
Vacation rentals in Pinehurst
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Top-rated vacation rentals in Pinehurst
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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 less than 15 min to the famous Pinehurst Resort. Features a King size Nectar bed, Fire TV, WiFi, shower with tankless water heater a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge w/ freezer, toaster oven, 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!

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.

Cozy Studio in Historic Downtown
LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this charming small, yet quaint & cozy self contained studio/efficiency which is attached to a 1930's bungalow. Just steps to our idyllic downtown. (Literally 1 block). Guests will have the entire studio for their private use. (bed, bath, kitchenette) Central heating and air with thermostat 1 bed / 1 bath. Private entrance. Street parking. 'Strict' No Smoking Policy

Lakeview Landing - 2 BD 2 BA Pinehurst Condo
**Pool CLOSED 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!

Historic Southern Pines Carriage House
Just minutes from Pinehurst and only one mile from downtown Southern Pines, this Tudor Revival Carriage House keeps you close to golf and activities! Enjoy a peaceful setting surrounded by an acre of Longleaf Pines, Camellias & Azaleas. Enjoy a full kitchen (refrigerator, no freezer), private bath with tub/shower. Enjoy area golf courses or stop in when visiting Penick Village, the Carolina Horse Park or Ft. Liberty. Please NO PETS, NO SMOKING/VAPING inside, NO PARTIES.

Greenside Getaway️! Walk to Clubhouse and Cradle!
Welcome to the Greenside Getaway. This ground floor condo is located 60 yards from the 16th green of the Pinehurst #5 Course. A+ location! Walk to The Cradle, Clubhouse, Village Square and the Fair Barn. Enjoy your favorite beverage while enjoying the view from the back patio that provides NonStop golf action! You can see 4 holes of Pinehurst courses! 4 Full beds with gel memory foam mattresses. The kitchen is fully stocked with everything you need! Pet Friendly!

The Knotty But Nice Treehouse of Pinehurst
Welcome to The Knotty But Nice Treehouse of Pinehurst. If you're looking for a rental experience in Pinehurst that is unique -- look no further! Our one of a kind treehouse is nestled between Lake Pinehurst and The No. 3 Course. Located just minutes from the village of Pinehurst and the Pinehurst Resort. Past guests describe The Knotty But Nice Treehouse as CLEAN, COZY, ROMANTIC, BEAUTIFUL, UNIQUE, PEACEFUL... Go ahead and book-- you won't be disappointed.

Water Oaks Cottage - Near Pinehurst Country Club
Three blocks by foot, bicycle or golf cart from the Carolina Hotel, deemed in 1901 the “Queen of South”, with its fine dining, entertainment, highly acclaimed “Spa at Pinehurst”, restaurants and shops of Pinehurst Village. Straight down from this grand resort by lovely promenade is the world-famous Pinehurst Country Club and renown “Number 2” championship golf course. A few blocks further, the 111 acre equestrian facility and historic Pinehurst Harness Track.

Golf Resort, Private Entrance, Bath & Kitchenette
This Condo is located on Talamore Golf Resort and is minutes away from many world class golf courses, to include Pinehurst Resort. Approximately 40 minutes to Fort Bragg for Military/DOD civilians who are TDY or house hunting; 4 miles to First Health Moore Regional Hospital for travel nurses; 2.5 miles to Sandhill community college; Reservoir Park is a 250 yard walk from the front door and includes a 95 acre lake, and more than 12 miles of Greenway Trails.

Pinehurst #6 Garden Getaway
A warm welcome to our cozy 1 BR/1 BA apartment in the Pinehurst #6 community. It has a queen bed and a queen sofa bed if needed. We are close to the Village of Pinehurst and dozens of amazing Golf courses. We are less than 2 miles from First Health Moore Regional Hospital. Nearby you can enjoy shopping, dining, 4 local breweries and a winery. We also offer housekeeping for only $ 10 a day. PLEASE LET ME KNOW, when booking IF YOU NEED THE SECOND BED.

To The Green On #17 - Studio w/ GREAT Golf Views!
PERFECT LOCATION - only a 5 minute walk to the Pinehurst Golf Clubhouse! "To The Green On #17" is a second-story studio condo perfectly located on hole #17 of Pinehurst No. 3 Golf Course. Relax on the private back deck with open views of the fairway and enjoy the sunshine and unparalleled peace and quiet. Cozy yet luxurious finishes combined with an excellent location make this studio condo perfect for a weekend golf getaway or an extended stay!

Historic 5 bedroom cottage walk to village & golf!
This beautifully renovated historic home is located in the Village of Pinehurst and is close to shops, restaurants, golf and parks. Built in 1924 as one of the original Leonard Tufts cottages, the home offers an updated kitchen, bathrooms, spacious living areas, four bedrooms, a game room, a large private fenced-in backyard, and more. Dundee Cottage offers plenty of space for families, friends, and golfers to relax and enjoy beautiful Pinehurst.
Popular amenities for Pinehurst vacation rentals
Pinehurst house rentals

NEW BUILD Golf Cottage-Perfect for Couples/Family

The Ross Retreat - In Pinehurst

Perfect golf getaway - quick drive to all courses

Chesapeake Tree House - golf front retreat

A Golf Front SFH 3 BR 2 BA in Pinehurst#6

Sweet Tee Cottage Pinehurst #6

The Gallery - 2 bd Boutique Southern Pines Cottage

Charming Cottage in Downtown Southern Pines
Pinehurst fishing vacation rentals

Lakefront Retreat

Lakefront Pinehurst Condo 2BD/2BA - 114

Pinehurst Playground on the Lake

Luxury Vacation Home "Lakeside in Pinehurst"

Lakeside Escape - 5 Miles from Pinehurst Resort

Tiny Home Glamping with Kayaks

Golfers’ Mid-Century Escape Minutes From Pinehurst

Apt near 42 Golf Courses Southern Pines Pinehurst
Pinehurst fishing house rentals

Cozy Carolina Lakes 3 Bedroom

peaceful escape in gated golf community

The Lakeside Magnolia

Lakeside Lane Retreat

The Lakefront Spot

Rare find House wd lakeviews in a gated community!

Lakefront on The Point

Clearwater Moonlight lake view
Quick stats about vacation rentals in Pinehurst
Total rentals
520 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
20K reviews
Family-friendly rentals
440 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
50 properties have a pool
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Pinehurst?
Yes! Work meets play with ease at over 260 vacation rentals in Pinehurst featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Pinehurst?
Four-legged friends are welcome in Pinehurst. Choose from more than 110 vacation rentals for guests traveling with pets.
Are there Pinehurst vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Pinehurst, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in townhouse rentals in Pinehurst?
Experience the best of Pinehurst with our townhouse rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Pinehurst have a bbq area?
Absolutely! We offer over 110 house rentals with a bbq area in Pinehurst. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Pinehurst have a gym?
Absolutely! We offer over 50 house rentals with a gym in Pinehurst. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Pinehurst have self check-in?
Absolutely! We offer over 40 condo rentals with self check-in in Pinehurst. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Pinehurst?
Pinehurst has more than 440 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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