
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.

Honey House-modern loft near UVA/Monticello
Modern loft style 800sqft guesthouse. Lots of light and privacy in a quiet neighborhood, just 7-10 minutes to Scott Stadium/UVA/restaurants/downtown mall and Thomas Jefferson’s Monticello. Central to many wineries/breweries. You are in nature but close to everything Charlottesville. With a comfortable Queen size bed, and sleeping cot available if necessary. It is clean, comfortable and spacious. A great place to unwind for a good night’s sleep and sweet dreams. (discount apply to weekly/monthly)

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.

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!

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.

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
Apartment rentals with wifi

Five Minute Walk to Everything!

3 BR, 3 bath, BWC, EMU, JMU, 1-81 *WIFI* Buccees

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

The Townie 3 BD/2BA Historic Downtown Building

Sunset Vista Mountain Views “Skies for Miles”
Family-friendly house rentals

Cozy convenient home in Bellmont

Mountain View Rambler | 3 Bedrooms | Private deck

Terrell House, ca 1850

The Hummingbird, a cozy quiet, 2 room apartment

One Level Living at Shadwell Terrace

Thomas Jefferson Pkwy - Gateway to Monticello

Cottage just off Main St.

Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds
Apartment rentals with air conditioning

Classy new renovation in Fifeville

Close, Spacious, Fully Furnished, Breakfast

Charming & Convenient Guest Suite minutes to UVA

Patio Downtown Retreat

Blue Ridge Bliss - For family & friends to enjoy!

country garden apartment downtown

A private apartment with Self Check-in.

Willow Ridge
Other great holiday rentals near Ash Lawn-Highland

Efficient suite with private bathroom and entrance

Heart of Belmont ~ 15 min walk downtown, free park

Rare Find: Private Animal Sanctuary & Tiny Cottage

Small cozy Cabin in the foothills! Dogs welcome!

Cabin in The Pines

The Loft at Minor Mill - Private loft apartment.

Sunny private studio, walk to the University

Walkable Downtown! Basic Belmont Apt + Air Hockey!
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
