
Places to stay near Ash Lawn-Highland
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Top-rated vacation rentals near Ash Lawn-Highland
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Green Willow Farm apartment near Monticello
*Winter update: Jan/mid-March. Our fairly long flat gravel driveway is hard to navigate in snow. AWD, or heavier cars, are helpful. We will shovel some, allow sun to melt the remaining. FYI when booking. Spacious farm apartment(walkout apt below our living space) in the rolling hills of Virginia. Galley kitchen. Large fireplace. Private entrance. Stone patio. Close to downtown Charlottesville and UVA(+/- 8 miles). A few miles from Monticello, Many vineyards, and Carter's Mountain Orchard.

Thomas Jefferson Pkwy - Gateway to Monticello
Farmhouse on 14 acres offers closest proximity to Monticello (4 minutes away). Jefferson Vineyard (1 min), Ash Lawn (3 min), Carter's Mountain & Michie Tavern (5 min), Downtown Open-Air Mall (14 min). Relax with a cold drink on the front porch or enjoy views of the mountains and pond from the back deck. There is plenty of space to breathe here. Full kitchen & laundry. Feel free to snack on whatever we have. Great views & country feeling but close to everything. Relax & make yourself at home!

Unit 4 - Luxury King Suite with Private Balcony
Experience luxury and a unique journey through history at Sonsak - a newly renovated guesthouse in Albemarle County. Situated near the esteemed landmarks of Thomas Jefferson Parkway, Monticello, Ash Lawn and Michie Tavern, Ash, Sonsak is in a renowned area of historical significance. The property dates back to 1942 and has since been exquisitely renovated with lavish furnishings and modern amenities.Treat yourself to a stay at Sonsak and leave with lasting memories of comfort and beauty.

Honey B - Beautiful loft near UVA, Monticello
Best of both worlds! In beautiful nature but close to UVA, Monticello and downtown. Honey B (Honey House 2) 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, Located on the southwest side of Charlottesville, just 7 minutes to Scott Stadium, UVA campus, and restaurants, 10 minutes to historic downtown mall, Thomas Jefferson’s Monticello and central to many major wineries and breweries.

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.

Cavalier Suite | Near UVA | Amenities | Parking
Small yet mighty. This carriage house is the perfect retreat for UVA games, special events, and those exploring Charlottesville. Conveniently located within walking distance to Scott Stadium, and a short distance to UVA, Downtown Charlottesville, and 5th Street Station Shopping Center. Hosts have 2 small, friendly dogs (Mac and Pippie) in the main house which may be seen in the patio entrance area. Guests have access to patio and grill.

The Loft at Minor Mill - Private loft apartment.
Our place is a newly constructed barn loft in our 1960's barn. Enjoy beautiful views of the surrounding countryside from large windows and a private balcony. The barn is surrounded by our horse pastures and neighboring fields. Self check in with the key lockbox. This loft is separate from the main house where we live. Private parking and entrance for our guests directly outside of barn loft (this is separate from the main house driveway).

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.

Beautiful, Cozy, Downtown Apt!
Enjoy a stylish experience at this centrally-located place. Beautifully curated apartment with luxury kitchen, tiled bathroom and wonderful deck. It has two split units to keep the place as cool or as warm as you desire. Semi-firm Queen mattress for a perfect nights sleep. A short walk to the Historic Downtown Malls shops and restaurants and The Rivanna River for tubing, swimming, biking, picnics.

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.

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.

*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.
Popular amenities for vacation rentals near Ash Lawn-Highland
Condo rentals with wifi

Cozy getaway with heated floors

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Mountaintop Overlook: Warm Fires • Golden Views

Luxurious Posh Downtown Condo

New Construction! 1 Bed/2 Bath, pet friendly

2-min drive from slopes, stair-free/free firewood!

The Townie 3 BD/2BA Historic Downtown Building

Wintergreen Ski / Snowboard Condo at Wintergreen!
Family-friendly house rentals

Newly Built Luxury Home 3min to UVA–Near Downtown

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

Mountain View Rambler | 3 Bedrooms | Private deck

High Note | Parking X3 | Sleeps 6 | Rivanna Access

The Hummingbird, a cozy quiet, 2 room apartment

One Level Living at Shadwell Terrace

Beautiful Sunny 1 bedroom Home In Charlottesville

Cottage just off Main St.
Apartment rentals with air conditioning

Private Apt in Historic C'ville Home (Lane Side)

Close, Spacious, Fully Furnished, Breakfast

Mountain View Nest

Patio Downtown Retreat

Belmont BnB ~ 2BR/1BA ~ Comfort & Convenience

A private apartment with Self Check-in.

Main Street Downtown Balcony Apartment

UVA Hospital Area Private Guest Parking
Other great vacation rentals near Ash Lawn-Highland

The Laurel Hill Treehouse

Delightful one bedroom treehouse with king bed

Small cozy Cabin in the foothills! Dogs welcome!

Serenity by the Stream

Historic HomeTract Cottage UVA/Charlottesville/Ivy

Tranquil Cottage sleeps 5

Jefferson Cottage quiet farm close to everything

Convenient Rustic Cabin near Wineries
Destinations to explore
- Luray Caverns
- Early Mountain Winery
- Lake Anna State Park
- Prince Michel Winery
- Chisholm Vineyards at Adventure Farm
- Kinloch Golf Club
- Massanutten Ski Resort
- The Foundry Golf Club
- Frontier Culture Museum
- The Plunge Snow Tubing Park
- Wintergreen Resort
- Spring Creek Golf Club
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Glass House Winery
- Cardinal Point Winery
- Burnley Vineyards
- Meriwether Springs Vineyard and Brewery
- Car and Carriage Caravan Museum




