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Family-friendly holiday rentals in Southern Pines

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Quick stats about holiday rentals that are family-friendly in Southern Pines

  • Total holiday rentals

    Explore 260 holiday rentals in Southern Pines

  • Nightly prices starting at

    Southern Pines holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 9,970 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Southern Pines holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southern Pines rentals

  • 4.9 Average rating

    Southern Pines stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Southern Pines

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area showcases a brown leather sofa adorned with patterned cushions. A light wood coffee table with a unique design is centered on a colorful area rug. Natural light filters through the blinds, and a comfortable armchair complements the space.
Condo in Southern Pines

Luxury Golf Front Condo

Located steps away from the Longleaf Golf Course and the National Headquarters for the U.S. Kids Golf Training Academy, this inviting 2 BR/2BA condo is an ideal getaway home. Includes a spacious living area with full kitchen, dining area, and living room along with private bathrooms in each bedroom. Can comfortably sleep 6 and is perfect for families, golfers, or the traveler looking to relax and unwind in the Sandhills. Centrally located between downtown Southern Pines and Pinehurst Village.

KitchenIndoor spacesOutdoor spaces

4.95 out of 5 average rating, 100 reviews
Top Guest favourite
The exterior of a two-story cottage is shown, featuring a white clapboard façade with dark roofing. A covered porch is seen at the front, furnished with a small round table and four chairs, surrounded by landscaping with young plants and mulch.
Home in Southern Pines

New 5 Bedroom Cottage on Pine Needles Golf Course!

New construction home on the golf course of Pine Needles Course between Pinehurst and downtown Southern Pines. Ideal location, close to everything the area has to offer. This 5 bedroom and 3 bathroom cottage is ideal for golf outings and family friendly vacations. Everything you need to make your stay ideal and comfortable. Main level: 1 bedroom, 1 bath, living room, kitchen, dining, office space, walk in pantry, laundry room. Second floor: 4 bedrooms, 2 bathrooms, abundant closet space.

FamilyIndoor spacesAccess

5.0 out of 5 average rating, 134 reviews
Superhost
An inviting hot tub with soft blue-green lighting is positioned under a covered patio, surrounded by comfortable seating. A fire table emits a warm glow in the background, creating a serene atmosphere for relaxation. Soft curtains frame the area, enhancing the privacy.
Home in Southern Pines

SoPi Oasis | Hot Tub | Fire Pit | Game Room | Pets

Welcome to our amenity packed space with a modern design that welcomes golfers, families, and pets alike! (NO CHORE LIST FOR GUESTS!) Simply check your worries at the door, we will take care of the rest upon checkout! This meticulously designed space promises an unforgettable escape for golf enthusiasts and relaxation seekers alike. Unwind in the game room, relax around the covered fire table, or enjoy the serenity in our peaceful backyard oasis. Located at the center of the US Golf Mecca!

FamilyIndoor spacesCondition

4.89 out of 5 average rating, 114 reviews
Top Guest favourite
The exterior of the cozy barn cottage features a brick facade and white paneling, complemented by a shaded porch with seating. Two stable doors are visible, surrounded by lush greenery and tall trees, creating a serene country atmosphere.
Farm stay in Southern Pines

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.

KitchenIndoor spacesCheckout

4.99 out of 5 average rating, 221 reviews
Top Guest favourite
The entrance to a charming cottage is framed by lush greenery and well-maintained landscaping. A stone pathway leads to the front door, while a gravel driveway guides visitors through vibrant shrubs and trees.
Cottage in Southern Pines

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 15 min to the famous Pinehurst Resort and Carolina Horse Park. Features a King size Nectar bed, Roku TV, WiFi, shower with tankless water heater, a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge, 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!

FamilyIndoor spacesSleep quality

4.96 out of 5 average rating, 433 reviews
Guest favourite
A charming bungalow is set amidst tall trees, showcasing a screened porch with multiple windows. The exterior features a neutral-toned facade surrounded by greenery and landscaped grounds. Sunlight filters through the trees, creating a serene outdoor setting.
Tiny home in Southern Pines

Crosswind Farm

Nestled on 17 acres in the middle of horse country, the bungalow is a peaceful getaway spot for golfers, riders and travelers who want to enjoy everything Southern Pines has to offer. Minutes from downtown Southern Pines (3 miles, about a 5 minute drive). There is a short queen bed as well as a pull out couch. It can comfortably fit 2 adults, with fitting up to 4 people total. Full kitchen, porch seating, and a beautiful view! *please note that this is considered a tiny house

Indoor spacesFamilyLayout

4.92 out of 5 average rating, 127 reviews
Top Guest favourite
A small, light blue cottage is surrounded by greenery, set within a fenced area. A bright white door is framed by a simple wooden staircase. The front yard features a gravel pathway and grass, offering a peaceful outdoor setting.
Guesthouse in Southern Pines

Quiet and Safe neighborhood Studio for 2

Enjoy a peaceful stay in this fully furnished studio for two, located in a quiet Southern Pines neighborhood. Separate unit behind the main home, it offers a private key code entrance, queen bed, and a kitchenette w/ a hot plate and griddle. Step outside to your own private area with a fire pit. Just minutes from shopping, restaurants, breweries, golf courses, and movies. Only 15mins to the hospital, 20mins to Rockingham Racetrack, and 9mins to the Walthour Moss Fdtn

Indoor spacesKitchenCheckout

5.0 out of 5 average rating, 108 reviews
Guest favourite
Guest suite in Pinehurst

Location is everything !

Location! Cozy efficiency located in the heart of Golf And Horse country! Just 30 seconds to the main traffic circle which takes you to great restaurants, shopping, hospital (FirstHealth Moore Regional 1.5 miles away) and, of course, golfing!! The efficiency offers a private entrance, full bed, bathroom w/ shower, kitchenette, and desk area. It is attached to my home so there is daily activity, but we welcome friendly engagement and will respect your privacy.

FamilyKitchenValue

4.9 out of 5 average rating, 113 reviews
Top Guest favourite
A guest suite features two double beds with light blankets, positioned beside wooden headboards. Two bedside lamps provide soft lighting, and a small nightstand sits between them. Natural light filters through two windows covered with blinds, illuminating the carpeted floor.
Guest suite in Southern Pines

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.

KitchenIndoor spacesParks

4.96 out of 5 average rating, 270 reviews
Guest favourite
A welcoming living area features a blue couch adorned with yellow pillows, complemented by a round ottoman. A small dining table is positioned nearby, and large windows allow natural light to fill the space. A light fixture hangs above, enhancing the room's comfortable ambiance.
Cottage in Southern Pines

Cottage on Ridge -Short & Extended Stays

This 1930s cottage is the perfect spot for your stay in downtown Southern Pines. 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!

Indoor spacesKitchenParking

4.96 out of 5 average rating, 231 reviews
Top Guest favourite
The charming exterior features a welcoming porch with an American flag hanging prominently. Two rocking chairs are positioned invitingly. Lush greenery surrounds the home, and stacked firewood is neatly arranged beside the entrance. A pathway of gravel leads up to the front steps.
Home in Southern Pines

Cozy Cottage - pet friendly, great location!

Enjoy a cozy and premium experience at this centrally-located place. Two minute drive to the Southern Pines downtown area, 15 minutes to Pinehurst, and just minutes from horse country. We have everything you need to have your dream stay in the Pines. Tons of amenities including: Fenced in backyard Outdoor patio with fire pit and grill Wood fireplace Smart TV Washer and dryer Desk workspace Fast WiFi Smart Thermostats 2 car driveway Full kitchen …and more!

KitchenIndoor spacesAmenities

5.0 out of 5 average rating, 128 reviews
Top Guest favourite
A small outdoor patio is presented with a round table and four black metal chairs. Lush greenery surrounds the area, providing a calm setting. The exterior of the cottage is gray, complemented by a dark front door and a welcoming pathway leading to the entrance.
Home in Southern Pines

Charming Cottage in Downtown Southern Pines

Right in Downtown Southern Pines, Camellia Cottage is the perfect getaway! Walking distance to all of the wonderful restaurants, shops and breweries Downtown Southern Pines has to offer, and only minutes from some of the country's best golf courses! This 2 bedroom 1 bathroom home has all you will need in this home away from home. Enjoy the outdoors out on your own private patio, walk around and take in the beautiful sights of this charming Southern town.

Indoor spacesKitchenDecor

4.96 out of 5 average rating, 236 reviews

Popular amenities for Southern Pines family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A warmly colored dining area is highlighted by a large round table surrounded by eight black leather chairs. Natural light enters through tall arched windows, complementing the rich orange walls and decorative white wainscoting. A classic chandelier hangs above, adding elegance.
Home in Pinehurst

The Ross Retreat - In Pinehurst

KitchenIndoor spacesLocation

4.98 out of 5 average rating, 178 reviews
Guest favourite
A soothing hot tub is illuminated by soft blue lights, creating a calming ambiance. The surrounding area features a modern privacy screen, subtly highlighted by exterior lighting, enhancing the serene nighttime setting.
Home in Pinebluff

Hot Tub * King Bed * Putting Green * Amazing Golf

KitchenIndoor spacesWi-Fi

4.99 out of 5 average rating, 248 reviews
Guest favourite
The exterior of a spacious house is surrounded by tall pine trees, featuring a combination of stone and siding. A welcoming front porch with columns leads to a central entrance. Lush landscaping includes colorful plants and manicured lawns, providing an inviting approach.
Home in Pinehurst

The Mulligan House in Pinehurst!!!

FamilyKitchenCheck-in

4.87 out of 5 average rating, 108 reviews
Top Guest favourite
A serene lakeside view highlights a charming house nestled amidst lush greenery. The reflection of the clouds and trees can be seen on the calm water surface, creating a peaceful atmosphere. Surrounding trees provide a sense of privacy and natural beauty.
Home in Cameron

Lakeside 10 miles to Tobacco Rd.

KitchenIndoor spacesNearby

4.99 out of 5 average rating, 110 reviews
Top Guest favourite
An aerial view of a serene backyard features a bright blue saltwater pool surrounded by comfortable seating and umbrellas. A hot tub is positioned nearby, and a firepit sits within a gravel area. Lush trees provide a natural backdrop with gentle lighting accentuating the space.
Home in Southern Pines

ThePalmerOnTheGreen*Pool*HotTub*FirePit*CentralDr

FamilyKitchenComfort

5.0 out of 5 average rating, 78 reviews
Top Guest favourite
A fire pit surrounded by rustic Adirondack chairs is positioned on a stone patio. Soft glowing lights hang from a nearby tree, illuminating the tranquil atmosphere. In the background, a heated pool is visible, reflecting the serene night sky.
Home in Pinehurst

Walk to Village: Heated Pool Hot Tub Putting Green

FamilyIndoor spacesSleep quality

5.0 out of 5 average rating, 30 reviews
Top Guest favourite
A game room with dark green walls features a large golf simulator screen displaying a scenic golf course. A spacious sectional couch in a warm yellow hue provides comfortable seating, while a dartboard and additional TV are visible on the walls.
Home in Pinehurst

6BR w/ Golf Sim Putting Green Hot Tub Sauna Games

FamilyIndoor spacesValue

5.0 out of 5 average rating, 59 reviews
Top Guest favourite
Home in Pinehurst

Golfer’s Paradise - Pool, Hot Tub, Sauna and More

KitchenFamilyLocation

5.0 out of 5 average rating, 23 reviews

Family- and pet-friendly home rentals

Guest favourite
The kitchen and dining area are characterized by hardwood flooring and warm wood cabinetry. A central island with bar seating is visible, alongside a formal dining table set for six. Stainless steel appliances, including a refrigerator and oven, are prominently featured.
Home in Southern Pines

Historic Craftsman - Downtown Southern Pines

Indoor spacesKitchenAmenities

4.91 out of 5 average rating, 115 reviews
Top Guest favourite
A cozy living room features a leather sofa complemented by colorful cushions. A wooden coffee table is set on a light area rug, with decorative items arranged on top. Dark green walls provide a backdrop for wall art and plants, enhancing the inviting atmosphere.
Home in Southern Pines

The Gallery - 2 bd Boutique Southern Pines Cottage

KitchenIndoor spacesHospitality

4.98 out of 5 average rating, 122 reviews
Top Guest favourite
Home in Southern Pines

Historic Hidden Gem - Secluded Downtown Home

KitchenIndoor spacesCleanliness

4.94 out of 5 average rating, 112 reviews
Top Guest favourite
Home in Pinehurst

Cheerful Eclectic Pinehurst home

FamilyKitchenLaundry

5.0 out of 5 average rating, 124 reviews
Guest favourite
The living area is adorned with two green armchairs, one featuring a decorative pillow. A small white table holds a lamp, and a door leads to the outside, allowing natural light to brighten the space. A window is positioned nearby, enhancing the openness of the area.
Cottage in Aberdeen

Close to Pinehurst Golf & Horse Park

Indoor spacesFamilyLocation

4.95 out of 5 average rating, 118 reviews
Guest favourite
A dining area features a wooden table surrounded by four chairs, set against a white brick wall with decorative letters spelling 'EAT.' Built-in cabinetry and a small wine cooler are present, contributing to the open and bright space illuminated by natural light from the window.
Villa in Pinehurst

A Cozy Retreat on No. 5

KitchenFamilyCleanliness

4.94 out of 5 average rating, 165 reviews
Guest favourite
A cozy cabin is set against a backdrop of trees, featuring a gravel driveway and a fenced yard. A wooden deck with benches is visible at the front, inviting relaxation. The exterior is clad in gray with a green door, blending harmoniously with the natural surroundings.
Cabin in Southern Pines

Cozy Cabin in Southern Pines

Indoor spacesKitchenGetting around

4.95 out of 5 average rating, 341 reviews
Top Guest favourite
Home in Pinehurst

Cozy, private and CLEAN @ The Abbey.

KitchenFamilyQuiet

4.98 out of 5 average rating, 121 reviews

Family-friendly home rentals with a pool

Top Guest favourite
Condo in Pinehurst

Pinehurst Golf Condo | Pool | Sleeps 6 | Lakefront

FamilyKitchenAccuracy

4.98 out of 5 average rating, 108 reviews
Guest favourite
A spacious community pool is surrounded by lounge chairs, with a pergola providing shade in the background. Lush trees line the area, and the clear blue water reflects the sunny sky, creating a serene outdoor setting for relaxation.
Condo in Pinehurst

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

Indoor spacesFamilyParks

4.91 out of 5 average rating, 177 reviews
Guest favourite
A rectangular pool with clear blue water is surrounded by a concrete patio. A pool ladder is visible on one end. In the background, a structure with stairs and a mobile home can be seen, along with several tall pine trees providing shade.
Home in Aberdeen

Country living 10 mins to Horse Park, Golf & Town.

Indoor spacesFamilyPool

4.92 out of 5 average rating, 133 reviews
Top Guest favourite
Condo in Pinehurst

The Suite Spot

Indoor spacesKitchenAir conditioning

4.96 out of 5 average rating, 186 reviews
Top Guest favourite
A cozy living area is presented with a blend of soft gray sofas and armchairs arranged around a wooden coffee table. A decorative rug lies beneath, complemented by a wall clock and tasteful wall art. Natural light enhances the welcoming atmosphere.
Condo in Pinehurst

POOL OPEN! Enjoy newly renovated 2BD,2BA condo

Indoor spacesKitchenPool

5.0 out of 5 average rating, 142 reviews
Top Guest favourite
Home in Pinehurst

Pinehurst Retreat | pool | Near Resort & Cradle

FamilyKitchenComfort

4.97 out of 5 average rating, 34 reviews
Top Guest favourite
A spacious bedroom showcases a contemporary design with a large bed adorned in a black and white patterned duvet. A cozy seating area with bright pillows is positioned beside the bed. A wall of shelves displays decorative items, with lamps providing warmth and a pleasant ambiance.
Guesthouse in Southern Pines

Charming Getaway Carriage House with pool

FamilyKitchenOutdoor spaces

4.98 out of 5 average rating, 63 reviews
Top Guest favourite
Home in Pinehurst

The Pinehurst Paradise Pool Home

Indoor spacesFamilyCleanliness

5.0 out of 5 average rating, 60 reviews

Destinations to explore