
Holiday rentals in Ivy
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Top-rated holiday rentals in Ivy
Guests agree: these stays are highly rated for location, cleanliness and more.

Honey House-modern loft near UVA/Monticello
Modern loft style 800sqft guesthouse. Lots of light and privacy in a quiet neighborhood, just 7-10 minutes to Scott Stadium/UVA/restaurants/downtown mall and Thomas Jefferson’s Monticello. Central to many wineries/breweries. You are in nature but close to everything Charlottesville. With a comfortable Queen size bed, and sleeping cot available if necessary. It is clean, comfortable and spacious. A great place to unwind for a good night’s sleep and sweet dreams. (discount apply to weekly/monthly)

Idyllic Cottage Retreat
⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

Historic HomeTract Cottage UVA/Charlottesville/Ivy
Hometract Cottage is a historic one bedroom home (NRHP, circa 1800) centrally located 15 minutes or less from Charlottesville, UVA, Crozet, Monticello, wineries and more. The cottage features ensuite bath, fully stocked kitchen, living/workspace with comfortable sleeper sofa, mature landscaping for privacy, and covered front porch. Hometract is a quiet 3-acre property with terraced garden views. Visit our chicken coop, relax in the hammock, or walk to the garden shop or Duner's restaurant.

Crozet Cottage | Close to Wineries & DT Crozet
Enjoy a cozy getaway at our centrally-located carriage house, in the heart of sought-after Crozet, VA. Completely renovated in 2022, the carriage house feels brand new! Our space offers 1 queen bed and 1 full-bed pull-out couch. The space is .5 miles from downtown Crozet, 2.5 miles to King Family Vineyard and 3.5 miles to Chiles Orchard. It is equipped with a kitchen, a large closet (fits a pack n' play!), high speed internet and Apple TV. We have assigned parking spots in the driveway.

Ivy Rose Cottage nestled b/t Cville & Vineyards
The Ivy Rose Cottage bestows an exceptional ambiance that will captivate your heart. Whisk yourself away to this two bedroom cottage located in Ivy halfway between the Shenandoah Park/Brewery Trail and Charlottesville, home of UVA. The Ivy Rose Cottage, designed and handbuilt by the hosts, is an enchanting mix of cypress, timber frame, copper trellis work, pergolas and other architectural treasures. Fully equipped kitchen and a washer/dryer for those lengthier stay conveniences.

Guesthouse at Hamilton Oaks
Escape to our guesthouse on a little farmette. This peaceful setting tucked away on several acres along a creek with nature trails is the perfect mountain getaway. We are conveniently situated near quaint wineries, breweries along with hiking and the Blue Ridge Parkway that is a short hop, jump and a skip away. Every effort has been made to keep this a green haven, chemical and synthetic scent free, so you can leave recharged and rested. Non-smoking

Luxury tiny house 3 min from UVA
La Casita is a new tiny home combining modern luxury with central location adjacent to UVA, central to wineries, and 10 minutes from Monticello. La Casita is design built to offer custom furnishings and luxurious touches. We are in the residential pedestrian-friendly neighborhood of Fry's Spring, near I 64. Walk to restaurants and Scott Stadium. Enjoy all amenities including a high-speed internet.

2 King/1 Twin Close to Downtown & UVA
⭐️Two bedroom lower-level apartment (2 king beds, 1 twin XL, 1 toddler bed, 1 pack-n-play) in a quiet neighborhood near downtown! ⭐️Our guests rave about the excellent value, amenities, & cleanliness! 📍1 mile from UVA Hospital and Downtown Mall 📍1.6 miles from UVA ⭐️No smoking! ⭐️Please read note about the slope to the entrance 🟢The person booking must be present during the stay.

Moorman’s River Retreat
Beautiful setting, located within 5 minute drive to 3 wineries in White Hall, within 10 minutes to additional 3 wineries and 2 breweries. Hiking trails and nearby public access to the designated scenic Moorman's river for fishing, swimming or enjoying a picnic. Fishing and boating in lake just steps in front of cottage. Outdoor mini- grill available for cooking.

*Private Apartment in Downtown Cville*
Private entrance.Very large space that is a nice, beautiful walk to the Historic Downtown Mall near lots of restaurants and shopping. Quiet neighborhood. A large bedroom with a queen bed. It's your own apartment for your Charlottesville stay! Decorated throughout with the work of great local artists. Fast WiFi, all kitchen necessities, and quiet.

Mechums River Nature Retreat
Mechums River Nature Retreat is a place to get away from it all, but only 10 miles from downtown C'ville. Newly renovated cottage is set on 35 private acres. Trails lead to creeks, waterfalls and the Mechums River. Hammocks, tubes, and paddle boards are provided. The surrounding area is a mecca for walkers, runners and bicyclists.

Suite w/Pvt. Entrance+Screen Porch.
Cheery suite with private entrance, consisting of bedroom, attached private screen porch & private full bathroom. Attached to house, but entirely separate from rest of house. Safe neighborhood. 1.6 mi. from downtown. Fridge, electric kettle, coffee machine. Access to walking trails along Rivanna River just a few blocks away.
Popular amenities for Ivy holiday rentals
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The Stable
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- Luray Caverns
- Early Mountain Winery
- Ash Lawn-Highland
- Lake Anna State Park
- Prince Michel Winery
- Chisholm Vineyards at Adventure Farm
- Massanutten Ski Resort
- Frontier Culture Museum
- The Plunge Snow Tubing Park
- Spring Creek Golf Club
- Wintergreen Resort
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Little Washington Winery
- Glass House Winery
- Cardinal Point Winery
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards
- Car and Carriage Caravan Museum




