
Vacation rentals in Troy
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Top-rated vacation rentals in Troy
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

A private apartment with Self Check-in.
This newly renovated one bedroom apartment is in the heart of the historic district of Gordonsville. No box stores here, just quaint shops and restaurants. The apartment is right on Main Street nestled in the middle of boutique shops and brick sidewalks with Monticello, Montpelier, the University of Virginia, Shenandoah National Park, local vineyards and many historic sites near by. This is a private second story apartment above a local business with a separate entrance and key-less entry.

Pine Grove Cottage: Visit Monticello & Wineries
The Pine Grove Cottage is just 3 miles from the bustling Zion Crossroads retail and business area (and from Interstate 64), but is in a secluded, quiet rural spot. Professionally decorated and luxuriously furnished, the Cottage can accommodate up to 7 people if the sofa bed is included. It is great to be so near to Charlottesville, on the Monticello side of town, with quick access to all Charlottesville has to offer. So many wineries close by. Beautiful countryside. Yet affordable.

The Crystal Peony (WIFI INCLUDED)
Welcome and thank you for considering The Crystal Peony in Louisa, VA as you search for your next stay! For those travelling East and West through VA, we are conveniently located JUST off I-64; and for those travelling North and South, we are only one exit from Rt-15. Our ideal location sits 30 minutes from Charlottesville and 40 minutes from Richmond. This room has its own private entrance with ample parking, a private attached bathroom and shower with a gorgeous double sink.

Delightful one bedroom treehouse with king bed
You'll love this unique and romantic escape. Come and disconnect from the world and reconnect with each other in the Treehouse at Backabit Farm. You can enjoy the indoor fireplace or outside propane fire pit! Private deck for gazing at the stars or watching the wildlife. Two person hammock tucked under the trees! Inside you will find king bed with a view out of the three large windows, loveseat, tv, microwave, small fridge, coffee station and quaint bathroom with tiled shower.

Tranquil Cottage sleeps 5
An adorable home with breathtaking sunsets over the Blue Ridge mountains. We are 4 miles to downtown and minutes to many vineyards, shows and restaurants. Enjoy comfortable beds, the fire pit with Adirondack chairs, big skies filled with stars and animals. Walk our country roads, feed the horses, enjoy the views of the mountains and meadows. Base price is for 2 people, no pets or children under 8 for safety. Stays more than 3 nights will have an added cleaning fee of 20.00

Beaver Pond Farm - Near Charlottesville
Relax at this unique and tranquil getaway. Sit on the screened in porch and enjoy the sights and sounds of nature while you enjoy a beverage. Visit the Downtown Mall, Monticello, a Winery, a Brewery, or UVA (20 min). Enjoy a dip in the pool (JUN-AUG) or relax by the firepit - perhaps joined by a Great Pyrenees for cocktails. Feel like staying in - SmartTVs with YouTubeTV (which includes local channels) and Gig-speed Internet await. Easy checkout. No cleaning fee.

Black Cat Retreat
Private entrance. upstairs, Lots of light, Wrap around deck! Full private bath in room. Large room with a small kitchenette. Refrigerator, microwave and coffeemaker a kitchen sink and induction burner to cook on. Also washer and dryer in the room. Upon your arrival there will be Banana Nut Bread, fruit & filtered water. All cotton sheets on the queen size bed (plus for the full size air mattress in room.) Cotton towels, shampoo, blow dryer, iron and ironing board.

Convenient Rustic Cabin near Wineries
I’m located 6 miles from Scottsville, 15 miles from Charlottesville, 25-30 minute drive. A pasture of cattle is not too far away you can hear the mooing at times and see sightings of deer quite often. It’s a private and quiet location. Two large rivers, James and Rivanna offer recreational activities. Rustic cabin, country located. Clean and cozy with a well stocked kitchen with all your cooking needs. If not, leave suggestions on what is missed. Thank you.

Hawkwood House King Bedroom
Hawkwood House is close to Charlottesville, VA. It is in a 100-acre wood. Two guests share downstairs bedroom. Guests may use upper floor only with prior arrangements. It is a very quiet, peaceful setting. It is located near historic sites from colonial times of the United States and the Civil War and near Charlottesville VA and homes to three early US presidents (Monticello, Ash Lawn and Montpelier).

Charming Cottage at Golden Hill
Enjoy our lovely handcrafted cottage in its wooded, peaceful setting with its new keyhole-style herb garden. Just a mile off the Keswick exit of I-64 near Charlottesville, UVA, Monticello, many wineries and historic sites, this conveniently located property includes walking trails, hilarious chickens, beautiful gardens and a new playset for children. High speed internet is an added bonus.

2 King/1 Twin 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
Popular amenities for Troy vacation rentals
Other great vacation rentals in Troy

Greenbrier Guesthouse: a Charlottesville gem!

Suite August- Charlottesville

CloudPointe Retreat

Chicory Cottage

Pinecrest House

Quiet, country house - 30 min from downtown Cville

Luxury Treehouse with hot tub on the Rivanna River

Anna Valley Farm 1/2 hr to UVA, fiber internet!
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- Carytown
- Kings Dominion
- Early Mountain Winery
- The Plunge Snow Tubing Park
- Independence Golf Club
- James Monroe's Highland
- Massanutten Ski Resort
- Lee's Hill Golfers' Club
- Prince Michel Winery
- Lake Anna State Park
- The Foundry Golf Club
- Kinloch Golf Club
- Chisholm Vineyards at Adventure Farm
- Wintergreen Resort
- Frontier Culture Museum
- Blenheim Vineyards
- Spring Creek Golf Club
- Farmington Country Club
- Grand Prix Raceway
- Birdwood Golf Course
- Cardinal Point Winery
- Glass House Winery
- Monticello
- Burnley Vineyards




