Woolen Mills vacation rentals

We found 53 vacation rentals — enter your dates for availability

Discover a selection of 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.
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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!

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll earn OneKeyCash™ on the total booking amount. Being the planner certainly has its benefits! Enroll in our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash™ on qualifying stays. Sign up today and begin reaping the rewards!

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 and cabins are the most popular types of vacation rentals, with several options available throughout the area. These properties are typically located in serene locations, offering travelers a chance to enjoy the natural surroundings and local charm. Most vacation houses come equipped with fully furnished kitchens, spacious living areas, and outdoor spaces like decks or patios for relaxing after a day of exploring. Cabins, on the other hand, often provide a rustic feel with cozy interiors and amenities such as fireplaces, making them superb for a peaceful getaway.
Are there any beach house rentals in Woolen Mills?
In Woolen Mills, Virginia, there are beach house rentals available, offering a great experience near the scenic Rivanna River. Visitors can expect a variety of amenities in these vacation homes, including fully equipped kitchens, spacious living areas, and outdoor decks or patios that allow for relaxation while enjoying the natural surroundings. Many properties are situated in tranquil neighborhoods, providing a peaceful retreat for families or groups.
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, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals, and coffee/tea makers for a quick morning brew. Many rentals are pet-friendly, making it easy for travelers to bring their furry companions along. Outdoor patios provide a superb space for relaxation or al fresco dining, while sofa beds offer additional sleeping arrangements for extra guests.
Are there any family house rentals in Woolen Mills?
In Woolen Mills, Virginia, there are several family-friendly house rentals available that cater to a variety of needs. This charming neighborhood is known for its picturesque setting and proximity to outdoor activities, making it ideal for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor patios where children can enjoy fresh air and play.

Visitors will appreciate amenities such as Wi-Fi and laundry facilities, which add convenience to their stay. The area is also close to scenic spots like the Rivanna River and local parks, providing ample opportunities for hiking, picnicking, and enjoying nature.
Can I rent a vacation home with a pool or hot tub in Woolen Mills?
In Woolen Mills, Virginia, there are several vacation homes available for rent that feature both pools and hot tubs. This charming neighborhood, located near the vibrant city of Charlottesville, offers a mix of relaxation and outdoor activities. Travelers can expect properties with amenities such as private swimming pools, hot tubs, spacious outdoor areas for entertaining, and fully equipped kitchens for convenient meal preparation. Many rentals also provide comfortable living spaces and modern conveniences like Wi-Fi and air conditioning, ensuring a comfortable stay.
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.
Are there pet-friendly vacation rentals in Woolen Mills?
In Woolen Mills, Virginia, travelers can find several pet-friendly vacation rentals that cater to their needs. This charming neighborhood, located just outside of Charlottesville, offers a mix of modern amenities and a friendly setting for both guests and their furry friends. Many vacation homes in this area come equipped with spacious backyards, making it easy for pets to enjoy the outdoors. Amenities often include fully equipped kitchens, cozy living areas, and sometimes even features like outdoor patios or fire pits for relaxation after a day of exploring.

Woolen Mills is conveniently located near parks and outdoor spaces, providing opportunities for pet-friendly activities. The nearby Rivanna Trail offers scenic walking paths where pets are welcome, making it a great spot for leisurely strolls. Additionally, the proximity to downtown Charlottesville allows access to various pet-friendly cafes and shops, enhancing the overall experience for those traveling with pets.
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?
March is the most popular time to visit Woolen Mills, Virginia, as it marks the peak of the spring season. During this period, visitors can enjoy a delightful blend of mild weather and blooming landscapes, making it an ideal time for outdoor activities and exploration. The temperatures typically hover in the range of the low 40s to mid-60s Fahrenheit, providing a comfortable backdrop for sightseeing and leisurely strolls through the area's picturesque parks.

The peak season in Woolen Mills runs from February to April, attracting travelers eager to immerse themselves in the natural beauty and vibrant local culture. This is a fantastic time for those who appreciate the stunning scenery of the Blue Ridge Mountains and the blossoming flora that signifies the arrival of spring. Enjoy activities such as hiking, cycling, or simply relaxing in one of the charming local cafes while soaking in the atmosphere.

For those looking for a more budget-friendly option, consider visiting in November. This month presents a quieter experience with opportunities to enjoy the serene beauty of late autumn, where the change of foliage creates a picturesque setting great for photography and peaceful retreats.
Are there any remote work vacation rentals in Woolen Mills?
In Woolen Mills, Virginia, there are several vacation rentals suitable for remote work. This charming neighborhood, located just outside of Charlottesville, offers a peaceful environment with a mix of natural beauty and local amenities. Many of the available properties come equipped with dedicated workspace areas, high-speed internet, and comfortable furnishings to ensure productivity during your stay.

Travelers can expect features such as fully stocked kitchens, spacious living areas, and outdoor spaces that provide a relaxing backdrop for breaks between work sessions. The proximity to downtown Charlottesville means you can easily explore local coffee shops, parks, and restaurants when you're off the clock. 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?
In Woolen Mills, visitors can explore several attractions and points of interest. The area is known for its proximity to the scenic Rivanna River, which offers opportunities for outdoor activities like hiking and kayaking. Nearby, the Woolen Mills Village provides a charming glimpse into the local history with its historic buildings and community-oriented atmosphere.

Additionally, the neighborhood is close to the University of Virginia, where travelers can visit the beautiful campus and its renowned Rotunda, a UNESCO World Heritage site. The vibrant downtown area of Charlottesville is just a short drive away, featuring a variety of restaurants, shops, and cultural venues, including art galleries and music venues.
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.

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