Whispering Pines Vacation Rentals

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Our top choices for Whispering Pines vacation rentals

Lakefront Retreat Mins to Golf! Sleeps 8 guests!

Lakefront Retreat Mins to Golf! Sleeps 8 guests!
Whispering Pines
9.4 out of 10, Exceptional, (24 reviews)
"Perfect setting for family fishing!"
United States
Anonymous traveller
The price is CA $302
CA $832 total
includes taxes & fees
Jun 2 - Jun 3
Lakefront Retreat Mins to Golf! Sleeps 8 guests!

2nd-floor Unit w/ Shared Pool, Playground & Gym

2nd-floor Unit w/ Shared Pool, Playground & Gym
3.0 star property
Cameron
The price is CA $127
CA $339 total
includes taxes & fees
May 25 - May 26
2nd-floor Unit w/ Shared Pool, Playground & Gym

House in the Pines - Tiny Home Near Southern Pines

House in the Pines - Tiny Home Near Southern Pines
Vass
10.0 out of 10, Exceptional, (1 review)
"Clean and cozy! Beat our expectations and then some. 2 mini splits so temperature control can be adjusted in the bedroom and in the living room (we liked that). Felt like home and the area and property are beautiful! Host was extremely responsive and friendly. We had a wonderful experience 👍 Thank you!"
United States
Robert
The price is CA $115
CA $309 total
includes taxes & fees
May 27 - May 28
House in the Pines - Tiny Home Near Southern Pines

Located in # 6 golf community, close to First Health Moore Regional Hospital.

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (73 reviews)
"Great stay in Pinehurst!"
United States
jb22901
The price is CA $90
CA $210 total
includes taxes & fees
May 25 - May 26
Located in # 6 golf community, close to First Health Moore Regional Hospital.

Cozy Carolina Trace 3BR w/ Relaxing Golf Course Views - Deck & Fire Table

Cozy Carolina Trace 3BR w/ Relaxing Golf Course Views - Deck & Fire Table
Sanford
10.0 out of 10, Exceptional, (21 reviews)
"It was a very spacious and comfortable home with the amenities you need nestled in the woods, especially enjoyed the shower and the master bed. We would absolutely stay there again when in the area."
United States
David M.
The price is CA $141
CA $480 total
includes taxes & fees
Jun 2 - Jun 3
Cozy Carolina Trace 3BR w/ Relaxing Golf Course Views - Deck & Fire Table

Historic Mayor`s Manor | 2 King Bds • Fenced Yard

Historic Mayor`s Manor | 2 King Bds • Fenced Yard
Sanford
10.0 out of 10, Exceptional, (3 reviews)
"A great location and everything you need to cook a thanksgiving dinner "
United States
SANDRA L.
The price is CA $164
CA $459 total
includes taxes & fees
May 24 - May 25
Historic Mayor`s Manor | 2 King Bds • Fenced Yard

Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (44 reviews)
"The home was nice and just what we needed. The flexibility of the host was extremely helpful!"
United States
tricia y.
The price is CA $162
CA $433 total
includes taxes & fees
May 26 - May 27
Lakeside Condo on Pinehurst #5

Golf, Hike & Explore! Pet-Friendly Home in Cameron

Golf, Hike & Explore! Pet-Friendly Home in Cameron
Cameron
The price is CA $113
CA $343 total
includes taxes & fees
May 25 - May 26
Golf, Hike & Explore! Pet-Friendly Home in Cameron

The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (59 reviews)
"Great location, nice and clean, clear communication - would definitely stay again!"
United States
Rochelle
The price is CA $124
CA $338 total
includes taxes & fees
May 27 - May 28
The Lucky Lie - Entire Condo in Pinehurst

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Pinehurst
9.4 out of 10, Exceptional, (18 reviews)
"Great place for a short golf getaway "
United States
Jay G.
The price is CA $113
CA $458 total
includes taxes & fees
May 25 - May 26
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
9.8 out of 10, Exceptional, (75 reviews)
"We had an amazing stay at the Tally Ho Suite at Tanglewood Farm. It was the perfect size for two people and we loved how it was decorated. Close to everything you need in Southern Pines, so it was very convenient."
United States
ava l.
The price is CA $165
CA $300 total
includes taxes & fees
May 24 - May 25
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Washington house

Washington house
Sanford
9.8 out of 10, Exceptional, (11 reviews)
"We will definitely try to stay here again when in area!"
United States
Alison W.
The price is CA $220
CA $497 total
includes taxes & fees
May 30 - May 31
Washington house

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (79 reviews)
"Great place excellent time."
United States
Vincent M.
The price is CA $114
CA $281 total
includes taxes & fees
May 25 - May 26
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
9.8 out of 10, Exceptional, (47 reviews)
"We really enjoyed our stay! Super clean and a perfect location… Close to everything. All the amenities were top notch, and the attention to detail was perfect. We had a very late arrival and we appreciated the snacks upon arrival. Most important, we really appreciated the high-level of communication with the host, even having them check in with us periodically if we needed anything."
United States
Sharon
The price is CA $121
CA $291 total
includes taxes & fees
May 27 - May 28
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Modern Lakefront Retreat - 3br 2ba

Modern Lakefront Retreat - 3br 2ba
Sanford
9.6 out of 10, Exceptional, (10 reviews)
"We had such a wonderful stay here. The hosts worked with us and were very accommodating. We had a holiday meal with family at the property, and everyone had a wonderful, relaxing time. We definitely would stay there again. The property was clean and just as advertised, and the sunset over the lake was beautiful."
United States
John T.
The price is CA $281
CA $787 total
includes taxes & fees
Jun 2 - Jun 3
Modern Lakefront Retreat - 3br 2ba

The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
9.8 out of 10, Exceptional, (18 reviews)
"This is a favorite place for us to stay when in Southern Pines. It is lovely, comfortable, the host is very helpful and the location is great. "
United States
Tracey W.
The price is CA $134
CA $305 total
includes taxes & fees
May 28 - May 29
The Cottage at Knollwood Manor

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pinehurst
10.0 out of 10, Exceptional, (48 reviews)
"Return visit, we had a great stay!"
United States
Angela D.
The price is CA $153
CA $375 total
includes taxes & fees
May 27 - May 28
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Tin Cup on Pinehurst #5

The Tin Cup on Pinehurst #5
Pinehurst
9.6 out of 10, Exceptional, (40 reviews)
"The house was a great size to hold all my family members. Loved that the basement accommodated my daughter’s family. The view of the golf course during the morning was so beautiful. "
United States
Marie C.
The price is CA $204
CA $705 total
includes taxes & fees
Jun 2 - Jun 3
The Tin Cup on Pinehurst #5

The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (15 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is CA $125
CA $383 total
includes taxes & fees
Jun 2 - Jun 3
The McCaskill Cottage in the Village of Pinehurst!

Walking distance to The Pinehurst Clubhouse

Walking distance to The Pinehurst Clubhouse
Pinehurst
9.8 out of 10, Exceptional, (70 reviews)
"Location was great"
United States
ROBERT
The price is CA $165
CA $381 total
includes taxes & fees
May 24 - May 25
Walking distance to The Pinehurst Clubhouse
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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Top Whispering Pines Hotel Reviews

Find out more about Whispering Pines

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Whispering Pines. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Whispering Pines?

Yes, there are vacation rentals close to the most popular points of interest in Whispering Pines, or you can choose a more secluded option if you'd like a relaxing place to stay.

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

Lakefront home in a Gated Community, 10 miles from Pinehurst Village: This vacation home rental near Whispering Pines is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Whispering Pines?

Choose from 4 Expedia vacation rentals in Whispering Pines for a memorable vacation.

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

Explore the area and family-friendly sights such as Hillcrest Park, or get out into nature at a spot like Pinehurst Lake. Country Club of Whispering Pines and Pine Needles Golf Club are a couple of places you'll find in the larger area.

What’s a vacation rental in Whispering Pines like?

Vacation rentals are privately owned properties you can book for several days or longer in Whispering Pines. Vacation rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips.