
Places to stay near Ash Lawn-Highland
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Top-rated holiday rentals near Ash Lawn-Highland
Guests agree: these stays are highly rated for location, cleanliness and more.

Belmont BnB ~ 2BR/1BA ~ Comfort & Convenience
Welcome to our well-appointed, centrally located 2 BR/1BA apartment! This cozy spot, with comfy queen beds, full kitchen, and cottage garden is a perfect homebase to relax in after a day of exploring. Set out on foot to: • Belmont Park (2 blocks) • Belmont Restaurants (15 min) • The Rivanna Trail (5 min) • The Downtown Mall (20 min) Short drives to Monticello (< 4 mi), grocery stores (1-2 mi), and UVA (2 mi). Your hosts are readily available in the above apartment should you need anything!

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.

LuxuryOnLocust. 1 mile to downtown.
Where old meets new! We’re a 1950’s brick home, uplifted with the addition of a front porch and an Italian limewash brick finish. Our refurbishment has been a labor of love - we hope you feel at home & love it too! We trust you to please take care of our home and be respectful of our neighbors. Traveling with children? NorthEast Park is an easy 3 minute walk, just two streets away. A walking trail along the Rivanna River is just beyond the end of our street. The CAT bus stop is also nearby.

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.

Unit 1_Expansive Luxury Suite for up to 4 Persons
Take a journey to Albemarle County and experience historical sites and luxurious accommodations. Sonsak is uniquely situated on the Thomas Jefferson Parkway; nears area's most celebrated landmarks, including Monticello - Home of Thomas Jefferson, directly across Michie Tavern and near Ash Lawn - Home of James Monroe, Carter Mountain Orchard and numerous Vineyards. Embark on a 'Journey Through Hallowed Ground', an unforgettable experience that's packed with history and beauty.

Charming St. Charles
A beautifully renovated basement apartment in a family friendly neighborhood. Two blocks from our neighborhood park, with a connector to the Rivanna Trail. A 30 minute walk downtown, a bus stop one block away, & bike & scooter rentals make it much faster! Easy access to 250 bypass make Downtown & 29 North equally convenient destinations! Perfect for a couple with a young baby or toddler! Guests must acknowledge that footsteps and sound from our living area can be noisy!

Rustic Casita – Private Retreat in Heart of Cville
Escape to our newly remodeled Rustic Casita, a cozy one-bedroom basement apartment just minutes from UVA and downtown Charlottesville. Featuring rustic charm with modern touches, it offers a relaxing and comfortable space to unwind. Located in a quiet, safe neighborhood, you’ll enjoy peace and privacy while being close to top attractions, dining, and entertainment. Perfect for a relaxing vacation or getaway.

Oxford Cottage: Cville’s favorite tiny home!
Tiny living done right! Discover 350 sq ft of stylish simplicity in this thoughtfully designed mini cottage. With an airy entry, cozy living area, smart kitchenette, full bath, lofted sleeping nook, and clever storage, it’s perfect for 1–4 guests seeking a relaxed stay—whether for a romantic retreat, work escape, quick stopover, or lively Charlottesville event like weddings, concerts, or triathlons.

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.
Popular amenities for holiday rentals near Ash Lawn-Highland
Condo rentals with Wi-Fi

Cozy getaway with heated floors

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

Panoramic Peak: Wintergreen Condo with Views

Mountaintop Overlook: Warm Fires • Golden Views

Luxurious Posh Downtown Condo

New Construction! 1 Bed/2 Bath, pet friendly

The Townie 3 BD/2BA Historic Downtown Building

2-min drive from slopes, stair-free/free firewood!
Family-friendly house rentals

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

High Note | Parking X3 | Sleeps 6 | Rivanna Access

Terrell House, ca 1850

The Hummingbird, a cozy quiet, 2 room apartment

One Level Living at Shadwell Terrace

Thomas Jefferson Pkwy - Gateway to Monticello

Benji’s getaway Shenandoah. Pony rides for kids!

Cottage just off Main St.
Apartment rentals with air conditioning

Classy new renovation in Fifeville

Close, Spacious, Fully Furnished, Breakfast

Charming & Convenient Guest Suite minutes to UVA

Mountain View Nest

Patio Downtown Retreat

Blue Ridge Bliss - For family & friends to enjoy!

country garden apartment downtown

A private apartment with Self Check-in.
Other great holiday rentals near Ash Lawn-Highland

Downtown studio, walk to corner/downtown mall/UVA

Cavalier Suite | Near UVA | Amenities | Parking

Private Basement Suite

Small cozy Cabin in the foothills! Dogs welcome!

Cabin in The Pines

Polaroid Provided! | Rooftop Balcony | Stunning

Main Street Downtown Balcony Apartment

The Loft at Minor Mill - Private loft apartment.
Destinations to explore
- Luray Caverns
- Early Mountain Winery
- Lake Anna State Park
- Prince Michel Winery
- Kinloch Golf Club
- The Foundry Golf Club
- Massanutten Ski Resort
- Chisholm Vineyards at Adventure Farm
- Hermitage Country Club
- Frontier Culture Museum
- Spring Creek Golf Club
- The Plunge Snow Tubing Park
- Wintergreen Resort
- Car and Carriage Caravan Museum
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- NGCOA Mid-Atlantic
- Cardinal Point Winery
- Glass House Winery
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards