Holiday rentals near Old Orchards
We found 249 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Old Orchards that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Old Orchards
Showing deals for:18 Jul - 25 Jul
Image gallery for Upscale City Cottage Getaway
1010 out of 10 rating
Exceptional
(15 reviews)
Upscale City Cottage Getaway
Winston-Salem, NC
12% off
Price is NZ$2,868
NZ$2,868
NZ$410 per night
includes taxes & fees
Image gallery for Majestic Getaway Cabin near Wake Forest University
1010 out of 10 rating
Exceptional
(63 reviews)
Majestic Getaway Cabin near Wake Forest University
Winston-Salem, NC
16% off
Price is NZ$3,789
NZ$3,789
NZ$541 per night
includes taxes & fees
Image gallery for Captains Quarters - Historical Home Downtown Rental
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Captains Quarters - Historical Home Downtown Rental
Winston-Salem, NC
8% off
Price is NZ$1,301
NZ$1,301
NZ$186 per night
includes taxes & fees
Image gallery for Vintage Modern Synthesis in the Heart of Winston-Salem
1010 out of 10 rating
Exceptional
(37 reviews)
Vintage Modern Synthesis in the Heart of Winston-Salem
Winston-Salem, NC
8% off
Price is NZ$2,187
NZ$2,187
NZ$312 per night
includes taxes & fees
Image gallery for Near Wake Forest University, high ceilings, lovely 4 bedroom 3 bath
1010 out of 10 rating
Exceptional
(6 reviews)
Near Wake Forest University, high ceilings, lovely 4 bedroom 3 bath
Winston-Salem, NC
12% off
Price is NZ$6,388
NZ$6,388
NZ$913 per night
includes taxes & fees
Image gallery for 6 Bedroom, 3 Bath Remodeled House in Quiet Neighborhood. 10 min to WF University
1010 out of 10 rating
Exceptional
(11 reviews)
6 Bedroom, 3 Bath Remodeled House in Quiet Neighborhood. 10 min to WF University
Winston-Salem, NC
16% off
Price is NZ$5,434
NZ$5,434
NZ$776 per night
includes taxes & fees
Image gallery for Charming Ardmore Home minutes from hospitals/I-40
9.09.0 out of 10 rating
Wonderful
(27 reviews)
Charming Ardmore Home minutes from hospitals/I-40
Winston-Salem, NC
11% off
Price is NZ$3,145
NZ$3,145
NZ$449 per night
includes taxes & fees
Image gallery for Quiet, home-style stay in historic Washington Park neighborhood.
1010 out of 10 rating
Exceptional
(9 reviews)
Quiet, home-style stay in historic Washington Park neighborhood.
Winston-Salem, NC
7% off
Price is NZ$1,424
NZ$1,424
NZ$203 per night
includes taxes & fees
Image gallery for Walking distance to Reynolda House and Gardens. Close to Wake Forest University
1010 out of 10 rating
Exceptional
(71 reviews)
Walking distance to Reynolda House and Gardens. Close to Wake Forest University
Winston-Salem, NC
8% off
Price is NZ$4,982
NZ$4,982
NZ$712 per night
includes taxes & fees
Image gallery for Hidden GEM 1 king bed &2 queens
8.48.4 out of 10 rating
Very good
(5 reviews)
Hidden GEM 1 king bed &2 queens
Winston-Salem, NC
9% off
Price is NZ$1,700
NZ$1,700
NZ$243 per night
includes taxes & fees
Image gallery for Linda Cottage- Premium Retreat close to Wake Forest Campus w/ Lvl 2 EV Charger
1010 out of 10 rating
Exceptional
(5 reviews)
Linda Cottage- Premium Retreat close to Wake Forest Campus w/ Lvl 2 EV Charger
Winston-Salem, NC
12% off
Price is NZ$5,454
NZ$5,454
NZ$779 per night
includes taxes & fees
Image gallery for Modern, Comfortable and Cozy Large Apartment
1010 out of 10 rating
Exceptional
(11 reviews)
Modern, Comfortable and Cozy Large Apartment
Lewisville, NC
7% off
Price is NZ$2,252
NZ$2,252
NZ$322 per night
includes taxes & fees
Image gallery for Quiet, newly renovated. Near everything!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Quiet, newly renovated. Near everything!
Winston-Salem, NC
7% off
Price is NZ$1,785
NZ$1,785
NZ$255 per night
includes taxes & fees
Image gallery for The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
1010 out of 10 rating
Exceptional
(22 reviews)
The Sunrise! Close to Wake forest University. 2 King beds. Quiet neighborhood!
Winston-Salem, NC
5% off
Price is NZ$3,629
NZ$3,629
NZ$518 per night
includes taxes & fees
Image gallery for Carolina Cheerful and Charming
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Carolina Cheerful and Charming
Winston-Salem, NC
7% off
Price is NZ$1,916
NZ$1,916
NZ$274 per night
includes taxes & fees
Image gallery for La Casita: A Cozy Retreat Near Wake Forest University"
9.69.6 out of 10 rating
Exceptional
(47 reviews)
La Casita: A Cozy Retreat Near Wake Forest University"
Winston-Salem, NC
8% off
Price is NZ$2,201
NZ$2,201
NZ$314 per night
includes taxes & fees
Image gallery for Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
1010 out of 10 rating
Exceptional
(50 reviews)
Remodeled historic home! Steps away from dining & shops - Easy walk to Old Salem
Winston-Salem, NC
15% off
Price is NZ$2,592
NZ$2,592
NZ$370 per night
includes taxes & fees
Image gallery for Downtown Oasis Central to Everything WInston
1010 out of 10 rating
Exceptional
(5 reviews)
Downtown Oasis Central to Everything WInston
Winston-Salem, NC
5% off
Price is NZ$1,833
NZ$1,833
NZ$262 per night
includes taxes & fees
Image gallery for Renovated historic Craftsman bungalow near Winston Salem and mountain activities
1010 out of 10 rating
Exceptional
(48 reviews)
Renovated historic Craftsman bungalow near Winston Salem and mountain activities
Rural Hall, NC
12% off
Price is NZ$1,914
NZ$1,914
NZ$273 per night
includes taxes & fees
Image gallery for Cheerful cottage w/work space near hospitals
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Cheerful cottage w/work space near hospitals
Winston-Salem, NC
8% off
Price is NZ$2,619
NZ$2,619
NZ$374 per night
includes taxes & fees
Image gallery for Cozy guest suite in Winston Salem
9.49.4 out of 10 rating
Exceptional
(112 reviews)
Cozy guest suite in Winston Salem
Winston-Salem, NC
7% off
Price is NZ$774
NZ$774
NZ$111 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Old Orchards
Renovated Perfection in Quiet W-S Neighborhood
Sleeps 8 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
162 reviews(162 reviews)
Quiet, newly renovated. Near everything!
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Cozy King Blue H2O Staycation , Stock Tank Pool, Hot Tub, Fire Pit Pets OK!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Updated Hidden Gem, close to Kernersville and Winston
Sleeps 8 · 3 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Luxury 3BR Townhome - Sleep 6
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.09.0 out of 10
Wonderfulwonderful
27 reviews(27 reviews)
Secluded close to everything!
Sleeps 25 · 4 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
6 reviews(6 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