Diamond Hill, Nellysford holiday homes: holiday houses & more

Holiday rentals with weekly discounts - Diamond Hill

Showing deals for:26 Sept - 3 Oct

Exceptional

(62 reviews)

Dobie condo

Wintergreen, VA

8% off

NZ$593 per night

includes taxes & fees

Exceptional

(10 reviews)

New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷🏂

Wintergreen, VA

8% off

NZ$928 per night

includes taxes & fees

Exceptional

(178 reviews)

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

Nellysford, VA

16% off

NZ$461 per night

includes taxes & fees

Our upper-floor condo is just steps to the car & firewood, provided nearby

Exceptional

(317 reviews)

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen, VA

7% off

NZ$241 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Diamond Hill

Showing deals for: 20 Sept - 23 Sept

Walk to activities / Slopeside! Gated community.

Sleeps 6 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

NZ$310 per night

includes taxes & fees

Wintergreen Resort Vacation Rental | 4BR | 2.5BA | 1,443 Sq Ft | Stairs Required

Ski-In/Ski-Out Wintergreen Resort Condo w/ Patio!

Sleeps 15 · 4 bedrooms · 2+ bathrooms

for 3 nights, 1 apartment

NZ$797 per night

includes taxes & fees

2 minutes from the shops and activities; Cozy 1 bedroom end unit.

Sleeps 2 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

NZ$289 per night

includes taxes & fees

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