
Places to stay near James Monroe's Highland
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Top-rated holiday rentals near James Monroe's Highland
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Private Apt in Historic C'ville Home (Garden Side)
This cozy, newly refurbished, 1 BR/1 Bath, apartment is attached to a historic Charlottesville home. With just a 10 min walk to the Downtown Mall and a short drive to the university hospital/campus, the location is nestled in the heart of C'ville. Special amenities include a Sleep Number bed, fast Wifi, a 50" Smart TV with access to Amazon Prime and Netflix, access to pool use during the summer, and Park Lane street parking. Hand crafted soapstone counters and farm sink, beautiful new tile work.

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!

One Level Living at Shadwell Terrace
Set in the heart of Wine Enthusiast’s Wine Region of the Year, this newly renovated 2-bedroom, 800 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.

Basic Belmont Apt w/ Air Hockey & near Downtown!
Perfect for a Cville getaway! Steps from downtown Belmont, under a mile from the Historic Downtown Mall, and 2 miles from UVA. Private access to this comfy studio apartment, perfect for a couple, small friend group, or family of 4. Queen bed plus pull-out couch & single futon. Full bath, kitchenette, TV, air hockey, & other games. Note: I live upstairs; there is no insulated ceiling so you may hear us when we're home. The HVAC is also in the apt, hence the budget price for this prime spot!

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.

Unit 4 - Luxury King Suite with Private Balcony
Experience luxury and a unique journey through history at Sonsak - a newly renovated guesthouse in Albemarle County. Situated near the esteemed landmarks of Thomas Jefferson Parkway, Monticello, Ash Lawn and Michie Tavern, Ash, Sonsak is in a renowned area of historical significance. The property dates back to 1942 and has since been exquisitely renovated with lavish furnishings and modern amenities.Treat yourself to a stay at Sonsak and leave with lasting memories of comfort and beauty.

Honey B - Beautiful loft near UVA, Monticello
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.

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!

Clean, cozy guesthouse near historic downtown mall
You're sure to enjoy this recently built (completed March 2020), private guesthouse in the charming Little High neighborhood near downtown Charlottesville. Cozy yet uncluttered space, high-speed wi-fi, private patio area, and a helpful host make for a pleasant stay in a great location. We are less than a mile from the historic downtown mall, two miles from UVa, four miles from Monticello, and within 15 miles of numerous hikes, vineyards and breweries.

The Loft at Firefly: Studio Apt
This unique & fun studio apartment is above FIREFLY Restaurant + Game Room, located in Charlottesville's Woolen Mills neighborhood. You're half a mile to downtown Cville, Ting Pavilion, the Rivanna River & trail, and the popular Belmont neighborhood. Major perk: while you're here you'll enjoy 20% off all food at FIREFLY - Open for lunch & dinner Tues-Sat. If you'd prefer to cook, there's a full kitchen in the apartment. Sleeps up to 5.

Luxury tiny house 3 min from UVA
La Casita is a new tiny home combining modern luxury with central location adjacent to UVA, central to wineries, and 10 minutes from Monticello. La Casita is design built to offer custom furnishings and luxurious touches. We are in the residential pedestrian-friendly neighborhood of Fry's Spring, near I 64. Walk to restaurants and Scott Stadium. Enjoy all amenities including a high-speed internet.

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.
Popular amenities for holiday rentals near James Monroe's Highland
Condo rentals with Wi-Fi

Cozy getaway with heated floors

The Modern Mountain Condo

Blue Ridge Retreat: Your Cozy Mountain Getaway

Cozy Condo - Sleeps 4

Five Minute Walk to Everything!

Eight Minute Walk to Everything

Luxurious Posh Downtown Condo

Mountaintop Overlook – Updated 2BR w/ Deck & Views
Family-friendly house rentals

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Locust Grove Retreat- 3 Bed, 1 Bath, Full Kitchen

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

Cozy convenient home in Bellmont

Charming Cottage at Golden Hill

The Hummingbird, a cozy quiet, 2 room apartment

Stylish Belmont Studio: Walk to Downtown Mall

Tranquil Estate Cottage + Art Studio
Apartment rentals with air conditioning

UVA, Downtown Mall, Historic Area

Clean, central, spacious, private - UVA/Downtown

Walker's dream. Close to downtown.

So Walkable, 1 Spacious Bedroom Suite/Downtown/UVA

Studio Apt. in Wine/Brewery Country/on 151

Private appartment in Charlottesville / Belmont

country garden apartment downtown

A private apartment with Self Check-in.
Other great holiday rentals near James Monroe's Highland

Garden Apt | Lux Extended Stay in Downtown Belmont

Terrace Level Apartment Walking Distance to UVA

The Laurel Hill Treehouse

Sunny studio apartment near UVA/Downtown

Hawkwood House King Bedroom

Cottage at Frog Jump- woodland privacy at its best

Sunny private studio, walk to the University

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




