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Holiday Homes in Southern Pines

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    All 29 Rentals in Southern Pines
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    Beautiful Bed & Breakfast on NC Horse Farm1 / 23
    (4)Excellent
    Southern Pines
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    AOS VACATION COTTAGE1 / 11
    (13)Excellent
    Southern Pines
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cozy B&B one bedroom apartment on a beautiful 10 acre horse farm1 / 13
    (1)Excellent
    Southern Pines
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Southern Pines
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Family home available for rent by the day, week or month. Quiet neighborhood near beautiful downtown Southern Pines, just a few blocks from horse country and cyclist routes. Fresh and clean, recently updated with new flooring, paint and appliances (still has the retro 70's avocado green oven-why...
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    28387, Southern Pines, North Carolina
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Southern Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Balcony
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic mid century modern retreat on 2 acres of beautiful grounds. Very private wooded setting minutes to downtown Southern Pines and Pinehurst. Renovated and restored and stunningly furnished with a fine collection of antiques, art and high quality bedding and upholstered pieces. Kitchen is...
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    28387, Southern Pines, North Carolina
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Southern Pines
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
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    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Under renovation until 15 Dec (so please excuse current pictures) Located directly off the highway within 5 minutes of Pinehurst, downtown Southern Pines and Vass. Equipped with high speed internet access, and a flat panel television, Carpets in the bedrooms and common living spaces......Screened...
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    28387, Southern Pines, North Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Southern Pines
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevate your next visit to North Carolina by staying in this newly constructed 3-bedroom, 2.5-bathroom vacation rental townhouse. Boasting 1,600 square feet of luxurious living space, this home comfortably sleeps 6 and is just steps away from boutique shops and fine dining restaurants along Broad...
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    28387, Southern Pines, North Carolina
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The following rentals are within 10 kilometres of Southern Pines.
    LOVELY 2BR  2BA PINEHURST CONDO - GOLF COURSE VIEW1 / 14
    (25)Excellent
    Pinehurst
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed 28 May 2018
    Location is central to all Pinehurst golf courses. Amenities are more than sufficient, as are the bedrooms. Spacious living room, dining room and kitchen. Not the most modern...
    Reviewed 8 April 2018
    had a wonderful "guys golf" weekend!! this condo was perfect and comfortable. the location was wonderful to get into village of pinehurst quickly. also, a...
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    About this property
    We invite you to our lovely first floor condo located on the 3rd fairway of Pinehurst course #5. We are within walking distance to both the Pinehurst Country Club Clubhouse, and immediately across the street from the Historic Harness Track. A great place to stay for golfers, horse lovers, tennis...
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    28374, Pinehurst, North Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Pinehurst Cottage...Historic District Old Town1 / 20
    (4)Excellent
    Pinehurst
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Patio
    • DVD Player
    • Porch
    • Grill
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2015
    Great yard, pristine location. Excellent amenities. The owner is prepared and thorough at a reasonable price.
    Reviewed 13 April 2015
    What a beautiful cottage. Close to village, Carolina Hotel and golf. Would highly recommend this rental. Fully equipped with everything you could wish for. We were sad to leave...
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    About this property
    We just completed a full renovation. It's all new and improved (renovation completion Aug. 2013) but we've kept it's simple charm and original character. Go back in time and enjoy sculptured archways, glass door knobs, crown molding, built ins, granite and hardwood floors through out. The cottage...
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    28105, Pinehurst, North Carolina
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Juniper Pines Cottage...Really Nice!1 / 26
    (16)Excellent
    Pinehurst
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2017
    Beautiful Cottage and wonderful owners. Marie and David were amazing. The Location has easy access to anything you want - Dining, Shopping, Golf, and more. We had a fantastic...
    Reviewed 21 March 2017
    Just what we were looking for! Very private, quiet and relaxing. Just a couple of minutes to Pinehurst, Southern pines, etc. Very clean and well- maintained by owners.
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    About this property
    Nestled in a peaceful, yet convenient area near Pinehurst 'home of golf', North Carolina, our cottage invites the traveler to a pleasantly rustic setting. Built in 1943, our lovely cabin is completely renovated and filled with country charm. Beautiful and private, but still close (less then 3...
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    27376, Pinehurst, North Carolina
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    AME Golf House - 6 BR - Sleeps 8 - 12 - Built by Golfers, for Golfers - Suitable for Large Families or Wedding Parties1 / 5
    (3)Excellent
    Pinehurst
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Grill
    • Secure Parking
    • Porch
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    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    From Day One of working with Greg Austin, he and his staff have been first class and gave my group the white glove service. From flexible arrival times to coming over to meet...
    Reviewed 6 April 2016
    Stayed last July and going back this July! The host was helpful and the golf was amazing. We do a trip every year and this is the first time we are going back to the same place.
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    About this property
    AME Golf House is a 6 BR - 4 Bath - 5 Shower home with 12 Full Beds, 2 per BR and boasts the following Amenities... * Over-sized Garage has been converted into a Locker/Game Room with a Pool Table, Large Flat Screen TV, Bar, Full Poker Set Up, HVAC & more... * 2 Large Hot Water Heaters to Ensure...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Pinehurst
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Garden
    • Outdoor Dining Area
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great rental in the golfing capital of the United States. Home comfortably sleeps 8 and offers 1 acre of land to be active or just enjoy a relaxing quiet country atmosphere. Home is around the corner to all area courses, shopping, and restaurants.
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Pinehurst
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
    • Hot Tub
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a unique opportunity to rent a lakefront home in the golf capital of the USA, Pinehurst, North Carolina. Enjoy the five bedrooms in this lovely Lake Pinehurst home directly on the lake. See the sunsets across the lake from one of three large decks after playing 18 holes of golf on one of...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Pinehurst
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BRAND NEW MODERN HOME 3 BED/2.5 BATH WITH SWEEPING VIEWS OF PINEHURST # 3. SLEEPS 10. NO UPGRADES SPARED - ENTIRE HOME IS SPANISH MARBLE & 7' WOOD FLOORS, QUARTZ COUNTER TOPS, DESIGNER FINISHES, STATE OF THE ART HOME THEATER (16 FOOT SCREEN), POOL TABLE, 5 FLAT SCREEN TV's, LUXURIOUS BATHROOM's,...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Welcome to the Magnolia  Hidaway, 2 BD, 2 BA, Free Wifi and Cable, Pool1 / 46
    (1)Excellent
    Pinehurst
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    • Balcony
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 'The Magnolia Hideaway'. This newly renovated 2 BD, 2 full BA condo on Lake Pinehurst sleeps 4 comfortably. The master bedroom has a king bed which can be converted into 2 twins and the second BD has two beds which can be converted into a king per your request. You will sleep like a...
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    28374, Pinehurst, North Carolina
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Pinehurst
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
    • Grill
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Over 3,200 sq. ft. of living space located across Midland Road from Pinehurst #9. Well appointed with multiple tvs, shuffleboard table, foosball table and gourmet kitchen. Ping pong table in garage. Large open floor plan. Upstairs has a bonus room with two full beds along with a bedroom suite...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Pinehurst
    6 Bedrooms, 10 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Sauna
    • Patio
    • Hot Tub
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    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, Location, Location: Our luxury golf estate is situated on an fully-gated property in the Village of Pinehurst. Guests of our estate will find themselves in the center of a golfer's paradise with many of the top golf-rated courses within a 1 mile radius including our personal favorite,...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 6 Bedrooms, 10 Bathrooms, Sleeps 12
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    Aberdeen
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    • Private Garden
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Authentic 1920's Craftsman style Bungalow with great front porch for relaxing. Secluded pool area surrounded by mature bamboo and a brick barbecue. Close to Pinehurst Golf courses, Equestrian facilities and events. Within walking distance to music venues, bakery, restaurants, microbrewery and...
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    28315, Aberdeen, North Carolina
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pinehurst
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This vacation rental home in Pinehurst is perfect for a group of golfers, tennis team, or a large family or families traveling together. Enjoy the amenities of 2 full kitchens (main kitchen completely renovated in 2013), a game room with pool table, screened in porch and outside deck in this over...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Pinehurst
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    One level ranch house conveniently located 1/2 mile north of the Pinehurst Resort. Each bedroom has two full size beds and a television. Pool table and ping pong table for entertainment. Gas grill on the back patio. Olmstead Village Shopping Center with grocery, drug store, restaurants, etc....
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Pinehurst
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    About this property
    ***************** NEW LISTING ***************** The Westbroek Golf House (“WGH”) is a family-owned vacation home loaded with upgrades and fine finishes. Our golf house is inspired by some of the great touring pros from years past as well as some of our current favorites. Each room has its own fun...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Pinehurst
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    About this property
    Built in 2013, 2 Glenross is conveniently located in Pinehurst just off the traffic circle and across from Pinehurst #9. Over 3,500 square feet of living space on two levels. A total of 6 bedrooms and 4.5 bathrooms. Two downstairs bedrooms with attached bathrooms. Four upstairs bedrooms that...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Pinehurst
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    Cardinal House is located in the heart of the Historic District of the Village of Pinehurst, only a short walk to shops, restaurants, pubs and the famed Pinehurst Resort. The home features an open concept plan in the kitchen/ living area, with dining seating for up to 12. This home features its own...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Pinehurst
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Nestled in the woodlake subdivision with golf course for back yard. Security personnel at front gate, quiet neighborhood. Open floor plan, deck out back, beautiful setting with a relaxing atmosphere. Wooded surroundings with nature to welcome you. Wood floors downstairs, and carpet up in the...
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    28394, Pinehurst, North Carolina
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    Pinehurst
    4 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    About this property
    You had me at the front porch! Look no further than this classic Pinehurst front porch that spans the length of the home nestled in the heart of the Pinehurst Village, just steps from everything. Classic Pinehurst Village front porch is like having a second outdoor home. Sit on the front porch...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 13
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    Pinehurst
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    3 bedroom Condo 1,850 sq ft completely redone in 2014 for the US Open. Fine furnishings throughout. Bathrooms include hair dryer. All lines provided. Laundry room with dryer. Bring yourself everything provided. Starbucks coffee service for most rentals. Access to the community pool a short...
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    28374, Pinehurst, North Carolina
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pinehurst
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax after a round of golf on the 3rd hole of the 5th course at Pinehurst. Who needs a hotel when for the same price you have more of the conveniences of home. New beds! W Hotel Bedding, free wifi, Apple TV, Board Games, Kitchen and comfy couches and chairs. Perfect for a quick getaway....
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    28374, Pinehurst, North Carolina
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Pinehurst
    4 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    About this property
    4 Brm/8 Beds, Putting Green, Billiards, Bar, Poker Table & Darts Caddy Shack I is the ultimate golfer hang out. Plenty of opportunity to get the money back you lost on the golf course with all the games and amenities. Perfect for groups of 4 to 16 golfers. There is an adjacent house Caddyshack 2...
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    28374, Pinehurst, North Carolina
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 17
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    Aberdeen
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    About this property
    ** Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay ** A quintessential small-town getaway awaits at this vacation rental home in Aberdeen, North Carolina! This Craftsman-style home offers 2 bedrooms, 1 bathroom, and accommodations...
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    Location Information
    28315, Aberdeen, North Carolina
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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