Vacation rentals with a pool in Pinehurst

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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

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!

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."

Lakefront Pinehurst Condo 2BD/2BA - 237

Beautiful Lake Pinehurst property only 1-2 miles from the clubhouse at Pinehurst Resort, the "Cradle" par 3, & the Pinehurst Spa. The community of Southern Pines is only a few miles away which offers additional fine dining & shopping. 2nd floor condo Swimming Pool in Complex for guests open May-August. Smart TV in living room & primary room Wifi Keurig Coffee Maker Microwave Stack Washer & Dryer Unit Due to owners allergies, no pets including service animals are allowed.

Tremont Cottage | Private Pool | 2blk DT Pinehurst

Welcome to Tremont Cottage, a historic gem in downtown Pinehurst. - Four bedrooms, including two master suites and three full baths - Furnished with period antiques and hand-knotted rugs - Private pool with a fenced backyard and cozy fire pit - Large game room with pool table and board games - Beautiful brick terrace with lush landscaping - Fully equipped kitchen with granite countertops and stainless appliances - Complimentary drip-brewed and Keurig coffee makers

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!

The Pinehurst Paradise Pool Home

Your family will be close to everything when you stay at this centrally-located home. Only minutes from the Pinehurst Resort & C.C. and village! I have been told my home is happy, fun, cozy, homey yet very clean and accommodating. Enjoy swimming in the pool, chipping golf balls on to the floating green, playing corn hole, and watching the outdoor TV while grilling out or lounging in a pool float! There is a covered gazebo with curtains and a gas fire pit.

Newly Renovated, lakeview with Pool!

'Swing Easy' is a beautifully renovated 2 bedroom, 2 bath condo on the first floor. Unwind after your rounds on the deck with views of Lake Pinehurst, located only minutes from Pinehurst Resort and Village and easily accessible to the surrounding areas. Fully stocked kitchen and has the convenience of having a washer/dryer located in the home. Relax by the Lake View community pool that is a short walk away and available to all renters from May to September.

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.