
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.

Pop's Cottage
Perched on a hilltop overlooking mountains, a river and cattle , POP'S COTTAGE is a fully appointed, dog friendly , one bedroom guest cottage offering a location second to none in the heart of central Virginia's wine, brewery, bourbon and cider country. Pop's Cottage is 10 miles from UVA & within 3 miles from Pippin Hill Vineyard. Wine Enthusiast named Virginia as one of the "Top 10 Best Wine Travel Destinations" in the world, so make your reservation at Pop's Cottage! Facebook & Instagram

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)

Spacious apt/near Charlottesville /UVA/wineries
*Spacious, sunny, 1275sf 2-bdrm apt., 9 ft. ceilings *BEDS: 1 king+2 XL twins (that can convert to a king); if >4 guests, a wide twin or queen air mattress is avail ($25/night) upon request *cable Wi-Fi *Desk+adjustable chair *15 min to UVA; close to hiking, wineries, breweries, Monticello *15 min to CHO *Panoramic views: rolling hills; lovely woods * landscaped yard; large bluestone patio *Setting along the picturesque Garth Rd. corridor *12 min. W of town; <1 mile from Foxfield Steeplechase

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.

Heart of Belmont ~ 15 min walk downtown, free park
Stay here! In the cutest house in Charlottesville's most beloved neighborhood. You'll be in the heart of Belmont, just steps from some of the best restaurants in Cville, and a few blocks from the historic Downtown Mall - restaurants, shops, coffee, yoga, and music venues. 10 min walk ~ downtown mall 5 min ~ Rivanna River - trail and tubing/kayaking/SUP 5-10 min ~ UVA 5-15 min ~ Monticello/Monticello Trail 15-30 min ~ MANY popular wineries, breweries, and hiking in the Blue Ridge Mountains

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.

Woodwind Cottage
Woodwind Cottage is a brand new, beautifully built cottage with living room, bedroom, bath, kitchen and loft. It has charming architectural details and a covered porch for enjoying the view of the woods. The loft has a fold out sofa for an extra guest or private work space. The home has wifi, smart tv for streaming, and a gas fireplace. Enjoy reading in the oversized window seat, rise early to see deer in the yard or, perhaps, a hot air balloon overhead in the spring and fall.

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.

Rainey’s Retreat, nestled between Ivy and Crozet
Our home is nestled in between Ivy and Crozet, Virginia at the base of the Blue Ridge Mountains. We live on a private 2 acre lot that is surrounded by trees and wildlife. We have daily visits from deer, squirrels, chipmunks, rabbits, a variety of birds, and on occasion we see fox and bears. It feels very secluded yet convenient to everything. We are just 8 miles from UVA, convenient to many local wineries and breweries, and have hiking and biking opportunities all around us.

Relax and Breathe In Nature at the Forest Haven!
Retreat from the stress and noise of the world for a while. Come to the Forest Haven where you can enjoy peace and quiet, yet still be just a short drive away from the restaurants and attractions in Charlottesville. Shenandoah National Park and the Blue Ridge Parkway are within an easy drive. This immaculately clean and modern apartment is located in a beautiful wooded setting surrounded by nature and wildlife. Once you get here, you may not want to leave!

2 King + 1 Twin XL Near 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.
Popular amenities for Ivy holiday rentals
Other great holiday rentals in Ivy

CloudPointe Retreat

Private studio in Ivy, VA between Crozet + Cville

The Farmhouse at Bailey's Retreat

Exquisite Views From Your Own Apartment

Cabell Cottage

Cozy Basement Apt, Walk to UVA

Cozy Modern Private Guesthouse

The Milton View with a pool
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- Shenandoah National Park
- Luray Caverns
- Early Mountain Winery
- University of Virginia
- Downtown Mall
- Lake Anna State Park
- James Monroe's Highland
- Wintergreen Resort
- Frontier Culture Museum
- Prince Michel Winery
- Blenheim Vineyards
- Devils Backbone Brewing Co Basecamp
- Cardinal Point Winery
- John Paul Jones Arena
- Monticello
- Glass House Winery
- Virginia Horse Center
- James Madison University
- Shenandoah River Outfitters
- The Rotunda
- Grand Caverns
- White Lotus Eco Spa Retreat
- Cooter's Place
- James Madison's Montpelier




