Places to stay near James Monroe's Highland

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Top-rated vacation rentals near James Monroe's Highland

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Top guest favorite
A historic brick home with a steep roof and decorative chimney stands amid lush greenery. The pathway leads to the entrance, surrounded by manicured lawns and shrubs. The bright blue sky adds a vibrant backdrop to the unique architectural features.
Apartment in Charlottesville
4.98 out of 5 average rating, 125 reviews

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.

Top guest favorite
A bright living area features a striped sofa adorned with green and gold cushions. A wooden coffee table sits in the center, complemented by a soft armchair nearby. Natural light filters through two windows, casting a warm glow on the decor, including framed artwork and a large flat-screen TV.
Apartment in Charlottesville
4.98 out of 5 average rating, 244 reviews

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!

Top guest favorite
A comfortable living area features a gray sofa adorned with patterned throw pillows. A modern table sits in front, displaying a potted plant and a decorative tray. Colorful artwork hangs above the sofa, while a lamp provides soft lighting in the corner.
Home in Keswick
5 out of 5 average rating, 113 reviews

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.

Guest favorite
The living area features a vibrant air hockey table alongside a dining table with four chairs. A kitchenette is equipped with a full-sized refrigerator, microwave, sink, and counter space, complemented by earthy wooden flooring and light streaming through sheer curtains.
Apartment in Charlottesville
4.92 out of 5 average rating, 122 reviews

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!

Guest favorite
The exterior of the guesthouse is presented, featuring a light gray facade and landscaping that includes manicured grass, shrubs, and colorful flower beds. A brick walkway leads to the entrance, which is framed by large windows and a welcoming front door.
Home in Charlottesville
4.95 out of 5 average rating, 111 reviews

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.

Top guest favorite
A serene patio area features a small round table surrounded by two black chairs. Lush greenery and a pathway visible in the background enhance the tranquil setting, with garden views inviting relaxation.
Cottage in Charlottesville
5 out of 5 average rating, 178 reviews

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.

Top guest favorite
An open living area features a low stone coffee table atop a vibrant red and patterned area rug. A gray sofa offers comfortable seating, and a small potted plant adds a touch of greenery. A TV hangs on the wall, while a doorway leads to the bedroom.
Apartment in Charlottesville
4.9 out of 5 average rating, 273 reviews

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!

Top guest favorite
The exterior of the guesthouse is presented, showcasing a modern structure with three large glass doors. A stone patio area is depicted, featuring two outdoor chairs and a fire pit with kindling. Soft outdoor lighting enhances the serene environment among lush greenery.
Guesthouse in Charlottesville
4.98 out of 5 average rating, 103 reviews

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.

Guest favorite
A well-appointed sleeping area features a dual-purpose bed with a dark blue coverlet and neatly arranged towels. A large window allows natural light to illuminate the space, complemented by a chair and colorful area rug that adds warmth to the wood floors.
Guesthouse in Charlottesville
4.88 out of 5 average rating, 167 reviews

Cavalier Suite | Near UVA | Amenities | Parking

Small yet mighty. This carriage house is the perfect retreat for UVA games, special events, and those exploring Charlottesville. Conveniently located within walking distance to Scott Stadium, and a short distance to UVA, Downtown Charlottesville, and 5th Street Station Shopping Center. Hosts have 2 small, friendly dogs (Mac and Pippie) in the main house which may be seen in the patio entrance area. Guests have access to patio and grill.

Top guest favorite
A spacious sleeping area features a king-size bed dressed in high-quality linens, complemented by a gray throw blanket. Nightstands with lamps are positioned on either side of the bed, and framed botanical art decorates the wall above, adding a touch of elegance.
Guest suite in Charlottesville
4.98 out of 5 average rating, 247 reviews

Private Studio Basement Apt close to UVA

Located in the heart of Charlottesville! This house is close to UVA grounds, the downtown mall, and Belmont. You will be just a few minutes from great restaurants, shops, bars/breweries, and music venues. You’ll have your own private studio apartment in the basement of my house with a separate entrance. Enjoy the king-size bed, a private bathroom and living room with a stocked coffee bar. I would love to share my hometown with you!

Top guest favorite
A bright dining space is showcased, featuring a white table surrounded by wooden chairs. Natural light filters through large windows, highlighting the modern decor. A stylish pendant light hangs above the table, complemented by a decorative centerpiece of fresh flowers.
Guesthouse in Charlottesville
5 out of 5 average rating, 188 reviews

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.

Guest favorite
A spacious living area is illuminated by natural light, featuring a modern sectional couch in blue. The room showcases exposed wooden beams along the ceiling and a round area rug with intricate patterns. A small coffee table and vibrant accent pillows add inviting touches.
Apartment in Charlottesville
4.94 out of 5 average rating, 126 reviews

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 vacation rentals near James Monroe's Highland