
Places to stay near Monticello
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Top-rated holiday rentals near Monticello
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

The Belmont Loft ~ 15 min walk downtown, free park
Stay here! In the cutest house in Charlottesville's most beloved neighborhood. You'll be in the heart of Belmont, just steps from some of the best restaurants in Cville, and a few blocks from the historic Downtown Mall - restaurants, shops, coffee, yoga, and music venues. 10 min walk ~ downtown mall 5 min ~ Rivanna River - trail and tubing/kayaking/SUP 5-10 min ~ UVA 5-15 min ~ Monticello/Monticello Trail 15-30 min ~ MANY popular wineries, breweries, and hiking in the Blue Ridge Mountains

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!

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.

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

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.

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

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.

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!

Cozy Downtown Cottage!
Enjoy a relaxing stay at this centrally-located cottage in the heart of Downtown Charlottesville’s Belmont neighborhood. Close to Uva and a 3 minute drive to the Downtown Mall. Easy access to 64 and a few miles to Monticello and Carter’s Mountain Orchard. Two bedrooms and a fully equipped kitchen. Uva centric and Charlottesville pop art throughout. This Belmont beauty is reservation ready!
Popular amenities for holiday rentals near Monticello
Apartment rentals with wifi

The Townie 3 BD/2BA Historic Downtown Building

Luxurious Posh Downtown Condo

1 bedroom condo, close to hikes & breweries & pool

Luxury Condo in the Sky! Finest in Wintergreen!

Panoramic Sunsets Mountain Views Pool $99 Midweek

Third & Thornrose, Staunton Condominium

Cozy Condo on the mountain at Wintergreen!

Extremely private, HOA pool/stair-free entry
Family-friendly house rentals

Charming Cottage at Golden Hill

10 Vineyards Within 10 Mi, EV charger & Mini Goats

Newly Built Luxury Home 3min to UVA–Near Downtown

Wakefield Ct | Private Parking spots | Fast WiFi

Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds

West Wing

Walk Downtown | Off-Street Parking | Sleeps 6

Scenic Private Farm House Great for Large Groups
Apartment rentals with air conditioning

BELMONT DESIGNER APARTMENT- CVILLE CHARM

*Private Apartment in Downtown Cville*

The Barn at Haden near Wineries and C'ville

On Downtown Mall | Huge | King Beds | UVA | Coffee

Modern Belmont home - steps from Downtown Mall!

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

Walkable/Peaceful/Spacious Suite/Downtown/UVA/1 BR

Love 2B close 2U: Quiet, comfy Apartment & Pool!
Other great holiday rentals near Monticello

Cowboy cottage-hot tub on farm close to everything

Do Drop Inn - charming 2BR bungalow

4BR/2BA, Sleeps 12 – Game Rm, 5 Min UVA/Hospital

Mechums River Nature Retreat

Terrace Level Apartment Walking Distance to UVA

Luxury tiny house 3 min from UVA

⋆Best of Downtown & Belmont in Historic Home/ 2bd⋆

Unique space in downtown Belmont
Destinations 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





