
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.

Historic cottage with stunning mountain views
Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

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.

One Level Living at Shadwell Terrace
Set in the heart of Wine Enthusiast’s Wine Region of the Year, this newly renovated 2-bedroom, 850 sq/ft terrace level flat with separate entrance, is located in a private setting in the Keswick area. Close to Downtown Charlottesville, we are adjacent to Clifton Inn and Glenmore and minutes to Keswick Hall. After exploring many of Virginia’s wineries, breweries, and historical sites, kick your feet up between the trees in the hammock or share your adventures online with our high speed Wi-Fi.

Belmont Private Suite, 1/2 mile to Downtown Mall
Cozy, quiet high-ceiling basement suite located in historic Belmont neighborhood. Private entrance with keypad lock for easy check-in/out. Space includes living area, 1 large bedroom with queen bed (air mattress provided if needed), full bathroom with towels/essentials, coffee maker, electric tea kettle, microwave and mini fridge. Walking distance to Downtown mall and numerous restaurants, coffee shops, and parks nearby. 1-2 mile walk from UVA and 3 miles to Monticello. Free street parking.

Shenandoah Stargazer with Sauna
Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

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.

Charming St. Charles
A beautifully renovated basement apartment in a family friendly neighborhood. Two blocks from our neighborhood park, with a connector to the Rivanna Trail. A 30 minute walk downtown, a bus stop one block away, & bike & scooter rentals make it much faster! Easy access to 250 bypass make Downtown & 29 North equally convenient destinations! Perfect for a couple with a young baby or toddler! Guests must acknowledge that footsteps and sound from our living area can be noisy!

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).

Tranquil Estate Cottage + Art Studio
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"

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 Monticello
Condo rentals with Wi-Fi

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

Eight Minute Walk to Everything

Panoramic Views | Sunrise on the Deck | Nelson 151

Luxurious Posh Downtown Condo

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

The Townie 3 BD/2BA Historic Downtown Building

Cozy Comfort with a View - Wintergreen Resort

Panoramic Sunsets, Mountain Views, Private Deck.
Family-friendly house rentals

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Rooftop*Mountains*Lake/Near Monticello/DT/Wineries

Kid and Family Friendly Downtown

Wakefield Ct | Private Parking spots | Fast WiFi

Mountain View Rambler | 3 Bedrooms | Private deck

Spaniel Hill; cozy hilltop home w privacy & views

10 Vineyards Within 10 Mi, EV charger & Mini Goats

Cozy Downtown Cottage!
Apartment rentals with air conditioning

Private Apt in Historic C'ville Home (Lane Side)

Patio Downtown Retreat

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

Parker Mountain Carriage House Near SNP, UVA & JMU

*Private Apartment in Downtown Cville*

The Barn at Haden near Wineries and C'ville

country garden apartment downtown

A private apartment with Self Check-in.
Other great holiday rentals near Monticello

Luxury tiny house 3 min from UVA

Clean, cozy guesthouse near historic downtown mall

Cottage in the Country (close to UVA!)

Sun Cottage in Downtown Charlottesville

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

Historic HomeTract Cottage UVA/Charlottesville/Ivy

Jefferson Cottage quiet farm close to everything

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




