Roseland holiday homes

We found 984 holiday rentals — enter your dates for availability
Select from 81 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:25 Dec - 1 Jan

Room
Living area
Private kitchen
Exterior
Exceptional
(5 reviews)

Majestic Mtn Cabin w quick hiking & overlook access

Nellysford

8% off
NZ$11,325
for 7 nights, 1 chalet
NZ$1,618 per night
includes taxes & fees
Majestic Mtn Cabin w quick hiking & overlook access
Living area
Afton Mountain
Living area
Games room
Exceptional
(33 reviews)

Afton Escape-New Arcade, Winery Brewery EV-Charger

Afton

7% off
NZ$11,528
for 7 nights, 1 home
NZ$1,647 per night
includes taxes & fees
Afton Escape-New Arcade, Winery Brewery EV-Charger
Living area
Interior
Dining
Property grounds
Exceptional
(22 reviews)

Fire pit with MTN views! Book for fall! Nelson 151!

Roseland

8% off
NZ$16,856
for 7 nights, 1 home
NZ$2,408 per night
includes taxes & fees
Fire pit with MTN views! Book for fall! Nelson 151!
Private kitchen
Exterior
Fire pit with accessories to use as grill
Makes out into bed
Exceptional
(74 reviews)

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Montebello

12% off
NZ$1,975
for 7 nights, 1 cabin
NZ$282 per night
includes taxes & fees
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Dining area view to nature's beauty.
Front entrance
Terrace/patio
The spacious living room opens in to the dining area.
Exceptional
(20 reviews)

Relax in Nature's Beauty: Private Log Cabin w/ two Spacious, Open Living Areas

Shipman

12% off
NZ$3,872
for 7 nights, 1 cabin
NZ$553 per night
includes taxes & fees
Relax in Nature's Beauty: Private Log Cabin w/ two Spacious, Open Living Areas
Freshwater Field Cabin nestled against the hillside.
Patio gas fire pit
Interior
Enclosed porch sitting area is climate controlled.
Exceptional
(12 reviews)

Freshwater Field Cabin

Lovingston

15% off
NZ$2,766
for 7 nights, 1 cabin
NZ$395 per night
includes taxes & fees
Freshwater Field Cabin
Main living floor contains dining, kitchen, living room, and half bath.
Wall-to-wall windows creating a backdrop of treetops & mountain views.
The kitchen opens directly to the living room with beautiful views.
Private well-lit walkway to your private entrance on home's main floor.
Exceptional
(58 reviews)

Spacious + Serene Mtn Top Escape, 4 En Suites

Wintergreen Resort

8% off
NZ$14,796
for 7 nights, 1 home
NZ$2,114 per night
includes taxes & fees
Spacious + Serene Mtn Top Escape, 4 En Suites
Interior
Private kitchen
Exterior detail
Private kitchen
Exceptional
(62 reviews)

Rockfish Farmhouse - Home In the heart of The Rockfish Valley

Afton

8% off
NZ$4,410
for 7 nights, 1 home
NZ$630 per night
includes taxes & fees
Rockfish Farmhouse - Home In the heart of The Rockfish Valley
Top of the stairs
Dining
Living area
Interior
Exceptional
(59 reviews)

Spectacular mountain home perfect for multiple families! Just added deck firepit

Roseland

8% off
NZ$5,338
for 7 nights, 1 home
NZ$763 per night
includes taxes & fees
Spectacular mountain home perfect for multiple families! Just added deck firepit
Property grounds
Exterior
Private kitchen
Interior
Exceptional
(24 reviews)

New Blue RIdge Mountains Montebello, Virginia with stary stary skies

Montebello

12% off
NZ$1,975
for 7 nights, 1 cabin
NZ$282 per night
includes taxes & fees
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Interior
Exterior
Interior
Interior
Exceptional
(30 reviews)

5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

Montebello

12% off
NZ$1,975
for 7 nights, 1 cabin
NZ$282 per night
includes taxes & fees
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Drone view of Black Bear Lodge!
Let's go back outside!
Open plan living and flexible seating!
No filter needed
Exceptional
(34 reviews)

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

Wintergreen Resort

8% off
NZ$22,585
for 7 nights, 1 home
NZ$3,226 per night
includes taxes & fees
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
wintergreen cottage...ski slope is to the lower right of photo
Property grounds
kitchen
living room
Exceptional
(94 reviews)

COZY SKI COTTAGE--SKI IN SKI OUT

Roseland

8% off
NZ$6,822
for 7 nights, 1 home
NZ$975 per night
includes taxes & fees
COZY SKI COTTAGE--SKI IN SKI OUT
Living area
Private kitchen
Terrace/patio
Private kitchen
Exceptional
(22 reviews)

Cozy Farmhouse W/Mountain Views

Roseland

7% off
NZ$3,748
for 7 nights, 1 home
NZ$535 per night
includes taxes & fees
Cozy Farmhouse W/Mountain Views
Cliffs
Living room
Unit from entrance
Kitchen
Exceptional
(57 reviews)

Best view in Wintergreen! Large, comfortable 3 bedroom, 3 bath condo.

Wintergreen Resort

8% off
NZ$5,092
for 7 nights, 1 apartment
NZ$727 per night
includes taxes & fees
Best view in Wintergreen! Large, comfortable 3 bedroom, 3 bath condo.
Golf
Terrace/patio
Private kitchen
Interior
Exceptional
(13 reviews)

Woolly Bull-Cozy Newly Redecorated 2-Story Townhouse. <0.3 Mile Walk to slopes!

Wintergreen Resort

8% off
NZ$7,101
for 7 nights, 1 home
NZ$1,014 per night
includes taxes & fees
Woolly Bull-Cozy Newly Redecorated 2-Story Townhouse. <0.3 Mile Walk to slopes!
Our living room offers mountain views.
Enjoy a morning coffee with some of the world's best sunrises!
The open floor plan makes visiting with family and friends easy.
The master suite is a joy to hang out in.
Exceptional
(44 reviews)

Luxury Condo in the Sky! Finest in Wintergreen!

Wintergreen Resort

8% off
NZ$6,718
for 7 nights, 1 apartment
NZ$960 per night
includes taxes & fees
Luxury Condo in the Sky! Finest in Wintergreen!
Property grounds
Dining
Room
Living area
Wonderful
(12 reviews)

The Hawksbill Haus (w/ hot tub)

Waynesboro

8% off
NZ$5,626
for 7 nights, 1 home
NZ$804 per night
includes taxes & fees
The Hawksbill Haus (w/ hot tub)
Exterior detail
Terrace/patio
Living area
Dining
Exceptional
(13 reviews)

Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen

Roseland

7% off
NZ$3,823
for 7 nights, 1 cabin
NZ$546 per night
includes taxes & fees
Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen
Property grounds
Exterior
Interior
Interior
Exceptional
(5 reviews)

Blue Ridge Montebello Cabin 2

Montebello

8% off
NZ$2,572
for 7 nights, 1 cabin
NZ$367 per night
includes taxes & fees
Blue Ridge Montebello Cabin 2
Living room
Kitchen
Living room
deck view
Exceptional
(7 reviews)

Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around

Wintergreen Resort

8% off
NZ$3,077
for 7 nights, 1 apartment
NZ$440 per night
includes taxes & fees
Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around
Interior
Exterior
Property grounds
Interior
Exceptional
(13 reviews)

New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

Montebello

12% off
NZ$1,975
for 7 nights, 1 cabin
NZ$282 per night
includes taxes & fees
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
living room
Lots of natural light in this super cute kitchen with new granite countertops.
Interior
Master has it's own small deck with entrance front the french doors.
Exceptional
(53 reviews)

Coin Cottage farmhouse on 151 Trail in Nelson County

Afton

8% off
NZ$4,349
for 7 nights, 1 home
NZ$621 per night
includes taxes & fees
Coin Cottage farmhouse on 151 Trail in Nelson County
Three bar stools allow for socializing and cooking at the same time.
Enjoy the stunning views from the balcony!
Enjoy the view and the warmth of a wood fire from the comfy couch and arm chair.
Seating for everyone!
Exceptional
(120 reviews)

Endless Mountain Top Views from All The Way Up!

Wintergreen Resort

8% off
NZ$8,191
for 7 nights, 1 apartment
NZ$1,170 per night
includes taxes & fees
Endless Mountain Top Views from All The Way Up!

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • 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)
  • King Family Vineyards (25.6 mi / 41.1 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 (12 mi / 19.3 km)
  • Humpback Rocks (15.3 mi / 24.7 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)

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 would be near the scenic Blue Ridge Mountains. This picturesque region offers a variety of properties, ranging from charming cabins to more modern accommodations, allowing visitors to immerse themselves in nature while still enjoying comfort.One of the top attractions in this area is the Wintergreen Resort, which provides a plethora of activities year-round, from skiing in the winter to hiking and golfing in the warmer months. Additionally, the nearby Nelson County offers beautiful wineries and stunning landscapes, great for those looking to explore local culture and enjoy the outdoors.
Where are the best Roseland ski resort rentals?
For ski resort rentals in Roseland, Virginia, the area around Wintergreen Resort is ideal, offering a variety of accommodations to suit different needs. Visitors can find charming cabins and lodges that provide easy access to the slopes, many of which come equipped with amenities such as fully stocked kitchens, spacious living areas, and fireplaces, great for warming up after a day of skiing.Properties located near the resort often feature outdoor decks or patios, allowing guests to enjoy the beautiful mountain views. Additionally, many rentals include access to resort facilities like hot tubs, pools, and fitness centres, enhancing the overall experience for travellers seeking relaxation after their outdoor adventures.The surrounding area is rich in natural beauty, with opportunities for hiking and exploring the scenic Blue Ridge Mountains. Rentals in nearby villages may also offer a taste of local culture, with quaint shops and restaurants just a short drive away from the slopes.
What is the most popular type of holiday rental accomodation in Roseland?
In Roseland, holiday houses are the most popular type of holiday rental, with around 216 available throughout the area. These spacious properties often come with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios—ideal for enjoying the serene surroundings. Additionally, there are about 51 cabins, which provide a rustic charm and are typically equipped with modern amenities, superb for those seeking a cosy retreat in nature. Cottages, chalets, and condos are also available, with 36 cottages offering a quaint atmosphere and 18 chalets providing a unique mountain experience.
Are there any family house rentals in Roseland?
In Roseland, Virginia, there are numerous family-friendly house rentals available—around 90 in total. This charming area, located in the Blue Ridge Mountains, is ideal for families seeking both relaxation and adventure. Many properties come equipped with spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can play and explore.Visitors can enjoy amenities such as private patios or decks, where they can unwind after a day of activities. Additionally, many homes feature conveniences like Wi-Fi and laundry facilities, ensuring a comfortable stay.The locale also offers proximity to various attractions, including the stunning hiking trails of the George Washington National Forest and the scenic beauty of nearby wineries.
Can I rent a holiday home with a pool or hot tub in Roseland?
In Roseland, Virginia, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 60 options to choose from. This picturesque area, located in the Blue Ridge Mountains, provides a tranquil escape for travellers. Many of these rentals can be found near the Wintergreen Resort, where guests can enjoy both summer and winter activities.In terms of amenities, travellers can expect properties that come equipped with private pools, relaxing hot tubs, spacious decks for outdoor dining, and fully stocked kitchens superb for family meals. Some homes also offer stunning mountain views, outdoor fire pits for evening gatherings, and easy access to hiking trails, making it an ideal choice for those looking to combine relaxation with outdoor adventure.
Are there pet-friendly house rentals in Roseland?
In Roseland, Virginia, there are numerous pet-friendly house rentals available for travellers seeking a getaway in this picturesque region. With around 57 options to choose from, visitors can find a variety of accommodations suitable for their needs. Many of these holiday homes often feature amenities such as fully equipped kitchens, private outdoor spaces, and spacious living areas, ideal for families or groups travelling with pets.The area is known for its beautiful landscapes and proximity to outdoor activities, which are superb for pet owners. Nearby attractions include the scenic hiking trails of the Blue Ridge Parkway and the stunning views from Wintergreen Resort, where pets are often welcome on certain trails.
Are there any remote work holiday rentals in Roseland?
In Roseland, Virginia, there are numerous holiday rentals suitable for remote work, with around 342 options available. This picturesque area, located in the Blue Ridge Mountains, offers a serene environment that's superb for productivity. Many properties come equipped with essential amenities such as high-speed internet, dedicated workspaces, and comfortable desk chairs, ensuring a conducive atmosphere for remote working.Travellers can expect a range of properties, from cosy cabins to spacious homes, often featuring modern conveniences like Wi-Fi, fully equipped kitchens, and outdoor spaces for relaxation during breaks. The scenic surroundings provide a superb backdrop for unwinding after a workday, with opportunities for hiking and exploring nearby natural attractions. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Roseland?
In Roseland, popular rental amenities include kitchens, which allow guests to prepare their own meals, and fireplaces that create a warm and inviting atmosphere. Many properties also feature decks or patios, providing a lovely outdoor space to relax and enjoy the stunning natural surroundings. Onsite parking is typically available, ensuring convenience for those travelling by car. Additionally, most rentals come equipped with coffee and tea makers, superb for starting the day with a warm beverage.
When is the best time to visit Roseland for a holiday rental?
The best time to visit Roseland for a holiday rental is September, as the peak season runs from July to September. This month offers a delightful blend of warm weather and fewer crowds, making it superb for outdoor enthusiasts looking to explore the picturesque Blue Ridge Mountains. Visitors can enjoy hiking, biking, and scenic drives, all set against a stunning backdrop of vibrant autumn foliage.During September, temperatures typically range between 10°C and 25°C, creating an inviting climate for outdoor activities and sightseeing. This allows ample opportunity to immerse yourself in Roseland's natural beauty while enjoying activities that suit your adventurous spirit.For those considering a more budget-friendly option, December presents an excellent opportunity to experience Roseland's charm during the quieter low season. The winter months bring a unique tranquillity, making it a great time for cozy retreats and enjoying the local community's festive spirit without the hustle and bustle.Ultimately, whether you're drawn to the lively option of late summer or the serene ambience of winter, Roseland offers a variety of experiences that cater to your preferences.
What are the top attractions in Roseland?
In Roseland, Virginia, visitors can explore a variety of attractions that highlight the region's natural beauty and outdoor activities. The area is located in the picturesque Blue Ridge Mountains, making it an ideal destination for hiking and enjoying scenic views. Nearby, the Wintergreen Resort offers year-round activities, including skiing in the winter and golf in the warmer months, suiting both adventure seekers and those looking to relax.For those interested in local culture, the nearby town of Nelson County features charming local shops and eateries, where one can experience the region's hospitality and taste local cuisine. Additionally, the stunning vistas from the Blue Ridge Parkway, a short drive away, provide breathtaking opportunities for photography and leisurely drives through the landscape.Wine enthusiasts can also explore the nearby vineyards, which are known for their scenic settings and wine tastings, making for a delightful day trip.
Are all fees included in the Roseland holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Roseland holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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 any discounts for Roseland holiday homes?
You can find great discounts on holiday homes in Roseland on Bookabach, 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.
Can I change or cancel my Roseland holiday home booking on Bookabach?
To find Roseland holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Roseland?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a Roseland holiday home?
Book your Roseland holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Roseland?
Prices for holiday homes 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. Bookabach offers something for every taste and budget, from affordable homes in Roseland to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas