
Places to stay near Monticello
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Top-rated holiday rentals near Monticello
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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!
4.98 out of 5 average rating, 279 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.
4.99 out of 5 average rating, 134 reviews
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!
5.0 out of 5 average rating, 208 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, 468 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, 161 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, 165 reviews
Sun Cottage in Downtown Charlottesville
Solar powered cottage with 15 foot ceiling, sleeps four, This unique place has a style all its own. Italian fold out couch and a loft. kitchen and outdoor deck. It Is 75 feet from our house. We are 1.0 mile from the Downtown Mall of Charlottesville in Historic Woolen Mills, 5 blocks from the Rivanna River and Park. Off street parking, 250 sq ft plus loft. Has lots of light. Enjoy fresh eggs from our chickens!there is so much in our area from hiking to eating to contemplating
4.99 out of 5 average rating, 141 reviews
Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds
Fully-updated, custom home in premier location. Warm hardwoods, lots of light, comfortable sofas & beds, easy check-in -- we strive to make your stay restful and refreshing. Nestled between Scott Stadium & JPJ, O'Hill & the Rotunda, wine country & the downtown mall, you could not be closer to the action yet in a quiet, residential neighborhood. The perfect place for any & all Cville/UVA events, work trips, reunions, weddings, family vacations, college visits, etc.
5.0 out of 5 average rating, 213 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, 633 reviews
Spacious home with vintage character
3 BR shabby chic home sleeps 6 at base price. (Up to 9 at $30/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, 129 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, 747 reviewsPopular amenities for holiday rentals near Monticello
Apartment rentals with wifi

Modern Condo on the Downtown Mall
4.92 out of 5 average rating, 99 reviews
The Townie 3 BD/2BA Historic Downtown Building
4.92 out of 5 average rating, 205 reviews
Luxury Condo in the Sky! Finest in Wintergreen!
4.98 out of 5 average rating, 134 reviews
Panoramic Sunsets Mountain Views Pool $99 Midweek
4.99 out of 5 average rating, 276 reviews
Extremely private, 2-min drive to skiing/hiking
4.97 out of 5 average rating, 182 reviews
3 BR 3 BA, 2 story condo in Highlands
4.99 out of 5 average rating, 185 reviews
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
4.95 out of 5 average rating, 200 reviews
1 bedroom condo, close to hikes & breweries & pool
4.92 out of 5 average rating, 216 reviewsFamily-friendly house rentals

10 Vineyards Within 10 Mi, EV charger & Mini Goats
4.97 out of 5 average rating, 142 reviews
West Wing
4.91 out of 5 average rating, 324 reviews
The Pop Inn | Perfect for your group getaway
4.98 out of 5 average rating, 176 reviews
Walk Downtown | Off-Street Parking | Sleeps 6
4.95 out of 5 average rating, 233 reviews
Wakefield Ct | Private Parking spots | Fast WiFi
4.97 out of 5 average rating, 191 reviews
Cozy Downtown Cottage!
4.89 out of 5 average rating, 120 reviews
The Cherry Tree, downtown estate, 8 parking spaces
4.97 out of 5 average rating, 201 reviews
Lux Country Retreat minutes from Charlottesville!
4.97 out of 5 average rating, 400 reviewsApartment rentals with air conditioning

Heart of Belmont ~ 15 min walk downtown, free park
4.94 out of 5 average rating, 138 reviews
*LARGE Private Apartment In Downtown Cville*
4.86 out of 5 average rating, 535 reviews
BELMONT DESIGNER APARTMENT- CVILLE CHARM
4.9 out of 5 average rating, 724 reviews
Love 2B close 2U: Quiet, comfy Apartment & Pool!
4.99 out of 5 average rating, 143 reviews
The Barn at Haden near Wineries and C'ville
4.99 out of 5 average rating, 562 reviews
Modern Belmont home - steps from Downtown Mall!
4.91 out of 5 average rating, 890 reviews
Private apartment in Charlottesville / Belmont
4.91 out of 5 average rating, 515 reviews
Boho Vibe: Walkable, Quiet, Historic Downtown
4.91 out of 5 average rating, 421 reviewsOther great holiday rentals near Monticello

Cowboy cottage-hot tub on farm close to everything
4.94 out of 5 average rating, 102 reviews
pink cottage @ locust grange
4.93 out of 5 average rating, 231 reviews
Adorable cottage steps from Grounds
4.91 out of 5 average rating, 460 reviews
Cottage in the Country (close to UVA!)
5.0 out of 5 average rating, 204 reviews
100% Solar Home! Guilt Free Living 1 mile from DT
4.87 out of 5 average rating, 371 reviews
Do Drop Inn - charming 2BR bungalow
4.89 out of 5 average rating, 538 reviews
Sunny private studio, walk to the University
4.98 out of 5 average rating, 392 reviews
Luxury tiny house 3 min from UVA
5.0 out of 5 average rating, 207 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
- Cardinal Point Winery
- Glass House 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
- IX Art Park
- James Monroe's Highland
- Grand Caverns
- James River State Park
- Massanutten Indoor WaterPark
- Appomattox Court House National Historical Park
- James Madison's Montpelier





