Holiday rentals in Ivy

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Top-rated holiday rentals in Ivy

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Guest favourite

Home in Charlottesville

4.95 out of 5 average rating, 255 reviews

Bluebird Bungalow in Frye Spring- 2 bed, 1 bath

Come escape at this newly remodeled, 2 bedroom, 1 bath home with accommodations for 4. Conveniently located within walking distance of Scott Stadium, this house is in an awesome location! (Just under 2 miles from exit 124 on I 64.)Everything you will want to unwind for a weekend away or enjoy an extended stay. Well equipped kitchen with full-sized fridge, dishwasher, and glass top range. Keurig coffee pot, cookware, dinnerware, and silverware are all included. Convenient to the Va Wine Trail.

3–10 Sep

$194 SGD per night

Guest favourite

Guest house in Crozet

4.98 out of 5 average rating, 117 reviews

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.

30 Jul – 6 Aug

$167 SGD per night

Guest favourite

Guest house in Earlysville

4.98 out of 5 average rating, 314 reviews

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

6–13 Nov

$127 SGD per night

Guest favourite

Cottage in Charlottesville

5.0 out of 5 average rating, 111 reviews

Honey B (Honey House 2) Newly renovated near UVA

Newly renovated, clean and comfortable with many amenities. Honey B has a lofty feel with the footprint of a small house. High ceilings and several skylights allow for light and privacy in the quiet neighborhood of Sherwood Farms. Located on the southwest corner of Charlottesville, just beyond UVA campus, 7 minutes to Scott Stadium, UVA and restaurants, 10 minutes minus plus to everything Charlottesville : historic downtown mall, Thomas Jefferson’s Monticello, Many wineries and breweries.

9–16 Sep

$230 SGD per night

Guest favourite

Guest suite in Charlottesville

4.99 out of 5 average rating, 155 reviews

Private Cozy Twin in Historic Home on edge of UVA

Lise and I are excited to offer the beauty and convenience of our historic home to guests coming to Charlottesville. This has been our family home for more than 25 years and we welcome you into it. We are on the edge of UVa Grounds, three (3) blocks from the UVa Rotunda and “The Corner” restaurants and shopping. And we are walking distance to John Paul Jones Arena & Scott Stadium. The nearby free shuttle provides easy access to Downtown Mall restaurants, shopping, movie theater, etc.

9–16 May

$151 SGD per night

Guest favourite

Tiny home in Charlottesville

4.94 out of 5 average rating, 668 reviews

Oxford Cottage: Cville’s favorite tiny home!

This 350 sq ft cottage is a tiny home concept space, boasting an airy entry, living area, storage landing, kitchenette, bathroom and sleeping loft. Perfect for a romantic getaway, a work retreat, a stop through town on the way to another location, a small family, or a group of friends participating in the many events held in Charlottesville- weddings, concerts, triathlons. Accommodates 1-4 people looking for a relaxed, stylish, modern and comfortable place to stay.

13–20 Nov

$146 SGD per night

Guest favourite

Guest suite in Charlottesville

4.94 out of 5 average rating, 470 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!

11–18 Aug

$140 SGD per night

Guest favourite

Guest house in Charlottesville

4.89 out of 5 average rating, 179 reviews

Cozy Modern Private Guesthouse

Private guesthouse/studio in scenic Charlottesville/Crozet. Ideally located near UVA, exceptional wineries, breweries and excellent food scenes all as close as 10 to 15 minutes from your doorstep. The studio offers a very basic kitchenette (see list of items), 1 bedroom w/King bed, an area with a Queen bed, a living room and a dinning room area . Heat/air adjustable per area for your comfort. WiFi for connectivity and Smart TV for your convenience.

2–9 Oct

$138 SGD per night

Guest favourite

Home in Charlottesville

4.98 out of 5 average rating, 250 reviews

A Modern Mountain Guesthouse

Our newly renovated guesthouse is located in the prestigious Ivy neighborhood of Charlottesville, Virginia overlooking the stunning Blue Ridge Mountains. We’re within a 15-minute drive to The University of Virginia and downtown Charlottesville and a 20-minute drive to the Nelson 151 winery, brewery, and cideries. We're group (ideal for bachelorette parties) & family friendly and can help you arrange the perfect getaway.

22–29 Apr

$598 SGD per night

Guest favourite

Farm stay in Crozet

4.95 out of 5 average rating, 154 reviews

Refreshed '24, Mt Views & Pool: Sunset Farm Studio

2024 Upgrades! Sunny, spacious Q bed/living room upstairs (wood stove); mini-kitchen & bath downstairs on a 10-acre farm with 180-degree views of Blue Ridge Mts. A floor mattress is available for an extra fee. Quiet, private, big-sky, 5 min from Crozet. I have a blind dog; no visitor dogs. It is a perfect place to be on retreat/ wine country or get work done (WiFi and a printer). NEW 50" TV.

5–12 Oct

$188 SGD per night

Guest favourite

Guest suite in Crozet

4.95 out of 5 average rating, 200 reviews

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.

8–15 Jul

$126 SGD per night

Guest favourite

Serviced apartment in Charlottesville

4.98 out of 5 average rating, 312 reviews

Sunny private studio, walk to the University

Sunny studio apartment with separate kitchenette in great location - walk to UVA and local restaurants, 10 minutes to downtown. Private entrance, queen size bed, cable TV, wireless internet, continental breakfast for arrival and off-street parking. Large grass yard and flower gardens in historic neighborhood. Well-behaved small dogs welcome.

22–29 Sep

$149 SGD per night