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Winston Salem Vacation Rentals

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    Don't let other travelers get your favorite Winston Salem area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 17 Rentals in Winston Salem
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    Charming Bungalow in Historic Ardmore!1 / 16
    (1)Excellent
    Winston Salem
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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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
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Private Yard
    • 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
    Winston Salem, North Carolina 27104
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Winston Salem
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This James Bond inspired secret hideaway welcomes you with a comfy vibe. In historic upscale Buena Vista, its central location means you're 5 minutes from Wake Forest University, Downtown, Old Salem, NC School of the Arts, Trader Joe’s & Whole Foods. A private, inviting cottage surrounded by trees...
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    Location Information
    Winston Salem, North Carolina 27104
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Winston Salem, North Carolina 27101
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 Yard
    • 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
    Winston Salem, North Carolina 27101
    Rental Home - 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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    Location Information
    Winston Salem, North Carolina 27103
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    Winston Salem
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step back in time with this adorable vintage Serro Scotty. This 60's camper is the perfect escape and loaded with charm; you will be the talk of the campground! This cute little camper will be set up at the location of your choice within 50 miles of beautiful Winston-Salem NC, all you have to do...
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    Location Information
    Winston Salem, North Carolina 27127
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The following rentals are within 20 miles of Winston Salem.
    Beautiful House 10 Minutes From I-40,85 & Airport.1 / 23
    (4)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 May 12, 2018
    The house was beautiful and comfortable! It had everything we needed, including an outdoor area to gather! We had family coming from CT, RI, NH, GA & KS for my daughters...
    Reviewed December 31, 2017
    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...
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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 with 2 Surveillance cameras out side and one door bell camera by ringcom Large projection HD Theater. Main level has one bedroom with attached full bath,office...
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    Location Information
    High Point, North Carolina 27265
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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    Home Away From Home Charmer1 / 42
    (1)Average
    Kernersville
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Children's Pool
    • Private Yard
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 15, 2018
    I recently stayed at the home away from home during mlk weekend. I did not like that the pictures make it seem as if there are two separate rooms and a living room. It is more...
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    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
    Kernersville, North Carolina 27284
    Rental Home - 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
    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Shared Outdoor Pool (Unheated)
    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. The house is smoke free. The house is conveniently located...
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    Location Information
    Kernersville, North Carolina 27284
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Jamestown, North Carolina 27260
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Lewisville
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On your next trip to Lewisville, North Carolina, don’t hesitate to book this 5-bedroom, 3-bathroom vacation rental house that accommodates up to 14 travelers. Enjoy a game of pool at the private billiards table after shopping & dining in historic downtown Winston-Salem 20 minutes away. You’ll also...
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    Location Information
    Lewisville, North Carolina 27023
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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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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    Location Information
    Pfafftown, North Carolina 27106
    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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    Location Information
    Jamestown, North Carolina 27282
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 1
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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
    Pfafftown, North Carolina 27106
    Condo/Apartment - 1 Bathroom, Sleeps 2
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