Vacation rentals in Jackson Springs

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Top-rated vacation rentals in Jackson Springs

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Guest favorite

Farm stay in Vass

4.95 out of 5 average rating, 128 reviews

Peaceful Horse Farm Retreat

Anahata is a quiet farm retreat dedicated to peace and healing. You’ll stay in our Hunt Box - a spacious studio apartment over the barn with pasture view and fully equipped kitchen. There is space to roam and animals to greet. Please read the full listing prior to booking to ensure that this is the right place for you. For more pics, check out our Insta @anahatafarm. NO third-party bookings - please do not book this room unless you will be the one staying here. NO SMOKING. All are welcome here.

Aug 1 – 8

G$21,784 GYD per night

Guest favorite

Home in Pinehurst

4.98 out of 5 average rating, 660 reviews

The Knotty But Nice Treehouse of Pinehurst

NOW ACCEPTING US OPEN 2024 RESERVATIONS! Welcome to The Knotty But Nice Treehouse of Pinehurst. If you're looking for a rental experience in Pinehurst that is unique-- look no further! Our unique rental is nestled between Lake Pinehurst and The No. 3 Course. Located just minutes from the village of Pinehurst and the Pinehurst Resort. Past guests describe The Knotty But Nice Treehouse as CLEAN, COZY, ROMANTIC, BEAUTIFUL, UNIQUE, PEACEFUL... Go ahead and book-- you won't be disappointed.

Jul 6 – 13

G$38,549 GYD per night

Guest favorite

Guesthouse in Carthage

4.94 out of 5 average rating, 258 reviews

Carthage Country Guesthouse

This is a peaceful area with time to just slow down a little. Looking for a little peace & quiet I have the place for you. Very cute Guesthouse nestled deep in the country area of Carthage. It's like taking a few steps back in time when life was simple. Remember life without cell phones and the internet? We are located within minutes to Pinehurst, Seven Lakes, Cameron, Pottery Highway and minutes to downtown Carthage. A very quiet area with nothing but the sounds of Mother Nature.

Nov 15 – 22

G$19,341 GYD per night

Guest favorite

Farm stay in Southern Pines

4.98 out of 5 average rating, 125 reviews

Finally Home Farm Bed and Barn

Bring your horse and your golf clubs! Welcome to Finally Home Farm Bed and Barn! A private 1 bedroom barn converted into a quaint cottage. Located on a peaceful farm just 2 miles from downtown Southern Pines, 1 mile from the back gate of Ft. Bragg and next to Weymouth Woods State Park, Finally Home Farm is the perfect place to explore all the Sandhills has to offer. *We are horse ($40) and dog friendly ($50) pet fee with Pre-Approval. Please include this info in your pre-booking.

Sep 17 – 24

G$27,306 GYD per night

Guest favorite

Condo in Southern Pines

4.92 out of 5 average rating, 157 reviews

Relaxing in the Pines

Located 5 min from downtown Southern Pines (Broad St). A great place to stay for golfers, horse lovers, and others visiting to explore Pinehurst, Southern Pines and other surrounding areas. The large screened in porch off of the living room and dinning room which provides peaceful beauty and elegance. Two bedrooms and two full baths, this condo provides you with a wonderful opportunity for anyone wanting to relax and especially for golfers, horse lovers and others..5 PM Check in

Apr 4 – 11

G$18,614 GYD per night

Guest favorite

Guest suite in Southern Pines

4.96 out of 5 average rating, 157 reviews

Studio in the Pines ~ Minutes to downtown SoPines!

Surprisingly spacious, exceptionally clean, and completely private, this studio boasts everything a savvy traveler needs and more! Located minutes from downtown Southern Pines and from a plethora of world-class golf courses, restaurants, and shopping, this is the perfect space whether you're in town for a night or for a week. Easy commute to Ft. Bragg. Kevin & Chelsea (the hosts) live in the attached main house, but this studio is completely separated giving you plenty of privacy!

Sep 24 – Oct 1

G$20,837 GYD per night

Guest favorite

Guesthouse in Carthage

4.99 out of 5 average rating, 153 reviews

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large and friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, one queen bed and small fold out sofa. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee.

Jul 6 – 13

G$28,764 GYD per night

Guest favorite

Condo in Pinehurst

4.94 out of 5 average rating, 150 reviews

Pinehurst Green - 2BD 2BA Golf Front Condo

Welcome to Pinehurst Green, located in the heart of Pinehurst golf! Our 2BD, 2BA condo is within walking distance of the Pinehurst clubhouse and the Village of Pinehurst. With a second story view on the Pinehurst #3 course, guests can enjoy hours of relaxation on the balcony overlooking the fairway, or stroll down to the historic Village for a cocktail, dinner or shopping. A 5 min drive to the Fair Barn and Harness Track and a 10 min drive to charming downtown Southern Pines.

Aug 12 – 19

G$27,294 GYD per night

Guest favorite

Cottage in Pinebluff

4.93 out of 5 average rating, 164 reviews

Lakeside Cottage nestled near Pinehurst and CHP

Bellago Farm Cottage is nestled in the woods off the edge of the North Carolina Game Lands. It is 6 miles from the Carolina Hotel/Pinehurst Resort and the famous Pinehurst #2 Golf Course, and 8 miles from the Carolina Horse Park. The lakeside cottage welcomes you to fishing and swimming its spring-fed 9-acre, very clear waters. Enjoy relaxing between activities with easy access wi-fi or tv. If you are traveling to the area for equine competition, horse boarding is available.

Apr 6 – 13

G$24,371 GYD per night

Guest favorite

Guesthouse in Southern Pines

4.97 out of 5 average rating, 210 reviews

Historic Southern Pines Carriage House

Just minutes from Pinehurst and only one mile from downtown Southern Pines, this Tudor Revival Carriage House keeps you close to golf and activities! Enjoy a peaceful setting surrounded by an acre of Longleaf Pines, Camellias & Azaleas. Enjoy a full kitchen (refrigerator, no freezer), private bath with tub/shower. Enjoy area golf courses or stop in when visiting Penick Village, the Carolina Horse Park or Ft. Liberty. Please NO PETS, NO SMOKING/VAPING inside, NO PARTIES.

Jun 18 – 25

G$19,274 GYD per night

Guest favorite

Cottage in Southern Pines

4.96 out of 5 average rating, 128 reviews

Cottage on Ridge -Short & Extended Stays

This 1930s cottage is the perfect spot for your stay in downtown Southern Pines. It is located on a quiet street, yet close enough to walk to all the shops/restaurants downtown or the Weymouth Center for the Humanities. This unit is downstairs with 1 bedroom (Queen) & 1 bath, a full kitchen, a dedicated work space, and shared laundry room in the back of the home. It has a private entrance from the front door. Come stay with us for a short stay or extended stay!

Jan 11 – 18

G$27,406 GYD per night

Guest favorite

Cottage in Pinehurst

4.93 out of 5 average rating, 243 reviews

Water Oaks Cottage - Near Pinehurst Country Club

Three blocks by foot, bicycle or golf cart from the Carolina Hotel, deemed in 1901 the “Queen of South”, with its fine dining, entertainment, highly acclaimed “Spa at Pinehurst”, restaurants and shops of Pinehurst Village. Straight down from this grand resort by lovely promenade is the world-famous Pinehurst Country Club and renown “Number 2” championship golf course. A few blocks further, the 111 acre equestrian facility and historic Pinehurst Harness Track.

Sep 7 – 14

G$31,039 GYD per night