Charlottesville Home Rentals


Charlottesville, Virginia, nestled in the foothills of the Blue Ridge Mountains, offers a captivating blend of history, culture, and natural beauty, making it an ideal destination for golf enthusiasts and vacationers alike. Home to the University of Virginia and Thomas Jefferson’s Monticello, the city boasts a rich historical heritage. Visitors can explore the vibrant Downtown Mall, enjoy wine tastings at local vineyards, and immerse themselves in the scenic landscapes that surround the area.

For golf aficionados, Charlottesville presents a variety of top-tier courses. Birdwood Golf Course at Boar’s Head Resort offers an 18-hole championship experience designed by Davis Love III, complemented by The Nest par-3 course and the Ridges putting course . Meadowcreek Golf Course, situated in the heart of the city, provides a challenging layout amidst panoramic views . Additionally, Full Cry at Keswick Hall, designed by Pete Dye, delivers a unique blend of modern architecture and Virginia countryside .​

Top 5 Holiday Rentals in Charlottesville, VA

1. Luxury 5-Bed Charlottesville Home 

Luxury 5-Bed Charlottesville Home Close to Farmington Country Club
Luxury 5-Bed Charlottesville Home Close to Farmington Country Club

This luxurious 5-bedroom, 7-bathroom estate is adjacent to Farmington Country Club and just minutes from the University of Virginia. The property features premium furnishings, ensuite bathrooms in every bedroom, multiple entertaining areas with gas fireplaces, an eat-in kitchen seating 12 guests, and a screened porch with dining for 8. Set on three leafy acres, it offers a pool table and a wood-burning fire pit, providing a gracious living space for up to five couples.


2. Ivy Retreat | Heated Saltwater Pool & Hot Tub

Ivy Retreat | Heated Saltwater Pool & Hot Tub
Ivy Retreat | Heated Saltwater Pool & Hot Tub

Situated on a stunning 15-acre property, Ivy Retreat boasts 5 bedrooms and 6.5 bathrooms, accommodating up to 18 guests. The expansive grounds feature multiple exterior entertaining spots, a private lake, heated saltwater pool, and hot tub. The interior includes a 22-person dining room, a newly completed game room, and an elevator for easy second-floor access, making it ideal for large groups seeking luxury and comfort.


3. Blissful Kismet Cottage | Pool with Mountain Views & Easy Access to Charlottesville

Blissful Kismet Cottage | Pool with Mountain Views & Easy Access to Charlottesville
Blissful Kismet Cottage | Pool with Mountain Views & Easy Access to Charlottesville

This charming 4-bedroom, 3-bathroom cottage offers a serene retreat with beautiful mountain views. Guests can relax on the outdoor patio featuring a private pool, making it a perfect spot for unwinding after a day of golf or exploring nearby attractions.


4. Magnolia Hill | 4 Bed, 3.5 Bath – Charlottesville

Magnolia Hill | 4 Bed, 3.5 Bath - Charlottesville
Magnolia Hill | 4 Bed, 3.5 Bath – Charlottesville

Magnolia Hill is a beautifully appointed 4-bedroom, 3.5-bathroom home that ensures comfortable accommodations for up to eight guests. Each bedroom is outfitted with a king bed, and the inviting sunroom flows into the open-concept living area, providing a spacious and welcoming environment for relaxation and socializing.


5. Pryor-Haynes House | 4 Bed, 4.5 Bath – Charlottesville

Pryor-Haynes House | 4 Bed, 4.5 Bath - Charlottesville
Pryor-Haynes House | 4 Bed, 4.5 Bath – Charlottesville

Located just a few blocks from the Downtown Mall, the Pryor-Haynes House is a charming, historic home featuring 4 bedrooms and 4.5 bathrooms. Sleeping eight comfortably, it offers a blend of historic charm and modern amenities, making it an excellent base for exploring Charlottesville’s attractions and nearby golf courses.

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