Holiday rentals with a pool in Southern Pines

ThePalmerOnTheGreenRetreat•Pool•HotTub•FriendsFam

The Palmer is a private luxury retreat overlooking the golf course. Unwind in the saltwater pool or hot tub, relax on the front porch, back deck, or covered patio, enjoy the beautifully lit backyard with ambient string lighting perfect for evening gatherings. Complimentary coffee, tea, hot chocolate, a variety of snacks, and wine. We have ample parking, a wide selection of indoor & outdoor games for guests of all ages. Minutes to DTSP, Pinehurst, local dining, shopping, and world-class golf

Pool*Sleeps 20*Stylish*Games*Close to Everything!

Our stylish ranch is perfect for large groups & retreats. Sleeps up to 20 with 10 beds. 5 bedrooms, 4 bathrooms on a 1 acre lot with a swimming pool, game room, firepit, and putting green! Our 1 acre lot feels secluded, but is close to everything! -5 mins to restaurants, nightlife and shops in Downtown Southern Pines -5 mins to Southern Pines Golf Club & Weymouth Center Venue -15 mins to Pinehurst Resort -10 mins to Pine Needles Lodge and Golf Club -10 mins to Mid Pines Inn & Golf Club

UnForegettable Stay in Southern Pines

Perfectly located to enjoy all that Southern Pines and Pinehurst have to offer⛳️ Sleeps up to 8 with 4 Queen Sealy Posturpedic beds with luxury linens.  All the bedrooms have 43" smart TVs and charging ports for your electronics.  A 65" smart TV in the living room is just the place to watch your favorite movies and sports.  Fully stocked kitchen.  Outdoor seating on the front porch and back deck.  Seasonal community pool. Garage game room including 10ft putting green, foosball and darts.

Charming Getaway Carriage House with pool

Welcome to our peaceful guesthouse in Southern Pines, NC! This contemporary retreat offers a serene escape with a pool, charming gazebo, and stunning views of the championship golf course, Pine Needles. The spacious unit is decorated in a modern style, providing a comfortable and inviting ambiance. Relax poolside or take a stroll through the well-manicured grounds. Golf enthusiasts will delight in the proximity to the renowned course. Discover tranquility and luxury in this hidden gem.

Lakeside Escape - 5 Miles from Pinehurst Resort

5 miles from the Pinehurst Resort - Escape to a Lakeside Retreat - where comfort and adventure collide! This 4-bedroom gem sleeps 10 and boasts a cozy gas fireplace, big-screen TV, and free weight gym for staying active. Relax by the pool, paddle across the lake, or fish from the private beach. End your day by one of 3 outdoor fireplaces. With kayaks, a paddle boat and comfortable accommodations, fun and rest are endless. Perfect for unwinding or making memories—your retreat awaits!

Convenient Golf & Private Pool Getaway

Welcome to your getaway in Aberdeen, NC! This spacious home is perfect for families or groups, featuring 3 bedrooms (1 queen bed, 1 full bed, 1 twin bed, plus an air mattress) and 2 bathrooms. Enjoy a private backyard and grill. Conveniently located just 15 minutes from Pinehurst's golf courses and 20 minutes from the Carolina Horse Park. Amenities include a fully equipped kitchen, laundry facilities, remote check-in/out, WiFi, and a private driveway. Book now for a relaxing stay!

Walk to Village: Heated Pool Hot Tub Putting Green

The Enchanted Escape feels a little like discovering a place someone forgot to tell everyone else about located just steps from the Village of Pinehurst. Three distinct residences surround a backyard designed around reconnecting. Mornings with coffee in rocking chairs. Pool afternoons that somehow stretch longer than expected. A putting green that quietly turns competitive. Reclaimed treasures, collected details, and spaces that keep making people say, "Wait...come look at this."

The Ultimate Golf Trip House - Pool & Pickleball

Escape to Foxfire in the Pinehurst area enjoy a luxury lakefront estate for large groups and unforgettable stays. With a pool (May to Mid-Sept), hot tub, sauna, cold plunge, golf simulator, game room, pickleball/basketball court, and 2 full kitchens, there’s something for everyone. Sleeping up to 24 guests across 12 beds, this retreat features putting greens, fire pit, outdoor pizza oven, and multiple decks overlooking the lake--perfect for relaxing and making memories.

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

**Pool OPEN for the season** Welcome to Lakeview Landing, located in the heart of Pinehurst golf! With a second story view of Lake Pinehurst, guests can relax on the balcony or enjoy the community pool! This quiet neighborhood shares close proximity to several great golf courses and has easy access to the BEST parts of Pinehurst: historic downtown, Fair Barn + Harness Track, Pinehurst Resort + Clubhouse, etc. Plus, it's a quick drive to nearby Southern Pines + Aberdeen!

POOL OPEN! Newly renovated 2BD,2BA condo

Hello and Welcome to the Magnolia Hideaway in Pinehurst! It is our hope that our beautiful, renovated & very clean , condo is a place you can rest, unplug, and enjoy time together. VERY IMPORTANT ! PLEASE READ!! Beds can be converted into either 2 KINGS, 4 TWINS, or 1 KING and 2 TWINS. BED CONFIGURATIONS NEEDS TO BE REQUESTED AT TIME OF BOOKING! The STANDARD SET UP is as following: 1 KING BED in Primary BDR and 2 TWIN BEDS in second Bedroom.

Stunning Lakefront in Pinehurst with pool!

Enjoy the amazing views of Lake Pinehurst in this spacious newly renovated first floor 3 bed, 2 bath condo. This home has everything you need for a short or long term stay. Living room, master and second bedrooms have stunning lake front views! Condo complex features a pool and is only 2 miles away from the village and golf club. Perfect for a golf foursome or family looking for extra space. Kayak and paddleboard also available for guest use.

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

Quiet, country living only 10 mins from shopping, restaurants, The Carolina Horse Park & golf! Enjoy the quiet neighborhood, the serene atmosphere & within 10 mins, you can be walking into 1 of many great restaurants or shopping centers. Enjoy grilling on the back deck, lounging in the pool or taking nice walk on the private road. House was completely remodeled 2 years ago & offers an open floor plan with 2 living rooms.