Nellysford holiday homes

We found 685 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Nellysford by choosing from 205 houses, 309 flats and other holiday rentals. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as air conditioning and Wi-Fi. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Nellysford

Showing deals for:18 Dec - 25 Dec

Private well-lit walkway to your private entrance on home's main floor.
Wall-to-wall windows creating a backdrop of treetops & mountain views.
Main living floor contains dining, kitchen, living room, and half bath.
The kitchen opens directly to the living room with beautiful views.
Exceptional
(57 reviews)

Spacious + Serene Mtn Top Escape, 4 En Suites

Nellysford

8% off
NZ$9,944
for 7 nights, 1 home
NZ$1,421 per night
includes taxes & fees
Spacious + Serene Mtn Top Escape, 4 En Suites
Kitchen. Open to dining area and living room.
58" flat screen, basic cable. Living Room
Front of House
Dining Room Table
Exceptional
(111 reviews)

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

Nellysford

12% off
NZ$3,375
for 7 nights, 1 home
NZ$482 per night
includes taxes & fees
Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
Cozy Family Room with wood burning fireplace
Enter into spacious great room
Primary bedroom with King bed
Kitchen opens to great room
Exceptional
(33 reviews)

Mountain Season Lodge

Nellysford

12% off
NZ$11,271
for 7 nights, 1 room
NZ$1,610 per night
includes taxes & fees
Mountain Season Lodge
Dining
Living area
Exterior
Private kitchen
Exceptional
(22 reviews)

Above the Clouds! Perfect Escape for Families!

Nellysford

11% off
NZ$6,647
for 7 nights, 1 home
NZ$950 per night
includes taxes & fees
Above the Clouds! Perfect Escape for Families!
Interior
Dining
Top of the stairs
Living area
Exceptional
(59 reviews)

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

Nellysford

8% off
NZ$4,489
for 7 nights, 1 home
NZ$641 per night
includes taxes & fees
Spectacular mountain home perfect for multiple families! Just added deck firepit
Games room
Living area
Fully Equiped Kitchen
Outside your Condo
Exceptional
(129 reviews)

Eagles Court Slopeside Condo, Wifi, Walk to everything!

Nellysford

11% off
NZ$2,348
for 7 nights, 1 apartment
NZ$335 per night
includes taxes & fees
Eagles Court Slopeside Condo, Wifi, Walk to everything!
Dining Room table for all your friends & family in front of bay windows w views
Gas grill, Adirondacks chairs with custom-dimmable patio lights & firepit
Imported 100-year old door to deck with incredible glasswork that dazzles!
Living Room with fireplace & beautiful 100-year old door w intricate glasswork
Exceptional
(12 reviews)

5 BR Wintergreen House w/ Game Room, 75” TV, Ping Pong, Foosball, Wet Bar & Deck

Nellysford

8% off
NZ$12,683
for 7 nights, 1 home
NZ$1,812 per night
includes taxes & fees
5 BR Wintergreen House w/ Game Room, 75” TV, Ping Pong, Foosball, Wet Bar & Deck
kitchen
Property grounds
living room
wintergreen cottage...ski slope is to the lower right of photo
Exceptional
(94 reviews)

COZY SKI COTTAGE--SKI IN SKI OUT

Nellysford

8% off
NZ$6,755
for 7 nights, 1 home
NZ$965 per night
includes taxes & fees
COZY SKI COTTAGE--SKI IN SKI OUT
Living area
Private kitchen
Private kitchen
Terrace/patio
Exceptional
(22 reviews)

Cozy Farmhouse W/Mountain Views

Roseland

7% off
NZ$3,755
for 7 nights, 1 home
NZ$536 per night
includes taxes & fees
Cozy Farmhouse W/Mountain Views
During the summer, registered guests have free access to Lake Monacan and Beach
Let's go back outside!
No filter needed
Dining
Exceptional
(34 reviews)

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

Nellysford

8% off
NZ$13,374
for 7 nights, 1 home
NZ$1,911 per night
includes taxes & fees
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
Private Pool just steps away and only for Laurelwood Guests
Living/Dinning Room (Table Expands to seat 6).
Deck
New Living Room Furniture (2021)
Exceptional
(107 reviews)

Laurelwood Condo, Walk to Slopes, The Market & Restaurants + NFL Sunday Ticket

Nellysford

12% off
NZ$5,300
for 7 nights, 1 apartment
NZ$757 per night
includes taxes & fees
Laurelwood Condo, Walk to Slopes, The Market & Restaurants + NFL Sunday Ticket
Living area
Living area
Dining
Living area
Exceptional
(28 reviews)

Condo at Fairway Woods, perfect home base for ski season! ☃️🏂

Nellysford

12% off
NZ$3,671
for 7 nights, 1 home
NZ$524 per night
includes taxes & fees
Condo at Fairway Woods, perfect home base for ski season! ☃️🏂
Enjoy the mountain views while preparing a home cooked meal.
Enjoy a morning coffee with some of the world's best sunrises!
Our living room offers mountain views.
The open floor plan makes visiting with family and friends easy.
Exceptional
(44 reviews)

Luxury Condo in the Sky! Finest in Wintergreen!

Nellysford

8% off
NZ$6,520
for 7 nights, 1 apartment
NZ$931 per night
includes taxes & fees
Luxury Condo in the Sky! Finest in Wintergreen!
Living area
Private kitchen
Living area
Morning coffee from Keurig on the deck!
Exceptional
(91 reviews)

Location, location, location mountain side in Wintergreen Mountain Village

Nellysford

16% off
NZ$2,665
for 7 nights, 1 apartment
NZ$381 per night
includes taxes & fees
Location, location, location mountain side in Wintergreen Mountain Village
Living area on main level with new stone wall around fireplace & flat-screen TV.
Outdoor dining
Kitchen with breakfast bar
Highlands condo building, view from parking lot
Exceptional
(102 reviews)

Ski-In/Out, Beautiful Mountain & Valley Views

Nellysford

12% off
NZ$3,700
for 7 nights, 1 apartment
NZ$529 per night
includes taxes & fees
Ski-In/Out, Beautiful Mountain & Valley Views
Room
Outdoor dining
Living area
Private kitchen
Exceptional
(37 reviews)

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

Nellysford

8% off
NZ$2,722
for 7 nights, 1 apartment
NZ$389 per night
includes taxes & fees
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
Interior
Private kitchen
Terrace/patio
Interior
Exceptional
(6 reviews)

Cozy Condo at Wintergreen! Book now for The Ski Season!

Nellysford

7% off
NZ$2,819
for 7 nights, 1 apartment
NZ$403 per night
includes taxes & fees
Cozy Condo at Wintergreen! Book now for The Ski Season!
Exterior
View from gorgeous overlook a half mile away
Living area
Living area
Exceptional
(7 reviews)

NEW Warren’s Woods! Lovely 5BD, 3BA Wintergreen home. Hot Tub! NEW SPRING RATES!

Nellysford

8% off
NZ$7,767
for 7 nights, 1 home
NZ$1,110 per night
includes taxes & fees
NEW Warren’s Woods! Lovely 5BD, 3BA Wintergreen home. Hot Tub! NEW SPRING RATES!
Living room
Kitchen
King size bed
Living room
Exceptional
(7 reviews)

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

Nellysford

7% off
NZ$2,170
for 7 nights, 1 apartment
NZ$310 per night
includes taxes & fees
Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around
Enjoy the view and the warmth of a wood fire from the comfy couch and arm chair.
Enjoy the stunning views from the balcony!
Three bar stools allow for socializing and cooking at the same time.
Seating for everyone!
Exceptional
(120 reviews)

Endless Mountain Top Views from All The Way Up!

Nellysford

8% off
NZ$7,085
for 7 nights, 1 apartment
NZ$1,012 per night
includes taxes & fees
Endless Mountain Top Views from All The Way Up!
Fire is blazing
Another deck view and you wonder why they're called "The Blue Ridge" mountains?!
New windows in 2021 means better views for you!
View from the deck in winter
Exceptional
(193 reviews)

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Nellysford

16% off
NZ$8,586
for 7 nights, 1 apartment
NZ$1,227 per night
includes taxes & fees
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK
Pool
Summer view from the deck.
Sunsets from the deck
Golf in Stoney Creek
Exceptional
(159 reviews)

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Nellysford

11% off
NZ$1,995
for 7 nights, 1 apartment
NZ$285 per night
includes taxes & fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Cozy bedroom with queen bed
Enjoy the light-filled open layout
Free firewood!
Relax with a nice cup of coffee
Exceptional
(60 reviews)

Where the Trail Ends

Nellysford

7% off
NZ$2,044
for 7 nights, 1 apartment
NZ$292 per night
includes taxes & fees
Where the Trail Ends
Dining
Overlooking the 12th Hole of Devils' Knob Golf Course
Well equipped kitchen with granite countertops
Stone steps welcome you to 2206 Tanners Ridge
Exceptional
(129 reviews)

Escape to the Blue Ridge Mountains at Wine-tergreen!

Nellysford

7% off
NZ$1,986
for 7 nights, 1 apartment
NZ$284 per night
includes taxes & fees
Escape to the Blue Ridge Mountains at Wine-tergreen!

  • 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

Why people love visiting scenic Nellysford

Enjoy the wineries and other features of Nellysford. This scenic and romantic city is well known for its mountain views, golfing and skiing. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Nellysford

Are you searching for attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Nellysford a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Wintergreen Resort (4.1 mi / 6.6 km)
  • Afton Mountain Vineyards (8.3 mi / 13.3 km)
  • Veritas Vineyard and Winery (8.8 mi / 14.2 km)
  • Lovingston Winery (12 mi / 19.3 km)
  • Pippin Hill Farm & Vineyards (12.6 mi / 20.2 km)
  • King Family Vineyards (14.3 mi / 23 km)

Exploring the natural landscape of Nellysford

Whether you're an active traveller or just want to appreciate the scenery, Nellysford is a great place to get out in nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Sherando Lake Recreation Area (7.8 mi / 12.5 km)
  • Blue Ridge Parkway North Entrance (9.7 mi / 15.7 km)
  • Rockfish Gap Entrance Shenandoah (10.3 mi / 16.5 km)
  • Crabtree Falls (11.6 mi / 18.6 km)
  • Humpback Rocks (5.2 mi / 8.3 km)
  • Virginia Blue Ridge Railway Trail (15 mi / 24.1 km)

Transport to and around Nellysford

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 25.9 mi (41.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Charlottesville, VA (CHO-Charlottesville-Albemarle), which is 29 mi (46.7 km) away.

Frequently asked questions

What is the best area to stay in Nellysford when booking a holiday rental?
When considering a holiday rental in Nellysford, Virginia, the area surrounding the scenic Blue Ridge Mountains is certainly a top choice. This picturesque location offers a range of properties, from charming cabins to spacious lodges, superb for a relaxing getaway.One of the standout attractions in this region is the Wintergreen Resort, renowned for its year-round activities, including skiing in the winter and hiking trails in the warmer months. Outdoor enthusiasts will also appreciate the stunning views from the Appalachian Trail, which runs nearby and offers breathtaking vistas of the surrounding landscape.Another highlight of Nellysford is its proximity to local wineries, where visitors can indulge in tastings while enjoying the serene countryside.
Where are the best Nellysford ski resort rentals?
For renting accommodations near the ski resort in Nellysford, Virginia, travellers should consider properties in the nearby Wintergreen Resort area. This popular resort features a range of ski-in/ski-out lodgings, including condominiums and chalets that are well-suited for families or groups. Many of these properties come equipped with amenities such as full kitchens, cozy fireplaces, and access to communal facilities like hot tubs and swimming pools, providing a comfortable retreat after a day on the slopes.In addition to the resort itself, the surrounding neighbourhoods offer charming cabins and lodges that provide a rustic experience, often set against the backdrop of the stunning Blue Ridge Mountains. These rentals typically feature outdoor decks to enjoy the scenic views, as well as amenities like barbecue grills and fire pits for evening gatherings.Moreover, guests can easily access local attractions such as hiking trails and wineries, adding to the overall experience of the area.
What is the most popular type of holiday rental accomodation in Nellysford?
In Nellysford, holiday houses are the most popular type of holiday rental accommodation, with around 704 available in the area. These homes are typically spacious and well-equipped, featuring multiple bedrooms, fully equipped kitchens, and often outdoor spaces such as patios or decks for enjoying the scenic views of the surrounding mountains. Condos are also quite prevalent, with approximately 1,184 listings, providing a more compact option for travellers. These condos usually come with modern amenities, including kitchen facilities and communal areas. Cottages and cabins, with 76 and 124 listings respectively, offer a charming and rustic retreat, great for those looking to immerse themselves in nature.
Are there any family house rentals in Nellysford?
In Nellysford, Virginia, there are numerous family-friendly house rentals available, with around 257 options to choose from. This charming area, located in the heart of the Blue Ridge Mountains, offers a variety of accommodations suitable for families. Many homes feature spacious living areas, fully equipped kitchens superb for preparing meals together, and outdoor spaces where children can play and explore.Visitors can also enjoy amenities such as hot tubs and game rooms, providing entertainment for all ages after a day of outdoor adventures. The location is conveniently close to attractions like the Wintergreen Resort, which offers skiing in the winter and hiking trails during warmer months. Additionally, the scenic surroundings, including local wineries and natural parks, make it an ideal destination for family getaways.
Can I rent a holiday home with a pool or hot tub in Nellysford?
In Nellysford, Virginia, there are around 350 holiday homes available for rent that feature pools and hot tubs. This picturesque area, located in the heart of the Blue Ridge Mountains, is ideal for those seeking a relaxing getaway. Many properties come with inviting amenities such as private pools, hot tubs, and spacious outdoor patios, superb for enjoying the stunning mountain views. Additionally, these rentals often include fully equipped kitchens, comfortable living areas, and access to nearby hiking trails, making them suitable for both relaxation and adventure.
Are there pet-friendly house rentals in Nellysford?
In Nellysford, Virginia, there are numerous pet-friendly house rentals available for those looking to enjoy a getaway with their furry companions. This picturesque area, located in the heart of the Blue Ridge Mountains, offers a range of holiday homes equipped with amenities that cater to both comfort and convenience. Travellers can expect properties featuring spacious living areas, fully equipped kitchens, and outdoor spaces, such as decks or patios, great for relaxing while enjoying the stunning mountain views.The surrounding region boasts various outdoor activities that are pet-friendly, including hiking trails in the nearby George Washington National Forest, where you and your pet can explore the beautiful landscapes together. Additionally, local vineyards and breweries often have pet-friendly policies, allowing you to unwind with a glass of wine or craft beer while enjoying the company of your four-legged friend.
Are there any remote work holiday rentals in Nellysford?
In Nellysford, Virginia, there are plenty of remote work holiday rentals available, with around 2,188 options to choose from. This charming area, located in the heart of the Blue Ridge Mountains, provides a peaceful setting for those looking to blend work and leisure. Many properties come equipped with reliable Wi-Fi, ensuring that you can stay connected while enjoying the stunning natural surroundings.You can expect a variety of amenities, including comfortable workspaces, fully equipped kitchens for preparing meals, and outdoor areas to relax and unwind after a productive day. The proximity to attractions such as the nearby Wintergreen Resort offers opportunities for outdoor activities like hiking, skiing, and golf, making it an ideal destination for remote workers who appreciate both nature and recreational options. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Nellysford?
In Nellysford, popular rental amenities include kitchens, which allow guests to prepare their own meals with ease. Many properties also feature fireplaces, providing a warm and inviting atmosphere during the cooler months. Onsite parking is a common convenience, making it easy for travellers to arrive and explore the surrounding area. Additionally, you'll find coffee and tea makers in most rentals, great for enjoying a warm beverage while taking in the beautiful views. Many accommodations also come with decks or patios, offering a lovely outdoor space to relax and enjoy the serene environment of Nellysford.
When is the best time to visit Nellysford for a holiday rental?
September is the most popular month to visit Nellysford, Virginia, making it an ideal time for travellers seeking a superb blend of outdoor adventure and relaxation. The peak season spans from July to September, attracting those eager to explore the stunning Blue Ridge Mountains, with abundant opportunities for hiking, wine tasting, and enjoying the local cuisine.During September, temperatures generally linger around a pleasant 15 to 25 degrees Celsius, creating a comfortable environment for outdoor activities and sightseeing. The landscape transforms into a vibrant tapestry of autumn colours, enhancing the beauty of the area's scenic vistas and charming vineyards, which host various events and tastings.If you're looking for a more budget-friendly option, consider visiting in December, when Nellysford sees fewer tourists. This quieter month offers a unique opportunity to experience the tranquil winter wonderland without the crowds, superb for those who enjoy a peaceful getaway.Ultimately, the best time to visit Nellysford depends on your preference for lively summer adventures or the serene beauty of early winter.
What are the top attractions in Nellysford?
In Nellysford, visitors can enjoy a variety of outdoor attractions that showcase the beauty of the Blue Ridge Mountains. The area is known for its proximity to the scenic Wintergreen Resort, which offers year-round activities such as skiing in the winter and hiking and golfing in the warmer months. The resort features beautiful trails and panoramic views of the surrounding landscape, making it a popular destination for both adventure and relaxation.Additionally, the nearby Nelson County offers numerous wineries and breweries, great for tasting local wines and craft beers. The Blue Ridge Parkway, renowned for its breathtaking vistas, is easily accessible from Nellysford, providing opportunities for leisurely drives, picnics, and photography.Nature enthusiasts can explore the nearby Crabtree Falls, one of the tallest waterfalls in the eastern United States, which offers hiking trails and stunning natural scenery.
Are all fees included in the Nellysford 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 Nellysford holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Nellysford 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 Nellysford holiday homes?
You can find great discounts on holiday homes in Nellysford 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 Nellysford holiday home booking on Bookabach?
To find Nellysford 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 Nellysford?
A long-stay holiday home in Nellysford 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 Nellysford holiday home?
Book your Nellysford 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 Nellysford?
Prices for holiday homes in Nellysford 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 Nellysford 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.