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Holiday Homes in Winston Salem

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    R1 396 Average
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    Don't let other travellers get your favourite Winston Salem area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 16 Rentals in Winston Salem
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    New 3BR & 3BA !No Smoking!Pets $40! A single family home in convenient location.1 / 13
    (1)Excellent
    Winston Salem
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Winston Salem
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Winston Salem
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Winston Salem
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Terrace
    • Private Garden
    • Washer
    • Cable/satellite TV
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to Old Salem and its shops and restaurants, Cobblestone Farmer's Market, Granville Park, Washington Park, and the attractive, shady Strollway leading to downtown. Unwind on the home's lovely front porch swing, or spend time with family and friends on the expansive back deck, which overlooks...
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    Location Information
    27101, Winston Salem, North Carolina
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Winston Salem
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    Amenities & Details
    • Patio
    • Balcony
    • Terrace
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *** Newly Added Amenities*** - Washer/Dryer on Premises - Pool Access - Gym - Billiards & Game room - BBQ Grill NEW upscale 1 bedroom apartment located on the West side of Winston Salem. The apartment is fully furnished and equipped with super high speed internet. Furnished with a Couch, Queen...
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    27103, Winston Salem, North Carolina
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    Winston Salem
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Balcony
    • Central Heating
    • Grill
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Rough and Ready apartment is located on the second floor of the Historic Old Salem Town Hall, a 1913 building listed on the National Historic Registry and fully renovated in 2017. The building once housed the Rough and Ready fire department, court house, jail and sleeping quarters for the...
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    27101, Winston Salem, North Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Winston Salem
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Private Garden
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will love to relax in our bright and airy dedicated home! The location is close to everything – Wake Forest Baptist MC, Forsyth Hospital, Downtown, Old Salem, BB&T Field, restaurants, and shopping! The home was built in 1935 and has plenty of historic charm including exposed beams throughout....
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    27103, Winston Salem, North Carolina
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Winston Salem
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vintage style home offers private bedroom with work space (free WI-FI), roomy closet, and full size bed. The private bath or shower is just outside the bedroom entry. In addition to your private bedroom and bath, you are welcome to enjoy the common areas of the home, which includes the living room...
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    Location Information
    27107, Winston Salem, North Carolina
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Winston Salem
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It was a big family room, now converted into a bed room. Has a queen bed can sleep two, also in the room have two recliners, can sleep two more incase of family gathering. Has central electric heat and air, wood burning fireplace for display, and electric fireplace to enjoy. Bathroom has two...
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    Location Information
    27104, Winston Salem, North Carolina
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    The following rentals are within 30 kilometres of Winston Salem.
    Beautiful House 10 Minutes From I-40,85 & Airport.1 / 23
    (3)Excellent
    High Point
    6 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Children's Pool
    • Washer
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We stayed here during Christmas, 2017 while visiting my wife’s parents. The total cost for this six bedroom house was comparable to what we would have paid for a hotel for our...
    Reviewed 4 weeks ago
    Our stay was great. The home is beautiful and very comforting. The owners were very hospitable and helped us with whatever we needed the entire time. I will definitely rent with...
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    About this property
    House is located in the very high end cozy neighborhood, High speed gigabit wireless internet, Cable TV, Fully automated with CPI security, Large projection HD Theater. Main level has one bedroom with attached full bath,office room, living room with full sofa, Large flat screen 65'TV, Dining...
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    Location Information
    27265, High Point, North Carolina
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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    Kernersville
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Children's Pool
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Convenient to the triad. Winston-Salem, Greensboro, High-Point. This place is for everyone. With a king bed, a full bed, a queen air mattress, two couches, a full bath, WiFi, Netflix, a 55 in flat-screen TV you have it all! There is a big back deck for grilling or relaxing. The coffee bar is great...
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    Location Information
    27284, Kernersville, North Carolina
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kernersville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home is on half an acre in Kernersville. It has been remodeled from top to bottom with beautiful lighting and the inside is like a rustic cabin. I provide all necessities like clean towels, soap, shampoo, tooth brush in case you forget. Breakfast would be daily at 8am if you want a BandB...
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    27284, Kernersville, North Carolina
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pfafftown
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    • Secure Parking
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Feels like home. Peaceful, quiet & friendly. Close to hospitals, shopping $ restraunts. Full use of kitchen and dinning rm & deck. Wr also have gas grill I have outdoor cat that does not come in house The space It has large oak entertainment center with large TV, Dish network lots of space for...
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    27106, Pfafftown, North Carolina
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Jamestown
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Amenities & Details
    • Hot Tub
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Although small, this extended-stay hotel has many great features! It is child-friendly, very comfortable, and even has a waterbed! You really can't go wrong. Renters must be pre-approved before scheduling, and a minimum of 38 weeks stay is preferred. This room can fill up quick, so please...
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    27282, Jamestown, North Carolina
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Jamestown
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Grill
    • Patio
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 4 bedroom home located in a quiet cul-de-sac. Great for business travel as well as friends and family gatherings. Only 4.2 miles to High Point University, 4.49 miles to the High Point Furniture Market, 6.0 miles to the Sedgefield Country Club, 13.5 miles to the Greensboro Coliseum...
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    Location Information
    27260, Jamestown, North Carolina
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Pfafftown
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I have a room with twin bed. It has kitchenette with sink, frig, microwave, griddle. It includes dishes and linens. It is in a quiet neighborhood with private entrance. Shopping & restaurants 1 mile away. Near Wake Forest University,Old Salem, Forsyth and Baptist hospitals. Air matteress available...
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    Location Information
    27106, Pfafftown, North Carolina
    Condo/Apartment - 1 Bathroom, Sleeps 2
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