Vacation homes in Charlottesville

September 2026
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October 2026

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Sep 11 - Sep 13
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Vacation homes in Charlottesville

1. SONSAK - MONTICELLO

SONSAK - MONTICELLO
Charlottesville
$127
$145 total
includes taxes & fees
Sep 13 - Sep 14
SONSAK - MONTICELLO

2. Renovated Studio on 5 Acres - Near Vineyards!

Renovated Studio on 5 Acres - Near Vineyards!
Crozet
Renovated Studio on 5 Acres - Near Vineyards!

3. Cavalier Cocoon

Cavalier Cocoon
Jefferson Park Avenue
$99
$227 total
includes taxes & fees
Sep 13 - Sep 14
Cavalier Cocoon

4. Affordable Suites Charlottesville

Affordable Suites Charlottesville
Fry's Spring
Affordable Suites Charlottesville

5. Ranchito

Ranchito
Troy
$436
$841 total
includes taxes & fees
Oct 7 - Oct 8
Ranchito

7. Oasis on 5th

Oasis on 5th
Fifeville
$269
$536 total
includes taxes & fees
Sep 15 - Sep 16
Oasis on 5th

8. Serene Wooded Retreat w/ Patios in Charlottesville

Serene Wooded Retreat w/ Patios in Charlottesville
Charlottesville
Serene Wooded Retreat w/ Patios in Charlottesville

10. Bright Crozet Apartment w/ Mountain Views!

Bright Crozet Apartment w/ Mountain Views!
Crozet
Bright Crozet Apartment w/ Mountain Views!

11. Westerly Haven B

Westerly Haven B
Jefferson Park Avenue
Westerly Haven B

12. Hardwood Hall

Hardwood Hall
Barracks Rugby
$522
$1,168 total
includes taxes & fees
Sep 12 - Sep 13
Hardwood Hall

14. Charming Charlottesville Apt w/ Outdoor Space!

Charming Charlottesville Apt w/ Outdoor Space!
Charlottesville
Charming Charlottesville Apt w/ Outdoor Space!

15. River Views + Deck: Peaceful Virginia Retreat

River Views + Deck: Peaceful Virginia Retreat
Scottsville
River Views + Deck: Peaceful Virginia Retreat

16. Westerly Haven A

Westerly Haven A
Jefferson Park Avenue
Westerly Haven A

17. Pet-friendly Lake Monticello Home w/ Perks!

Pet-friendly Lake Monticello Home w/ Perks!
Palmyra
Pet-friendly Lake Monticello Home w/ Perks!

18. Lewis Mountain Retreat

Lewis Mountain Retreat
Lewis Mountain
Lewis Mountain Retreat

19. Charming Retreat in Charlottesville w/ Deck!

Charming Retreat in Charlottesville w/ Deck!
Fry's Spring
Charming Retreat in Charlottesville w/ Deck!
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Top neighborhoods in Charlottesville

North Downtown

North Downtown Charlottesville captivates with its historic charm and walkable streets. The Jefferson Theater's marquee lights up brick sidewalks lined with 19th-century townhouses. Art lovers can explore galleries while history buffs admire the well-preserved architecture. Just steps away, the Downtown Mall buzzes with outdoor dining and cultural happenings at the Paramount Theater and Ting Pavilion. Charming bed & breakfasts in converted historic homes offer a taste of local living. Most attractions sit within a pleasant 3-4 block stroll, with regular CAT bus service connecting you to wider Charlottesville. Evening strolls reveal a peaceful residential atmosphere with just enough nightlife to keep things interesting.

Belmont

Belmont serves up that perfect mix of hipster energy and historic charm that makes Charlottesville shine. Wander tree-lined streets past century-old bungalows before hitting the main drag where artisanal coffee shops and farm-to-table restaurants buzz with locals. Art lovers can explore galleries showcasing regional talent or catch performances at nearby Ting Pavilion and Play On! Theater. The dining scene ranges from upscale Southern cuisine to casual cafes with plenty of Virginia wine flowing. Most of Belmont's treasures sit within a three-block radius, making it wonderfully walkable. While public transit is limited, the neighborhood's bike-friendly streets and ample parking make getting around a breeze.

Barracks Road

Barracks Road blends suburban calm with convenient shopping and a touch of college town energy. The neighborhood sits just a skip away from the University of Virginia, where you can soak up that spirited campus vibe. Shopping enthusiasts will love browsing the stores at Barracks Road Shopping Center, while those seeking a quiet retreat can wander tree-lined residential streets. Chain restaurants and familiar retailers make this area super convenient for everyday needs. Most spots are car-friendly with ample parking, though you can stroll between shops without breaking a sweat. Mid-range hotels offer comfortable stays without downtown prices, perfect for travelers who prefer peace and quiet after exploring Charlottesville's attractions.

Fry's Spring

Fry's Spring offers a peaceful slice of authentic Charlottesville life away from the tourist hustle. Tree-lined streets showcase charming historic homes dating back to the early 1900s. The neighborhood's crown jewel is the historic Fry's Spring Beach Club building, representing significant local heritage. Visitors can enjoy quiet strolls through this residential haven while still being close to downtown attractions. You'll need to venture beyond the neighborhood for dining options and shopping as this is primarily residential. Accommodations tend toward cozy bed-and-breakfasts in converted historic homes, providing an intimate local experience. While public transit is limited, the area's walkable streets and ample parking make exploration easy by car or on foot.

UVA

The UVA neighborhood showcases Thomas Jefferson's vision through the iconic Rotunda and historic Academical Village. Students and visitors stroll brick pathways connecting halls, gardens, and the Lawn. Sports fans enjoy Scott Stadium and John Paul Jones Arena, while culture enthusiasts appreciate The Fralin Museum of Art and Heritage Repertory Theater. Dining options cluster around the Corner District with casual cafes and pizza joints perfect for refueling between sightseeing stops. Most attractions are walkable, with UVA Transit providing free bus service throughout campus. Charming bed and breakfasts nearby offer authentic accommodations for those wanting to experience this quintessential college town.

Top landmarks in Charlottesville

A large neoclassical building with a dome, columns, and a portico at night.
Photo by Edgar Macal

University of Virginia

9.4/10 (2,137 reviews)
If you'd like to get a taste of Charlottesville student life, check out University of Virginia in UVA.
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A large brick building with a central dome, columns, and green shutters.

Monticello

9.6/10 (1,310 reviews)
If you're planning a bit of sightseeing during your trip, head to Monticello— just one of the landmarks located 1.9 mi (3 km) from central Charlottesville.
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A street with outdoor seating, brick buildings, and an American flag.

Downtown Mall

9.0/10 (1,669 reviews)
If you want to give your credit card some exercise, head out to Downtown Mall in North Downtown.
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A single apple hanging from a tree branch with a wooden post nearby.
Photo by Carsen

Carter Mountain Orchard

8.8/10 (165 reviews)
Carter Mountain Orchard is 2.7 mi (4.3 km) from central Charlottesville, why not stop by during your stay. If you have fun at Carter Mountain Orchard, you'll love Virginia Discovery Museum and Charlottesville Ice Park, both located nearby.
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Outdoor tables with white tablecloths, a green door, and a sign for Southern Environmental Law Center.

Ting Pavilion

7.4/10 (3 reviews)
If you want to see a show while you're in town, try and grab some tickets at Ting Pavilion in North Downtown. If you enjoy the show and want to see another, Paramount Theater and The Jefferson Theater are both a short walk away.
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John Paul Jones Arena

9.2/10 (435 reviews)
You could catch an event at John Paul Jones Arena, a stadium in UVA. If you think John Paul Jones Arena is cool, you also might like Scott Stadium and Klockner Stadium, both located nearby.
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Scott Stadium

9.0/10 (235 reviews)
You could catch an event at Scott Stadium, a stadium in UVA. If you think Scott Stadium is cool, you also might like John Paul Jones Arena and Klockner Stadium, both located nearby.
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The Jefferson Theater

8.6/10 (167 reviews)
If you want to see a show while you're in town, try and grab some tickets at The Jefferson Theater in North Downtown. If you enjoy the show and want to see another, Paramount Theater and Ting Pavilion are both a short walk away.
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Charlottesville and related destinations

Wander Thomas Jefferson's architectural masterpiece, Monticello, where history lives in every brick and garden path. UVA's iconic rotunda stands as another testament to Jefferson's vision, surrounded by intellectually curious students. Downtown Mall buzzes with cafés and musicians performing beneath century-old trees. Surrounding vineyards offer tastings with views that would make Jefferson, America's first wine enthusiast, nod approvingly. Catch a show at the historic Jefferson Theater or join locals at Scott Stadium, where college football becomes a religious experience. The Paramount Theater's Art Deco splendor hosts film festivals and symphony performances. Don't miss Historic Court Square, where the past sits comfortably alongside the present.

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A large brick building with a dome and columns, surrounded by a well-maintained lawn and colorful tulips.
Photo by www.visitcharlottesville.org

About the destination

There's a lot visitors like about Charlottesville, especially its wineries and live music. Take in the local culture of Charlottesville at Ting Pavilion and Paramount Theater. You might find that sights like Downtown Mall and The Jefferson Theater are worth a visit.