Reviews)
Cottage
Luxury Cottage in Virginia Wine Country | Outdoor Tub + Mountain Views
  • Air Conditioner
  • Parking
  • TV

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Applewood Ridge Guest House: Close to wineries, UVA & downtown Charlottesville From US $351
         

10.0 (4 Reviews)
House
Applewood Ridge Guest House: Close to wineries, UVA & downtown Charlottesville
  • Air Conditioner
  • Parking
  • TV

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Farlea: Classic Country Charm Minutes from UVA From US $737
         

10.0 (1 Review)
House
Farlea: Classic Country Charm Minutes from UVA
  • Air Conditioner
  • Parking
  • TV

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Modern Farmhouse with Pool and Creative Studio. Close to Breweries & Wineries! From US $505
         

10.0 (1 Review)
House
Modern Farmhouse with Pool and Creative Studio. Close to Breweries & Wineries!
  • Air Conditioner
  • Parking
  • Pool

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Fox Cottage – Modern Wine Country Retreat in Afton, VA From US $471
         

10.0 (1 Review)
Cottage
Fox Cottage – Modern Wine Country Retreat in Afton, VA
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom From US $207
         

9.0 (6 Reviews)
Cottage
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
  • Air Conditioner
  • Parking
  • TV

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The Meadows of White Mountain From US $291
         

8.8 (3 Reviews)
Apartment
The Meadows of White Mountain
  • Air Conditioner
  • Parking
  • Pet Friendly

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Treehouse-Style Cabin | Fire Pit & Hiking From US $507
         

New
House
Treehouse-Style Cabin | Fire Pit & Hiking
  • Air Conditioner
  • Parking
  • TV

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40 Acre - Mechum Hill Guest Cottage From US $350
         

New
House
40 Acre - Mechum Hill Guest Cottage
  • Air Conditioner
  • Parking
  • TV

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Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa From US $273
         

10.0 (103 Reviews)
Cottage
Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
  • Air Conditioner
  • Parking
  • Pet Friendly

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Inn at the Woods: Updated Cabin w/Mountain Views From US $348
         

10.0 (8 Reviews)
Cabin
Inn at the Woods: Updated Cabin w/Mountain Views
  • Air Conditioner
  • Parking
  • TV

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40 Acre - Mechum Hill - Main House - Farm Stay From US $999
         

10.0 (1 Review)
House
40 Acre - Mechum Hill - Main House - Farm Stay
  • Air Conditioner
  • Parking
  • Pet Friendly

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Gorgeous House w/Views. Quiet, close to C'ville & wineries From US $480
         

10.0 (1 Review)
House
Gorgeous House w/Views. Quiet, close to C'ville & wineries
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet From US $594
         

9.6 (5 Reviews)
House
Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet
  • Air Conditioner
  • Parking
  • TV

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★ Pro Tip: Northshoreoahuhotels makes it easy to compare the best listings on Northshoreoahuhotels homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Northshoreoahuhotels homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Loving Cup Vineyard & Winery.

Weather in Loving Cup Vineyard & Winery

View the weather forecast for Loving Cup Vineyard & Winery before booking your Loving Cup Vineyard & Winery Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Loving Cup Vineyard & Winery, VA

Northshoreoahuhotels offers a large selection of top attractions around Loving Cup Vineyard & Winery. Research things to do on your vacation before you visit Loving Cup Vineyard & Winery.


University of Virginia John Paul Jones Arena University of Virginia Hospital Trump Winery Blue Ridge Parkway North Entrance George Washington National Forest Walton's Mountain Museum Charlottesville Pavilion Pippin Hill Farm & Vineyards Scott Stadium Rockfish Gap Entrance SheNonedoah Afton Mountain Vineyards Veritas Vineyard and Winery University Hall at University of Virginia Corner district Barracks Road Shopping Center Carter Mountain Orchard Starr Hill Brewery Rotunda Cardinal Point Vineyard and Winery

Loving Cup Vineyard & Winery Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Loving Cup Vineyard & Winery?

Currently, the total number of properties listed in 2026 is over 49 in the Loving Cup Vineyard & Winery area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Loving Cup Vineyard & Winery.