House vacation rentals in Pinehurst

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Top-rated house rentals in Pinehurst

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Guest favourite

Home in Southern Pines

5.0 out of 5 average rating, 12 reviews

Place beyond the Pines - Walk to downtown

This cozy home is located within 4 blocks of all Southern Pines has to offer. Less than a 5 minute walk to our favorite coffee shop, yoga studio, as well as the best boutiques, restaurants and bars in town. Whether you’re unwinding after a long day on the links, coming home from a horse show, or resting after a training event, our house is here to welcome you home. Driving time: -Pinehurst Golf Resort (8 min) -Fort Liberty (35 min) -RDU International Airport (1 hour) -Weymouth Woods (4 min)

Dec. 25 – Jan. 1

$242 CAD per night

Guest favourite

Home in Pinebluff

4.99 out of 5 average rating, 100 reviews

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay and Play Retreat! We are centrally located just minutes away from some of the areas greatest attractions such as Pinehurst No. 2 (8 Miles), Downtown Southern Pines ( 7 miles), Rockingham Dragway (14 miles), Carolina Horse Park (10 miles), and Fort Bragg (16 miles) . We're also surrounded by over 20 beautiful golf courses and a wide variety of dining options within 11 miles of this completely renovated home that has been created specifically for your comfort and enjoyment.

Sep. 1 – 8

$366 CAD per night

Guest favourite

Home in Pinehurst

4.92 out of 5 average rating, 106 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.

Aug. 20 – 27

$284 CAD per night

Guest favourite

Home in Southern Pines

4.99 out of 5 average rating, 141 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!

Oct. 21 – 28

$257 CAD per night

Guest favourite

Home in Pinehurst

5.0 out of 5 average rating, 16 reviews

Chase Vacation Pinehurst!

Keep it simple at this peaceful and centrally-located condo in the heart of Pinehurst. Wonderful views of Pinehurst No.5 and just a short walk away from the Harness Track, The Cradle, No. 2 Golf Course, and the Pinehurst Resort. Ready for entertaining, this condo boasts a full kitchen with appliances fit to serve the whole group. The Living Room has an easy flow to the layout that allows an abundance of natural light. Chase Vacation in Pinehurst for long stays or weekend retreats!

May 13 – 20

$194 CAD per night

Guest favourite

Home in Southern Pines

4.99 out of 5 average rating, 146 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!

Nov. 3 – 10

$189 CAD per night

Guest favourite

Home in Southern Pines

4.98 out of 5 average rating, 120 reviews

Premier Southern Pines Golf Oasis, Hot Tub Retreat

BEAUTIFUL 1930’S Traditional home with newly remodeled bedrooms,bathrooms and kitchen. Lounge in the Brand New Hot Tub after a round of golf at any of the Nearby World Class Golf Courses. Pine Needles, Long Leaf, Mid Pines, Talamore,to name a few. Perfect for Golf weekends,Wedding guest/Wedding party, friends and family reunion. Romantic getaways or Staycation with plenty of room to unwind, cook ,play and have your own space. Complimentary refreshments when you check in.

Nov. 25 – Dec. 2

$531 CAD per night

Guest favourite

Home in Southern Pines

4.98 out of 5 average rating, 172 reviews

Charming, newly updated Downtown Cottage

Right in Downtown Southern Pines, Camellia Cottage is the perfect getaway! Walking distance to all of the wonderful restaurants, shops and breweries Downtown Southern Pines has to offer, and only minutes from some of the country's best golf courses! This updated 2 bedroom 1 bathroom home has all you will need in this home away from home. Enjoy the outdoors out on your newly landscaped patio, walk around and take in the beautiful sights of this charming Southern town.

Sep. 27 – Oct. 4

$250 CAD per night

Guest favourite

Home in Pinehurst

4.97 out of 5 average rating, 35 reviews

Pinehurst Brews & Snooze at the #6 Course * EV

“Superb attention to detail which made the stay perfect!” – Ryan, ‘22 This 2 bedroom, 2 bath home is located in a quiet neighborhood just 3 miles from great restaurants, shopping, and small-town charm of the Village, as well as all the world-class golf courses Pinehurst is known for!. So whether your stay is for golf, equestrian sports or even antiquing, Brews and Snooze is your perfect getaway! This home is also equipped with an OK2Charge Level 2 Smart EV charger!

May 11 – 18

$252 CAD per night

Guest favourite

Home in Pinehurst

4.98 out of 5 average rating, 662 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.

Oct. 9 – 16

$278 CAD per night

Guest favourite

Home in Pinehurst

4.98 out of 5 average rating, 110 reviews

Golf House Pinehurst on 5

Entire single family golf home on the 6th fairway of Pinehurst Course #5 Spacious 3 bedroom with 2.5 baths (Bedroom #1 - Queen bed; Bedroom #2 - 2 Double beds; Bedroom #3 - 2 Double beds). Eat-in Kitchen, Family Room, Living Room, Dining Room, Streaming TV, Wi-Fi Large Deck on back of house with Patio Table & Chairs. Overlooks hole 6 of Pinehurst No. 5 Golf Course ⛳️ Perfect for Golf buddy trips Family vacations, Ladies golf

Jul. 8 – 15

$414 CAD per night

Guest favourite

Home in Pinehurst

4.96 out of 5 average rating, 125 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!

Jan. 9 – 16

$489 CAD per night