Pet-friendly holiday rentals in Southern Pines

Private&Comfortable Studio for 2 in Southern Pines

Enjoy a peaceful stay in this fully furnished studio for two, located in a quiet Southern Pines neighborhood. Atch. to the main house but fully soundproofed w/ a double wall, 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

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!

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.

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.

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!

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

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.

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!

Walkable Cottage, Pet Friendly with Fenced Patio

Discover a restorative getaway in Southern Pines at this updated retreat. This cottage offers the perfect blend of small-town charm and modern luxury. You’re steps away from a downtown historic district renowned for its iconic Charms. Beyond the boutiques, you're minutes from the legendary Pinehurst No. 2 and the lush trails of Weymouth Woods. Inside, the cottage has been meticulously refreshed to ensure your stay is as comfortable as it is memorable.

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.

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!

Cozy Cabin in Southern Pines

A wonderfully cozy cabin with its own driveway and gated area. Enjoy a yard of your own on a quiet street. Close to downtown Southern Pines and Aberdeen. Big front porch and rear porch with complete privacy. There are miles of beautiful nature trails nearby including Weymouth Woods and the All American Trail.