Greenland Holiday - Vacation Rentals in Woolen Mills

Charming Retreat in Charlottesville w/Deck! From US $432
         

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10.0 (4 Reviews)
House
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*NEW* Lewis Mtn Retreat: Walk to UVA & JPJ From US $934
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • View
Downtown Carriage House | 1 BR close to Downtown From US $228
         

9.4 (97 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Prime Downtown Mall Flat with Free Parking From US $249
         

9.6 (75 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Historic Beauty and Walkable to Everywhere From US $263
         

10.0 (64 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Woolen Mills

Over 434+ Luxury Places to Stay in or Near Woolen Mills
The 200 South St Estate From US $6,389
         

New
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Colle | Historic Estate with Pool From US $1,348
         

9.6 (12 Reviews)
House
  • Air Conditioner
  • Pool
  • TV

Top-Rated Vacation Rentals with a Pool in Woolen Mills

Over 67+ Top-Rated Vacation Rentals with a Pool in or Near Woolen Mills
Cottage on quiet farm close to town and wineries From US $245
         

Homewood Suites by Hilton - Charlottesville From US $178
         

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9.0 (98 Reviews)
Hotel
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  • Pet Friendly
Holiday Inn Express & Suites Charlottesville by IHG From US $173
         

Country Inn & Suites by Radisson, Charlottesville-UVA, VA From US $200
         

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8.7 (1181 Reviews)
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  • Pet Friendly
Omni Charlottesville Hotel From US $286
         

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8.7 (373 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly

Pet-Friendly Vacation Rentals in Woolen Mills

Over 126+ Pet-Friendly Vacation Rentals in or Near Woolen Mills
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
The Navel Nalle - Downtown Bungalow, Patio, Parking From US $1,016
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Charlottesville From US $97
         

8.0 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Mont G | 30 + Day Rental | Walk Downtown From US $393
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Perfect UVA Location | Historic Boone-White House From US $670
         

Charlottesville Home Close to Downtown From US $836
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Woolen Mills

Over 34+ Large Vacation Homes & Villas in or Near Woolen Mills
New Luxury Modern Farmhouse, Downtown C'Ville From US $822
         

The Pop Inn - Your Ultimate Getaway From US $918
         

4BR Walk2 Dtwn/UVA w/Karaoke & Backyard Oasis From US $725
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hoos` Homestead | Historic UVA area home From US $1,004
         

9.8 (21 Reviews)
House
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  • TV
  • Balcony/Terrace
Peaceful and Spacious Woodland Haven Near UVA From US $482
         

9.6 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Woolen Mills

Over 54+ Wheelchair Accessible Vacation Homes in or Near Woolen Mills
Gorgeous, Modern, & Accessible Custom Home From US $544
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The English Inn of Charlottesville From US $114
         

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8.6 (1964 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Omni Charlottesville Hotel From US $182
         

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9.4 (1036 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Woolen Mills Vacation Rentals and Airbnb Places to Stay Under $200

Over 158+ Woolen Mills Vacation Rentals and Airbnb Places to Stay Under $200
Unit 5 - Cozy Lower Level Studio Suite From US $128
         

10.0 (33 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Sonsak - Unit 4 From US $188
         

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9.9 (31 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Fairhaven Guesthouse From US $182
         

8.4 (76 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Elegant Apartment Near Hospital, Downtown Belmont From US $100
         

Blacksmith Apartment | Lux Extended Stay in Belmont From US $104
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Pharmacy Apartment | Luxury Monthly Stay Downtown From US $102
         

Instantly Bookable Vacation Homes in Woolen Mills

Over 200+ Instantly Bookable Vacation Homes in or Near Woolen Mills
Enderly - c1859 - English Basement Apartment From US $318
         

Penthouse Apartment Overlooking Downtown Mall From US $608
         

10.0 (37 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Charming Charlottesville Apt w/Outdoor Space! From US $232
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Unit 3 - Luxury King Suite with Private Balcony From US $259
         

Charming Retreat in Charlottesville w/Deck! From US $469
         

About Woolen Mills Vacation Rentals

With more than 443 Woolen Mills vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Greenlandholiday 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 Woolen Mills.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Greenlandholiday Woolen Mills, 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 Woolen Mills. Places to stay near Woolen Mills are 968.04 ft² on average, with prices averaging US $381 a night.

Greenlandholiday makes it easy and safe to find and compare vacation rentals in Woolen Mills 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 Woolen Mills

Type Count
Vacation Homes 235
Hotels 109
Holiday Apartments 69
Cottages 11
B&B 2
Cabin Rentals 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Woolen Mills

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

Weather in Woolen Mills

View the weather forecast for Woolen Mills before booking your Woolen Mills 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

Other Places to Stay Near Woolen Mills, VA


Woolen Mills Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Woolen Mills?
How many vacation rentals are available in Woolen Mills?

Currently, the total number of properties listed in 2026 is over 443 in the Woolen Mills area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Woolen Mills.