House vacation rentals in Southern Pines

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Top-rated house rentals in Southern Pines

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Guest favorite

Home in Southern Pines

4.99 out of 5 average rating, 124 reviews

Railway Cottage-2 blocks from charming Dwntn SoPi

Our beautiful house is located in a quiet neighborhood with only the songs of birds singing by the back deck and the occasional horns of the passing trains. When you go out your front door, however, you are two minutes from all that downtown Southern Pines has to offer. You have a beautiful large deck complete with dining table, gas grill and a seating oasis with a gas fire pit table. There is a garage that can be used for parking bicycles or motor cycles. There is room in the drive for 3 cars.

Guest favorite

Home in Pinehurst

4.98 out of 5 average rating, 107 reviews

The Ross Retreat - In Pinehurst

Your entire group will enjoy this central location to 40+ golf courses in Moore county with easy access to restaurants and close to grocery stores. This gorgeous home with custom woodwork and backyard oasis is the perfect retreat for families and golfers alike. Enjoy comfortable beds with down pillows and high end mattresses with mattress pads and a fully stocked kitchen in this newly furnished home. If you appreciate the little things like HEPA air filters and quite dishwashers, we got you.

Guest favorite

Home in Pinehurst

4.91 out of 5 average rating, 113 reviews

The Chatham House

The Chatham House is a privately-owned 3 bedroom/2 bath vacation home located in the famed Pinehurst #6 - just minutes away from the Village of Pinehurst shops and restaurants. This home-away-from-home features everything you need for a relaxing/fun vacation. Whether you have come to play some of the best golf courses in the world or have come for a fun family vacation, the Chatham House is your place to stay! Also great for Doctors and Nurses as First Health hospital is just minutes away.

Guest favorite

Home in Southern Pines

4.99 out of 5 average rating, 178 reviews

Restored 1920s 2BR Cottage w/Bikes-DWTN So Pines

Experience downtown Southern Pines in a stylish fully restored early-1900's cottage. This home is conveniently located 4 blocks (4 min walk) from Broad Street, where you will find all the shopping, restaurants, and bars. The cottage is 5 minute drive to several world-class golf courses (Mid-Pines, Mid-South, Longleaf, Pine Needles, Pinehurst No. 9, Talamore) just to name a few... and only 10 mins away from the Village of Pinehurst and Pinehurst No.2. Cruise like a local on the free bikes!

Guest favorite

Home in Southern Pines

4.98 out of 5 average rating, 174 reviews

Loft Cottage on Ridge Short & Extended Stays

This 1930s cottage is the perfect spot for your stay in downtown Southern Pines. It is located on a quiet street, yet close enough to walk to all the shops/restaurants downtown or the Weymouth Center for the Humanities. This loft unit has a private entrance from the top of the stairs with 1 bedroom (Queen) & 1 bath, a full kitchen, and shared laundry room downstairs in the back of the home. Unit features vintage kitchen! Come stay with us for a short stay or extended stay!

Guest favorite

Home in Aberdeen

4.99 out of 5 average rating, 153 reviews

Retreat on Pine - Close to Golf & Horse Park

Luxurious, 3 bedroom/2.5 bath, new construction home in walking distance to Downtown Aberdeen ~ Beautifully furnished with the latest home fashions and technology, it's ready to be your home-away-from-home. Just minutes from world renowned golf courses, Rockingham Dragway, exquisite dining and enveloped by southern charm, this covetable area will not disappoint! Spend your day exploring all this area has to offer or Retreat on Pine and catch up on your rest and relaxation.

Guest favorite

Home in Southern Pines

4.89 out of 5 average rating, 113 reviews

Heart of Downtown-Golf Escape-Walk to Dinner&Fun

You can’t get closer to downtown, and so many golf courses to choose from are nearby! After a day on the green, you can walk one block and enjoy downtown Southern Pines at night! This 3 bed/2 bath, beautiful home is near to all of the best of the Pines, and a quick drive to Pinehurst! Nearby is a park and walking trails for you to explore! This home is dog friendly also, much like most of downtown. Whatever the vibe is of your retreat, you will be sure to find it here!

Guest favorite

Home in Pinehurst

4.98 out of 5 average rating, 725 reviews

The Knotty But Nice Treehouse of Pinehurst

Welcome to The Knotty But Nice Treehouse of Pinehurst. If you're looking for a rental experience in Pinehurst that is unique -- look no further! Our one of a kind treehouse is nestled between Lake Pinehurst and The No. 3 Course. Located just minutes from the village of Pinehurst and the Pinehurst Resort. Past guests describe The Knotty But Nice Treehouse as CLEAN, COZY, ROMANTIC, BEAUTIFUL, UNIQUE, PEACEFUL... Go ahead and book-- you won't be disappointed.

Guest favorite

Home in Southern Pines

4.98 out of 5 average rating, 146 reviews

Golfers’ Mid-Century Escape Minutes From Pinehurst

Relax in this peaceful, newly renovated space with a modern touch. Located in a quiet neighborhood next to Hyland Golf Club, this home offers the perfect retreat for golf lovers. Just one exit north of Pine Needles golf course (3.9 miles), it’s ideally situated for those attending the US Kids Golf World Championship at Longleaf Golf Club (5.9 miles away) or the US Men’s Open at Pinehurst #2 (8.9 miles away). Secure your golf getaway now—book today!

Guest favorite

Home in Southern Pines

5 out of 5 average rating, 116 reviews

The Firefly - Firepit - Patio Swing - King Bed

WRAP-AROUND PORCH LEADS TO COZY PATIO WITH FIREPIT! Charming 1650 ft open concept 3 Bedrm/ 2 Bathrm craftsman home located 2 min from dwtn So Pines, 15 min from dwtn Pinehurst, 30 min from Ft Liberty, & min from renowned golf courses, & equestrian events. A fanstastic place for a girls wkend, golf trip, romantic getaway, or family reunion. Located on 0.5 acre lot, near great restaurants & breweries (see our guidebook).

Guest favorite

Home in Aberdeen

4.92 out of 5 average rating, 111 reviews

Country living 10 mins to Horse Park, Golf & Town.

Quiet, country living only 10 mins from shopping, restaurants, The Carolina Horse Park & golf! Enjoy the quiet neighborhood, the serene atmosphere & within 10 mins, you can be walking into 1 of many great restaurants or shopping centers. Enjoy grilling on the back deck, lounging in the pool or taking nice walk on the private road. House was completely remodeled 2 years ago & offers an open floor plan with 2 living rooms.

Guest favorite

Home in Pinehurst

4.95 out of 5 average rating, 141 reviews

⛳️19th Hole🍸. Sleeps 10, Pool Table🎱 and Fire Pit

Spacious Pinehurst home, steps from Lake Pinehurst and adjacent to Pinehurst No. 3, down the street from the Fair Barn and No. 2! This 5 bedroom, 3 bathroom home comfortably sleeps 10 adults, featuring 2 king bedroom retreats! Equally accommodating to golf foursomes, couples seeking a romantic getaway, or families on holiday! After a day on the course, enjoy Apres- golf cocktails around the pool table or fire pit!