Whispering Pines Holiday Rentals

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Holiday Rentals in Whispering Pines

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (75)
"Cannot say enough wonderful things! We were a family group of 10 coming for a graduation. The house was perfect for us! Very clean, cozy, and great location close to good food, beautiful golf, and great to walk in the neighborhood too. The host was very responsive and helpful during the stay. Well stocked kitchen too!!! "
The price is AU$757
includes taxes & fees
17 Feb - 18 Feb
NEW! Pinehurst Eight Sleeps 10!

Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

10.0 out of 10, Exceptional, (107)
"The property is great for a couples trip which we did. Walkability to the Village is wonderful. Back yard space is enjoyable and the hot tub was great. We look forward to coming back. "
The price is AU$1,562
includes taxes & fees
17 Feb - 18 Feb
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

10.0 out of 10, Exceptional, (73)
"Spacious, clean, entertaining well stocked place. We would definitely come back."
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

Lakefront home in a Gated Community, 10 miles from Pinehurst Village

9.8 out of 10, Exceptional, (178)
"Long weekend visiting extended family in NC. We thoroughly enjoyed this property especially the ample outdoor space. Morning coffee on the porch as the sun rose, paddling around the lake during the day, relaxing evenings... a great stay. The house is older but was meticulously clean. Would stay again."
Lakefront home in a Gated Community, 10 miles from Pinehurst Village

Newly Renovated Property.

10.0 out of 10, Exceptional, (99)
"If you’re a golf fanatic this place is perfect. Nestled between 17 green on No 5 and 18 green on No 3 this condo is a golfers’ paradise. 5 min walk to Cradle, Thistle Dhu, main Pinehurst Clubhouse, No 2 & No 4, the Deuce restaurant and more. Inside the condo is golf theme and decor everywhere. The condo the clean, comfortable and perfect for our needs. 4 people total. 2 dads and 2 sons (kids age 12) for a golf trip. Will definitely stay here again."
The price is AU$470
includes taxes & fees
23 Feb - 24 Feb
Newly Renovated Property.

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

10.0 out of 10, Exceptional, (26)
"House was perfect! We would definitely come back!"
The price is AU$807
includes taxes & fees
16 Feb - 17 Feb
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

Lakefront Pinehurst Condo 2BD/2BA

10.0 out of 10, Exceptional, (45)
"Perfect for 2 people (siblings). Centrally located, comfortable and quiet. "
Lakefront Pinehurst Condo 2BD/2BA

Pinehurst Tree House

9.6 out of 10, Exceptional, (104)
"We are familiar with the area so we knew it was a great location. It was a nice property for our daughter’s golf tournaments. "
Pinehurst Tree House

The Perfect Lie in Pinehurst! A golfer's paradise!

10.0 out of 10, Exceptional, (27)
"Nice condo. Well equipped and clean. "
The price is AU$424
includes taxes & fees
17 Feb - 18 Feb
The Perfect Lie in Pinehurst! A golfer's paradise!

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

10.0 out of 10, Exceptional, (26)
"This property is conveniently located in Pinehurst. It has great amenities, is adorably decorated and just a cozy spot. My husband, daughter and I stayed here for 4 nights. There was "
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

Lakeside Condo on Pinehurst #5

10.0 out of 10, Exceptional, (9)
"Wonderful property with gorgeous view. Everyone had a great time. "
The price is AU$473
includes taxes & fees
16 Feb - 17 Feb
Lakeside Condo on Pinehurst #5

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (59)
"We stayed for a short golf trip . The house is full of characters. Clean and nicely decorated. We loved it and will return for longer stay . "
The price is AU$503
includes taxes & fees
23 Feb - 24 Feb
Beautiful 1920's Craftsman-Downtown Southern Pines

Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (42)
"Super great home! Friends from all over the nation including Australia came to support my soldiers “SF” donning. So proud! Your house was even better in person. Pinehurst is great! "
Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms

9.0 out of 10, Wonderful, (26)
"Very nice home that is spacious and can accommodate a large group. A lot of amenities provided as well to entertain guests. Really enjoyed my stay and will recommend. "
235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms

136 Lakeview - 2 bed/2 bath condo with access to the community pool!

9.6 out of 10, Exceptional, (52)
"Very nice property "
136 Lakeview - 2 bed/2 bath condo with access to the community pool!

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

2.0 star property
10.0 out of 10, Exceptional, (2)
"This house was perfect for our group's needs. With all beds in each of the bedrooms and bathrooms throughout the house, we settled in comfortably. The house was wonderful for gathering in the common areas as well. It was in a neighborhood, but still felt somewhat secluded. Everything felt clean and well maintained. "
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

Gene's Green - Mins from downtown!

10.0 out of 10, Exceptional, (24)
"Property exceeded our expectationsHost was very responsiveWe will stay there again"
The price is AU$563
includes taxes & fees
23 Feb - 24 Feb
Gene's Green - Mins from downtown!

Pinehurst Lake House Retreat - Pinehurst Lake Front Property With a Pool

9.4 out of 10, Exceptional, (27)
"This house was a great place for our group. Well located to golf, plenty of beds and good areas for gathering our group together for activities (pool, cards, swimming). 5/5 stars all around!"
Pinehurst Lake House Retreat - Pinehurst Lake Front Property With a Pool

600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

9.8 out of 10, Exceptional, (58)
"This place has it all. 11 guys coming together for a weekend of golf and this place provided everything we needed to enjoy ourselves all weekend. The house was in fantastic condition, all of the amenities were accounted for and is a 10 out of 10 on the luxury scale. Recommend to anyone. "
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms

10.0 out of 10, Exceptional, (14)
"Great house for a holiday week with family. Lots of beds and baths, two living rooms, well stocked kitchen, quiet neighborhood, great communication with host. Poker table, darts, board games, tvs provided lots of things to do indoors. Although we didn’t have time this visit, there was a large outdoor yard, screened patio, hot tub, grill, fireplace, etc outside. Great stay. "
Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms
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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Other types of properties in Whispering Pines you may be interested in

Red Roof Inn Sanford

2.5 star property
6.2 out of 10, (352)
"It was fine. Not a high dollar place but good for s night"
The price is AU$133
includes taxes & fees
13 Feb - 14 Feb
Red Roof Inn Sanford

Springhill Suites By Marriott Pinehurst Southern Pines

3.0 star property
8.8 out of 10, Excellent, (381)
"Great hotel, very clean, pleasant staff! "
The price is AU$208
includes taxes & fees
10 Mar - 11 Mar
Springhill Suites By Marriott Pinehurst Southern Pines

Comfort Inn Pinehurst - Southern Pines

2.5 star property
8.4 out of 10, Very good, (851)
"Staff Friendly and Comfortable "
The price is AU$183
includes taxes & fees
2 Mar - 3 Mar
Comfort Inn Pinehurst - Southern Pines
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.

Frequently asked questions

Can I find a holiday rental in Whispering Pines?

Yes, there are holiday rentals close to the most popular sights in Whispering Pines, or you can select a more secluded option if you're looking for a relaxing stay.

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

NEW! Pinehurst Eight Sleeps 10!: This holiday home rental outside of Whispering Pines offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Whispering Pines?

Choose from 5 Expedia holiday rentals in Whispering Pines for a memorable holiday.

What’s there to see and do in Whispering Pines?

Explore the area and family-friendly sights such as Carolina Horse Park, or get out into nature at a spot like Sandhills Horticultural Gardens. Country Club of Whispering Pines and Talamore Golf Resort are a couple of places you'll find in the wider area.

What’s a holiday rental in Whispering Pines like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Whispering Pines. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.