Stay If You Dare - Vacation Rentals in Woolen Mills

Charming Retreat in Charlottesville with Deck! From US $432
         

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10.0 (3 Reviews)
House
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Dinsmore Boutique Inn From US $193
         

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9.6 (321 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Cope Foster - King room | Downtown Cville! From US $247
         

9.8 (58 Reviews)
House
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  • TV
  • Security/Safety
Old Met #306 | 1 Bedroom, 2 Bath From US $239
         

9.6 (67 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Woolen Mills

Over 387+ Luxury Places to Stay in or Near Woolen Mills
Home In Belmont From US $1,353
         

New
House
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Entire Boutique Hotel in Downtown Charlottesville From US $1,331
         

8.8 (11 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Woolen Mills

Over 59+ Top-Rated Vacation Rentals with a Pool in or Near Woolen Mills
Cottage on quiet farm close to town and wineries From US $245
         

Residence Inn by Marriott Charlottesville Downtown From US $154
         

English Inn of Charlottesville From US $103
         

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9.2 (2624 Reviews)
Hotel
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  • Pool
Omni Charlottesville Hotel From US $174
         

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9.2 (1006 Reviews)
Hotel
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  • Pool
Homewood Suites by Hilton Charlottesville, VA From US $134
         

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9.2 (1004 Reviews)
Hotel
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  • Parking
  • Pool
Holiday Inn Express & Suites Charlottesville by IHG From US $109
         

Pet-Friendly Vacation Rentals in Woolen Mills

Over 120+ Pet-Friendly Vacation Rentals in or Near Woolen Mills
Historic Beauty and Walkable to Everywhere From US $346
         

10.0 (59 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
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 $81
         

7.8 (1007 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger From US $192
         

Mont G | 30 + Day Rental | Walk Downtown From US $368
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
French Cottage Apt | Luxury Extended Stay in Downtown Belmont From US $92
         

Charlottesville Home Close to Downtown From US $600
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Woolen Mills

Over 32+ Large Vacation Homes & Villas in or Near Woolen Mills
New Luxury Modern Farmhouse, Downtown C'Ville From US $933
         

The Pop Inn - Your Ultimate Getaway From US $864
         

The Navel Nalle: Downtown Bungalow, Patio, Parking From US $922
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Greenaway House - Close to Dtwn Cville! From US $504
         

Hoos` Homestead | 5 Bed, 4.5 Bath From US $1,004
         

9.6 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Peaceful and Spacious Woodland Haven Near UVA From US $1,109
         

Belmont Carriage House From US $329
         

9.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Woolen Mills

Over 45+ Wheelchair Accessible Vacation Homes in or Near Woolen Mills
Gorgeous, Modern, & Accessible Custom Home From US $367
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Homewood Suites by Hilton - Charlottesville From US $178
         

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9.1 (97 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Omni Charlottesville Hotel From US $286
         

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8.8 (351 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Belmont Penthouse Apartment (30 Day Min) From US $183
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Modern Downtown Condo From US $750
         

5.0 (9 Reviews)
Condo
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace

Woolen Mills Varoom and Airbnb Places to Stay Under $200

Over 165+ Woolen Mills Varoom and Airbnb Places to Stay Under $200
Sonsak - Unit 4 From US $188
         

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9.9 (31 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Fairhaven Guesthouse From US $130
         

8.4 (76 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Unit 5 - Cozy Lower Level Studio Suite From US $127
         

10.0 (27 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Unit 3 - Luxury King Suite with Private Balcony From US $187
         

Unit 4 - Luxury King Suite with Private Balcony From US $186
         

Elegant Apt | Dtwn Belmont close to Hospital From US $84
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Woolen Mills

Over 176+ Instantly Bookable Vacation Homes in or Near Woolen Mills
Enderly - c1859 - English Basement Apartment From US $292
         

10.0 (37 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Penthouse Apartment Overlooking Downtown Mall From US $468
         

10.0 (35 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Charming Charlottesville Apt w/Outdoor Space! From US $236
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

About Woolen Mills Vacation Rentals

With more than 396 Woolen Mills vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stayifyoudare 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 Stayifyoudare 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 869.98 ft² on average, with prices averaging $356 a night.

Stayifyoudare 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 210
Hotels with Suites 97
Holiday Apartments 65
Cottages 9
B&B 2
Cabin Rentals 1
Villas 1

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

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