Holiday rentals with a pool in Pinehurst

5 out of 5 average rating, 50 reviews

Flat in Carthage

Golf Getaway, 5 miles to Pinehurst

Condo is located less than 5 miles from the downtown Pinehurst, a great place for golfing, fine dining and shopping. Condo has a full kitchen with comfortable living room. Each of the two bedrooms has two queen beds , TVs, chests for storage, closets, and their own connecting bathrooms. It is perfect for a group of four golfers or two couples or a family of up to five. Balcony has a view of the pool. Outdoor pool is available for guests during the season. Laundry is located in Building A & B.

5 out of 5 average rating, 10 reviews

Walk to Village: Heated Pool Hot Tub Putting Green

Experience the magic of Pinehurst at The Enchanted Escape, a meticulously restored historic estate nestled on a private 1 acre lot, just a short stroll from the charming Village. This exceptional property offers a unique blend of vintage elegance and modern luxury, providing an unforgettable getaway for discerning travelers seeking space, privacy, and unparalleled hospitality. Perfect for groups, our property comfortably accommodates up to 10 adults across three beautifully appointed structures.

4.99 out of 5 average rating, 217 reviews

Guest house in Carthage

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large, friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, a queen bed and small sofa bed. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee for dogs. sorry, no cats.

4.92 out of 5 average rating, 137 reviews

THE NEST, 2BDR 2BA, 2nd Floor, WiFi, Cable, Pool

Our condo is centrally located and hugs the majestic shores of Lake Pinehurst! It’s tucked away at the top of the statuesque Lakeview Condominiums! So peaceful and quiet and yet only minutes away from Pinehurst Resort and CC, the charming Village of Pinehurst, and a plethora of great pubs and restaurants! Located on the second floor, this 2BR/2BA unit offers our guests gorgeous sunsets, quiet strolls, and the simple pleasure of green living! Come and be our guest! 🐾🌳

5 out of 5 average rating, 26 reviews

ThePalmer*HotTub*SaltwaterPool*Golf*FirePit*Games

The PALMER is a Breathtaking 3-bedroom, 2.5-bath RETREAT. Relax in our brand-new PRIVATE HOT TUB or take a refreshing dip in the SALTWATER POOL! Have fun with friends and family roasting marshmallows on the firepit, playing croquet, horseshoes, disc golf, cornhole or by relaxing in the backyard hammock or on the front porch swing. Whether you’re here for a romantic getaway, family vacation, or a special celebration, The Palmer is designed to create unforgettable memories.

4.94 out of 5 average rating, 119 reviews

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!

Guest house in Southern Pines

4.94 out of 5 average rating, 207 reviews

Mystical Cottage

A warm cozy guest house with an open floor plan, high ceilings, and a wall of glass doors overlooking the pool and jungle like backyard of 3 acres. It has a large separate bath and complete kitchen. It was a perfect place for a completely secluded getaway ... less than 2.5 miles from the center of both Southern Pines and the Village of Pinehurst... 8 minutes from nearly every restaurant in the area. We are pet friendly, but charge a seperate $35 pet cleaning pet.

5 out of 5 average rating, 40 reviews

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.

4.93 out of 5 average rating, 28 reviews

Gorgeous Home | Private Pool | Close to Pinehurst

This beautiful and spacious home offers a cozy setting to unwind after a day of golf or shopping downtown. - Stylish new furnishings and spacious bedrooms - Comfortable living room with gas fireplace and Smart TV - Luxury Viking range/oven in the kitchen - Private pool for relaxation - Garage with ping pong table for fun - Close to Pinehurst Resort and Village (1.2 miles) - Drinks and dining options nearby, including Theos Taverna (1.3 miles)

5 out of 5 average rating, 39 reviews

3BD Condo with pool surrounded by Pinehurst Golf

Welcome to "The Walter Hagen on Pinehurst No. 5", just off Pinehurst Lake, located in the very heart Pinehurst golf, and just 3 minutes from the world-famous Pinehurst Resort & Country Club, in the heart of Pinehurst, NC. This brand new renovated and rare 3BD, 2BA condo is in the perfect location just off Pinehurst No. 5, and only steps to Pinehurst Lake. Enjoy a truly relaxing location just minutes to everything the Village of Pinehurst has to offer!

5 out of 5 average rating, 131 reviews

Nice renovated 2BD,2BA condo,Free Pool, Cable etc

Hello and Welcome to the Magnolia Hideaway! 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 Main BDR and 2 TWIN BEDS in second Bedroom.

4.92 out of 5 average rating, 117 reviews

Home in Aberdeen

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.

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Popular amenities for Pinehurst rentals with a pool

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Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 63 reviews

Cheerful Pinehurst home tucked away with a pool.

NicholasRating, 5 stars3 weeks ago

Really enjoyed our stay. Lots of space in the home and a great location perfect for a golf getaway.

Superhost

4.92 out of 5 average rating, 13 reviews

Pinehurst Lake House - 4 Bedroom House with Pool!

BaileyRating, 5 stars2 months ago

Took a bachelor trip with 8 of my buddies and we had a great time! Great location on the lake in the middle of Pinehurst making it easily accessible to all the courses around! House was a blast and definitely enjoyed the trip to Pinehurst, NC. Would 100% stay there again.

5 out of 5 average rating, 79 reviews

This is it! | Pool | Golf | Convenient to Town

DelosRating, 5 stars2 weeks ago

Great location, beautiful home, plenty of space, clean, everything in great shape. Hosts were communicative and responsive. Pool was nice, ping pong table was fun to use. Would stay again.

Superhost

Home in Foxfire

4.71 out of 5 average rating, 14 reviews

Luxurious Pine Manor: Golf Front Estate with Pool!

StephenRating, 5 stars1 month ago

Wonderful large home with a private feel. Easily can accommodate a large group with plenty of bathrooms and bedrooms. The backyard was great with plenty of seating, large deck and nice pool. Felt very private with the golf course directly behind the property. House was very clean throughout and had all the essentials one needed to cook large meals. Grocery stores all within a 20min drive which was very nice. Overall gladly would stay again, host was very responsive with any questions.

5 out of 5 average rating, 9 reviews

Home in Aberdeen

Lakeside Escape - 5 Miles from Pinehurst Resort

DanyelRating, 5 stars3 weeks ago

Samantha & Frank are amazing hosts. The best we have ever experienced on AirBnb. The photos do the home no justice whatsoever. The place is gorgeous, clean, and fully stocked. There are so many things to do. My family had such an amazing time. We hope to be back!

5 out of 5 average rating, 66 reviews

Southern Pines Getaway - Pool, Hot Tub & Fire Pit

PaulRating, 5 stars1 month ago

6 guys visiting their childhood buddy who moved to the area a few years ago. The house was a perfect home base for us. Just perfect. Open layout, pool after a long day of playing golf, plenty of rooms for privacy, perfect location to all the golf clubs and breweries, bars, restaurants. Daniel and Ruth were super responsive to our needs. Highly recommended to large groups or for families. 🙏🤝

4.84 out of 5 average rating, 37 reviews

Dive Into The Pines-walk DT, new pool, fenced yard

MissyRating, 5 stars2 months ago

My best friend and I came to Kaitlyns AirBnB for a Girl's Trip Weekend. The house was wonderful and the beds were comfy. The layout of the house gave my friend and I our own areas for privacy but also had a very welcoming living room and sun room for catching up and drinking coffee and tea. The neighborhood was quiet and everyone we came into contact with was super nice and helpful. If you want a place to unwind, relax, and reconnect with family or friends this is definitely the place for you!

5 out of 5 average rating, 19 reviews

Spacious property w/Pool & walkable to downtown

JohnRating, 5 stars1 week ago

We stayed here for a golf trip with a group of 8 and the place worked out great. The house was clean, spacious, and had plenty of room for everyone to spread out and relax after long days on the course. The outdoor space with the pool was a nice bonus, and the kitchen had everything we needed for meals and drinks at home. Location was quiet and convenient for getting to the local courses. Communication with the host was easy, and check-in was smooth. Would definitely consider booking again for a future trip.

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Apartment rentals with a pool

Apartment in Jackson Springs

5 out of 5 average rating, 12 reviews

Par In The Pines

JeffryRating, 5 stars3 weeks ago

Andrea's place fit all of our needs! we are familiar with the area and needed a place to stay while visiting family. Andrea's place checked all the boxes! we will definitely be back if she'll have us! Thank you! Jeff and Linda Jorinscay

4.81 out of 5 average rating, 54 reviews

Pinehurst 2Bedroom 2Bathroom Condo with Lakeview

DanielleRating, 5 stars2 weeks ago

Jeremy is a fantastic host, quick to respond and very helpful. I would absolutely recommend staying here. I loved being on lake and loved having that view was everything.

4.7 out of 5 average rating, 54 reviews

Renovated 2-bedroom/2 bath condo with pool access

DonnaRating, 5 stars7 months ago

End unit , very private. everything needed provide. highly recommend! partial view of lake that was very nice. close to everything! loved the well stocked kitchem

4.98 out of 5 average rating, 45 reviews

Perfect for families! Pool & year round lake views

JesusRating, 5 stars3 weeks ago

Great place to stay. Definitely will be coming back

5 out of 5 average rating, 93 reviews

Renovated, Ground Level 2BR2BA, WiFi, Cable, Pool

LindseyRating, 5 stars2 weeks ago

We were in town for a wedding with our kids. The pool was great. It was a quiet and beautiful neighborhood, and about a 7 minute drive to Pinehurst Country Club. Would definitely stay here again.

5 out of 5 average rating, 15 reviews

Pinehurst Playground on the Lake POOL OPEN

TonyRating, 5 stars1 month ago

We enjoyed our stay. We arrived really late due to bad weather. Willam was very thought of leaving the porch light on so we won’t have an issue finding the apartment. The rooms were clean and felt like home. Would definitely come back.

4.93 out of 5 average rating, 74 reviews

Lakefront Pinehurst Condo 2BD/2BA - 114

MitziRating, 5 stars2 weeks ago

This was a perfect location for our golf retreat. The lake was beautiful and we loved the view.