
Places to stay near Ash Lawn-Highland
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Top-rated holiday rentals near Ash Lawn-Highland
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Rooftop*Mountains*Lake/Near Monticello/DT/Wineries
Spacious modern house with a large furnished rooftop deck overlooking Monticello & Carter Mountain. Not one, but two spacious master suites (one on each floor) with attached decks, plus additional two bedrooms and a full bathroom on the 2nd floor. Located in a quiet neighborhood and backs up to a lake for beautiful views and tranquil environment. Convenient location, minutes away from Monticello (2 mi/4 min), downtown (2.5 mi/6 min), UVA (3 mi/9 min), wineries (closest: 3.5 mi/5 min) &breweries.

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!

Walkable Downtown! Basic Belmont Apt + Air Hockey!
Perfect for a Cville getaway! Steps from downtown Belmont, under a mile from the Historic Downtown Mall, and 2 miles from UVA. Private access to this comfy studio apartment, perfect for a couple, small friend group, or family of 4. Queen bed plus pull-out couch & single futon. Full bath, kitchenette, TV, air hockey, & other games. Note: I live upstairs; there is no insulated ceiling so you may hear us when we're home. The HVAC is also in the apt, hence the budget price for this prime spot!

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!

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.

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

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.

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).

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.

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

Cozy getaway with heated floors

All-Season 2bd/2ba next to Spa view of Golf Course

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

Mountain Views

Mountain View Condo at Wintergreen, Fireplace

Luxurious Posh Downtown Condo

New Construction! 1 Bed/2 Bath, pet friendly

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

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Montrose Manor- In the heart of Belmont!

Locust Grove Retreat- 3 Bed, 1 Bath, Full Kitchen

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

Spacious Victorian Suite on the Rivanna Trail
Apartment rentals with air conditioning

Close, Spacious, Fully Furnished, Breakfast

Charming & Convenient Guest Suite minutes to UVA

Patio Downtown Retreat

Walker's dream. Close to downtown.

A private apartment with Self Check-in.

Willow Ridge

Black Cat Retreat

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

Beaver Pond Farm - Near Charlottesville

The Gardener’s Cottage

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Small cozy Cabin in the foothills! Dogs welcome!

Serenity by the Stream

Hawkwood House King Bedroom

Cozy cabin for 2 w/mountain views & trails

Belmont Home with Hot Tub - steps from Downtown
Destinations to explore
- Luray Caverns
- Early Mountain Winery
- The Plunge Snow Tubing Park
- Massanutten Ski Resort
- Prince Michel Winery
- Lake Anna State Park
- The Foundry Golf Club
- Kinloch Golf Club
- Chisholm Vineyards at Adventure Farm
- Wintergreen Resort
- Frontier Culture Museum
- Spring Creek Golf Club
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Cardinal Point Winery
- Glass House Winery
- Car and Carriage Caravan Museum
- Monticello
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards




