Woolen Mills vacation rentals

We found 53 vacation rentals — enter your dates for availability

Discover a selection of 6 homes and other vacation rentals in Woolen Mills that are perfect for your trip. Vacation rentals offer the best amenities for you and your friends, family, or even pets, such as a garden and pool. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Woolen Mills

Why visit Woolen Mills

  1. Rich Cultural Heritage: Explore the historic wool factory and learn about the area's unique history.
  2. Family-Friendly Activities: Enjoy a variety of attractions designed for family fun and engagement.
  3. Outdoor Adventures: Take advantage of inviting parks and outdoor spaces for recreational activities.
  4. Scenic Neighborhood: Stroll through picturesque streets lined with charming homes and vibrant scenery.
  5. Local Entertainment: Experience local events and entertainment that showcase the community's lively spirit.

Top attractions near Woolen Mills

Woolen Mills in Charlottesville, Virginia, is an ideal destination for family-oriented and outdoor-themed vacations. Visitors can explore a variety of attractions, including historic houses, colleges, and entertainment facilities. The area offers rich cultural experiences and outdoor activities, making it perfect for travelers seeking both family fun and a taste of history. Don't miss the chance to visit the historic Woolen Mills and nearby points of interest that highlight the area's unique charm.

  1. University of Virginia: A UNESCO World Heritage site, this historic university showcases stunning architecture and rich cultural heritage, inviting you to explore its beautiful grounds and engaging academic atmosphere.
  2. Monticello: The iconic home of Thomas Jefferson, Monticello offers fascinating tours that delve into American history, architecture, and the life of one of the nation's founding fathers amidst picturesque gardens.
  3. Carter Mountain Orchard: A charming farm experience, Carter Mountain Orchard features friendly staff, apple picking, and breathtaking views of the Blue Ridge Mountains, perfect for a relaxing day outdoors.

Things to do recommended for couples

For a romantic getaway in Woolen Mills, explore the nearby wineries. Visit Trump Winery, just 6 miles away, or head to Jefferson Vineyards, 3 miles from your location. Don't miss Blenheim Vineyards, located 7 miles away, for a perfect blend of entertainment and romance.

Things to do recommended for families

Families visiting Woolen Mills can enjoy skating at the Charlottesville Ice Park, just 1 mile away, perfect for some fun and adventure. For a more relaxing experience, the Sheridan Snyder Tennis Center, located 3 miles away, offers a great spot for wellness and leisure activities.

What do I need to keep in mind when booking a vacation around Woolen Mills

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Woolen Mills with a group: Think about how many bedrooms you’ll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Woolen Mills with young kids: Traveling with young kids can be quite a challenge. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a smart move.
  • Taking your pets with you to Woolen Mills: For many families, a trip isn't truly enjoyable without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Woolen Mills: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and enjoy savings on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Woolen Mills

Woolen Mills, a charming neighborhood in Charlottesville, Virginia, offers a delightful blend of family-friendly activities and outdoor adventures. Explore the historic wool factory and immerse yourself in the region's rich heritage. Nearby, you'll find picturesque homes and inviting parks that enhance the area's vibrant atmosphere. Whether you're wandering through the quaint streets or enjoying local entertainment, Woolen Mills is the perfect destination for a memorable vacation.

  • North Downtown: Located just a mile from Woolen Mills, North Downtown is a vibrant neighborhood perfect for families and business travelers alike. This area is known for its mix of education and shopping experiences, featuring a bustling shopping mall center and various boutique stores. History enthusiasts will appreciate the nearby historic college university and charming historic houses, which add a unique character to the landscape. Stroll through the streets to immerse yourself in the local culture while enjoying the convenience of city life.
  • Belmont: Belmont, situated 0.6 miles from Woolen Mills, is an inviting neighborhood ideal for families and outdoor enthusiasts. Here, you'll find a blend of entertainment options, including a shopping mall center that caters to diverse tastes. The area is rich in history, with several historic places and houses, as well as a historic college university that contribute to its charm. Belmont's community vibe and accessibility to parks make it perfect for leisurely strolls or family picnics.
  • Martha Jefferson: Just half a mile from Woolen Mills, Martha Jefferson is a family-friendly neighborhood offering a mix of entertainment and city experiences. Visitors can enjoy a variety of shopping venues, including a shopping mall center and local shops. The area is steeped in history, featuring several historic places and houses, along with a historic college university. This neighborhood's welcoming atmosphere and convenient location make it a great spot for exploring the vibrant community while enjoying its many attractions.

Best time to go to Woolen Mills

If you're planning a trip to Woolen Mills, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudiness
January34.0°F (1.1°C)Light RainMostly Sunny
February37.8°F (3.2°C)Light RainMostly Sunny
March45.0°F (7.2°C)Light RainMostly Sunny
April55.4°F (13.0°C)Light RainMostly Sunny
May64.6°F (18.1°C)Light RainMostly Sunny
June72.7°F (22.6°C)Light RainMostly Sunny
July77.5°F (25.3°C)Light RainMostly Sunny
August75.0°F (23.9°C)Light RainMostly Sunny
September68.7°F (20.4°C)Light RainMostly Sunny
October57.7°F (14.3°C)Light RainMostly Sunny
November45.5°F (7.5°C)Light RainMostly Sunny
December39.0°F (3.9°C)Light RainMostly Sunny

Booking with Vrbo is a breeze

Want to save on your upcoming trip? Being flexible with your travel dates can help, as prices tend to change. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your getaway!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient area for you to plan new trips, keep your existing plans on track, and manage your reservations. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, head over to: https://www.vrbo.com/en-ca/trips.

Frequently asked questions

What is the most popular type of vacation rental in Woolen Mills?
In Woolen Mills, vacation houses are the most popular type of rental, with several available in the area. These properties typically feature spacious layouts, including multiple bedrooms and living areas, providing a comfortable environment for families or groups. Many houses come with fully equipped kitchens for home-cooked meals and outdoor spaces for relaxation.
How much does it cost to rent a vacation home in Woolen Mills?
Prices for vacation rentals in Woolen Mills vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Woolen Mills to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Woolen Mills vacation house rentals?
You can find great discounts on house rentals in Woolen Mills on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Woolen Mills?
In Woolen Mills, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals in the area come equipped with a kitchen, allowing guests to prepare their own meals comfortably. Many properties also feature a coffee and tea maker, ideal for those who enjoy a morning brew. Parking is typically available onsite, making it convenient for guests with vehicles. Additionally, a number of rentals are pet-friendly, accommodating travelers who wish to bring their furry companions along. Service animals are also permitted, ensuring that guests with special needs can enjoy their stay without concerns.
Can I find family house rentals in Woolen Mills?
In Woolen Mills, Virginia, there are several family-friendly house rentals available, making it a great choice for those traveling with kids. This charming neighborhood is close to the vibrant city of Charlottesville, where families can explore attractions like the Virginia Discovery Museum, which offers interactive exhibits for children. Many properties in the area provide spacious living areas, full kitchens for family meals, and outdoor spaces where kids can play and enjoy the fresh air.

Visitors will appreciate amenities such as Wi-Fi and comfortable bedrooms to ensure a relaxing stay. With the scenic Blue Ridge Mountains nearby, families can also enjoy outdoor activities like hiking and picnicking, adding to the overall experience.
Are there any Woolen Mills vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Woolen Mills with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Woolen Mills?
Yes, you can book pet-friendly vacation rentals in Woolen Mills, Virginia. This charming neighborhood offers several options that welcome pets, allowing you to enjoy your stay without leaving your furry friends behind. Many of these rentals come equipped with amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, great for relaxing after a day of exploring.

Woolen Mills is also conveniently located near outdoor spaces where pets can enjoy some exercise. Nearby parks and trails provide opportunities for walks and playtime, ensuring that both you and your pet can enjoy the natural beauty of the area.
Can I find long-stay vacation rentals in Woolen Mills?
A long-stay vacation rental in Woolen Mills is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Woolen Mills for a vacation rental?
The best time to visit Woolen Mills for a vacation rental is during the peak season from February to April, with March being particularly popular. This time of year attracts travelers eager to experience the beauty of Virginia's landscapes as they come alive with vibrant spring blooms. The mild climate, with temperatures ranging from the low 40s to mid-60s Fahrenheit, creates a friendly space for outdoor activities such as hiking and exploring the picturesque local parks.

During this peak season, visitors can enjoy a variety of outdoor adventures, including walking trails and scenic drives that showcase the region's natural beauty. Woolen Mills offers easy access to nearby attractions, allowing for convenient day trips to explore the historic charm of Charlottesville or the stunning views of the Blue Ridge Mountains.

For those looking for a more budget-friendly option, November presents a unique opportunity to experience the area's tranquility. With fewer tourists, this month allows you to immerse yourself in the peaceful surroundings and enjoy the crisp autumn air, making it ideal for leisurely walks and cozy evenings by the fire.

Ultimately, your choice of when to visit Woolen Mills will depend on your preference for vibrant spring activities or the serene beauty of the fall season.
Are there any remote work vacation rentals in Woolen Mills?
In Woolen Mills, Virginia, there are several remote work vacation rentals available that cater to those needing a productive environment during their stay. Many properties in this area come equipped with dedicated workspaces, such as desks, enabling guests to focus on their tasks comfortably. Additionally, reliable internet service is often provided, ensuring that remote workers can stay connected efficiently.

The neighborhood itself offers a peaceful atmosphere with easy access to local parks and scenic views, making it an ideal setting for both work and relaxation. Travelers can expect amenities that promote comfort and convenience, such as fully equipped kitchens and cozy living areas, allowing for a well-rounded experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Woolen Mills vacation rental?
Book your Woolen Mills vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Woolen Mills, Virginia, United States of America?
In Woolen Mills, Virginia, visitors can explore several attractions that highlight the area's natural beauty and cultural heritage. The Rivanna River offers opportunities for outdoor activities such as kayaking and fishing, with scenic views along the water. Nearby, the Woolen Mills neighborhood itself has a rich history, featuring charming homes and local parks that provide a peaceful retreat.

For those interested in local culture, the historic downtown area of Charlottesville is just a short distance away, where you can visit attractions like the University of Virginia, a UNESCO World Heritage site, and the vibrant Charlottesville City Market, known for its local produce and crafts. Additionally, the nearby Monticello, the home of Thomas Jefferson, offers guided tours and beautiful gardens for history enthusiasts.

Nature lovers can also enjoy the proximity to the Blue Ridge Mountains, which provide numerous trails for hiking and stunning vistas.
Can I change or cancel my Woolen Mills home rental booking on Vrbo?
To find Woolen Mills vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Woolen Mills vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas