Pet-friendly holiday rentals in Southern Pines

A welcoming entrance to a single-story house is framed by a well-maintained stone walkway and vibrant green landscaping. Windows adorned with white shutters reflect natural light. The garden features varied shrubs and trees, contributing to the tranquil setting.

4.98 out of 5 average rating, 138 reviews

The Bookery - Bright, Airy home with Fenced Yard

Relax in our bright, 2500+ sqft home on nearly 3/4 of an acre with a large fenced back yard. Pet friendly wood floors throughout, and great spaces for quality time. 1 mile to downtown and only 6 miles to Pinehurst Golf Resort and 13 miles to Carolin Horse Park. Enjoy the sunroom, fully stocked kitchen with gas stove and double oven, the gorgeous patio, or the inviting couch to watch a movie with the whole family! Available for short term leases as well. Looking forward to hosting you and yours!

PetsOutdoor spacesHiking

4.95 out of 5 average rating, 100 reviews

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.

WalkabilityOutdoor spacesAmenities

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.

4.89 out of 5 average rating, 114 reviews

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!

Outdoor spacesPetsHot tub

4.94 out of 5 average rating, 165 reviews

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

Across from the Harness Track and an easy walk to the main clubhouse at Pinehurst sits our villa on the 2nd hole of the Ellis Maples designed Pinehurst No. 5. Our newly renovated 2nd floor unit has 3 bedrooms, 2 bathrooms and and open floor plan. With seating for 8 and 5 beds, you can bring the whole family comfortably. Cook dinner in the kitchen equipped with new stainless and enjoy a glass of wine out of the cooler. This unit has two porches, and both are great for your morning coffee.

PetsOutdoor spacesLong stay

Farm stay in Southern Pines

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.

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.

Outdoor spacesPetsCondition

4.99 out of 5 average rating, 221 reviews

Tiny home in Southern Pines

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.

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

PetsOutdoor spacesCheckout

4.92 out of 5 average rating, 127 reviews

4.95 out of 5 average rating, 118 reviews

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

The Happy Hangout has it all: Quiet setting with a fully fenced-in back yard, close to Pinehurst golf courses & the historic downtowns of Southern Pines, Pinehurst and Aberdeen. The Happy Hangout is close to Pinehurst (10 min), Southern Pines (10 min), Camp McKall (15 min), the Carolina Horse Park (20 min) and Fort Liberty (Bragg) (45 min). Our house is pet-friendly. The pet fee is $25 per stay and is included if you indicate during booking that you will be bringing a pet.

WalkabilityOutdoor spacesAccuracy

Guesthouse in Southern Pines

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.

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

WalkabilityPetsAccess

5.0 out of 5 average rating, 108 reviews

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.

4.98 out of 5 average rating, 122 reviews

The Gallery - 2 bd Boutique Southern Pines Cottage

Enjoy a uniquely designed experience at this centrally-located place - whether in town for golfing, riding, or simply enjoying our quaint southern town. Just a block from Broad street's restaurants, shops, breweries and theatre, this two bedroom, two story cottage (and art studio!) has everything you need to enjoy Moore County. Relax in any of our carefully curated rooms, or take it outside to our backyard/vineyard for a summertime BBQ or a cozy fireside chat.

PetsOutdoor spacesValue

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.

5.0 out of 5 average rating, 128 reviews

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!

WalkabilityOutdoor spacesAccess

Apartment in Southern Pines

A cozy living area is presented, featuring two tan accent chairs and a dark sofa. A wood coffee table is centered on a patterned rug. The kitchen area includes a bar with two brown stools, equipped with modern appliances and tasteful decor.

Boutique-Style Pet-Friendly Horse Farm | Fox Den

Experience the Fox Den Suite at Tanglewood Farm—a boutique-style, pet-friendly apartment on a peaceful 10-acre horse farm. This thoughtfully designed one-bedroom retreat features a king bed, cozy living space, and a fully equipped kitchen for a relaxing countryside stay. Just minutes from Southern Pines, Pinehurst, and Whispering Pines, you’re close to breweries, restaurants, boutique shops, and world-class golf.

PetsWalkabilityLocation

4.97 out of 5 average rating, 205 reviews

4.94 out of 5 average rating, 112 reviews

Historic Hidden Gem - Secluded Downtown Home

This special home is over 100 years old and nestled in historic downtown Southern Pines. Secluded on a private wooded lot just blocks from Broad Street, this incredibly space offers a unique combination of privacy and accessibility to local shops, breweries, and community events. Relax at the house and enjoy the comfortable screened in front porch or take a short walk to see all that Southern Pines has to offer!

WalkabilityOutdoor spacesLaundry

Popular amenities for Southern Pines pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.99 out of 5 average rating, 143 reviews

The Juniper at Pinehurst with Games!

Outdoor spacesPetsAir conditioning

A modern farmhouse is presented, featuring a welcoming white exterior paired with natural stone accents. Large windows enhance the exterior, and a covered porch with a railing invites relaxation. Lush green landscaping surrounds the house, offering a peaceful and spacious setting.

4.99 out of 5 average rating, 114 reviews

5BR/4BA Modern Home - 5 mins to Golf w/ Game Room

Outdoor spacesWalkabilityParking

A newly constructed three-story house features a modern design with a green exterior and white trim. The front porch is accessible by steps, and multiple large windows allow natural light to fill the interior. Surrounding landscaping includes trimmed shrubbery and grass.

4.96 out of 5 average rating, 127 reviews

Pet Friendly with Firepit Cottage Near Pinehurst

WalkabilityPetsWi-Fi

A spacious outdoor area features a game table set with large red, white, and blue Connect Four and Jenga-style games. The background showcases a wooden fence and tall trees, providing a natural setting for leisurely entertainment.

4.98 out of 5 average rating, 129 reviews

Perfect golf getaway - quick drive to all courses

PetsWalkabilityQuiet

4.99 out of 5 average rating, 204 reviews

The kitchen features modern stainless-steel appliances, including a refrigerator and microwave. Granite countertops provide ample workspace, complemented by white cabinetry. A dual-basin sink is positioned in the center island, which enhances the open layout of the kitchen area.

Home in Aberdeen

Retreat on Pine - Close to Golf & Horse Park

PetsOutdoor spacesParking

4.98 out of 5 average rating, 121 reviews

Cozy, private and CLEAN @ The Abbey.

WalkabilityPetsTV

4.98 out of 5 average rating, 140 reviews

Isle of the Pines! 1 mi. from Village of Pinehurst

Outdoor spacesPetsCondition

4.93 out of 5 average rating, 177 reviews

Walkable Cottage, Pet Friendly with Fenced Patio

WalkabilityOutdoor spacesCheck-in

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 133 reviews

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.

PetsOutdoor spacesComfort

5.0 out of 5 average rating, 60 reviews

The Pinehurst Paradise Pool Home

Outdoor spacesPetsTV

Townhouse in Southern Pines

Mulligan Fair-Way, a golf retreat -Southern Pines.

ViewFamilyLocation

4.82 out of 5 average rating, 11 reviews

4.87 out of 5 average rating, 23 reviews

A private pool is surrounded by a brick terrace, framed by lush green foliage. Two decorative stone planters add character at the entrance, while sun loungers are positioned nearby for relaxation.

Cottage in Pinehurst

Tremont Cottage | Private Pool | 2blk DT Pinehurst

Outdoor spacesWalkabilitySleep quality

Superhost

A modern living area features a spacious sectional sofa and a leather ottoman, with a view overlooking Lake Pinehurst through large sliding glass doors. Natural light floods the room, complemented by artwork on the wall and minimalistic furnishings.

4.66 out of 5 average rating, 32 reviews

Pinehurst Lakefront Condo: Ground Floor Condo

PetsWalkabilitySleep quality

5.0 out of 5 average rating, 5 reviews

40 Caddell

Outdoor spacesBackyardPool

A serene lake scene is depicted, with still waters reflecting the clear blue sky and tree-lined banks. Light foliage frames the image, while various homes can be seen along the opposite shore, creating a calm and natural setting.

4.74 out of 5 average rating, 27 reviews

Lakeside with pool.

PetsWalkabilityAmenities

Home in West End

Golf Getaway | Pool | Minutes to Pinehurst

Outdoor spacesValuePool

5.0 out of 5 average rating, 6 reviews

Private, pet-friendly home rentals

4.95 out of 5 average rating, 341 reviews

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

WalkabilityOutdoor spacesValue

A welcoming living space features a wooden dining table set for several, accompanied by a cozy seating area with a leather armchair and sofa. Natural light filters through large sliding doors that open to a view of trees outside, enhancing the room's brightness.

4.83 out of 5 average rating, 332 reviews

The Perfect Lie in Pinehurst!

PetsWalkabilitySleep quality

4.94 out of 5 average rating, 132 reviews

The Pink House showcases its charming pink exterior with a covered porch and white steps leading to the front door. Large windows allow natural light to enter, while the surrounding landscaping features lush greenery and flower beds, adding to the inviting curb appeal.

Cottage in Pinehurst

Historic cottage in the heart of Pinehurst Village

WalkabilityOutdoor spacesLong stay

An aerial view captures the Greenside Getaway's proximity to Pinehurst's golf courses. Surrounding trees provide a lush backdrop, while visible golf paths indicate convenient access. The layout highlights the condo's location relative to nearby amenities, enhancing the overall sense of accessibility and leisure.

4.99 out of 5 average rating, 137 reviews

Greenside Getaway️! Walk to Clubhouse and Cradle!

PetsWalkabilitySleep quality

4.92 out of 5 average rating, 271 reviews

A spacious living area features a large L-shaped sectional sofa in soft brown fabric, arranged on a patterned area rug with floral designs. A ceiling fan hangs above, and the adjoining kitchen can be seen in the background, equipped with dark wooden cabinets and stainless steel appliances.

Cottage in Pinebluff

Lakeside Cottage nestled near Pinehurst and CHP

Outdoor spacesPetsHiking

Guest suite in Southern Pines

The Century Suite - Upscale Comfort

Outdoor spacesPetsLaundry

4.95 out of 5 average rating, 120 reviews

A dining area features a large black table surrounded by eight cushioned chairs. Light streams through multiple windows, illuminating the space. A modern pendant light hangs above the table, while a potted plant adds a touch of greenery to the welcoming atmosphere.

4.98 out of 5 average rating, 48 reviews

Timeless Tudor - Walkable to Downtown!

Outdoor spacesWalkabilityNearby