Holiday rentals in Ivy

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Top-rated holiday rentals in Ivy

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Top guest favourite
The exterior of the cottage features a charming white facade, accented by large windows that allow natural light to fill the interior. A welcoming wooden front door is centered in the design, with stone steps leading up to the entrance, surrounded by a manicured lawn.
Cottage in Charlottesville
5.0 out of 5 average rating, 105 reviews

The Peony Cottage in Charlottesville

This private cottage is conveniently located between Crozet and Ivy. Perfect location for accessing Monticello Wine Trail, the Blue Ridge Parkway/Skyline Drive, Wintergreen Resort, and enjoying all University of Virginia events! 3 miles from Downtown Crozet & King Family Vineyard 4.5 miles from Chiles Orchard 8.5 miles from John Paul Jones Arena 10 miles from Blue Ridge Parkway - North Entrance 30 miles from Wintergreen Resort Join us as we watch the progress of our newly planted peony field!

Top guest favourite
Guest house in Charlottesville
5.0 out of 5 average rating, 150 reviews

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.

Guest favourite
The exterior of a brick house is framed by vibrant autumn foliage, with golden and orange leaves. A pathway of bricks leads to the entrance, and subtle landscaping includes a small tree displaying colorful leaves, contributing to a serene outdoor setting.
Home in Charlottesville
4.95 out of 5 average rating, 106 reviews

Spacious apt/near Charlottesville /UVA/wineries

*Spacious, sunny, 1275sf 2-bdrm apt, 9 ft. ceilings *BEDS: 1 king+2 XL twins (can convert to a 2nd king); a twin or queen air mattress avail if requested or if >4 people ($25/night pp) *cable Wi-Fi/TV *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

Guest favourite
An open-concept living space is featured, showcasing a cozy seating area with a light grey armchair and a small side table. A dining table with black chairs is visible in the background, along with dark cabinetry and decorative items on display.
Home in Charlottesville
4.98 out of 5 average rating, 133 reviews

Rooftop*Mountains*Lake/Near Monticello/DT/Wineries

Spacious modern house with a brand new rooftop deck overlooking Carter Mountain and Monticello. Two spacious primary bedroom suits (one on each floor) with attached decks, plus additional two bedrooms and a full bathroom on the 2nd floor. Located in a quiet neighborhood. Backs up to a lake for beautiful views from each level and tranquil environment. Convenient location - minutes away from Monticello (2 mi/4 min), downtown (2.5 mi/6 min), UVA (3 mi/9 min), wineries (3.5 mi/5 min+) & breweries.

Guest favourite
The exterior of a charming cottage is featured, showcasing white brick walls and a sloped gray roof. Two dormer windows enhance the appearance, while a welcoming red door serves as a focal point. Well-maintained green grass and manicured shrubs surround the house, creating a friendly environment.
Cottage in Charlottesville
4.91 out of 5 average rating, 457 reviews

Adorable cottage steps from Grounds

A cozy Milton Grigg designed cottage and detached carriage house three minutes walk to the Lawn and ten minutes walk to the Stadium. Nestled in a wooded neighborhood. Perfect for visiting parents, UVA chapel weddings, med student rotations, and football games. NOTE: The cottage sleeps five adults and the carriage house two adults. There is one bathroom in the cottage and one in the carriage house. Please read through all the information in the 'Description' section below before booking.

Top guest favourite
Cabin in Charlottesville
4.96 out of 5 average rating, 137 reviews

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.

Top guest favourite
A spacious bedroom features a wooden bed frame with a decorative pillow against a backdrop of neutral walls. Soft lighting from two bedside lamps creates a comfortable ambience. A light-colored blanket is neatly spread over the bed, while natural light enters through a nearby window.
Guest suite in Charlottesville
4.96 out of 5 average rating, 112 reviews

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.

Top guest favourite
Home in Charlottesville
4.99 out of 5 average rating, 227 reviews

Sleeps 14 on Real Beds (4 King/6 Twin) in Town

⭐️The only home in the city of Charlottesville that sleeps 14 guests exclusively on real beds! This large-group home features 4 King beds + 6 Twin XLs across 6 bedrooms (no bunk beds, pull-out couches, queens, or fulls). Enjoy two living spaces, dining for 12, 4 full bathrooms, and plenty of space to gather or spread out. 📍1 mile to Downtown Mall 📍1.6 miles to UVA 📍Quick access to wineries + I-64 Perfect for UVA games, bachelorettes, weddings, reunions, and family trips.

Top guest favourite
The kitchen features white cabinetry with glass-front doors and a herringbone backsplash. A farmhouse sink sits below a window, complemented by modern appliances, including a gas stove and a stainless-steel dishwasher. Natural light streams in, highlighting the spacious countertop area.
Home in Charlottesville
5.0 out of 5 average rating, 211 reviews

Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds

Fully-updated, custom home in premier location. Warm hardwoods, lots of light, comfortable sofas & beds, easy check-in -- we strive to make your stay restful and refreshing. Nestled between Scott Stadium & JPJ, O'Hill & the Rotunda, wine country & the downtown mall, you could not be closer to the action yet in a quiet, residential neighborhood. The perfect place for any & all Cville/UVA events, work trips, reunions, weddings, family vacations, college visits, etc.

Top guest favourite
Flat in Crozet
4.99 out of 5 average rating, 558 reviews

The Barn at Haden near Wineries and C'ville

The Barn at Haden is a custom well appointed finished 2 bedroom, 1 full bath space elevated above a detached 3 car garage with a large outdoor private deck. It features a fully equipped gourmet kitchen with high end finishes. Whether staying for a night or for the weekend, it is an experience to enjoy the easy living Crozet has to offer. Walkable/bikeable to downtown Crozet, 2 miles to King Family Vineyard & Chiles Peach Orchard and 15 minutes from Charlottesville.

Top guest favourite
Two seated chairs are positioned on a wooden patio, facing a lush green landscape. Surrounding trees create a serene atmosphere, with sunlight filtering through the leaves, enhancing the natural beauty of the wooded setting.
Guest suite in Charlottesville
4.94 out of 5 average rating, 566 reviews

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!

Top guest favourite
A covered patio is featured at the entrance of the cottage, furnished with a swinging bench and hammocks. A small table adds functionality, and a welcoming sign is displayed on the wall, creating an inviting outdoor space surrounded by natural greenery.
Cottage in Charlottesville
4.97 out of 5 average rating, 246 reviews

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 solar powered 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.

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