Holiday rentals near Glass House Winery
We found 1,126 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:17 Oct - 24 Oct
Image gallery for 25% Off ~ SnowCone, CottonCandy, Music, Games, Hot Tub, 6 TVs, Fire Pit, Pets
1010 out of 10 rating
Exceptional
(10 reviews)
25% Off ~ SnowCone, CottonCandy, Music, Games, Hot Tub, 6 TVs, Fire Pit, Pets
McGaheysville, VA
8% off
Price is NZ$8,036
NZ$8,036
NZ$1,148 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 NZ$6,931
NZ$6,931
NZ$990 per night
includes taxes & fees
Image gallery for Family-friendly single home/Walking distance to shopping center and restaurants
9.69.6 out of 10 rating
Exceptional
(28 reviews)
Family-friendly single home/Walking distance to shopping center and restaurants
Charlottesville, VA
26% off
Price is NZ$4,126
NZ$4,126
NZ$589 per night
includes taxes & fees
Image gallery for Whole home on 5 acres. Minutes from vineyards, SNP, and CHO airport. 30 min UVA
1010 out of 10 rating
Exceptional
(26 reviews)
Whole home on 5 acres. Minutes from vineyards, SNP, and CHO airport. 30 min UVA
Ruckersville, VA
8% off
Price is NZ$6,421
NZ$6,421
NZ$917 per night
includes taxes & fees
Image gallery for 25% Off ~ Mountain Retreat Haven~Hot Tub~Game Room
9.89.8 out of 10 rating
Exceptional
(8 reviews)
25% Off ~ Mountain Retreat Haven~Hot Tub~Game Room
McGaheysville, Virginia
8% off
Price is NZ$12,218
NZ$12,218
NZ$1,745 per night
includes taxes & fees
Image gallery for The Cottage @ Afton Mountain- Close to Wineries!
1010 out of 10 rating
Exceptional
(13 reviews)
The Cottage @ Afton Mountain- Close to Wineries!
Afton, VA
12% off
Price is NZ$4,908
NZ$4,908
NZ$701 per night
includes taxes & fees
Image gallery for Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
1010 out of 10 rating
Exceptional
(5 reviews)
Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
Afton, VA
8% off
Price is NZ$10,205
NZ$10,205
NZ$1,458 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
(35 reviews)
Beautiful family home about 3 minutes from most resort activities (pet friendly)
McGaheysville, VA
8% off
Price is NZ$5,286
NZ$5,286
NZ$755 per night
includes taxes & fees
Image gallery for Belmont Carriage House
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Belmont Carriage House
Charlottesville, VA
21% off
Price is NZ$4,247
NZ$4,247
NZ$607 per night
includes taxes & fees
Image gallery for Perfect vacation home! 100+ REVIEWS AND 5 STARS ON AIRBNB
1010 out of 10 rating
Exceptional
(5 reviews)
Perfect vacation home! 100+ REVIEWS AND 5 STARS ON AIRBNB
Earlysville, VA
12% off
Price is NZ$5,332
NZ$5,332
NZ$762 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 NZ$2,140
NZ$2,140
NZ$306 per night
includes taxes & fees
Image gallery for Piedmont Place 301| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Piedmont Place 301| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
Crozet, Virginia
7% off
Price is NZ$4,702
NZ$4,702
NZ$672 per night
includes taxes & fees
Image gallery for Rosé All Day: Wine Country Getaway! Walk to Dining
1010 out of 10 rating
Exceptional
(13 reviews)
Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet, VA
8% off
Price is NZ$4,481
NZ$4,481
NZ$640 per night
includes taxes & fees
Image gallery for Charming 2-bedroom cottage in lovely Madison with WiFi, AC
1010 out of 10 rating
Exceptional
(6 reviews)
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Madison, VA
8% off
Price is NZ$2,333
NZ$2,333
NZ$333 per night
includes taxes & fees
Image gallery for Enderly - c1859 - English Basement Apartment
1010 out of 10 rating
Exceptional
(28 reviews)
Enderly - c1859 - English Basement Apartment
Charlottesville, VA
8% off
Price is NZ$4,104
NZ$4,104
NZ$586 per night
includes taxes & fees
Image gallery for Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year
Charlottesville, VA
8% off
Price is NZ$7,126
NZ$7,126
NZ$1,018 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 NZ$8,947
NZ$8,947
NZ$1,278 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 NZ$4,430
NZ$4,430
NZ$633 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 NZ$8,383
NZ$8,383
NZ$1,198 per night
includes taxes & fees
Image gallery for Lux 2 Bed 2 Bath Apt | Dwtn Crozet (30 Nt Min)
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Lux 2 Bed 2 Bath Apt | Dwtn Crozet (30 Nt Min)
Crozet, VA
7% off
Price is NZ$3,898
NZ$3,898
NZ$557 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 NZ$5,815
NZ$5,815
NZ$831 per night
includes taxes & fees
Image gallery for Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
1010 out of 10 rating
Exceptional
(35 reviews)
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Charlottesville, VA
8% off
Price is NZ$4,002
NZ$4,002
NZ$572 per night
includes taxes & fees
Image gallery for Payton's Peak Mansion Estate in Massanutten Virginia Resort 17,000 sf Home
9.69.6 out of 10 rating
Exceptional
(98 reviews)
Payton's Peak Mansion Estate in Massanutten Virginia Resort 17,000 sf Home
McGaheysville, VA
8% off
Price is NZ$23,656
NZ$23,656
NZ$3,379 per night
includes taxes & fees
Image gallery for Cozy Elkton Cabin near Shenandoah 25 min
9.29.2 out of 10 rating
Wonderful
(50 reviews)
Cozy Elkton Cabin near Shenandoah 25 min
Elkton, VA
7% off
Price is NZ$3,385
NZ$3,385
NZ$484 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
The Cabin at the Lake
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Massanutten Escape: Pool pass, Hot Tub, Sauna, Movie Theater, Game Rm, Fire pit
Sleeps 14 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Hawks Nest · Mountain Top Cabin w/ Amazing Views, Coffee, Games
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed
Sleeps 11 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
58 reviews(58 reviews)
Tree top home in Massanutten next to slopes
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
100 reviews(100 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