Weekend Getaways - Vacation Rentals in Monticello
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★ Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Monticello.
Weather in Monticello
View the weather forecast for Monticello before booking your Monticello Vacation Rentals to confirm your best time to go.
Top Attractions Around Monticello, VA
Weekendgetaways offers a large selection of top attractions around Monticello. Research things to do on your vacation before you visit Monticello.
Monticello Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Monticello?
There are a lot of options in Monticello. If you plan on staying in the Monticello area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Monticello:
- Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
- NO CLEANING FEE, Off Street Parking, walkable to UVA, Ting Pavilion, Restaurants
- Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
- Enderly - c1859 - English Basement Apartment
- Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
- New Luxury Modern Farmhouse, Downtown C'Ville
- Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
- Mont G | 30 + Day Rental | Walk Downtown
- The Pop Inn - Your Ultimate Getaway
- Charming 3-bedroom house with AC and WiFi in delightful Charlottesville
How many vacation rentals are available in Monticello?
Currently, the total number of properties listed in 2026 is over 340 in the Monticello area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Monticello.
