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

Ultimate cabin in the mountains
This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Jefferson Cottage quiet farm close to everything
The cottage circa 1802 offer a peaceful private setting on a historic horse farm once part of Monticello with close proximity to wineries (10 minutes), town (12 minutes), Rivanna River borders the property, Carter mountain (8 minutes) and many other activities. A "Jimmy Buffet" salt water pool complex has a private Jacuzzi for each unit, double bars, two fire pits, frig ,full bath/shower/changing room) There is a private lake (catch and release fishing) and many places to walk on the property.

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.

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!

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.

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).

Tranquil Estate, Cottage, Vineyards and 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"

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 vacation rentals near Monticello
Condo rentals with wifi

Where the Trail Ends

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

Cozy Comfort with a View - Wintergreen Resort
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

Walk DT | Pets | Soaking Tub | Parking

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

Patio Downtown Retreat

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

*Private Apartment in Downtown Cville*

The Barn at Haden near Wineries and C'ville

Charming St. Charles

Main Street Downtown Balcony Apartment

A private apartment with Self Check-in.

Free Downtown Parking | Ping Pong | Steps to UVA
Other great vacation rentals near Monticello

The Crooked Cabin

Cottage in the Country (close to UVA!)

Adorable cottage steps from Grounds

Charlottesville Cottage-2 king beds

Historic HomeTract Cottage UVA/Charlottesville/Ivy

Historic cottage with stunning mountain views

French Cottage

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





