Holiday rentals near Winchester Little Theater
We found 283 holiday rentals — enter your dates for availability
Select the perfect holiday rental within easy reach of Winchester Little Theater. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Winchester Little Theater
Showing deals for:19 Sept - 26 Sept
Image gallery for Whitetail Summit - Shenandoah/hot tub/wineries
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Whitetail Summit - Shenandoah/hot tub/wineries
Front Royal, VA
8% off
Price is NZ$8,130
NZ$8,130
NZ$1,161 per night
includes taxes & fees
Image gallery for Hot Tub Mountain View Dog Friendly Modern Chalet
1010 out of 10 rating
Exceptional
(12 reviews)
Hot Tub Mountain View Dog Friendly Modern Chalet
Linden, VA
8% off
Price is NZ$4,845
NZ$4,845
NZ$692 per night
includes taxes & fees
Image gallery for Waterfront Retreat on the Shenandoah River 7 miles from National Park
1010 out of 10 rating
Exceptional
(18 reviews)
Waterfront Retreat on the Shenandoah River 7 miles from National Park
Front Royal, VA
8% off
Price is NZ$4,836
NZ$4,836
NZ$691 per night
includes taxes & fees
Image gallery for Delicious Cabin | Hot Tub, Screened Porch & More
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Delicious Cabin | Hot Tub, Screened Porch & More
Linden, VA
16% off
Price is NZ$3,444
NZ$3,444
NZ$492 per night
includes taxes & fees
Image gallery for Romantic, family friendly mountain getaway w hot tub near wineries & skyline
1010 out of 10 rating
Exceptional
(16 reviews)
Romantic, family friendly mountain getaway w hot tub near wineries & skyline
Front Royal, VA
12% off
Price is NZ$4,399
NZ$4,399
NZ$628 per night
includes taxes & fees
Image gallery for New Hot Tub! Next to resort with spa and golf!
1010 out of 10 rating
Exceptional
(5 reviews)
New Hot Tub! Next to resort with spa and golf!
Capon Springs, WV
8% off
Price is NZ$3,532
NZ$3,532
NZ$505 per night
includes taxes & fees
Image gallery for Still Point Cabin - Harper's Ferry, WV - Mountain Getaway - 3 Bedrooms/AC/WiFi
8.88.8 out of 10 rating
Excellent
(6 reviews)
Still Point Cabin - Harper's Ferry, WV - Mountain Getaway - 3 Bedrooms/AC/WiFi
Bluemont, WV
7% off
Price is NZ$2,669
NZ$2,669
NZ$381 per night
includes taxes & fees
Image gallery for Historic home nestled in the heart of horse and wine country. Kids/pet friendly!
1010 out of 10 rating
Exceptional
(5 reviews)
Historic home nestled in the heart of horse and wine country. Kids/pet friendly!
Paris, VA
8% off
Price is NZ$4,035
NZ$4,035
NZ$576 per night
includes taxes & fees
Image gallery for #CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries
1010 out of 10 rating
Exceptional
(9 reviews)
#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries
Linden, VA
24% off
Price is NZ$2,171
NZ$2,171
NZ$310 per night
includes taxes & fees
Image gallery for Modern 3BR Country Farmhouse
1010 out of 10 rating
Exceptional
(10 reviews)
Modern 3BR Country Farmhouse
Winchester, VA
8% off
Price is NZ$3,499
NZ$3,499
NZ$500 per night
includes taxes & fees
Image gallery for Timber frame chalet with incredible views minutes from Shenandoah National Park.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Timber frame chalet with incredible views minutes from Shenandoah National Park.
Linden, VA
8% off
Price is NZ$6,634
NZ$6,634
NZ$948 per night
includes taxes & fees
Image gallery for Whitetail Cabin | Couple's Retreat w/ Hot Tub
1010 out of 10 rating
Exceptional
(18 reviews)
Whitetail Cabin | Couple's Retreat w/ Hot Tub
Linden, VA
11% off
Price is NZ$2,482
NZ$2,482
NZ$355 per night
includes taxes & fees
Image gallery for Cozy Chalet, 5-acres, Newly Renovated with WiFi, Deck, Fire Pit & Grill
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Cozy Chalet, 5-acres, Newly Renovated with WiFi, Deck, Fire Pit & Grill
Gerrardstown, WV
8% off
Price is NZ$2,583
NZ$2,583
NZ$369 per night
includes taxes & fees
Image gallery for River Perch on the Cacapon: private home on 27 acres and 1200 ft of riverfront
1010 out of 10 rating
Exceptional
(32 reviews)
River Perch on the Cacapon: private home on 27 acres and 1200 ft of riverfront
Yellow Spring, WV
10% off
Price is NZ$3,410
NZ$3,410
NZ$487 per night
includes taxes & fees
Image gallery for Secret Gardens Carriage House
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Secret Gardens Carriage House
Winchester, VA
38% off
Price is NZ$1,260
NZ$1,260
NZ$180 per night
includes taxes & fees
Image gallery for Emerald in Berkeley Springs, WV
1010 out of 10 rating
Exceptional
(28 reviews)
Emerald in Berkeley Springs, WV
Berkeley Springs, WV
12% off
Price is NZ$3,613
NZ$3,613
NZ$516 per night
includes taxes & fees
Image gallery for Blue Mountain Log Cabin
1010 out of 10 rating
Exceptional
(77 reviews)
Blue Mountain Log Cabin
Linden, VA
8% off
Price is NZ$2,985
NZ$2,985
NZ$426 per night
includes taxes & fees
Image gallery for Modern Chalet w Hot Tub, Large Deck, Grill & WiFi
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Modern Chalet w Hot Tub, Large Deck, Grill & WiFi
Gerrardstown, West Virginia
7% off
Price is NZ$2,206
NZ$2,206
NZ$315 per night
includes taxes & fees
Image gallery for Amazing Views, Hot Tub, Fire Pit, Deck & Fireplace
9.29.2 out of 10 rating
Wonderful
(35 reviews)
Amazing Views, Hot Tub, Fire Pit, Deck & Fireplace
Gerrardstown, West Virginia
7% off
Price is NZ$2,772
NZ$2,772
NZ$396 per night
includes taxes & fees
Image gallery for Hot Tub, Private Creek Access, High Speed Internet, Romantic vibes
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Hot Tub, Private Creek Access, High Speed Internet, Romantic vibes
Gerrardstown, WV
7% off
Price is NZ$1,501
NZ$1,501
NZ$214 per night
includes taxes & fees
Image gallery for The Overlook
8.88.8 out of 10 rating
Excellent
(8 reviews)
The Overlook
Winchester, VA
8% off
Price is NZ$2,494
NZ$2,494
NZ$356 per night
includes taxes & fees
Image gallery for Newly renovated Farm cottage with Mountain views
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Newly renovated Farm cottage with Mountain views
Strasburg, VA
8% off
Price is NZ$2,312
NZ$2,312
NZ$330 per night
includes taxes & fees
Image gallery for Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed
1010 out of 10 rating
Exceptional
(11 reviews)
Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed
Winchester, VA
38% off
Price is NZ$1,260
NZ$1,260
NZ$180 per night
includes taxes & fees
Image gallery for Riverfront Oasis with Mountain Views, close to town
1010 out of 10 rating
Exceptional
(19 reviews)
Riverfront Oasis with Mountain Views, close to town
Middletown, VA
12% off
Price is NZ$2,958
NZ$2,958
NZ$423 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Winchester Little Theater
Showing deals for: 13 Sept - 16 Sept
Modern Country House on the Shenandoah River
Sleeps 8 · 5 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
The current price is NZ$2,019
NZ$2,019
for 3 nights, 1 home
NZ$673 per night
includes taxes & fees
Serene Mountaintop Cabin - Pool, Hot Tub [Fall-Spring], Infrared Sauna
Sleeps 12 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
The current price is NZ$3,643
NZ$3,643
for 3 nights, 1 home
NZ$1,214 per night
includes taxes & fees
The Outpost: A Rustic Respite in the Shenandoah Valley 4 Bikes For Use Tesla Ch
Sleeps 14 · 3 bedrooms · 2+ bathrooms
8.88.8 out of 10
Excellentexcellent
42 reviews(42 reviews)
The current price is NZ$3,505
NZ$3,505
for 3 nights, 1 home
NZ$1,168 per night
includes taxes & fees
Kona's Cozy Cabin — King Bed, Fireplace, Pet Friendly, Near Hiking and Wineries
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
The current price is NZ$1,187
NZ$1,187
for 3 nights, 1 home
NZ$396 per night
includes taxes & fees
A-Frame Mountain Retreat
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
The current price is NZ$1,052
NZ$1,052
for 3 nights, 1 home
NZ$351 per night
includes taxes & fees
Charming Loft In Winchester Va, Furnished and all Inclusive
Sleeps 2 · 1 bedroom · 1 bathroom
The current price is NZ$414
NZ$414
for 3 nights, 1 home
NZ$138 per night
includes taxes & fees
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