
Places to stay near Monticello
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Top-rated vacation rentals near Monticello
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Belmont Home with Hot Tub - steps from Downtown
The perfect destination for your Charlottesville visit in the hip neighborhood of Belmont, where you can read on the loggia with great views or in the hot tub on the patio. From this modern home, you can walk to the best restaurants the city has to offer as well as the popular Downtown Mall and IX Art Park. The University of Virginia and Monticello are each just a short drive, and the home is convenient to the Monticello Wine Trail and Skyline Drive. See below for link to basement apt. listing.

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.

Rooftop*Mountains*Lake/Near Monticello/DT/Wineries
Spacious modern house with a brand new rooftop deck overlooking Carter Mountain and Monticello. Two spacious primary bedroom suits (one on each floor) with attached decks, plus additional two bedrooms and a full bathroom on the 2nd floor. Located in a quiet neighborhood. Backs up to a lake for beautiful views from each level 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 (3.5 mi/5 min+) & breweries.

Mountain Overlook House - Blue Ridge Parkway
Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

3BR / Pets Welcome / Fenced Yard / Fiber Internet
Sitting atop the neighborhood, Monticello can be seen from our Ridgetop home. Convenient to all parts of Charlottesville, including Downtown, UVA, and Hospitals. Local parks offer swimming, boating, & are all walkable. The fenced yard allows for a safe space for dogs and the private patio is perfect for relaxing. The home offers an open design in the kitchen, living & dining room. Bath has a modern tile with a jacuzzi tub. Fast TING fiber internet. Freshly painted. Big Green Egg grill

BELMONT DESIGNER APARTMENT- CVILLE CHARM
Renovated luxury apartment with private entrance. Gourmet kitchen for entertaining or having a relaxing weekend away! We are steps away from Belmont with some of the best rated restaurants in Cville. Also, you are a 5-10 minute walk to The Historic Downtown Mall. Great OPEN space to come back relax with private porch. The space: - Designer/Luxury Apartment - Quiet neighborhood - Parking - Walking distance to DTM - Sleeps 4 - Great for cooking - Soundproofed - Washer & Dryer

Honey B - Beautiful small house 9 minutes from UVA
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.

CloudPointe Retreat
Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is recommended.

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).

Spacious home with vintage character
3 BR shabby chic home sleeps 6 at base price. (Up to 9 at $25/night per extra guest). We've divided our enormous old house just outside of Charlottesville into two completely self-contained solar powered homes. EV charging available at no extra charge. 12 min to downtown, 15 min to Monticello or UVA. Convenient to the region's best wineries and right off one of the most beautiful scenic byways in Virginia. Sunny walkout deck with grill.

Cozy Wine Country Escape | Near Clifton Inn
Tucked in Keswick, Virginia, this renovated 2-bedroom, 850 sq/ft suite is your perfect wine country escape. Two queen bedrooms, full kitchen, living room, and private entrance — all your own. Less than a quarter mile from Clifton Inn, minutes from Keswick Hall, and surrounded by award-winning wineries. Downtown Charlottesville is 15 min away, Monticello just 7. When the day winds down, find your spot in the hammock under the trees.
Popular amenities for vacation rentals near Monticello
Condo rentals with wifi

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

Mountain Views

Luxurious Posh Downtown Condo

Tips Up: Cozy Slopeside Retreat w/ Fireplace

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

The Townie 3 BD/2BA Historic Downtown Building

Panoramic Sunsets Mountain Views Pool $99 Midweek

Cozy Condo on the mountain at Wintergreen!
Family-friendly house rentals

Wakefield Ct | Private Parking spots | Fast WiFi

Kid and Family Friendly Downtown

Walk DT | Pets | Soaking Tub | Parking

Tranquil Estate, Cottage, Vineyards and C'ville

Bright Charlottesville Getaway Near It All

10 Vineyards Within 10 Mi, EV charger & Mini Goats

River Vista Cottage | Pet-Friendly + Fenced Yard

Cozy Downtown Cottage!
Apartment rentals with air conditioning

DowntownMall 50th Anniversary/Monticello & 250th

Heart of Belmont ~ 15 min walk downtown, free park

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

Parker Mountain Carriage House Near SNP, UVA & JMU

The Barn at Haden near Wineries and C'ville

Charming St. Charles

1 Bedroom Apartment With a Kitchenette on 28 Acres

Black Cat Retreat
Other great vacation rentals near Monticello

Luxury tiny house 3 min from UVA

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Elk Mountain Overlook: Breathtaking Views

Sun Cottage in Downtown Charlottesville

Adorable cottage steps from Grounds

Historic HomeTract Cottage UVA/Charlottesville/Ivy

Shenandoah Stargazer with Sauna

Jefferson Cottage quiet farm close to everything
Destinations to explore
- Shenandoah National Park
- Luray Caverns
- Lake Anna State Park
- University of Virginia
- Early Mountain Winery
- Wintergreen Resort
- James Madison University
- Devils Backbone Brewing Co Basecamp
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- Prince Michel Winery
- The Rotunda
- Frontier Culture Museum
- John Paul Jones Arena
- James Monroe's Highland
- Downtown Mall
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Grand Caverns
- IX Art Park
- James River State Park
- Massanutten Indoor WaterPark
- White Lotus Eco Spa Retreat
- The Plunge Snow Tubing Park





