Photo by Eric Mondres

Search Cottages in Southern Pines

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Cottages in Southern Pines

Mystical Cottage in Southern Pines
Pool

Mystical Cottage in Southern Pines

9.8 out of 10, Exceptional, (41)
"Enjoyed our stay! In a great location, close to everything. Communication with host was excellent. Will definitely recommend and return. "
The price is SARĀ 597
SARĀ 941 total
includes taxes & fees
8 Jul - 9 Jul
Mystical Cottage in Southern Pines
It's the best little stay in The Village! convenient, clean, and comfortable :>
Property grounds

It's the best little stay in The Village! convenient, clean, and comfortable :>

10.0 out of 10, Exceptional, (103)
"Restful place & so convenient to everything!!"
It's the best little stay in The Village! convenient, clean, and comfortable :>
The Robin's Egg -Walk to the Village!
Property grounds

The Robin's Egg -Walk to the Village!

10.0 out of 10, Exceptional, (136)
"Great little cottage convenient to everything in Pinehurst"
The Robin's Egg -Walk to the Village!
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+
Exterior

Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+

10.0 out of 10, Exceptional, (62)
"Great location"
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!
Fridge, microwave, oven, stovetop

Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!

10.0 out of 10, Exceptional, (82)
"Loved the decor, location and waking up to the singing cardinals!"
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!
The Loft and Mane Cottage - Romantic Getaway
Interior

The Loft and Mane Cottage - Romantic Getaway

10.0 out of 10, Exceptional, (2)
"We went up to watch Golf and we found this cute little cottage. It was very clean and cozy!"
The Loft and Mane Cottage - Romantic Getaway
La-Vie #4. Charming cottage less than 1 mile to the Village of Pinehurst
Exterior

La-Vie #4. Charming cottage less than 1 mile to the Village of Pinehurst

2.0 star property
La-Vie #4. Charming cottage less than 1 mile to the Village of Pinehurst
Cozy Southern Pines Retreat 1 Mi to Downtown!
House (3 Bedrooms) | Private kitchen | Cookware/dishes/utensils, paper towels

Cozy Southern Pines Retreat 1 Mi to Downtown!

2.0 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!
Chestnut and Bay - perfect for equine and golf events - ask about discount
Fridge, microwave, oven, stovetop

Chestnut and Bay - perfect for equine and golf events - ask about discount

10.0 out of 10, Exceptional, (2)
"Our family of six thoroughly enjoyed our stay! Communication and follow-through with the owners were excellent. The house sits on a serene and forested ranch property with easy access to town. The home was cozy, clean and uncluttered. We would definitely stay again! "
Chestnut and Bay - perfect for equine and golf events - ask about discount
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+
Fridge, microwave, oven, stovetop

The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+

10.0 out of 10, Exceptional, (71)
"Second year in a row staying at this outstanding property. Looking forward to more stays ahead. "
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+
The Cottage at Knollwood Manor
Fridge, microwave, oven, stovetop

The Cottage at Knollwood Manor

2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful cottage and well managed. Close to great food and golf. Would definitely stay again!"
The price is SARĀ 428
SARĀ 854 total
includes taxes & fees
30 Jun - 1 Jul
The Cottage at Knollwood Manor
Pinehurst Golf Retreat
Fridge, microwave, oven, stovetop

Pinehurst Golf Retreat

9.8 out of 10, Exceptional, (15)
"We loved this house! It was so clean and the location was great. I definitely would recommend to anyone looking to stay in Pinehurst!"
Pinehurst Golf Retreat
Historic Cottage in the heart of Pinehurst Village
Fridge, microwave, oven, stovetop

Historic Cottage in the heart of Pinehurst Village

9.8 out of 10, Exceptional, (21)
"We enjoyed our visit very much. Lovely cottage, nice location."
Historic Cottage in the heart of Pinehurst Village
Historic Tremont Cottage with Pool
Terrace/patio

Historic Tremont Cottage with Pool

10.0 out of 10, Exceptional, (93)
"Wonderful location, charming and comfortable"
Historic Tremont Cottage with Pool
Southern Pines Vacation Rental w/ Deck & Grill!
Outdoor dining

Southern Pines Vacation Rental w/ Deck & Grill!

3.0 star property
Southern Pines Vacation Rental w/ Deck & Grill!
Spacious Home w/ Fireplace - Near Pinehurst Golf!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Spacious Home w/ Fireplace - Near Pinehurst Golf!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great house located very close to Pinehurst golf and tennis facilities. "
Spacious Home w/ Fireplace - Near Pinehurst Golf!
'sandhills Sanctuary' Home Near Golfing!
TV

'sandhills Sanctuary' Home Near Golfing!

3.0 star property
'sandhills Sanctuary' Home Near Golfing!
Pinehurst Golf Paradise - 2 Mi to Clubhouse!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Pinehurst Golf Paradise - 2 Mi to Clubhouse!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful house - great area. Had a problem with the AC and they were very quick to get a tech out to fix it right away. Would definitely stay here again."
Pinehurst Golf Paradise - 2 Mi to Clubhouse!
Spacious and Luxurious 4BR Cottage (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located on Pinehurst National No. 9
Exterior

Spacious and Luxurious 4BR Cottage (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located on Pinehurst National No. 9

9.8 out of 10, Exceptional, (8)
"This was the perfect spot for our whole family. We were visiting family that lives in National and this made the trip so simple. The rooms were big with private baths off of each which was a plus. The beds were comfortable and the house clean."
Spacious and Luxurious 4BR Cottage (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located on Pinehurst National No. 9
Pinehurst Home w/ Deck < 2 Mi to Golf Course!
Interior

Pinehurst Home w/ Deck < 2 Mi to Golf Course!

3.0 star property
Pinehurst Home w/ Deck < 2 Mi to Golf Course!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

How much do cottages in Southern Pines cost?
Cottages in Southern Pines range between SARĀ 428 and SARĀ 597 per night. These stays offer a chance to soak up nature's beauty --- at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southern Pines?
Take your pick of 45 cottages in Southern Pines. Whether you're taking a trip with the kids or organizing a weekend break with friends, Expedia will help you find the perfect space to immerse yourself in nature.
Why book your cottage in Southern Pines with Expedia?
Reserving a cottage in Southern Pines is as easy as clicking on your travel dates and picking your ideal place for outdoor relaxation and recreation. From chic retreats to affordable properties and cottages that feature perks like free WiFi, Expedia has something for all traveler styles. As for epic deals? We've got them as well!