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Top Holiday Rentals in Pinehurst

Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great hospitality and very nice place for an overnight or more stay. "
The price is £448
includes taxes & fees
28 Jun - 29 Jun
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

Calming Lake View with Pool Near Pinehurst Resort and Village

8.4 out of 10, Very good, (5)
"Comfortable stay."
The price is £227
includes taxes & fees
7 Jul - 8 Jul
Calming Lake View with Pool Near Pinehurst Resort and Village

Beautiful 1 Bed Condo on Pinehurst Course No.5!

9.8 out of 10, Exceptional, (8)
"Enjoyed our time here!"
The price is £188
includes taxes & fees
29 Jun - 30 Jun
Beautiful 1 Bed Condo on Pinehurst Course No.5!

The McCaskill Cottage in the Village of Pinehurst!

10.0 out of 10, Exceptional, (2)
"Went away for my birthday, and I have to say this house is amazing. Cleanliness was top notch. Everything you would need for your stay. Feels very homey, a place where you are comfortable. Nice neighborhood, quite. But plenty of shopping that can be done. Communication is key to me, and that they did. I would recommend this to a couple, and even up to 2 children. We will be back!"
The price is £220
includes taxes & fees
30 Jun - 1 Jul
The McCaskill Cottage in the Village of Pinehurst!

Cozy Pinehurst Retreat w/ Wood Burning Fireplace

10.0 out of 10, Exceptional, (1)
"VRBO is always easy. Shannon was a good host and the house was perfect for our stay."
The price is £233
includes taxes & fees
28 Jun - 29 Jun
Cozy Pinehurst Retreat w/ Wood Burning Fireplace

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

9.8 out of 10, Exceptional, (38)
"We had a great time! The house had space for everyone, was nicely updated and close to courses and restaurants. We would stay here again. "
The price is £349
includes taxes & fees
29 Jun - 30 Jun
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

The Tin Cup on Pinehurst #5

9.6 out of 10, Exceptional, (36)
"Host was accommodating as needed and fantastic location"
The price is £361
includes taxes & fees
30 Jun - 1 Jul
The Tin Cup on Pinehurst #5

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

9.6 out of 10, Exceptional, (34)
"Property is in the perfect spot for great dining and great golf. House is deceptively larger than it looks from the outside and was extremely clean. This is a great house for a golf trip, minutes from everything. "
The price is £338
includes taxes & fees
16 Jul - 17 Jul
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

10.0 out of 10, Exceptional, (37)
"Would stay again!"
The price is £261
includes taxes & fees
4 Jul - 5 Jul
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

2.0 star property
8.8 out of 10, Excellent, (11)
"Nice place to stay"
The price is £183
includes taxes & fees
2 Jul - 3 Jul
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Double Bronze. Fairway home with Golf Cart!

9.6 out of 10, Exceptional, (43)
"Great experience and super clean. "
The price is £299
includes taxes & fees
30 Jun - 1 Jul
Double Bronze. Fairway home with Golf Cart!

The Perfect Swing: Sleeps 8 with pool table and fire pit

10.0 out of 10, Exceptional, (7)
"No complaints! House was clean and stocked. Location was pretty central for a golfing weekend. Would stay again for sure!"
The price is £330
includes taxes & fees
29 Jun - 30 Jun
The Perfect Swing: Sleeps 8 with pool table and fire pit

The Mulligan!

9.8 out of 10, Exceptional, (21)
"This house was the perfect location for us visiting family. It’s convenient to all major points of interest and in a safe/quiet area. House is well appointed, clean and has plenty of space. We would definitely stay here again! "
The Mulligan!

Private Home in Pinehurst - Super close to the resort and The Village

10.0 out of 10, Exceptional, (4)
"This was a clean house, great stay"
The price is £316
includes taxes & fees
10 Jul - 11 Jul
Private Home in Pinehurst - Super close to the resort and The Village

Moody Midway - Village Acres! Prime Location!

10.0 out of 10, Exceptional, (10)
"What an awesome property. Four of us guys went golfing for the weekend and had a great stay. The place is exceptional. Quiet neighborhood, comfortable and great location for what we had going on. We will definitely stay again when we come back. "
The price is £336
includes taxes & fees
30 Jun - 1 Jul
Moody Midway - Village Acres! Prime Location!

A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

10.0 out of 10, Exceptional, (57)
"Perfect for our golf trip. Loved it and will be back."
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (85)
"Great place to stay for our group!"
The price is £361
includes taxes & fees
13 Jul - 14 Jul
NEW! Pinehurst Eight Sleeps 10!

Isle of the Pines, 1 mile from The Village of Pinehurst!

9.8 out of 10, Exceptional, (16)
"This home was PERFECT for my husband and I (and our pup) for a week in Pinehurst for conferences. Getting away from the fray of the village, wonderful fenced yard and room to roam, great set up - all was exceptional. "
The price is £280
includes taxes & fees
8 Jul - 9 Jul
Isle of the Pines, 1 mile from The Village of Pinehurst!

Cozy 2 Bed 2-Bath ~ Sleeps 9 ~ Walk to Pinehurst Resort ~ Deck ~ Fast Wifi

The price is £262
includes taxes & fees
11 Jul - 12 Jul
Cozy 2 Bed 2-Bath ~ Sleeps 9 ~ Walk to Pinehurst Resort ~ Deck ~ Fast Wifi

New Build! 5 Bedrooms & 3.5 Baths! 5 minutes to Golf and the Village

10.0 out of 10, Exceptional, (21)
"Wonderful stay!"
New Build! 5 Bedrooms & 3.5 Baths! 5 minutes to Golf and the Village
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find holiday rentals in Pinehurst?

Yes, there are holiday rentals close to the most popular sights in Pinehurst, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Pinehurst. Make sure you have time to check out the golf courses and gardens during your trip.

What are some of the best holiday rentals that Pinehurst has to offer?

NEW! Pinehurst Eight Sleeps 10!: This highly rated holiday home rental in Pinehurst offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Pinehurst are Pinehurst Vacation House w/ pool & (9) beds and Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub.

How many holiday rentals are there in Pinehurst?

With 259 Expedia holiday rentals, you're guaranteed to find just the right place for your Pinehurst stay.

What can I see and do in Pinehurst?

Pinehurst Lake and Reservoir Park are a couple of lovely local spots to get outside and enjoy nature. Pinehurst Resort and Pinehurst No. 9 are other places to visit while you're in town.

What are holiday rentals like in Pinehurst?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pinehurst. Holiday rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.