Telluride Villas - Vacation Rentals in Charlottesville

Deer Run - Mountain Getaway From US $173
         

10.0 (239 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Art House on Main From US $350
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Wintergreen Resort Condo: Walk to Ski Lift! From US $200
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Charlottesville

Over 2731+ Luxury Places to Stay in or Near Charlottesville
VIP Brewery Manor, Sleeps 10, Private Hot Tub From US $9,617
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • View
  • Ocean View
The 200 South St Estate From US $6,389
         

New
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Lakehouse & Bungalow with beach access From US $2,827
         

New
House
  • Air Conditioner
  • Security/Safety
  • Child Friendly

Top-Rated Vacation Rentals with a Pool in Charlottesville

Over 1112+ Top-Rated Vacation Rentals with a Pool in or Near Charlottesville
Large and Luxurious Exec 5BR Chalet From US $496
         

10.0 (257 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Secluded, Romantic Mountain Cabin for 2, fully equipped From US $278
         

Pet-Friendly Vacation Rentals in Charlottesville

Over 868+ Pet-Friendly Vacation Rentals in or Near Charlottesville
Farm living at it's best! From US $276
         

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10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Wintergreen Resort Retreat w/Skiing Access! From US $229
         

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9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Endless Mountain Top Views from All The Way Up! From US $293
         

10.0 (105 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Relax at 3100 feet and enjoy the peace and tranquility From US $207
         

10.0 (93 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Charlottesville

Over 562+ Large Vacation Homes & Villas in or Near Charlottesville
5 bedroom, Lakeside Family Getaway with Playground From US $315
         

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10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
RiverFront Country Home with Blue Mountain Views From US $212
         

9.8 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious + Serene Mtn Top Escape, 4 En Suites From US $342
         

10.0 (56 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Grand Chalet w/Hot Tub - Near Wintergreen Resort From US $932
         

Wheelchair Accessible Vacation Homes in Charlottesville

Over 153+ Wheelchair Accessible Vacation Homes in or Near Charlottesville
180 Degree Breathtaking Views From US $417
         

10.0 (19 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Mayhurst Estate From US $313
         

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9.5 (28 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Keswick Hall From US $952
         

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9.4 (69 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Gorgeous, Modern, & Accessible Custom Home From US $531
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
WFH friendly Studio in Virginia | Near Airport From US $179
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Charlottesville Vacation Rentals and Airbnb Places to Stay Under $200

Over 663+ Charlottesville Vacation Rentals and Airbnb Places to Stay Under $200
Lovingston Get Away Lovingston, VA From US $139
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
VA Wine & Horse Country Cottage, Near UVA From US $114
         

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10.0 (5 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Idyllic Wintergreen Condo w/Resort Amenities From US $167
         

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9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
The Natchez - quiet front porch & rockers. From US $177
         

Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger From US $181
         

10.0 (40 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area

Instantly Bookable Vacation Homes in Charlottesville

Over 1507+ Instantly Bookable Vacation Homes in or Near Charlottesville
Prime Downtown Mall Flat with Free Parking From US $249
         

9.6 (75 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
BBQ Grill, Fire-pit, 10 mins 2 downtown, 5 min UVA From US $321
         

8.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Charlottesville Vacation Rentals

With more than 2740 Charlottesville vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Telluridevillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Charlottesville.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Telluridevillas Charlottesville, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Charlottesville. Places to stay near Charlottesville are 1066.82 ft² on average, with prices averaging US $391 a night.

Telluridevillas makes it easy and safe to find and compare vacation rentals in Charlottesville with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Charlottesville

Type Count
Vacation Homes 1378
Cabin Rentals 228
Holiday Apartments 218
Hotels 167
Cottages 102
Ski Chalet Rentals 30
B&B 22
Others 16
Resorts 12
Villas 12

Use these Quick Filters to Find a Vacation Rental in Charlottesville

Pro Tip: Telluridevillas makes it easy to compare the best listings on Telluridevillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Telluridevillas 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 Charlottesville.

Weather in Charlottesville

View the weather forecast for Charlottesville before booking your Charlottesville Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Charlottesville Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Charlottesville?
How many vacation rentals are available in Charlottesville?

Currently, the total number of properties listed in 2026 is over 2740 in the Charlottesville area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Charlottesville.