
Places to stay near Monticello
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Top-rated holiday 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.
4.96 out of 5 average rating, 246 reviews
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.
4.98 out of 5 average rating, 133 reviews
Walk DT | Pets | Soaking Tub | Parking
The High‑Note Craftsman Cottage – live like a local in downtown Charlottesville Stay in a charming and pet friendly Craftsman cottage just minutes from Charlottesville’s Downtown Mall. Enjoy a soaking tub, fast Ting fiber Wi-Fi, and rare free parking — perfect for couples, families, and remote work travelers. This bright, comfortable home blends historic character with modern amenities, creating the ideal base for exploring Charlottesville, UVA, wineries, and the Blue Ridge Mountains.
4.94 out of 5 average rating, 466 reviews
Adorable cottage steps from Grounds
A cozy Milton Grigg designed cottage and detached carriage house three minutes walk to the Lawn and ten minutes walk to the Stadium. Nestled in a wooded neighborhood. Perfect for visiting parents, UVA chapel weddings, med student rotations, and football games. NOTE: The cottage sleeps five adults and the carriage house two adults. There is one bathroom in the cottage and one in the carriage house. Please read through all the information in the 'Description' section below before booking.
4.91 out of 5 average rating, 458 reviews
3BR / Pets Welcome / Fenced Yard / Fiber Internet
Sitting atop the neighborhood, Monticello mountain 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. Big Green Egg grill
4.98 out of 5 average rating, 156 reviews
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.
4.98 out of 5 average rating, 162 reviews
Wakefield Ct | Private Parking spots | Fast WiFi
Cozy stay in an updated colonial style house on a quiet street. Short drive from great local spots along Downtown Cville, UVA Corner, Monticello, Blue Ridge Parkway, The Appalachian Trail, breweries and local wineries. An excellent choice for hosting small gathering with good yard space and pouch. A wonderful stay if you like to be close to all the attractions Cville has to offer, but still far enough to enjoy peace and quiet. Thank you, for your time and consideration.
4.97 out of 5 average rating, 190 reviews
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).
4.98 out of 5 average rating, 627 reviews
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.
4.94 out of 5 average rating, 737 reviews
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.
5.0 out of 5 average rating, 127 reviews
Tranquil Estate Cottage | Vineyards & C'ville
Guests consistently say the sunsets alone are worth the stay! We've had anniversary trips, proposals, creative retreats, and gal pal gatherings looking for fun. This area boasts award winning vineyards, gardens and history buffs enjoy Monticello and Montpelier. Our peaceful cottage offers the perfect space for couples, creatives, and anyone craving beauty just 10 minutes from downtown C'ville. *Read "Your Property." Thank you!
4.95 out of 5 average rating, 745 reviews
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.
4.94 out of 5 average rating, 174 reviewsPopular amenities for holiday rentals near Monticello
Apartment rentals with wifi

The Townie 3 BD/2BA Historic Downtown Building
4.92 out of 5 average rating, 201 reviews
Luxurious Posh Downtown Condo
4.91 out of 5 average rating, 193 reviews
1 bedroom condo, close to hikes & breweries & pool
4.92 out of 5 average rating, 216 reviews
Panoramic Sunsets Mountain Views Pool $99 Midweek
4.99 out of 5 average rating, 275 reviews
Luxury Condo in the Sky! Finest in Wintergreen!
4.98 out of 5 average rating, 133 reviews
Extremely private, HOA pool/stair-free entry
4.97 out of 5 average rating, 180 reviews
Third & Thornrose, Staunton Condominium
4.82 out of 5 average rating, 472 reviews
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
4.95 out of 5 average rating, 200 reviewsFamily-friendly house rentals

Charming Cottage at Golden Hill
4.99 out of 5 average rating, 918 reviews
Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds
5.0 out of 5 average rating, 212 reviews
Scenic Private Farm House Great for Large Groups
4.95 out of 5 average rating, 144 reviews
Walk Downtown | Off-Street Parking | Sleeps 6
4.95 out of 5 average rating, 232 reviews
Thomas Jefferson Pkwy - Gateway to Monticello
5.0 out of 5 average rating, 208 reviews
West Wing
4.91 out of 5 average rating, 323 reviews
10 Vineyards Within 10 Mi, EV charger & Mini Goats
4.97 out of 5 average rating, 140 reviews
The Pop Inn | Perfect for your group getaway
4.98 out of 5 average rating, 175 reviewsApartment rentals with air conditioning

*Private Apartment in Downtown Cville*
4.84 out of 5 average rating, 669 reviews
On Downtown Mall | Huge | King Beds | UVA | Coffee
4.94 out of 5 average rating, 197 reviews
The Barn at Haden near Wineries and C'ville
4.99 out of 5 average rating, 560 reviews
The Octagon ~ bright/spacious 2BR Downtown Retreat
4.95 out of 5 average rating, 375 reviews
Belmont BnB ~ 2BR/1BA ~ Comfort & Convenience
4.98 out of 5 average rating, 274 reviews
Private apartment in Charlottesville / Belmont
4.91 out of 5 average rating, 511 reviews
Walkable/Peaceful/Spacious Suite/Downtown/UVA/1 BR
4.92 out of 5 average rating, 118 reviews
2 King Beds | 8 Min to UVA | Sleeps 5
4.97 out of 5 average rating, 472 reviewsOther great holiday rentals near Monticello

Cowboy cottage-hot tub on farm close to everything
4.94 out of 5 average rating, 101 reviews
Sun Cottage in Downtown Charlottesville
4.99 out of 5 average rating, 141 reviews
pink cottage @ locust grange
4.93 out of 5 average rating, 229 reviews
Do Drop Inn - charming 2BR bungalow
4.89 out of 5 average rating, 535 reviews
⋆Best of Downtown & Belmont in Historic Home/ 2bd⋆
4.94 out of 5 average rating, 416 reviews
CloudPointe Retreat
4.98 out of 5 average rating, 129 reviews
Unique space in downtown Belmont
4.91 out of 5 average rating, 183 reviews
Charlottesville Cottage-2 king beds
4.98 out of 5 average rating, 379 reviewsDestinations to explore
- Shenandoah National Park
- Luray Caverns
- Lake Anna State Park
- Early Mountain Winery
- University of Virginia
- Devils Backbone Brewing Co Basecamp
- Wintergreen Resort
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- James Madison University
- Prince Michel Winery
- The Rotunda
- Downtown Mall
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Frontier Culture Museum
- John Paul Jones Arena
- James Monroe's Highland
- IX Art Park
- Grand Caverns
- James River State Park
- Massanutten Indoor WaterPark
- Appomattox Court House National Historical Park
- The Plunge Snow Tubing Park





