Vacation rentals in Jackson Springs

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Top-rated vacation rentals in Jackson Springs

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Top guest favorite

The exterior of a rustic cottage is framed by a large tree, with a well-kept lawn and flower beds. A paved pathway leads to the front porch, where seating is arranged under the shelter of the roof, inviting guests to enjoy the outdoors.

Cottage in West End

4.97 out of 5 average rating, 159 reviews

Juniper Pines Cottage

A very nice place to stay! Nestled in a peaceful, yet convenient area near Pinehurst "home of golf", North Carolina, our cottage invites the traveler to a pleasantly rustic setting. Built in 1943, our lovely cabin is completely renovated and filled with country charm. ATTENTION!!! PLEASE READ THIS & HOUSE RULES BEFORE SENDING INQUIRY. *PROFILE VERIFICATION MUST INCLUDE GOVERNMENT ID (ie, state issued license) *FOR THE HEALTH & SAFETY OF ALL GUESTS, WE MAINTAIN A NO PETS, NO EXCEPTIONS POLICY.

Top guest favorite

A charming tiny cottage features a covered porch with steps leading to an intricately designed stone patio. Surrounding landscaping includes mature greenery and carefully placed decorative shrubs. A grill is positioned nearby, providing additional outdoor cooking options in a serene setting.

Cottage in Southern Pines

4.97 out of 5 average rating, 350 reviews

The Ace Cottage - Tiny-home Feel, Close to golf

Unwind in the privacy of this adorable tiny-home! Just over a mile from downtown Southern Pines and less than 15 min to the famous Pinehurst Resort. Features a King size Nectar bed, Fire TV, WiFi, shower with tankless water heater a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge w/ freezer, toaster oven, and electric skillet), beautiful stone patio, professional landscaping, pet yard access, brand new floors, and a large driveway. The perfect spot for a quiet night!

Top guest favorite

A fire pit surrounded by six wooden chairs is illuminated by a warm fire. The sky above displays streaks of stars, creating a unique celestial backdrop. The area is softly lit, inviting evening gatherings.

Home in Pinebluff

4.99 out of 5 average rating, 172 reviews

Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay and Play Retreat! We are centrally located just minutes away from some of the areas greatest attractions such as Pinehurst No. 2 (8 Miles), Rockingham Dragway (14 miles), Carolina Horse Park (10 miles), and Fort Bragg (16 miles) . We're also surrounded by over 20 beautiful golf courses including Legacy Golf Links and a wide variety of dining options within 11 miles of this completely renovated home that has been created specifically for your comfort, relaxation & enjoyment.

Top guest favorite

Guest suite in Southern Pines

4.91 out of 5 average rating, 450 reviews

Cozy Studio in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this charming small, yet quaint & cozy self contained studio/efficiency which is attached to a 1930's bungalow. Just steps to our idyllic downtown. (Literally 1 block). Guests will have the entire studio for their private use. (bed, bath, kitchenette) Central heating and air with thermostat 1 bed / 1 bath. Private entrance. Street parking. 'Strict' No Smoking Policy

Top guest favorite

A Keurig coffee maker is positioned on a wooden countertop, with a coffee mug placed underneath. Above, a shelf displays various glasses and mugs, creating a functional and inviting coffee station. Nearby, pods and tea bags are neatly arranged for guest use.

Guesthouse in Carthage

4.99 out of 5 average rating, 212 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.

Top guest favorite

A wooden gate labeled 'Sonne Garten' serves as the entrance to a private walkway. The pathway is lined with trees and shrubs, providing a shaded and welcoming atmosphere. The ground is covered in gravel, leading towards the main entrance of the property.

Apartment in Pinehurst

4.99 out of 5 average rating, 273 reviews

Pinehurst #6 Garden Getaway

A warm welcome to our cozy 1 BR/1 BA apartment in the Pinehurst #6 community. It has a queen bed and a queen sofa bed if needed. We are close to the Village of Pinehurst and dozens of amazing Golf courses. We are less than 2 miles from First Health Moore Regional Hospital. Nearby you can enjoy shopping, dining, 4 local breweries and a winery. We also offer housekeeping for only $ 10 a day. If you want us to stock the refrigerator we will be glad to do so for a small fee.

Guest favorite

A coffee maker is positioned on a granite countertop adjacent to a decorative paper towel holder. A blank notepad rests nearby, indicating a space for notes or reminders. The setting appears well-organized and functional, reflecting an inviting kitchen area.

Cottage in Pinebluff

4.92 out of 5 average rating, 202 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.

Top guest favorite

Home in Pinehurst

4.98 out of 5 average rating, 777 reviews

The Knotty But Nice Treehouse of Pinehurst

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 one of a kind treehouse 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.

Top guest favorite

The image showcases a wooden dock leading to a serene lake surrounded by dense greenery. The calm water reflects the overcast sky, with lily pads visible on the surface. Trees line the shore, contributing to the tranquil natural setting.

Guest suite in Southern Pines

4.96 out of 5 average rating, 243 reviews

Golf Resort, Private Entrance, Bath & Kitchenette

This Condo is located on Talamore Golf Resort and is minutes away from many world class golf courses, to include Pinehurst Resort. Approximately 40 minutes to Fort Bragg for Military/DOD civilians who are TDY or house hunting; 4 miles to First Health Moore Regional Hospital for travel nurses; 2.5 miles to Sandhill community college; Reservoir Park is a 250 yard walk from the front door and includes a 95 acre lake, and more than 12 miles of Greenway Trails.

Top guest favorite

The kitchen features white cabinetry and a light countertop, complemented by a subway tile backsplash. Stainless steel appliances are visible, including a coffee maker and a sink with a modern faucet. A tray of snacks and bottled water are neatly arranged on the countertop.

Condo in Pinehurst

4.99 out of 5 average rating, 144 reviews

To The Green On #17 - Studio w/ GREAT Golf Views!

PERFECT LOCATION - only a 5 minute walk to the Pinehurst Golf Clubhouse! "To The Green On #17" is a second-story studio condo perfectly located on hole #17 of Pinehurst No. 3 Golf Course. Relax on the private back deck with open views of the fairway and enjoy the sunshine and unparalleled peace and quiet. Cozy yet luxurious finishes combined with an excellent location make this studio condo perfect for a weekend golf getaway or an extended stay!

Top guest favorite

Condo in Pinehurst

4.99 out of 5 average rating, 106 reviews

The Lucky Lie - Entire Condo in Pinehurst

Come relax at the luxurious Lucky Lie! This beautifully renovated studio condo is located just off the beaten path on Pinehurst No. 3, but still perfectly situated for an easy approach into downtown Pinehurst and the surrounding Sandhills. Unwind after your rounds on the porch over looking No. 3, 16th fairway, relax in front of the electric fireplace, or knock out some work in the dedicated workspace, the Lucky Lie has what you're looking for!

Guest favorite

The well-equipped kitchen features granite countertops, white cabinetry, and a black dishwasher. Natural light is provided by a window above the sink, with a view of the outdoor space. A dining area with a dark wood table and blue upholstered chairs is visible in the background.

Home in Pinehurst

4.98 out of 5 average rating, 109 reviews

Cozy Pinehurst Retreat w/ Putting Green

Enjoy your Pinehurst stay in the family-friendly neighborhood of Village acres. The area is surrounded by The Greenway pedestrian and bicycling trail. The house is situated within 2 miles of downtown Pinehurst, Camelot Park, and Rassie Wicker Park, and is a short drive away from any of the many wonderful golf courses that Pinehurst has to offer. The house was recently remodeled and is well furnished, to make for a comfortable stay.