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Southern Pines Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Southern Pines vacation rentals

Free WiFi, bed sheets

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, (75 reviews)
"It was a great place to stay. I would definitely recommend to anyone. Host very friendly and helpful! "
United States
Krystal B.
$135 nightly
The price is $153
Jul 2 - Jul 3
Total with taxes and fees
Located in # 6 golf community, close to First Health Moore Regional Hospital.
Fridge, microwave, oven, stovetop

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)
"The place is very clean and well taken care of!"
United States
Britni H.
$178 nightly
The price is $201
Jul 13 - Jul 14
Total with taxes and fees
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
1 bedroom, desk, iron/ironing board, free WiFi

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, (83 reviews)
"Comfortable condo with everything we needed for our weekend stay. "
United States
Betsy S.
$179 nightly
The price is $202
Jul 8 - Jul 9
Total with taxes and fees
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Property grounds

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, (76 reviews)
"We had a wonderful stay at this unique horse farm bed and breakfast/VRBO. The setting is peaceful and beautiful, with horses right outside your window adding to the charm. The accommodations were clean, comfortable, and thoughtfully prepared. The hosts were warm, welcoming, and attentive without being overbearing. We look forward to staying here again when we visit our NC family members."
United States
chris c.
$194 nightly
The price is $219
Jun 29 - Jun 30
Total with taxes and fees
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Smart TV, books

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.
$429 nightly
The price is $485
Jul 1 - Jul 2
Total with taxes and fees
The Tin Cup on Pinehurst #5
Property grounds

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

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (38 reviews)
"The kitchen was fully equipped and very clean. The place was nicely furnished and comfortable! Host was very helpful and provided easy check in/out directions and recommendations for dining and entertainment!We thoroughly enjoyed our stay!"
United States
Jerri H.
$159 nightly
The price is $166
Jul 2 - Jul 3
Total with taxes and fees
Loft Cottage on Ridge<br>? Short & Extended Stays?
Living area

Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.4 out of 10, Exceptional, (8 reviews)
"Great stay"
United States
Lauren
$191 nightly
The price is $216
Jul 20 - Jul 21
Total with taxes and fees
Studio Seven at Pine Valley
Dining

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

The Perfect Lie in Pinehurst! A golfer's paradise!
Pinehurst
9.8 out of 10, Exceptional, (70 reviews)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
$240 nightly
The price is $271
Jul 14 - Jul 15
Total with taxes and fees
The Perfect Lie in Pinehurst! A golfer's paradise!
Private kitchen

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
$247 nightly
The price is $279
Jul 1 - Jul 2
Total with taxes and fees
The McCaskill Cottage in the Village of Pinehurst!
Dining

The Mulligan Manor - 1BR/1BA Condo in Pinehurst

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (19 reviews)
"Great stay!"
United States
Chris F.
$232 nightly
The price is $262
Jul 14 - Jul 15
Total with taxes and fees
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Dining

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, (49 reviews)
"Perfect location, perfect size....simple furnishings, but exactly what we needed for the trip!"
United States
Sue M.
$239 nightly
The price is $270
Jul 14 - Jul 15
Total with taxes and fees
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Interior

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Pinehurst
9.0 out of 10, Wonderful, (62 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property is very well located in connection to many nice restaurants and shopping opportunities as well as it being quiet and low key which was great for us"
United States
Rita C.
$194 nightly
The price is $208
Jul 13 - Jul 14
Total with taxes and fees
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Dining

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.
$290 nightly
The price is $328
Jun 28 - Jun 29
Total with taxes and fees
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Fridge, microwave, oven, stovetop

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
Pinehurst
10.0 out of 10, Exceptional, (13 reviews)
"Great central location in a quiet neighborhood. We really enjoyed our stay! "
United States
Leigh M.
$229 nightly
The price is $258
Jul 13 - Jul 14
Total with taxes and fees
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
Fridge, microwave, oven, stovetop

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
Pinehurst
10.0 out of 10, Exceptional, (29 reviews)
"Great stay! "
United States
Kendahl M.
$356 nightly
The price is $402
Jul 7 - Jul 8
Total with taxes and fees
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
Property grounds

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
10.0 out of 10, Exceptional, (60 reviews)
"Clean, easy to find and get into our room. Really nice, definitely will stay again! Our dog liked it too "
United States
Katrina M.
$198 nightly
The price is $224
Jun 28 - Jun 29
Total with taxes and fees
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Fridge, microwave, oven, stovetop

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

Isle of the Pines, 1 mile from The Village of Pinehurst!
Pinehurst
10.0 out of 10, Exceptional, (27 reviews)
"Amazing place!"
United States
Jeremy
$292 nightly
The price is $330
Jul 7 - Jul 8
Total with taxes and fees
Isle of the Pines, 1 mile from The Village of Pinehurst!
Desk, iron/ironing board, free WiFi, bed sheets

The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (62 reviews)
"Clean and comfortable. Hosts were very helpful and friendly. Will definitely stay here again"
United States
Andrew
$243 nightly
The price is $275
Jul 1 - Jul 2
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst
Exterior

Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club
Southern Pines
10.0 out of 10, Exceptional, (44 reviews)
"Love this place!!!"
United States
Chris B.
$201 nightly
The price is $208
Jun 28 - Jun 29
Total with taxes and fees
Upstairs at the Estate - Across from SP Golf Club
Fridge, microwave, oven, stovetop

Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (50 reviews)
"Great location, spotless, easy check in and wonderful communication. "
United States
Josh H.
$268 nightly
The price is $303
Jun 29 - Jun 30
Total with taxes and fees
Lakeside Condo on Pinehurst #5
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 Southern Pines Hotel Reviews

Econo Lodge & Suites Southern Pines - Pinehurst

Econo Lodge & Suites Southern Pines - Pinehurst

10/10 Excellent
"Staff was very friendly brand new building extremely clean econo Lodge has a bad rep for being run down but this one is far from that it is an excellent shape brand new building very nice easy access"
Richard 1-night trip
Posted 4 hours ago
Econo Lodge & Suites Southern Pines - Pinehurst

Find out more about Southern Pines

Everything you need to know about Southern Pines vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Pines vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southern Pines vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southern Pines vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southern Pines. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southern Pines in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $166 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southern Pines rentals

At Expedia, we put the best Southern Pines vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southern Pines rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southern Pines vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southern Pines. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Southern Pines?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Southern Pines, or you can select a secluded option if you want a relaxing place to stay. Tourists like the array of shops and top-notch restaurants in Southern Pines. While you're here, grab a bite or have a drink at the bars.

What are some of the best vacation home rentals in Southern Pines?

Beautiful 1920's Craftsman-Downtown Southern Pines: Visitors like this Southern Pines vacation home rental. It is located next to a golf course and has a fireplace, a patio, 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. Kick off your shoes and enjoy yourself with a garden and a selection of games. Another good choice for your trip to Southern Pines is Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8.

How many vacation rentals are there in Southern Pines?

With 79 Expedia vacation rentals, you're sure to find just the right place for your Southern Pines stay.

What can I see and do in Southern Pines?

Cultural attractions include Campbell House Galleries, whereas Reservoir Park is a spot to enjoy nature. Other places in town to visit include Southern Pines Golf Club and Mid Pines Golf Club.

What are vacation rentals like in Southern Pines?

Vacation rentals are private accommodations you can stay in for a couple days or more in Southern Pines. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.