Roseland holiday rentals

We found 964 holiday rentals — enter your dates for availability
Select from 82 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:11 Dec - 18 Dec

Exterior
Outdoor spa tub
Bar (on property)
Interior
Exceptional
(21 reviews)

Luxury Mountain Lodge: Hot Tub and Incredible Mountain Views

Vesuvius

12% off
AU$5,596
for 7 nights, 1 chalet
AU$799 per night
includes taxes & fees
Luxury Mountain Lodge: Hot Tub and Incredible Mountain Views
Room
Living area
Exterior
Dining
Exceptional
(5 reviews)

Majestic Mtn Cabin w quick hiking & overlook access

Nellysford

8% off
AU$3,743
for 7 nights, 1 chalet
AU$535 per night
includes taxes & fees
Majestic Mtn Cabin w quick hiking & overlook access
Interior
Interior
Room
Private kitchen
Exceptional
(84 reviews)

Three Ridges Haven- Devils Backbone Brewing Company

Roseland

25% off
AU$6,755
for 7 nights, 1 room
AU$965 per night
includes taxes & fees
Three Ridges Haven- Devils Backbone Brewing Company
Property grounds
Beautiful views of the George Washington National Park outside the front door.
Gorgeous flowers in the summer and plentiful wildlife throughout the year.
The large kitchen is renovated and stocked for cooks of all levels
Exceptional
(223 reviews)

Reconnect with family & friends at our large, private, stylish Wintergreen home

Wintergreen Resort

8% off
AU$8,752
for 7 nights, 1 home
AU$1,250 per night
includes taxes & fees
Reconnect with family & friends at our large, private, stylish Wintergreen home
Exterior
Spectacular Mountain Views from your private deck in Wintergreen!
Living area
Living area
Exceptional
(11 reviews)

Wren Time, Wintergreen Mountain Retreat with Hot Tub

Wintergreen Resort

8% off
AU$4,986
for 7 nights, 1 cabin
AU$712 per night
includes taxes & fees
Wren Time, Wintergreen Mountain Retreat with Hot Tub
Private kitchen
Living area
Dining
Dining
Exceptional
(146 reviews)

Unbeatable Views Atop Wintergreen Resort

Wintergreen Resort

8% off
AU$6,730
for 7 nights, 1 home
AU$961 per night
includes taxes & fees
Unbeatable Views Atop Wintergreen Resort
Property grounds
Exterior
Exterior
Living area
Exceptional
(88 reviews)

In the center of Nelson County's wine and beer region, 19 miles to UVA/Cville

Afton

16% off
AU$7,078
for 7 nights, 1 home
AU$1,011 per night
includes taxes & fees
In the center of Nelson County's wine and beer region, 19 miles to UVA/Cville
Main living floor contains dining, kitchen, living room, and half bath.
Wall-to-wall windows creating a backdrop of treetops & mountain views.
Living room with full views of valley & mountains. Wood burning fireplace.
The kitchen opens directly to the living room with beautiful views.
Exceptional
(57 reviews)

Spacious + Serene Mtn Top Escape, 4 En Suites

Wintergreen Resort

8% off
AU$4,434
for 7 nights, 1 home
AU$633 per night
includes taxes & fees
Spacious + Serene Mtn Top Escape, 4 En Suites
Living space
Chestnut House at dusk
Living area
Outdoors
Exceptional
(102 reviews)

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Roseland

8% off
AU$2,911
for 7 nights, 1 cottage
AU$416 per night
includes taxes & fees
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
Dining Room Table
58" flat screen, basic cable. Living Room
Master Bedroom, King Bed, private bathroom
Kitchen. Open to dining area and living room.
Exceptional
(111 reviews)

Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck

Wintergreen Resort

12% off
AU$2,491
for 7 nights, 1 home
AU$356 per night
includes taxes & fees
Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
Living area
Interior
Living area
Dining
Exceptional
(22 reviews)

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

Roseland

8% off
AU$4,033
for 7 nights, 1 home
AU$576 per night
includes taxes & fees
Fire pit with MTN views! Book for fall! Nelson 151!
Dine on the screened in deck.
Enjoy some wine by the fire pit.
The kitchen features seating for two at the bar top.
Enjoy the view from the deck.
Exceptional
(10 reviews)

Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!

Afton

8% off
AU$4,424
for 7 nights, 1 home
AU$632 per night
includes taxes & fees
Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
Primary bedroom with King bed
Enter into spacious great room
Kitchen opens to great room
Perfect spot to sit with a cup of coffee or watch the sunset from inside
Exceptional
(33 reviews)

Mountain Season Lodge

Nellysford

12% off
AU$6,984
for 7 nights, 1 room
AU$998 per night
includes taxes & fees
Mountain Season Lodge
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
AU$3,083
for 7 nights, 1 cabin
AU$440 per night
includes taxes & fees
Relax in Nature's Beauty: Private Log Cabin w/ two Spacious, Open Living Areas
The downstairs full bathroom with shower/tub combo and washer/dryer.
The propane fire pit provides intimacy and warmth!
Our private home.
Enjoy a home cooked meal in our fully stocked kitchen.
Exceptional
(25 reviews)

Secluded 20+ Acre Retreat Near Brew & Wine Trails

Afton

7% off
AU$2,779
for 7 nights, 1 home
AU$397 per night
includes taxes & fees
Secluded 20+ Acre Retreat Near Brew & Wine Trails
Interior
Patio gas fire pit
Gas fireplace in second floor family room.
Enclosed porch sitting area is climate controlled.
Exceptional
(12 reviews)

Freshwater Field Cabin

Lovingston

15% off
AU$2,221
for 7 nights, 1 cabin
AU$317 per night
includes taxes & fees
Freshwater Field Cabin
Dining
Living area
Living area
Exterior
Exceptional
(22 reviews)

Above the Clouds! Perfect Escape for Families!

Wintergreen Resort

12% off
AU$4,032
for 7 nights, 1 home
AU$576 per night
includes taxes & fees
Above the Clouds! Perfect Escape for Families!
Interior
Exterior
Property grounds
Interior
Exceptional
(30 reviews)

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

Montebello

12% off
AU$1,573
for 7 nights, 1 cabin
AU$225 per night
includes taxes & fees
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
Exterior detail
Private kitchen
Private kitchen
Exterior
Exceptional
(62 reviews)

Rockfish Farmhouse - Home In the heart of The Rockfish Valley

Afton

8% off
AU$3,513
for 7 nights, 1 home
AU$502 per night
includes taxes & fees
Rockfish Farmhouse - Home In the heart of The Rockfish Valley
Private kitchen
Exterior
Interior
Property grounds
Exceptional
(23 reviews)

New Blue RIdge Mountains Montebello, Virginia with stary stary skies

Montebello

12% off
AU$1,573
for 7 nights, 1 cabin
AU$225 per night
includes taxes & fees
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
Property grounds
Outdoor spa tub
Property grounds
Dining Room
Exceptional
(111 reviews)

Remodeled 3BR/2BA Ski Chalet off Tyro Slope

Roseland

8% off
AU$3,668
for 7 nights, 1 home
AU$524 per night
includes taxes & fees
Remodeled 3BR/2BA Ski Chalet off Tyro Slope
Exterior
Living area
Exterior
Interior
Exceptional
(6 reviews)

Spectacular Mountain Views • Two Decks • Three Living Spaces • 1/2 Mi to slopes

Wintergreen Resort

8% off
AU$8,593
for 7 nights, 1 home
AU$1,228 per night
includes taxes & fees
Spectacular Mountain Views • Two Decks • Three Living Spaces • 1/2 Mi to slopes
Living area
Back deck
Pool
Kitchen
Exceptional
(112 reviews)

Family Friendly Mountain Home! Great Location on Devils Knob

Wintergreen Resort

8% off
AU$3,429
for 7 nights, 1 home
AU$490 per night
includes taxes & fees
Family Friendly Mountain Home! Great Location on Devils Knob
Living area
Dining
Top of the stairs
Living area
Exceptional
(59 reviews)

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

Roseland

8% off
AU$3,199
for 7 nights, 1 home
AU$457 per night
includes taxes & fees
Spectacular mountain home perfect for multiple families! Just added deck firepit

  • 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 Stayz.
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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Roseland holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Roseland to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.