Holiday rentals near Glass House Winery
We found 1,125 holiday rentals — enter your dates for availability
If you are looking to stay near Glass House Winery, take a look at holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include a fireplace and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Glass House Winery
Showing deals for:15 Aug - 22 Aug
Image gallery for Hawks Nest · Mountain Top Cabin w/ Amazing Views, Coffee, Games
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Hawks Nest · Mountain Top Cabin w/ Amazing Views, Coffee, Games
Free Union, VA
13% off
Price is AU$4,948
AU$4,948
AU$707 per night
includes taxes & fees
Image gallery for 25% ~ Music, Games, Hot Tub, Full Kitchen, 6 TVs, Fire Pit, Pets
1010 out of 10 rating
Exceptional
(7 reviews)
25% ~ Music, Games, Hot Tub, Full Kitchen, 6 TVs, Fire Pit, Pets
McGaheysville, VA
8% off
Price is AU$5,474
AU$5,474
AU$782 per night
includes taxes & fees
Image gallery for 5BR Private Mountain Game Cabin! Hot Tub, Fire Pit
9.89.8 out of 10 rating
Exceptional
(10 reviews)
5BR Private Mountain Game Cabin! Hot Tub, Fire Pit
McGaheysville, VA
8% off
Price is AU$7,765
AU$7,765
AU$1,109 per night
includes taxes & fees
Image gallery for Summer Fun Includes Free Outdoor Pool
1010 out of 10 rating
Exceptional
(32 reviews)
Summer Fun Includes Free Outdoor Pool
McGaheysville, VA
8% off
Price is AU$6,148
AU$6,148
AU$878 per night
includes taxes & fees
Image gallery for Massanutten home close to Shenandoah Hiking Trails
1010 out of 10 rating
Exceptional
(70 reviews)
Massanutten home close to Shenandoah Hiking Trails
McGaheysville, VA
8% off
Price is AU$5,819
AU$5,819
AU$831 per night
includes taxes & fees
Image gallery for Hidden Haven - Kids friendly home, Great Location, Extended Deck, Outdoor Dining
1010 out of 10 rating
Exceptional
(28 reviews)
Hidden Haven - Kids friendly home, Great Location, Extended Deck, Outdoor Dining
McGaheysville, VA
8% off
Price is AU$6,215
AU$6,215
AU$888 per night
includes taxes & fees
Image gallery for 5 min to Downtown C'ville, 3b/2b Comfortable!
1010 out of 10 rating
Exceptional
(17 reviews)
5 min to Downtown C'ville, 3b/2b Comfortable!
Charlottesville, VA
8% off
Price is AU$4,082
AU$4,082
AU$583 per night
includes taxes & fees
Image gallery for Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
1010 out of 10 rating
Exceptional
(82 reviews)
Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
North Garden, VA
8% off
Price is AU$3,010
AU$3,010
AU$430 per night
includes taxes & fees
Image gallery for Savor college life near JMU, stay at our spacious 6 bedroom lodge
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Savor college life near JMU, stay at our spacious 6 bedroom lodge
Keezletown, VA
8% off
Price is AU$8,890
AU$8,890
AU$1,270 per night
includes taxes & fees
Image gallery for Penthouse Apartment Overlooking Downtown Mall
1010 out of 10 rating
Exceptional
(34 reviews)
Penthouse Apartment Overlooking Downtown Mall
Charlottesville, VA
11% off
Price is AU$6,038
AU$6,038
AU$863 per night
includes taxes & fees
Image gallery for Mt Views - Sauna - Hot Tub - Adulting - Game Room
1010 out of 10 rating
Exceptional
(12 reviews)
Mt Views - Sauna - Hot Tub - Adulting - Game Room
McGaheysville, VA
12% off
Price is AU$5,477
AU$5,477
AU$782 per night
includes taxes & fees
Image gallery for Trail's End at Massanutten Resort
1010 out of 10 rating
Exceptional
(12 reviews)
Trail's End at Massanutten Resort
McGaheysville, VA
12% off
Price is AU$2,916
AU$2,916
AU$417 per night
includes taxes & fees
Image gallery for The Recycled House - Walk Downtown
1010 out of 10 rating
Exceptional
(160 reviews)
The Recycled House - Walk Downtown
Charlottesville, VA
24% off
Price is AU$3,034
AU$3,034
AU$433 per night
includes taxes & fees
Image gallery for Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
1010 out of 10 rating
Exceptional
(32 reviews)
Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
Charlottesville, VA
16% off
Price is AU$4,511
AU$4,511
AU$644 per night
includes taxes & fees
Image gallery for New 6 bedroom Massanutten home with 3 king beds steps from all the attractions
1010 out of 10 rating
Exceptional
(47 reviews)
New 6 bedroom Massanutten home with 3 king beds steps from all the attractions
McGaheysville, VA
8% off
Price is AU$6,895
AU$6,895
AU$985 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
(5 reviews)
Epic ~ Game Room, Hot Tub, Firepit, BBQ ~ 7 min to Shenandoah National Park
Elkton, VA
12% off
Price is AU$5,606
AU$5,606
AU$801 per night
includes taxes & fees
Image gallery for Ski & Sun, Wildlife & Waterpark
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Ski & Sun, Wildlife & Waterpark
McGaheysville, VA
7% off
Price is AU$2,478
AU$2,478
AU$354 per night
includes taxes & fees
Image gallery for CritzerShop - route 151- walk to the Brewey!
1010 out of 10 rating
Exceptional
(34 reviews)
CritzerShop - route 151- walk to the Brewey!
Afton, VA
12% off
Price is AU$3,285
AU$3,285
AU$469 per night
includes taxes & fees
Image gallery for Kettle View Lodge - Family-Friendly Retreat with Breathtaking Mountain Views
1010 out of 10 rating
Exceptional
(210 reviews)
Kettle View Lodge - Family-Friendly Retreat with Breathtaking Mountain Views
McGaheysville, VA
8% off
Price is AU$10,044
AU$10,044
AU$1,435 per night
includes taxes & fees
Image gallery for Mtn Views - Hot Tub - Nature - Escape - Serenity
1010 out of 10 rating
Exceptional
(5 reviews)
Mtn Views - Hot Tub - Nature - Escape - Serenity
McGaheysville, VA
12% off
Price is AU$8,775
AU$8,775
AU$1,254 per night
includes taxes & fees
Image gallery for Cozy 5 BR Family Getaway with Hot Tub, Game Room, Sauna, Level 2 EV Charger!
1010 out of 10 rating
Exceptional
(13 reviews)
Cozy 5 BR Family Getaway with Hot Tub, Game Room, Sauna, Level 2 EV Charger!
McGaheysville, VA
8% off
Price is AU$5,097
AU$5,097
AU$728 per night
includes taxes & fees
Image gallery for Secluded Cabin Retreat nestled amidst the breathtaking Shenandoah National Park
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Secluded Cabin Retreat nestled amidst the breathtaking Shenandoah National Park
Stanardsville, VA
8% off
Price is AU$2,768
AU$2,768
AU$395 per night
includes taxes & fees
Image gallery for Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
1010 out of 10 rating
Exceptional
(21 reviews)
Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
Charlottesville, VA
18% off
Price is AU$6,298
AU$6,298
AU$900 per night
includes taxes & fees
Image gallery for Cozy Mountain Cabin
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Cozy Mountain Cabin
Stanardsville, VA
7% off
Price is AU$2,088
AU$2,088
AU$298 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Glass House Winery
Spacious Massanutten Escape: Hot Tub, Sauna, Movie Theater, Game Room & Fire pit
Sleeps 14 · 5 bedrooms · 3+ bathrooms
Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Zen Suite at White Lotus Eco Spa Retreat
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed
Sleeps 11 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Tree top home in Massanutten next to slopes
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
95 reviews(95 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