Roseland vacation rentals

We found 912 vacation rentals — enter your dates for availability

Select from 74 homes, 16 cottages, and other vacation rentals in Roseland to find one that's perfect for your trip. Vacation homes offer the best amenities for your family, friends, or furry companion, such as a pool and a washer and dryer. At the end of the day, you'll be sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Roseland

Showing deals for:Jan 2 - Jan 9

Image gallery for Estate in Blue Ridge Foothills - 20 min to Charlottesville

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10 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)

Estate in Blue Ridge Foothills - 20 min to Charlottesville

Afton, VA

28% off
Price is CA $1,694
CA $15,267 total
includes taxes & fees
Estate in Blue Ridge Foothills - 20 min to Charlottesville

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Find out more about Roseland

Find out more about Roseland

Why visit Roseland

  1. Outdoor Adventures: Roseland is a haven for ski and adventure enthusiasts, offering thrilling activities for all skill levels.
  2. Scenic Landscapes: Discover picturesque waterfalls and stunning views that make Roseland a perfect spot for nature lovers.
  3. Cultural Exploration: Visit local museums and historic colleges to immerse yourself in the rich culture of the area.
  4. Family-Friendly Vibes: Enjoy a mix of relaxation and recreation, making it an ideal destination for families.
  5. Charming Accommodations: Choose from a variety of lodgings, including cozy cabins and private vacation homes for a comfortable stay.

Popular types of accommodation in Roseland

If you're exploring vacation rentals in Roseland, you're in for a treat! The most sought-after accommodations include Houses, Condos, and charming Cabins. Whether you’re looking for air-conditioned room rentals or a serene Roseland cottage garden, we have a variety of options to suit your needs. Don't forget to check out the lovely Roseland Windsor apartments for a comfortable stay. Your perfect getaway awaits!

  • Houses: The top choice for visitors in Roseland, these homes offer spacious and comfortable stays, perfect for families and groups.
  • Condos: A popular option for those seeking modern amenities and convenient locations, condos provide a home-like atmosphere.
  • Cabins: Ideal for nature lovers, cabins offer a cozy retreat amidst the beautiful surroundings of Roseland.
  • Apartments: A versatile choice, apartments are great for solo travellers or couples looking for a central base.
  • Cottages: Quaint and charming, cottages provide a delightful escape with a touch of local character.**

Top attractions in Roseland

Roseland, Virginia, is an ideal destination for ski and adventure enthusiasts, offering a range of activities for sports lovers. Explore local museums, picturesque waterfalls, and historic colleges to immerse yourself in the area's rich culture and stunning scenery. Whether you're seeking outdoor adventures or a relaxing getaway, Roseland has something for every traveller to enjoy.

  1. Crabtree Falls: This stunning waterfall, located 14.5km from Roseland, offers a romantic and adventurous atmosphere. Enjoy hiking trails that lead you through beautiful scenery, perfect for nature lovers looking to escape into the great outdoors.
  2. Oak Ridge Estate: Situated 9.7km from Roseland, this historic house exudes cultural significance. Explore its rich history and architecture, providing a glimpse into the area's past.
  3. Woodson's Mill: Located within Roseland, this historic building showcases local heritage and culture. Experience the charm of traditional milling processes and the beauty of the surrounding landscape.

Things to do recommended for couples

For a romantic getaway in Roseland, explore the thrilling slopes of Wintergreen Resort, just 19.3km away. Enjoy delightful wine tastings at Lovingston Winery, 6.4km away, and Mountain Cove Vineyards, 8.0km away, where you can indulge in entertainment and romance amidst stunning views.

Things to do recommended for families

Families visiting Roseland can unwind at Sherando Lake Recreation Area, located 19.3km away. This beautiful spot offers wellness and relaxation vibes, perfect for picnics and nature walks, making it a delightful experience for both kids and adults.

Things to do recommended for groups

Explore the stunning Reids Gap Trailhead for a memorable hike, indulge in craft brews at the romantic Blue Mountain Barrel House, and challenge your group at the scenic Stoney Creek Golf Course, all within a short drive from Roseland for an unforgettable experience.

What do I need to keep in mind when booking a vacation in Roseland

When planning your trip—whether you're travelling with a group, family, pets, or seeking extended stays—it's important to narrow down your options based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Roseland with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Roseland with young kids: Traveling with young children can present its own set of challenges. It’s important to prioritize their comfort and safety while ensuring access to suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Roseland: For many, a family getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Roseland: If you're in search of vacation rentals offering special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Roseland

Discover the charm of Roseland, Virginia, a perfect destination for ski and adventure enthusiasts. This family-friendly city offers a mix of relaxation and recreation, making it ideal for all travellers. Explore the inviting neighbourhoods of Roseland and West Windsor, where you can enjoy stunning scenery and urban excursions. With vibrant communities and picturesque views, your vacation in Roseland promises unforgettable experiences for everyone in the family.

  • Wintergreen: Nestled approximately 16.1km from Roseland, Wintergreen is a charming village that caters to outdoor enthusiasts year-round. Known for its stunning ski resorts, this destination is perfect for those seeking adventure and sports experiences. Visitors can hit the slopes at the renowned ski fields, explore the breathtaking landscapes of the nearby national parks, or enjoy a tranquil afternoon by the lake. Wintergreen's picturesque setting and range of activities make it a must-visit for nature lovers and thrill-seekers alike.
  • Chestnut Springs: Located in close proximity to Roseland, Chestnut Springs is a delightful neighborhood that offers a similar blend of adventure and relaxation. This area is popular among tourists for its skiing opportunities and outdoor sports. Enjoy the scenic trails and ski resorts, or take a moment to unwind by the local lakes. With the national state parks nearby, Chestnut Springs is an excellent choice for those looking to immerse themselves in Virginia’s natural beauty while enjoying a range of recreational activities.
  • Laurel Ridge: Another lovely neighborhood near Roseland, Laurel Ridge is ideal for those craving an exhilarating winter sports experience. Famous for its ski fields and resorts, this area attracts visitors eager to embrace the outdoors. With stunning views of the national park and serene lakes nearby, Laurel Ridge offers a perfect blend of adventure and relaxation. Whether you’re skiing down the slopes or hiking through the picturesque landscapes, this neighborhood promises memorable experiences for all visitors.

Best time to go to Roseland

If you're planning a trip to Roseland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January33.4°F (0.8°C)Light RainMostly SunnySlightly LowSlightly High
February37.2°F (2.9°C)Light RainMostly SunnyAverageSlightly High
March44.6°F (7.0°C)Light RainMostly SunnyAverageSlightly Low
April54.9°F (12.7°C)Light RainMostly SunnySlightly HighSlightly Low
May64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
June72.1°F (22.3°C)Light RainMostly SunnyAverageAverage
July76.6°F (24.8°C)Light RainMostly SunnySlightly HighSlightly Low
August74.3°F (23.5°C)Light RainMostly SunnyAverageAverage
September68.0°F (20.0°C)Light RainMostly SunnySlightly HighAverage
October56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
November44.8°F (7.1°C)Light RainMostly SunnySlightly LowAverage
December38.3°F (3.5°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Also, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, revisit your arrangements, or keep your bookings organized. The properties you’ve saved or reserved are neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The tranquil area of Roseland awaits your stay

Enjoy the wineries and other features of Roseland. Well known for its mountain views, skiing and hiking, this relaxing city won't disappoint. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Roseland

Are you searching for attractions to see in the area? Travelers enjoy Roseland for its skiing, hiking and golfing. Venture out of your cozy vacation rental and check out everything that makes Roseland a one-of-a-kind vacation spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Lovingston Winery (4.2 mi / 6.8 km)
  • Stoney Creek Golf Course (11.5 mi / 18.6 km)
  • Wintergreen Resort (11.9 mi / 19.2 km)
  • Afton Mountain Vineyards (19.2 mi / 30.9 km)
  • Veritas Vineyard and Winery (19.9 mi / 32 km)
  • Pippin Hill Farm & Vineyards (22.6 mi / 36.4 km)

Exploring the natural landscape of Roseland

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Roseland is a great place to get out in nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Crabtree Falls (9.1 mi / 14.7 km)
  • Sherando Lake Recreation Area (11.8 mi / 19 km)
  • Blue Ridge Parkway North Entrance (20.6 mi / 33.1 km)
  • Rockfish Gap Entrance Shenandoah (21.1 mi / 33.9 km)
  • Virginia Blue Ridge Railway Trail (3.8 mi / 6 km)
  • Reids Gap Trailhead (10.7 mi / 17.1 km)

Seasonal weather averages in Roseland

Travelers enjoy Roseland for its skiing. To make the most of the cold weather activities, you might consider visiting in January, December, February or March, when snowfall averages 1 inches and temperatures average 38°F.

Transportation options to and around Roseland

The nearest airport is in Lynchburg, VA (LYH-Lynchburg Regional), located 31.2 mi (50.2 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 35.9 mi (57.8 km) away.

Frequently asked questions

What is the best area to stay in Roseland when booking a vacation rental?
When considering a vacation rental in Roseland, Virginia, one of the most appealing areas to stay is the vicinity of Wintergreen Resort. This picturesque neighbourhood not only offers a variety of properties, suiting both families and couples, but also provides breathtaking views of the Blue Ridge Mountains. With a range of approximately 300 rental properties available, guests can choose from cosy cabins to spacious lodges, all within close proximity to the resort's amenities.

Wintergreen Resort is a prime attraction, especially for those who enjoy outdoor activities. In winter, the resort transforms into a skiing haven, featuring numerous slopes and trails for skiing and snowboarding. During the warmer months, the area is equally inviting, with opportunities for hiking, mountain biking, and golfing. The nearby Appalachian Trail also beckons nature enthusiasts, offering stunning vistas and a chance to connect with the great outdoors.
How much does it cost to rent a vacation home in Roseland?
Prices for vacation rentals in Roseland 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Roseland to more spacious homes.
Are there any discounts for Roseland vacation house rentals?
You can find great discounts on house rentals in Roseland 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.
Where are the best Roseland ski resort rentals?
For the best ski resort rentals near Roseland, Virginia, travellers should focus on the Wintergreen Resort area. This popular destination offers a variety of rental options, including spacious condominiums and charming chalets that cater to families and groups. Many of these properties come equipped with essential amenities such as full kitchens, living areas with fireplaces, and private balconies that provide stunning views of the Blue Ridge Mountains.

In addition to the accommodations within Wintergreen, nearby areas like Nellysford also offer options for travellers looking to immerse themselves in the natural beauty of the region. Here, you can find rustic cabins and lodges that often feature outdoor spaces for barbecuing, hot tubs for relaxation after a day on the slopes, and easy access to hiking trails that lead to breathtaking vistas.
What is the most popular type of vacation rental accomodation in Roseland?
In Roseland, vacation houses are the most popular type of accommodation, with around 68 available throughout the area. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor areas that often include decks or patios, superb for enjoying the stunning views of the Blue Ridge Mountains. Many vacation houses are situated close to local attractions such as the Wintergreen Resort, which offers a variety of outdoor activities year-round.
Are there any family house rentals in Roseland?
In Roseland, Virginia, there are numerous family-friendly house rentals available—specifically around 88 options throughout the area. This quaint locale is known for its stunning mountain views and proximity to outdoor activities, making it an excellent choice for families looking to enjoy nature. Many of these properties offer spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play and families can gather.
Can I rent a vacation home with a pool or hot tub in Roseland?
In Roseland, Virginia, there are plenty of vacation homes available for rent that include pools and hot tubs, with around 56 options to choose from. This area, located in the scenic Blue Ridge Mountains, offers a tranquil escape with beautiful natural surroundings. Many of these properties come equipped with private swimming pools, relaxing hot tubs, and spacious outdoor areas great for gatherings or family time.
Can I find long-stay vacation rentals in Roseland?
A long-stay vacation rental in Roseland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Roseland?
In Roseland, Virginia, there are numerous pet-friendly house rentals available, offering a welcoming environment for travellers with pets. The area boasts a variety of charming properties, often equipped with amenities such as spacious backyards, fully stocked kitchens, and comfortable living spaces, making them suitable for families or groups. Many homes feature outdoor areas where pets can play, ensuring a delightful stay for both guests and their furry companions.
Are there any remote work vacation rentals in Roseland?
In Roseland, Virginia, there are numerous remote work vacation rentals available, with around 110 options to choose from. The area is known for its scenic beauty and proximity to the Blue Ridge Mountains, making it an ideal location for those looking to balance work and leisure. Many of these properties are equipped with essential amenities for remote working, including high-speed Wi-Fi, dedicated office spaces, desks and chairs, and sometimes even computer monitors. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Roseland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Roseland with parking available—perfect for families or travellers 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.
What are popular rental amenities in Roseland?
In Roseland, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many rentals also feature patios, great for enjoying the fresh mountain air and scenic views. Additionally, you can expect amenities such as microwaves, cookware and dishware, as well as refrigerators in most properties.
When is the best time to visit Roseland for a vacation rental?
The best time to visit Roseland for a vacation rental is during the vibrant month of September, when the summer crowds begin to wane and the weather remains pleasantly warm. This period marks the tail end of the peak season, which runs from July to September, attracting travellers eager to indulge in outdoor adventures amidst the stunning Blue Ridge Mountains.

As summer transitions into autumn, visitors can enjoy daytime temperatures in the comfortable low 20s Celsius, superb for hiking, exploring local vineyards, or simply soaking in the beautiful landscapes. September offers an ideal balance of pleasant weather and a more relaxed atmosphere, allowing you to fully appreciate the region's natural beauty without the hustle and bustle of peak tourist activity.

For those seeking an economical option, consider visiting in December. This month presents a unique charm as the area embraces the winter season, offering opportunities for cosy retreats and picturesque snowy landscapes.
How early should I book a Roseland vacation rental?
Book your Roseland 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.
Can I change or cancel my Roseland home rental booking on Vrbo?
To find Roseland 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Roseland 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.

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