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Madison Holiday Homes

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    AU$145 Average
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    Don't let other travellers get your favourite Madison area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 24 Rentals in Madison
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    The following rentals are within 40 kilometres of Madison.
    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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    Luxury on the Lake - Perfect for Wedding Families1 / 19
    (1)Very good
    Greensboro
    7 Bedrooms, 7 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2018
    Overall a very good experience, good localization. The house was clean but it does need some renovation in the near future. Nothing mayor thought.
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    About this property
    ** Please read description in its entirety as it answers a lot of FAQ** This beautiful house is located in Greensboro, NC with its back to a private golf course and beautiful lake. The house features 7 bedrooms and 6 1/2 bathrooms and sits on 2.5 acres of land. It can be used for functions like...
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    Greensboro, North Carolina 27410
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 24
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    Thompson House Cottage1 / 11
    (2)Very good
    Stuart, VA
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Mountain Views
    • DVD Player
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2018
    It’s conveniently located within the town. The Cottage was clean and the owner was super nice. He met us there and gave us the run down on the cottage and the cute little town.
    Reviewed 28 September 2017
    We had a great time and loved your cottage and little extras like eggs fresh from your farm. You are a welcoming and thoughtful host but who is This Debbie person.Regards from a...
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    About this property
    Set right in the heart of the historic and quaint Town of Stuart, Virginia this cottage can be the perfect rest stop for your ride along the Blue Ridge Parkway (15 mins), Crooked Road Historic Trail, Martinsville Speedway (25 mins) or your gateway to the Blue Ridge Mountains of Virginia and North...
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    Location Information
    Stuart, Virginia 24171
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    The Orchard House - Guest House, also RV hook-up1 / 10
    (12)Excellent
    Patrick Springs, VA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Garden
    • DVD Player
    • Secure Parking
    • Mountain Views
    • Wi-Fi
    • Porch
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2017
    Lovely cottage with fresh biscuits and apple butter for our welcome! The setting is serene, surrounded by mountains. Hosts are attentive yet not intrusive. They also had a...
    Reviewed 3 November 2016
    The house is just as pictured but the pictures do not do it justice. The views are breath taking. The place is in the country and is so quiet and relaxing. It felt like coming...
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    About this property
    A Rural Retreat! THE ORCHARD HOUSE is a rustic seven room Guest House in a rural, bucolic atmosphere with a spectacular view of Bull Mountain in Patrick County, Virginia. Located just one mile north of US Route 58, The Orchard House sleeps as many as six in two rooms upstairs, has a full kitchen, a...
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    Patrick Springs, Virginia 24133
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 BR home great Nhood near UNCG, Coliseum,downtown1 / 13
    (7)Very good
    Greensboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Parking
    • Porch
    • Wi-Fi
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2017
    loved our stay in Greensboro . This house was perfect. We would definitely love to stay again. House had everything we needed to enjoy our stay. Thank you .
    Reviewed 1 November 2015
    Traveled with my family to a wedding. It was a very clean, nice house. It felt like home while we were there. The neighborhood was beautiful. Would stay there again if we...
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    About this property
    3 Bed 1 Bath brick home in a wonderful neighborhood. 2 miles from downtown, coliseum & UNCG. Friendly shopping center is 1.5 miles, the home is right in the middle of Greensboro, you can get anywhere in 15 mins, to High Point furniture market in 20 mins. Across from the arboretum and walking...
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    Location Information
    Greensboro, North Carolina 27403
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Home Away From Home Charmer1 / 17
    (1)Average
    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
    Reviewed 16 January 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Greensboro
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious, quiet, all amenities. Our home was converted into a duplex many years ago. Our listing is the whole upstairs unit. 950sf, 2BR, 1Bath, LR, full Kitchen. Fully furnished, WiFi, everything included. Separate entrance, complete privacy. And even a front porch swing! All Downtown activities...
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    Greensboro, North Carolina 27401
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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 Garden
    • 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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    Kernersville, North Carolina 27284
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, 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
    Winston Salem, North Carolina 27107
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The White House1 / 16
    (5)Excellent
    Stuart, VA
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Patio
    • Internet Access
    • Grill
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2017
    Love the home and view!!! Clean, well kept and will sleep two families. Owners went out of the way to make our stay great! Will differently stay again. Great places to visit...
    Reviewed 1 August 2014
    Quiet, Relaxing Pace to Stay in foothills of Blue Ridge Mountains. We rented this house to be near Floydfest and were expecting our whole family to go. House had 4 bedrooms...
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    About this property
    Welcome to the White House. This place is our family retreat. We've been recharging our batteries, connecting with nature, and reconnecting with each other for years. It's absolutely fantastic. We figured it was time to share the Blue Ridge magic with others. Welcome to the White House. This...
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    Location Information
    Stuart, Virginia 24171
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    The Owl's Nest- private country cottage on 10 acre horse farm in the Triad1 / 10
    (2)Very good
    Greensboro
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Parking
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2017
    Quiet, peaceful, and great for family gatherings! Very clean, well-kept, and well-equipped. Definitely recommend!
    Reviewed 10 May 2017
    This is such a nice, clean, well-appointed cabin. The bed was so comfortable and each morning I sprang to the windows to look at the incredible view of horses in a field of...
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    About this property
    The Owl's Nest provides a cozy setting to relax and unwind. This house provides all the comforts of home while offering the unique experience of rolling hills, quiet breezes, and star-lit nights. Located on a 10 acre horse farm along with the hosts' home. Minutes away from I-40 and I-85....
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    Location Information
    Greensboro, North Carolina 27406
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, 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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    Greensboro
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Washer
    • Balcony
    • Wi-Fi
    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dear traveling guest! Thank you for your interest in my house. I hope you will be pleased with my terms and intrigued by the many pictures you will see.I hope to meet and exceed your needs for a place to call home away from home. I look forward to hosting guests from around the world and to make...
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    Greensboro, North Carolina 27407
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Winston Salem, North Carolina 27104
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Winston Salem
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • 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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    Winston Salem, North Carolina 27101
    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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    • 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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    Greensboro
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Greensboro is an interesting city to visit and explore. There are parks, a good down-town with plenty of restaurants, brew-pubs etc. and there museums, including the Civil Rights Museum (ex Woolworths). My house is close to downtown, to a stream and walking/running path, and I provide bi-cycles for...
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    Location Information
    Greensboro, North Carolina 27401
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Winston Salem
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Greensboro
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Outdoor Dining Area
    • Patio
    • DVD Player
    • Parking
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dear traveling guest! Thank you for your interest in renting a room in my house. I hope you will be pleased with my terms and intrigued by the many pictures, to book your needs, for a place to call home from me.Even though you just book a room,most times you will have the entire house to your...
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    Location Information
    Greensboro, North Carolina 27407
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Greensboro
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Shared Garden
    • Patio
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dear traveling guest! Thank you for your interest in renting a room in my house. I hope you will be pleased with my terms and intrigued by the many pictures, to book your needs, for a place to call home from me.Even though you just book a room,most times you will have the entire house to your...
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    Location Information
    Greensboro, North Carolina 27407
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Greensboro
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevate your next getaway to North Carolina's heartland region by staying at this gorgeous Greensboro vacation rental condo. Situated right downtown in the charming Southside community, this condo offers ultimate easy access to Greensboro's most notable attractions! Featuring 2 bedrooms, 2...
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    Location Information
    Greensboro, North Carolina 27406
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Greensboro
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Washer
    • Internet Access
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your Greensboro getaway awaits you at this spacious and open 2-bedroom, 1-bathroom vacation rental house, which features accommodations for 5 guests. The property boasts fantastic amenities and is located in a peaceful, quiet neighborhood, fit for an unforgettable stay! Boasting 1,500 square feet...
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    Location Information
    Greensboro, North Carolina 27405
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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