
Holiday rentals near Cross Keys Vineyards
We found 822 holiday rentals — enter your dates for availability
Choose the perfect holiday home within easy reach of Cross Keys Vineyards. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Cross Keys Vineyards
Showing deals for:3 Oct - 10 Oct
Image gallery for 25% Off ~ SnowCone, CottonCandy, Music, Games, Hot Tub, 6 TVs, Fire Pit, Pets

1010 out of 10 rating
Exceptional
(9 reviews)
25% Off ~ SnowCone, CottonCandy, Music, Games, Hot Tub, 6 TVs, Fire Pit, Pets
McGaheysville, VA
8% off
Price is AU$6,948
AU$6,948
AU$993 per night
includes taxes & fees
Image gallery for 25% off~Theater~Hot Tub~Slopes

9.69.6 out of 10 rating
Exceptional
(15 reviews)
25% off~Theater~Hot Tub~Slopes
McGaheysville, Virginia
13% off
Price is AU$5,100
AU$5,100
AU$729 per night
includes taxes & fees
Image gallery for Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

1010 out of 10 rating
Exceptional
(6 reviews)
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Waynesboro, VA
8% off
Price is AU$15,214
AU$15,214
AU$2,173 per night
includes taxes & fees
Image gallery for Beautiful family home about 3 minutes from most resort activities (pet friendly)

1010 out of 10 rating
Exceptional
(34 reviews)
Beautiful family home about 3 minutes from most resort activities (pet friendly)
McGaheysville, VA
8% off
Price is AU$4,422
AU$4,422
AU$632 per night
includes taxes & fees
Image gallery for Hillside Hideaway.Quiet, clean, Hot tub. hidden gem, Skyline Park & Massanutten.

1010 out of 10 rating
Exceptional
(86 reviews)
Hillside Hideaway.Quiet, clean, Hot tub. hidden gem, Skyline Park & Massanutten.
Elkton, VA
6% off
Price is AU$2,648
AU$2,648
AU$378 per night
includes taxes & fees
Image gallery for Cabin By The Creek! Inground Pool! Spa!

1010 out of 10 rating
Exceptional
(22 reviews)
Cabin By The Creek! Inground Pool! Spa!
Dayton, VA
8% off
Price is AU$4,214
AU$4,214
AU$602 per night
includes taxes & fees
Image gallery for A-Frame of Mind, Modern & cozy Massanutten chalet

1010 out of 10 rating
Exceptional
(7 reviews)
A-Frame of Mind, Modern & cozy Massanutten chalet
McGaheysville, VA
7% off
Price is AU$3,498
AU$3,498
AU$500 per night
includes taxes & fees
Image gallery for Secluded cabin on a horse farm, bordered by the North River

1010 out of 10 rating
Exceptional
(58 reviews)
Secluded cabin on a horse farm, bordered by the North River
Grottoes, VA
8% off
Price is AU$1,966
AU$1,966
AU$281 per night
includes taxes & fees
Image gallery for Horse Lover's Hideaway - cabin located near mountain and river activities!

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Horse Lover's Hideaway - cabin located near mountain and river activities!
Shenandoah, VA
7% off
Price is AU$1,674
AU$1,674
AU$239 per night
includes taxes & fees
Image gallery for Stunning Luxury Home: Majestic Massanutten Views with New Hot Tub

1010 out of 10 rating
Exceptional
(10 reviews)
Stunning Luxury Home: Majestic Massanutten Views with New Hot Tub
McGaheysville, VA
8% off
Price is AU$7,083
AU$7,083
AU$1,012 per night
includes taxes & fees
Image gallery for King Meadow Manor

1010 out of 10 rating
Exceptional
(9 reviews)
King Meadow Manor
Weyers Cave, VA
8% off
Price is AU$6,477
AU$6,477
AU$925 per night
includes taxes & fees
Image gallery for The Depot Loft at Shenandoah

1010 out of 10 rating
Exceptional
(17 reviews)
The Depot Loft at Shenandoah
Shenandoah, VA
7% off
Price is AU$2,150
AU$2,150
AU$307 per night
includes taxes & fees
Image gallery for The Lodge in Sugar Hollow -Charlottesville near Crozet

1010 out of 10 rating
Exceptional
(58 reviews)
The Lodge in Sugar Hollow -Charlottesville near Crozet
Crozet, VA
28% off
Price is AU$4,546
AU$4,546
AU$649 per night
includes taxes & fees
Image gallery for Beautiful LOG HOME-Poker & Pool Table, Xbox, Firepit,Jacuzzi tub,Week Specials!

9.89.8 out of 10 rating
Exceptional
(21 reviews)
Beautiful LOG HOME-Poker & Pool Table, Xbox, Firepit,Jacuzzi tub,Week Specials!
McGaheysville, VA
12% off
Price is AU$4,350
AU$4,350
AU$621 per night
includes taxes & fees
Image gallery for Rustic River Riverfront Cabin - Massanutten 5 min - hot tub/firepit will sleep10

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Rustic River Riverfront Cabin - Massanutten 5 min - hot tub/firepit will sleep10
Elkton, VA
11% off
Price is AU$4,742
AU$4,742
AU$677 per night
includes taxes & fees
Image gallery for Private, safe, quiet, 2 bedrooms, spacious living room, kitchenette & study area

8.88.8 out of 10 rating
Excellent
(8 reviews)
Private, safe, quiet, 2 bedrooms, spacious living room, kitchenette & study area
Harrisonburg, VA
7% off
Price is AU$739
AU$739
AU$106 per night
includes taxes & fees
Image gallery for Hot Tub - Massage Chair - Game Room - Fenced Yard

1010 out of 10 rating
Exceptional
(44 reviews)
Hot Tub - Massage Chair - Game Room - Fenced Yard
McGaheysville, VA
8% off
Price is AU$6,888
AU$6,888
AU$984 per night
includes taxes & fees
Image gallery for Booking now for Spring/Summer!

1010 out of 10 rating
Exceptional
(37 reviews)
Booking now for Spring/Summer!
McGaheysville, VA
12% off
Price is AU$3,997
AU$3,997
AU$571 per night
includes taxes & fees
Image gallery for The Deer Den Summary:

1010 out of 10 rating
Exceptional
(5 reviews)
The Deer Den Summary:
McGaheysville, Virginia
8% off
Price is AU$9,658
AU$9,658
AU$1,380 per night
includes taxes & fees
Image gallery for The Great Adventure

1010 out of 10 rating
Exceptional
(20 reviews)
The Great Adventure
McGaheysville, VA
12% off
Price is AU$3,973
AU$3,973
AU$568 per night
includes taxes & fees
Image gallery for Epic ~ Game Room, Hot Tub, Firepit, BBQ ~ 7 min to Shenandoah National Park

1010 out of 10 rating
Exceptional
(6 reviews)
Epic ~ Game Room, Hot Tub, Firepit, BBQ ~ 7 min to Shenandoah National Park
Elkton, VA
12% off
Price is AU$5,640
AU$5,640
AU$806 per night
includes taxes & fees
Image gallery for Peaceful mountain farmhouse, close to Shenandoah NP, wineries and more

1010 out of 10 rating
Exceptional
(33 reviews)
Peaceful mountain farmhouse, close to Shenandoah NP, wineries and more
Stanardsville, VA
8% off
Price is AU$3,140
AU$3,140
AU$449 per night
includes taxes & fees
Image gallery for Queen City Twin of Staunton VA

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Queen City Twin of Staunton VA
Staunton, VA
7% off
Price is AU$1,645
AU$1,645
AU$235 per night
includes taxes & fees
Image gallery for The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!

1010 out of 10 rating
Exceptional
(18 reviews)
The All-American Cottage Seconds from Gypsy Hill Park! Kid and Pet friendly!
Staunton, VA
8% off
Price is AU$2,784
AU$2,784
AU$398 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Cross Keys Vineyards
Great Five-Bedroom Massanutten Lodge for You to Relax -Military Discounts Avail
Sleeps 14 · 5 bedrooms · 2+ bathrooms
8.08.0 out of 10
Very goodvery good
106 reviews(106 reviews)
Only Private POOL in Massanutten! Large Comfy Home. Your fun starts HERE.
Sleeps 12 · 4 bedrooms · 3+ bathrooms
7.87.8 out of 10
Goodgood
7 reviews(7 reviews)
Peaceful Getaway-Hot Tub, Fire Pit, PS5, Amazing Views!
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
The Pool House on the Massanutten Mountain
Sleeps 12 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
156 reviews(156 reviews)
Spacious Modern Retreat w/ Game Room, Huge Deck & Resort Access in Massanutten
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
173 reviews(173 reviews)
Family-Friendly Massanutten Home w/ Slope Views!
Sleeps 12 · 5 bedrooms · 3+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
66 reviews(66 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value