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 $265
CA $782 total
includes taxes & fees
May 11 - May 12
Lakefront Retreat Mins to Golf! Sleeps 8 guests!

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 $103
CA $292 total
includes taxes & fees
May 12 - May 13
House in the Pines - Tiny Home Near Southern Pines

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 $125
CA $335 total
includes taxes & fees
May 18 - May 19
2nd-floor Unit w/ Shared Pool, Playground & Gym

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 $121
CA $333 total
includes taxes & fees
May 11 - May 12
The Lucky Lie - Entire Condo in Pinehurst

Gene's Green - Mins from downtown!

Gene's Green - Mins from downtown!
Pinehurst
10.0 out of 10, Exceptional, (41 reviews)
"Excellent location! Great stay! "
United States
Mitchell B.
The price is CA $118
CA $499 total
includes taxes & fees
May 20 - May 21
Gene's Green - Mins from downtown!

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
9.6 out of 10, Exceptional, (17 reviews)
"Great place for a short golf getaway "
United States
Jay G.
The price is CA $111
CA $450 total
includes taxes & fees
May 10 - May 11
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

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, (47 reviews)
"Return visit, we had a great stay!"
United States
Angela D.
The price is CA $128
CA $338 total
includes taxes & fees
May 12 - May 13
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

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 $88
CA $208 total
includes taxes & fees
May 17 - May 18
Located in # 6 golf community, close to First Health Moore Regional Hospital.

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, (46 reviews)
"We came into Pinehurst for a fun weekend, since we've never been before. This condo is in an EXCELLENT location! Across from the Horse Training park (and recommend heading over there for breakfast but it is cash only). It's also across from The Pinehurst resort country club, which you can walk to in about 15 minutes. Your backyard is Pinehurst #5 and you're no more than 15 minutes from everything. The condo is very nice and has everything you could possibly need, including snacks! This...
United States
Jean
The price is CA $115
CA $278 total
includes taxes & fees
May 10 - May 11
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

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, (20 reviews)
"We enjoyed our stay here. The house is extremely comfortable, and we loved the community pool. We would stay here again."
United States
Paula M.
The price is CA $140
CA $474 total
includes taxes & fees
May 18 - May 19
Cozy Carolina Trace 3BR w/ Relaxing Golf Course Views - Deck & Fire Table

Hot tub, Firepit, BBQ, Full kitchen, SmartTV, King,Pet

Hot tub, Firepit, BBQ, Full kitchen, SmartTV, King,Pet
Vass
10.0 out of 10, Exceptional, (46 reviews)
"Everything about this stay was flawless Host, Cleanliness, Area, Atmosphere, Kitchen, Communication, Peaceful surroundings, Quiet, close to base, large fire pit area, Grill, Hot tub No words can describe how great it was to return home each day to this relaxing property. It is truly the Best Stay Ever"
United States
JasonS
The price is CA $191
CA $508 total
includes taxes & fees
May 7 - May 8
Hot tub, Firepit, BBQ, Full kitchen, SmartTV, King,Pet

Modern 3br Lake front home

Modern 3br Lake front home
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 $264
CA $761 total
includes taxes & fees
Jun 1 - Jun 2
Modern 3br Lake front home

Cozy Cottage with Sauna. Close to over 40 golf courses near Pinehurst.

Cozy Cottage with Sauna. Close to over 40 golf courses near Pinehurst.
Lakeview
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $147
CA $504 total
includes taxes & fees
May 10 - May 11
Cozy Cottage with Sauna. Close to over 40 golf courses near Pinehurst.

Washington house

Washington house
Sanford
9.6 out of 10, Exceptional, (10 reviews)
"We will definitely try to stay here again when in area!"
United States
Alison W.
The price is CA $218
CA $491 total
includes taxes & fees
May 9 - May 10
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, (78 reviews)
"Great place excellent time."
United States
Vincent M.
The price is CA $117
CA $281 total
includes taxes & fees
May 27 - May 28
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

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 $163
CA $297 total
includes taxes & fees
May 7 - May 8
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Walking distance to The Pinehurst Clubhouse

Walking distance to The Pinehurst Clubhouse
Pinehurst
9.8 out of 10, Exceptional, (69 reviews)
"Location was great"
United States
ROBERT
The price is CA $162
CA $377 total
includes taxes & fees
May 18 - May 19
Walking distance to The Pinehurst Clubhouse

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

Golf, Hike & Explore! Pet-Friendly Home in Cameron
Cameron
The price is CA $112
CA $342 total
includes taxes & fees
May 18 - May 19
Golf, Hike & Explore! Pet-Friendly Home in Cameron

Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
8.8 out of 10, Excellent, (5 reviews)
"Great stay"
United States
Lauren
The price is CA $78
CA $274 total
includes taxes & fees
May 8 - May 9
Studio Seven at Pine Valley

Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (34 reviews)
"Host was very welcoming and a great communicator. Place was very clean and perfect for my needs."
United States
Dennis C.
The price is CA $98
CA $209 total
includes taxes & fees
May 7 - May 8
Loft Cottage on Ridge<br>? Short & Extended Stays?
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 Sandhills Community College 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.