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From $232 per night (USD)
VRBO
Caddy Shack on The 5
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come and enjoy a spacious condo located on the opening hole of Pinehurst #5, just walking distance to Pinehurst County C ...
From $232 per night (USD)
VRBO
$Charming Pinehurst Getaway w\/ Golf Course View!$
From $251 per night (USD)
Expedia
Charming Pinehurst Getaway w\/ Golf Course View!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Golf enthusiasts rejoice! This 3-bedroom, 2-bath Pinehurst vacation rental is just 2 miles from the village's namesake r ...
From $251 per night (USD)
Expedia
$Bunker in the Pines 2b\/2ba; 2nd floor condo$
From $213 per night (USD)
VRBO
Bunker in the Pines 2b\/2ba; 2nd floor condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Book now! Immaculate 2-bedroom//2 bathroom condo. Our condo is Located on Pinehurst No. 5. Enjoy the screened porch and ...
From $213 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Pinehurst Drive on Five, 2-bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Gorgeous and newly refreshed condo in the idyllic Pinehurst Golfing Community. Perfectly located 2-bedroom, 2-bath corne ...
From $174 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Cozy 3-bedroom condo just a short walk to the clubhouse at Pinehurst Resort.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay comfortably close to Pinehurst Resort at our 3-bedroom, ground level condo extravagant golf course views out all wi ...
From $223 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Pinehurst Home: Fire Pit, BBQ + Golf Course View!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Ping-Pong Table | Wraparound Deck | 3 Mi to Downtown Nestled in a peaceful neighborhood and surrounded by an array of g ...
From $323 per night (USD)
Expedia
From $547 per night (USD)
VRBO
La-Vie #1. Villa located less than 5 miles to the charming Village of Pinehurst.
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
This Pinehurst villa boasts 4 inviting bedrooms, including 1 king bed, 3 twin beds, and 3 queen beds. With 4 bathrooms e ...
From $547 per night (USD)
VRBO
$The Loblolly Condo - 2 bedroom \/ 2 bathroom$
From $162 per night (USD)
Expedia
The Loblolly Condo - 2 bedroom \/ 2 bathroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Loblolly Condo, a charming and convenient two-bedroom, two-bathroom retreat ideal for your Pinehurst vaca ...
From $162 per night (USD)
Expedia
$La-Vie #2\nTranquil 2-bedroom condo in Pinehurst with a view to the golf course$
From $263 per night (USD)
VRBO
La-Vie #2\nTranquil 2-bedroom condo in Pinehurst with a view to the golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the beauty of Pinehurst from this 2-bedroom condo. This cozy retreat features 2 queen beds and 2 twin beds, per ...
From $263 per night (USD)
VRBO
From $541 per night (USD)
Expedia
La -Vie #5. A very comfortable house to spend a great golf retreat in Pinehurst
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
A 4 bedroom home with an amazing kitchen with island with seating, a gas grill outback undermeath a pergola. A very comf ...
From $541 per night (USD)
Expedia
From $1038 per night (USD)
VRBO
La-Vie #3 Spacious house in front of the green #2 of Pinehurst #3 golf course
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Escape to this enchanting 6-bedroom house in Pinehurst. With 2 king beds, 1 twin bed, and 4 queen beds, guests will have ...
From $1038 per night (USD)
VRBO
From $451 per night (USD)
Expedia
La-Vie #4. Charming cottage less than 1 mile to the Village of Pinehurst
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Make yourself at home in this 2-bedroom Pinehurst retreat. This brilliant cottage features 1 king bed and 2 queen beds, ...
From $451 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Charming 2-bedroom house in Pinehurst No. 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This 2-bedroom house in Pinehurst is perfect for your escape to relaxation. With a queen bed and a twin bed, guests can ...
From $270 per night (USD)
VRBO
$Luxury Vacation Home \Lakeside in Pinehurst\$
Click For Pricing
Expedia
Luxury Vacation Home \"Lakeside in Pinehurst\"
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Welcome to Lakeside in Pinehurst! This Luxury Home is located on Lake Pinehurst, featuring an outdoor deck and screened- ...
Click For Pricing
Expedia
From $363 per night (USD)
VRBO
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to a Newly Remodeled 3-bedroom condo in Pinehurst. This well appointed retreat features 1 king bed and 4 twin bed ...
From $363 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Charming 3-bedroom house in Pinehurst with AC, fenced back yard, two car garage
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This 3-bedroom house in Pinehurst is perfect for your escape to relaxation. With a king bed and queen bed, guests can un ...
From $294 per night (USD)
Expedia
$Cozy condo with golf course views, central AC, balcony, washer\/dryer, wifi$
From $248 per night (USD)
VRBO
Cozy condo with golf course views, central AC, balcony, washer\/dryer, wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Swing & Sway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $248 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Mulligan Manor - Pinehurst Home With Movie Room, Pool Table, Deck, and More!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Welcome to your home away from home in the heart of Pinehurst! Whether you're here for a quick trip or an extended stay, ...
From $282 per night (USD)
Expedia
From $662 per night (USD)
VRBO
Banjos Golf Retreat!
Bedrooms:
4
Bathrooms:
6
Sleeps:
9
Escape to a modern retreat in Pinehurst where this spacious home offers the perfect blend of comfort and convenience for ...
From $662 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Pinehurst Golf View Condo Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to your perfect getaway in Pinehurst! - Newly renovated 3 BR/2 BA condo with a spacious and immaculat ...
From $327 per night (USD)
Expedia
From $645 per night (USD)
VRBO
Unwind at Cathedral Cottage: The Perfect Escape - 3 bed 3.5 bath in Pinehurst
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Unwind at Cathedral Cottage: Your Perfect Pinehurst Escape on Course 5's Scenic 14th Hole Immerse yourself in the charm ...
From $645 per night (USD)
VRBO
From $289 per night (USD)
Expedia
The McCaskill Cottage in the Village of Pinehurst!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The McCaskill Cottage is located in the heart of downtown Pinehurst, you’re just a minute’s walk from Pinehurst Course # ...
From $289 per night (USD)
Expedia
From $472 per night (USD)
VRBO
4-bedroom golf retreat in Pinehurst ideal for that annual trip. Sleeps 8 adults
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the cradle of golf and home of the 2024 U.S. Open. This spacious 4-bedroom home, including 4-queen beds & 4- ...
From $472 per night (USD)
VRBO
From $359 per night (USD)
Expedia
NEW LISTING! Pinehurst Tee Time Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your golf getaway awaits! Escape to this spacious 3-bedroom, 2-bathroom second-floor condo located in the serene Lakevie ...
From $359 per night (USD)
Expedia
Click For Pricing
VRBO
Bunker on the Green…Golf Front Views on Pinehurst #3!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bunker on the Green is a family owned golf front condo with lots of thought put into the experience we want to offer our ...
Click For Pricing
VRBO
From $231 per night (USD)
Expedia
New Listing!! #9 Golf-Front 2Bedroom Condo!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Welcome to this charming condo in Pinehurst. The unit is located on the main floor and is equipped with brand new furnit ...
From $231 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Enjoy your stay overlooking Hole 6 on Pinehurst National #9.
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
With a private deck you can enjoy watching golfers and take in the beautiful scenery. Two queen size beds, a pull out co ...
From $172 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Great golf property - walking distance to Pinehurst Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This comfortable condo is your home away from home in Pinehurst. It has 2 bedrooms, updated bathrooms, and has been fres ...
From $288 per night (USD)
Expedia
From $203 per night (USD)
VRBO
'Sandhills Sanctuary' Home Near Golfing!
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Walk to Pool Park | Family Friendly | Newly Renovated Planning a golf-centric getaway with your family or friends? Look ...
From $203 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Sunny Pinehurst Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
You’ll love every space of this home in this incredible location. The home was thoughtfully designed to provide you wit ...
From $323 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Recently updated spacious 4-bedroom house in Pinehurst with indoor putting green
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Its a beautiful day in Pinehurst! This recently updated golfer's retreat offers a convenient location just minutes from ...
From $314 per night (USD)
VRBO
Click For Pricing
Expedia
Great View Golf Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unwind in Pinehurst at this adorable condo. With 2 bedrooms, AC, a washing machine, and heating, this place has everyth ...
Click For Pricing
Expedia
$Ace on #4 - Pinehurst Village 3-bedroom, 4 ba townhome w\/golf course views!$
From $388 per night (USD)
VRBO
Ace on #4 - Pinehurst Village 3-bedroom, 4 ba townhome w\/golf course views!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
This stunning townhome is a spacious 1958 sq ft 3-bedroom 3.5 bath. Each room has its own bathroom. Ace on #4 sleeps 6 ...
From $388 per night (USD)
VRBO
$\Stunning Pinehurst Course No 3 Home: 3 Rooms and Breathtaking Views Await!\$
From $329 per night (USD)
Expedia
\"Stunning Pinehurst Course No 3 Home: 3 Rooms and Breathtaking Views Await!\"
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Your Pinehurst adventure begins at this 3-bedroom Golf Front Home! With a queen bed, two twin beds, a full bed, a futon, ...
From $329 per night (USD)
Expedia
$Lakefront Pinehurst Condo 2BD\/2BA - 237 - With Community Pool Access$
From $194 per night (USD)
VRBO
Lakefront Pinehurst Condo 2BD\/2BA - 237 - With Community Pool Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful Lake Pinehurst property only 1-2 miles from the clubhouse at Pinehurst Resort, the "Cradle" par 3, & the Pineh ...
From $194 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Hialeah Hole in One Golf House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Hialeah Hole in One, where comfort, charm, and nature come together for a relaxing getaway. Nestled beneath t ...
From $294 per night (USD)
Expedia
From $596 per night (USD)
VRBO
Cavalry Ranch– A Serene Farmhouse Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Only one of a kind in Pinehurst- Nestled among towering pines on 5 private acres, Cavalry Ranch is the perfect family-fr ...
From $596 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Renovated Townhome Near Pinehurst -Monthly Renters and Pets Welcome!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay comfortably at this 2-bedroom townhome. Nestled on a peaceful cul-de-sac, this fabulous property features 2 queen b ...
From $183 per night (USD)
Expedia
From $370 per night (USD)
VRBO
50 Firestone Lane - Meticulously Renovated 3 Bedroom Pinehurst Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This meticulously designed home offers unparalleled luxury and style. Every room has been professionally designed, featu ...
From $370 per night (USD)
VRBO
Click For Pricing
Expedia
Charming condo in Pinehurst just steps away from world-renowned #2 golf course!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your perfect golf getaway in the heart of Pinehurst! This beautifully appointed condo offers an unbeatable lo ...
Click For Pricing
Expedia
$Rustic Escape w\/ Game Room & Modern Amenities$
From $818 per night (USD)
VRBO
Rustic Escape w\/ Game Room & Modern Amenities
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
✨ Escape to this stunning 4,500 sq. ft. modern retreat, designed for family gatherings, group getaways, and extended sta ...
From $818 per night (USD)
VRBO
$NEW 6BR 4BA w\/ Golf Sim Hot Tub Sauna Game Room$
From $1140 per night (USD)
Expedia
NEW 6BR 4BA w\/ Golf Sim Hot Tub Sauna Game Room
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
☆ Book Now for Pre-launch Rates☆ This is the Perfect Pinehurst Getaway for golfers, families, and big groups alike! P ...
From $1140 per night (USD)
Expedia
From $202 per night (USD)
VRBO
3BR Golf Front Pinehurst Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3BR condo located on the 1st Fairway of Pinehurst No. 5 Golf Course. Enjoy local golf from a centrally located resting ...
From $202 per night (USD)
VRBO
From $319 per night (USD)
Expedia
The Pinehurst Sanctuary
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
COMPLETELY UPDATED exquisite 3BR/2.5BA home in Pinehurst, NC. This home is located less than a mile from the mini traff ...
From $319 per night (USD)
Expedia
$Spacious property w\/Pool & walkable to downtown$
From $700 per night (USD)
VRBO
Spacious property w\/Pool & walkable to downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
is a charming destination for travelers looking to experience Southern hospitality and enjoy the great outdoors. This va ...
From $700 per night (USD)
VRBO
From $521 per night (USD)
Expedia
4BR Pinehurst Diamond in Rough
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4BR/3BA house in Pinehurst with large beds and an amazing game room that boasts a huge big screen TV for watching the ga ...
From $521 per night (USD)
Expedia
$Pinehurst - Lakeview 2BR w\/pool$
From $210 per night (USD)
VRBO
Pinehurst - Lakeview 2BR w\/pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Peaceful 2BR condo in Pinehurst with lake views and brand-new furnishings and access to the community pool. Come enjoy ...
From $210 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Pinehurst Manor 2BR Townhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This condo is perfect for golfers, retirees, or anyone looking for a quiet getaway. The unit features a fully equipped k ...
From $192 per night (USD)
Expedia
From $474 per night (USD)
VRBO
Turn the Page - Village of Pinehurst 3BR Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
You will be close to everything when you stay at this centrally-located place in the Village of Pinehurst. Perfect for ...
From $474 per night (USD)
VRBO
$Golf Front Longleaf Condo2BR\/2BA$
From $331 per night (USD)
Expedia
Golf Front Longleaf Condo2BR\/2BA
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
All new furnishings in this golf front Longleaf condo! Located on the 9th fairway of Longleaf Golf and Family Club. Be ...
From $331 per night (USD)
Expedia
$Downtown Village of Pinehurst 2BR\/2BA$
From $332 per night (USD)
VRBO
Downtown Village of Pinehurst 2BR\/2BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the heart of the charming Village of Pinehurst, this cozy cottage offers the perfect blend of convenience and ...
From $332 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Charming Historic Retreat Walking Dist. from PH #2
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This is it, your perfect Pinehurst stay! Charming and historical single-floor home nestled amidst the serene be ...
From $332 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Pinehurst Lake Condo: Water View & Community Perks
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Lakefront Condo | Private Balcony | Near Restaurants & Shopping Morning tee times, sunset views, and a pool to cool off ...
From $237 per night (USD)
VRBO
From $533 per night (USD)
Expedia
Monticello Getaway
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Escape to the enchanting "Perfect Golf Getaway" nestled in the serene village of Pinehurst. This spacious 5-bedroom, 4.5 ...
From $533 per night (USD)
Expedia
From $305 per night (USD)
VRBO
9th Tee Condo Summary
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to this charming 2-bedroom, 2-bath condo nestled in the desirable Longleaf Country Club, just minutes f ...
From $305 per night (USD)
VRBO
From $314 per night (USD)
Expedia
The Nest Summary:<br>Exp
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience the perfect blend of comfort and convenience in this charming 2-bedroom, 2-bath condo located on the ...
From $314 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Close Quarters to The Cradle
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to this beautifully updated 2-bedroom, 2-bathroom condo located in the heart of Pinehurst, NC. With a p ...
From $221 per night (USD)
VRBO
From $364 per night (USD)
Expedia
The Fore Rest Summary
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to this beautifully updated 2-bedroom, 2-bathroom condo located in the heart of Pinehurst, NC. With a p ...
From $364 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Fairway to Heaven Sum
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Fairway To Heaven is a 2-bedroom, 2-bath condo nestled in the heart of Pinehurst, North Carolina. Offering a pe ...
From $189 per night (USD)
VRBO
From $313 per night (USD)
Expedia
First on Five Summary
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience the perfect blend of comfort and convenience in this charming 2-bedroom, 2-bath condo located on the ...
From $313 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Golf Front Condo Pinehurst No. 5
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Summary: Experience the perfect blend of comfort and convenience in this charming 3-bedroom, 2-bath condo located on the ...
From $307 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Club Cottage Summary:
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to this charming 2-bedroom, 2-bath condo nestled in the desirable Longleaf Country Club, just minutes f ...
From $305 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Golfers Paradise Summ
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Charming 2-bedroom golf rental in the heart of Pinehurst, North Carolina! Enjoy direct access to world-class go ...
From $309 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Birdies Nest Summary:
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience the perfect blend of comfort and convenience in this charming 2-bedroom, 2-bath condo located on the ...
From $307 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Hole-in-One Hideaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience the perfect blend of comfort and convenience in this charming 2-bedroom, 2-bath condo located on the ...
From $318 per night (USD)
VRBO
From $804 per night (USD)
Expedia
Liberty House Summary
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Welcome to this stunning 5-bedroom, 3.5-bath luxury vacation home in the heart of Pinehurst, NC, where comfort ...
From $804 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Caddies Corner Summar
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience the perfect blend of comfort and convenience in this charming 2-bedroom, 2-bath condo located on the ...
From $305 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Golf Heaven on Earth
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to this beautifully updated 3-bedroom, 2-bathroom condo located in the heart of Pinehurst, NC. With a p ...
From $290 per night (USD)
Expedia
From $720 per night (USD)
VRBO
Pine Cone Cottage - Village of Pinehurst
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Vacation Home in the Historic Village of Pinehurst. The best of the North and South fuse beautifully within the Village ...
From $720 per night (USD)
VRBO

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Results: 469 Rentals