Holiday rentals with a pool in Pinehurst

ThePalmerOnTheGreen•Pool•HotTub•Games•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

Location · Family · Backyard

Pinehurst Playground on the Lake POOL OPEN!

Make Pinehurst your playground both on the links and at the lake! Bring your fishing pole and bathing suits for both our lake and pool access (May-Sept). We are located 1 mile from the famed Pinehurst Resort which is home to the 2024 US Open. Numerous other courses are within a 30 minute drive. There is no shortage of quality golf around here! Our place is perfect for a group golfing weekend, a family trip, US Kids golf tournaments, or a weekend spent shopping and enjoying the spa.

Value · Family · Checkout

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!

Family · Location · Comfort

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

Location · Family · Air conditioning

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.

Family · Location · Quiet

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!

Value · Family · TV

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.

Location · Family · Outdoor spaces

Now 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.

Value · Location · Cleanliness

Pinehurst 2Bedroom 2Bathroom Condo with Lakeview

Relax with the whole family or with your foursome at this golfer's dream location! Located right on Lake Pinehurst, 5 minutes from PCC main clubhouse. Enjoy the view from the balcony or hit the community pool! - Lakeview is the only condominium community with a private pool (open Memorial Day thru Labor Day). - Washer/Dryer in unit available. - Full kitchen. - 2nd floor unit.

Family · Location · Quiet

The Suite Spot

This centrally located suite is the perfect spot for your next visit to Pinehurst. Come and enjoy the views from the back covered porch, book a tee time at one of Pinehurst’s world renowned golf courses, soak up some North Carolinian vitamin D and then take a dip in the pool, or simply stay indoors and let The Suite Spot be your sweet respite from the world.

Family · Location · TV

Pinehurst Retreat | pool | Near Resort & Cradle

Escape to this beautifully updated 3-bedroom, 2-bathroom retreat in the heart of Pinehurst, NC — Perfectly positioned beside Pinehurst Course No. 5 and just minutes from Pinehurst Resort, Pinehurst Village, the historic Cradle Golf Course, and the Fair Barn event center, this is the ideal vacation rental for golf groups and families visiting the Sandhills.

Location · Value · Decor

Pinehurst - Lakeview 2BR w/pool

Peaceful 2BR condo in Pinehurst with lake views and brand-new furnishings and access to the community pool. Come enjoy local golf as a player or a spectator in this beautifully appointed unit. Enjoy sunsets on the back deck with views of Lake Pinehurst. This unit is also close to downtown Pinehurst and the Fair Barn where many local events take place.

Location · Family · Condition