Roseland holiday lettings

We found 936 holiday rentals — enter your dates for availability

Select from 79 homes, 16 cottages and other holiday rentals in Roseland to find one that's perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as a fireplace and garden. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Roseland

Showing deals for:6 Mar - 13 Mar

Image gallery for Charming large farmhouse, farm animals, 27 acre, close wineries, hiking, history

Back of our remodeled farm home, fenced pastures on all sides.
9.6 out of 10, Exceptional, (50 reviews)
Exceptional
(50 reviews)

Charming large farmhouse, farm animals, 27 acre, close wineries, hiking, history

Afton, VA

8% off
Price is £1,735
for 7 nights, 1 room
£248 per night
includes taxes & fees
Charming large farmhouse, farm animals, 27 acre, close wineries, hiking, history

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The relaxing 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 holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Do you want to find attractions to see in the city? Travellers enjoy Roseland for its skiing, hiking and golfing. Venture out of your holiday home and check out everything that Roseland has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 adventure or just want to take in the scenery, Roseland is a great place to get outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • 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

Travellers 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 3 cm and temperatures average 4°C.

Transport 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 centre. If you can't find a flight that works for your travel itinerary, you can also fly 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 holiday rental?
When considering a holiday rental in Roseland, Virginia, the best area to stay is near the scenic Blue Ridge Mountains, particularly close to the scenic views and hiking trails they offer. This region is not only picturesque but also provides access to a range of outdoor activities, making it an ideal choice for nature lovers and adventure seekers.

The area around the Wintergreen Resort is particularly appealing, as it offers a variety of rental properties ranging from cosy cabins to spacious chalets. Staying near the resort means you can easily enjoy skiing in the winter or hiking and mountain biking in the warmer months. Additionally, the resort hosts various events and activities throughout the year, ensuring there's always something exciting to partake in.

If you venture towards the nearby Nelson County, you will find attractions such as the Nelson County Farmers Market, which showcases local produce and crafts, superb for experiencing the local culture. The proximity to the Blue Ridge Parkway also allows for breathtaking drives and numerous overlooks, making it a prime spot for those who appreciate stunning vistas.
How much does it cost to rent a holiday home in Roseland?
Prices for holiday 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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Roseland holiday 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 ski resort rentals near Roseland, Virginia, the area around Wintergreen Resort is the prime destination. This resort features a variety of accommodations, including mountain lodges and condo rentals that cater to both families and groups. Many properties offer convenient amenities such as fully equipped kitchens, fireplaces, and private balconies that provide stunning views of the surrounding mountains.

In the Wintergreen area, travellers can expect easy access to skiing and snowboarding, with rentals often located just a short distance from the slopes. Additionally, some properties come with access to resort facilities such as heated indoor pools, hot tubs, and fitness centres, enhancing the overall experience for guests.
What is the most popular type of holiday rental accomodation in Roseland?
In Roseland, holiday houses are the most popular type of rental, with approximately 68 available in the area. These properties are typically spacious and well-equipped, featuring multiple bedrooms, fully stocked kitchens, and comfortable living areas, making them ideal for families or groups. Many holiday houses also include outdoor spaces such as decks or patios, great for enjoying the stunning views of the Blue Ridge Mountains.
Are there any family house rentals in Roseland?
In Roseland, Virginia, there are numerous family-friendly house rentals available—around 88 in total. This picturesque area, located in the heart of the Blue Ridge Mountains, provides ample opportunities for outdoor adventures, making it an ideal spot for families. Many of these properties feature spacious living areas, multiple bedrooms, and fully equipped kitchens, great for preparing meals together after a day of exploration. Visitors can also enjoy amenities like game rooms, outdoor patios, and even access to private pools in some homes.
Can I rent a holiday home with a pool or hot tub in Roseland?
In Roseland, Virginia, there are numerous holiday homes available for rent that come with pools or hot tubs, with around 56 options to choose from. This picturesque area, located in the heart of the Blue Ridge Mountains, offers a variety of properties that cater to different preferences. Many of these rentals are situated near outdoor recreational spots, providing easy access to hiking trails and scenic views.
Can I find long-stay holiday rentals in Roseland?
A long-stay holiday 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 comfortable stay for travellers with furry companions. Many of these holiday homes come equipped with modern amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can play.

The area is particularly appealing due to its proximity to outdoor attractions, including the scenic Blue Ridge Parkway, which provides ample opportunities for hiking and enjoying nature with pets. Additionally, the nearby Wintergreen Resort offers various activities throughout the year, from skiing in the winter to hiking and mountain biking in the warmer months.
Are there any remote work holiday rentals in Roseland?
In Roseland, Virginia, there are numerous options for remote work holiday rentals, with around 110 properties available to choose from. This picturesque area, located in the scenic Blue Ridge Mountains, provides a tranquil environment, ideal for working remotely while enjoying nature. Many of these rentals come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces with desks and comfortable seating, and even additional features like computer monitors, making it easier to stay productive during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Roseland holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many rentals also feature patios, superb 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 holiday rental?
September is the most popular time to visit Roseland, as it marks the transition from the busy summer months into a more relaxed season. This period attracts travellers keen on enjoying the beautiful autumn landscape while participating in various outdoor activities. With peak season running from July to September, visitors can experience the vibrant atmosphere of summer hiking, mountain biking, and exploring the scenic Blue Ridge Mountains.

During September, temperatures typically range from the mid-teens to low 20s Celsius, providing a comfortable climate for outdoor adventures and sightseeing. This is an ideal time for leisurely hikes along the numerous trails, where the changing foliage adds a spectacular touch to the panoramic views.

If you're looking for a more budget-friendly option, consider visiting in December. While this month sees fewer tourists, it offers a peaceful retreat for those who appreciate a quieter atmosphere and the opportunity for winter activities. The serene setting can be superb for cosy getaways and enjoying the winter scenery.
How early should I book a Roseland holiday rental?
Book your Roseland holiday 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 holiday 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 holiday 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 cabin or a beach house, 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 Roseland holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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