Photo by Karyn Leary

Nellysford holiday homes

We found 644 holiday rentals — enter your dates for availability

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April 2025

May 2025

Find the perfect place for you stay in Nellysford by choosing from 206 houses, 287 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 Jul - 25 Jul

Exceptional

(8 reviews)

Luxury Designer Home, Dome and Top amenities

Nellysford, VA

8% off

NZ$1,519 per night

includes taxes & fees

Exceptional

(44 reviews)

Quiet farmhouse with pond, trails, hot tub, close to skiing and breweries

Roseland, VA

16% off

NZ$878 per night

includes taxes & fees

Exceptional

(9 reviews)

Mountain Escape: updated kitchen, king bed, walk to nature center, pet friendly

Nellysford, VA

7% off

NZ$484 per night

includes taxes & fees

Exceptional

(57 reviews)

Spectacular mountain home perfect for multiple families! Just added '80s arcade!

Nellysford, VA

7% off

NZ$563 per night

includes taxes & fees

Aerial night time view of the back of the Rockstar Ridge

Exceptional

(12 reviews)

Amazing Views! Hot Tub - Gazebo - Pool Table - Arcade - Grill - WIFI - Fireplace

Nellysford, VA

8% off

NZ$999 per night

includes taxes & fees

Exceptional

(58 reviews)

Wintergreen Resort Home, @ top of mountain with shuttle acces to Ski Lifts

Nellysford, VA

11% off

NZ$466 per night

includes taxes & fees

Exceptional

(13 reviews)

Shady mntn. home with access to resort, pools, lake, trails, breweries, & more!

Nellysford, VA

19% off

NZ$409 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Nellysford

Wintergreen Resort

Find the best place to stay - Nellysford

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Sleeps 4 · 2 bedrooms · 2 bathrooms

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

Sleeps 4 · 1 bedroom · 2 bathrooms

Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

Sleeps 12 · 4 bedrooms · 3 bathrooms

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:

Stoney Creek Golf Course (0.7 mi / 1.1 km)
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)

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:

Shenandoah National Park (29.8 mi / 47.9 km)
Sherando Lake Recreation Area (8.1 mi / 13 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)

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 home?

Among the more popular locations to book a holiday home in Nellysford is Pedlars Edge. Find your ideal stay on Bookabach and explore this area as a local.

What is the most popular type of holiday home accommodation in Nellysford?

According to our research, houses are the most popular type of property in Nellysford. But naturally, everyone’s idea of an epic stay is bound to be different. Bookabach has holiday homes in a variety of sizes and shapes, so you’re sure to discover the best fit for your needs.

How much does it cost to rent a holiday home in Nellysford?

The average price for a holiday home in Nellysford depends on a number of factors, including time of year, length of stay and property type. Whether you’re looking for a villa with space for extended family or an apartment just for the two of you, just enter your travel dates to view stays with exceptional value.

How much does it cost to rent a beach house in Nellysford?

When you travel and the size and style of the property will determine the cost of your beachside escape. Click on your Nellysford travel dates to see your options on Bookabach. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to choose the amenities and features you want in your home.

Are there pet-friendly holiday homes in Nellysford?

Yes. There are. You’ll have a choice of 395 holiday homes that allow pets in Nellysford. Many of our pet-friendly holiday homes have an outdoor space for your four-legged pal to play in, dog beds, complimentary treats and proximity to parks. Apply the “Pets allowed” filter to find a holiday home on Bookabach that’s pawfect.

Can I rent a house with a pool in Nellysford?

Mark the “pool” box in our filter tool and choose from 247 houses with private pools in Nellysford on Bookabach. Morning swim, afternoon splash or midnight soak? Leisure activities are up to you when your holiday property comes with a swimming pool.

What are popular home amenities in Nellysford?

A nearby waterfront, a water view and a lake view are rated the most popular home amenities in Nellysford. Whether you’re taking to the road on your own, with your significant other or a group of best friends, Bookabach will help you find a holiday home that fits your tastes with all the features you need.

Are there large group holiday homes in Nellysford?

You’ll discover 112 holiday properties in Nellysford that can accommodate 10 or more guests. Whether you’re planning a get-together with extended family or a special event like a birthday party, there’s enough space to get your loved ones together under the same roof.

Are there holiday homes in Nellysford that welcome kids?

With 395 family-friendly holiday homes available in Nellysford, now is a great time to introduce your kids to the pleasures of travel. Simply click on our “Properties good for families” filter to view stays packed with conveniences ideal for travelling families, like multiple bedrooms, swimming pools, bunk beds and entertainment units.

What are the top attractions for families in Nellysford?

Keep the kids busy at these top family-friendly attractions in Nellysford:

Ravens Roost Overlook
Sherando Lake Recreation Area
Reids Gap Trailhead

Are there one-bedroom holiday homes in Nellysford?

Take your pick from 65 one-bedroom homes in Nellysford. Whether you’re looking for a cosy chalet or a cabin, our one-bedroom homes are just right if you don’t need lots of space. One of the best parts about having your own digs? You’ll never have to share your adventure with strangers.

Can I find two-bedroom holiday homes in Nellysford?

Choose from 82 two-bedroom homes in Nellysford. Put the kids in the second room or fill it with a couple of your best buddies. There’s enough space for whoever’s lucky enough to be coming along.

Are there holiday homes with WiFi in Nellysford?

Take your pick of 155 holiday homes with WiFi in Nellysford. If you’d like to disconnect from the world on your holiday, but still want to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Bookabach.

How can I find holiday homes with air conditioning in Nellysford?

Select your dates and then make use of our filters to see holiday homes with ac in Nellysford on Bookabach. With 350 air-conditioned properties to choose from here, you can look forward to a cool and comfortable break.

How old do you have to be to rent a holiday home in Nellysford?

The minimum age is normally 16, 18 or 21. It can change from property to property on Bookabach, so look at the rules of your preferred Nellysford stay before booking your escape.

How long can I rent a holiday home in Nellysford for?

How long you can book a holiday home in Nellysford varies according to the property. Simply enter your selected dates to view a list of options offering extended stays. With a range of features like air conditioning and laundries, as well as some offering weekly or monthly discounted prices, you’re sure to get a terrific place to call your home away from home in Nellysford.