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Places to stay near James Monroe's Highland

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Top-rated holiday rentals near James Monroe's Highland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Flat in Charlottesville
4.97 out of 5 average rating, 239 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!

Guest favourite
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.
Flat in Charlottesville
4.92 out of 5 average rating, 118 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!

Top guest favourite
A modern structure is nestled among tall trees, surrounded by lush greenery. The building features a dark exterior with large windows, allowing natural light to highlight the inviting entrance. Vibrant plants and foliage are visible in the foreground, enhancing the serene landscape.
Guest house in Charlottesville
4.98 out of 5 average rating, 301 reviews

Renew @ Coniferidge.

Constructed in 2017 “ Renew” offers a peaceful, clean and simple space furnished with a comfortable modern mix style. It is situated a short distance from the main home and offers just the privacy you are looking for. This property, located outside beautiful Charlottesville Va. is an easy drive to restaurants, shopping, art, culture, wineries, history, parks and the Uva . Flat Screen Smart TV (use your logins to access your favorite sites ) NO pets - out of consideration of future guests

Guest favourite
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
4.94 out of 5 average rating, 104 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 favourite
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, 176 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 favourite
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.
Flat 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 favourite
The cabin exterior features a wooden facade complemented by metal accents. A screened-in porch with a white door opens into the entryway, surrounded by potted plants and greenery. Stone steps lead to the porch, creating an inviting entrance.
Tiny home in Scottsville
4.92 out of 5 average rating, 267 reviews

Convenient Rustic Cabin near Wineries

I’m located 6 miles from Scottsville, 15 miles from Charlottesville, 25-30 minute drive. A pasture of cattle is not too far away you can hear the mooing at times and see sightings of deer quite often. It’s a private and quiet location. Two large rivers, James and Rivanna offer recreational activities. Rustic cabin, country located. Clean and cozy with a well stocked kitchen with all your cooking needs. If not, leave suggestions on what is missed. Thank you.

Top guest favourite
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.
Guest house in Charlottesville
4.98 out of 5 average rating, 102 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.

Superhost
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.
Guest house in Charlottesville
4.88 out of 5 average rating, 165 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.

Guest favourite
The exterior of the cottage features a welcoming entrance with large glass doors flanked by tall windows. A small set of steps leads to a grassy area, where two white chairs and two adirondack chairs are situated among lush greenery.
Tiny home in Charlottesville
4.94 out of 5 average rating, 732 reviews

Oxford Cottage: Cville’s favorite tiny home!

Tiny living done right! Discover 350 sq ft of stylish simplicity in this thoughtfully designed mini cottage. With an airy entry, cozy living area, smart kitchenette, full bath, lofted sleeping nook, and clever storage, it’s perfect for 1–4 guests seeking a relaxed stay—whether for a romantic retreat, work escape, quick stopover, or lively Charlottesville event like weddings, concerts, or triathlons.

Top guest favourite
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.
Guest house in Charlottesville
5 out of 5 average rating, 186 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 favourite
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.
Flat in Charlottesville
4.93 out of 5 average rating, 119 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 holiday rentals near James Monroe's Highland