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Pinehurst Family & Kid Friendly Rentals

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290 rentals in Pinehurst.
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Flexible Cancellation Policy! Executive Golf House on First Tee, vacation rental in Pinehurst
Flexible Cancellation Policy! Executive Golf House on First Tee, vacation rental in Pinehurst
Flexible Cancellation Policy! Executive Golf House on First Tee, vacation rental in Pinehurst

Flexible Cancellation Policy! Executive Golf House on First Tee

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Great golf front property-walking distance to the resort!, vacation rental in Pinehurst
Great golf front property-walking distance to the resort!, vacation rental in Pinehurst
Great golf front property-walking distance to the resort!, vacation rental in Pinehurst

Great golf front property-walking distance to the resort!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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Stunning Lakeviews in Pinehurst!, vacation rental in Pinehurst
Stunning Lakeviews in Pinehurst!, vacation rental in Pinehurst
Stunning Lakeviews in Pinehurst!, vacation rental in Pinehurst

Stunning Lakeviews in Pinehurst!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Welcome to the Magnolia Hideaway in Pinehurst! 2BD, 2BA, POOL, WIFI, CABLE, vacation rental in Pinehurst
Welcome to the Magnolia Hideaway in Pinehurst! 2BD, 2BA, POOL, WIFI, CABLE, vacation rental in Pinehurst
Welcome to the Magnolia Hideaway in Pinehurst! 2BD, 2BA, POOL, WIFI, CABLE, vacation rental in Pinehurst

Welcome to the Magnolia Hideaway in Pinehurst! 2BD, 2BA, POOL, WIFI, CABLE

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Trendy 3 Bedroom 2 Bathroom In Historic Village - Walk To Everything, vacation rental in Pinehurst
Trendy 3 Bedroom 2 Bathroom In Historic Village - Walk To Everything, vacation rental in Pinehurst
Trendy 3 Bedroom 2 Bathroom In Historic Village - Walk To Everything, vacation rental in Pinehurst

Trendy 3 Bedroom 2 Bathroom In Historic Village - Walk To Everything

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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Spacious Village of Pinehurst Home With Pool, vacation rental in Pinehurst
Spacious Village of Pinehurst Home With Pool, vacation rental in Pinehurst
Spacious Village of Pinehurst Home With Pool, vacation rental in Pinehurst

Spacious Village of Pinehurst Home With Pool

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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The Robin's Egg -Walk to the Village!, vacation rental in Pinehurst
The Robin's Egg -Walk to the Village!, vacation rental in Pinehurst
The Robin's Egg -Walk to the Village!, vacation rental in Pinehurst

The Robin's Egg -Walk to the Village!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
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Cleaning UPDATE! Newly Renovated! Golf Front. Single Family Home., vacation rental in Pinehurst
Cleaning UPDATE! Newly Renovated! Golf Front. Single Family Home., vacation rental in Pinehurst
Cleaning UPDATE! Newly Renovated! Golf Front. Single Family Home., vacation rental in Pinehurst

Cleaning UPDATE! Newly Renovated! Golf Front. Single Family Home.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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3,100+ Sq. Ft, 12 Beds, Gourmet Kitchen, Foosball/Shuffleboard, vacation rental in Pinehurst
3,100+ Sq. Ft, 12 Beds, Gourmet Kitchen, Foosball/Shuffleboard, vacation rental in Pinehurst
3,100+ Sq. Ft, 12 Beds, Gourmet Kitchen, Foosball/Shuffleboard, vacation rental in Pinehurst

3,100+ Sq. Ft, 12 Beds, Gourmet Kitchen, Foosball/Shuffleboard

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Southern Memories on #3, vacation rental in Pinehurst
Southern Memories on #3, vacation rental in Pinehurst
Southern Memories on #3, vacation rental in Pinehurst

Southern Memories on #3

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Pinehurst Tree House, vacation rental in Pinehurst
Pinehurst Tree House, vacation rental in Pinehurst
Pinehurst Tree House, vacation rental in Pinehurst

Pinehurst Tree House

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Convenient 2 bedroom 2 bath condo steps from Pinehurst clubhouses, vacation rental in Pinehurst
Convenient 2 bedroom 2 bath condo steps from Pinehurst clubhouses, vacation rental in Pinehurst
Convenient 2 bedroom 2 bath condo steps from Pinehurst clubhouses, vacation rental in Pinehurst

Convenient 2 bedroom 2 bath condo steps from Pinehurst clubhouses

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Moonshine Cottage - Time to GOLF!, vacation rental in Pinehurst
Moonshine Cottage - Time to GOLF!, vacation rental in Pinehurst
Moonshine Cottage - Time to GOLF!, vacation rental in Pinehurst

Moonshine Cottage - Time to GOLF!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Not Yo' Mama's Condo, vacation rental in Pinehurst
Not Yo' Mama's Condo, vacation rental in Pinehurst
Not Yo' Mama's Condo, vacation rental in Pinehurst

Not Yo' Mama's Condo

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Jewel by the Lake 3BR,2BA+++, vacation rental in Pinehurst
Jewel by the Lake 3BR,2BA+++, vacation rental in Pinehurst
Jewel by the Lake 3BR,2BA+++, vacation rental in Pinehurst

Jewel by the Lake 3BR,2BA+++

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Enjoy Stunning Water/Golf views of Pinehurst at golf-front 'A Slice of Seven!', vacation rental in Pinehurst
Enjoy Stunning Water/Golf views of Pinehurst at golf-front 'A Slice of Seven!', vacation rental in Pinehurst
Enjoy Stunning Water/Golf views of Pinehurst at golf-front 'A Slice of Seven!', vacation rental in Pinehurst

Enjoy Stunning Water/Golf views of Pinehurst at golf-front 'A Slice of Seven!'

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Luxury Condo on Pinehurst Course 3, vacation rental in Pinehurst
Luxury Condo on Pinehurst Course 3, vacation rental in Pinehurst
Luxury Condo on Pinehurst Course 3, vacation rental in Pinehurst

Luxury Condo on Pinehurst Course 3

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Lakefront Pinehurst Golf Retreat Condo, vacation rental in Pinehurst
Lakefront Pinehurst Golf Retreat Condo, vacation rental in Pinehurst
Lakefront Pinehurst Golf Retreat Condo, vacation rental in Pinehurst

Lakefront Pinehurst Golf Retreat Condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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2 blocks to the center of Pinehurst! 5-star Historic Cottage. Pool & pool table!, vacation rental in Pinehurst
2 blocks to the center of Pinehurst! 5-star Historic Cottage. Pool & pool table!, vacation rental in Pinehurst
2 blocks to the center of Pinehurst! 5-star Historic Cottage. Pool & pool table!, vacation rental in Pinehurst

2 blocks to the center of Pinehurst! 5-star Historic Cottage. Pool & pool table!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Cozy Cottage in Old Town Pinehurst - Sleeps 8- Wifi, vacation rental in Pinehurst
Cozy Cottage in Old Town Pinehurst - Sleeps 8- Wifi, vacation rental in Pinehurst
Cozy Cottage in Old Town Pinehurst - Sleeps 8- Wifi, vacation rental in Pinehurst

Cozy Cottage in Old Town Pinehurst - Sleeps 8- Wifi

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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Pinehurst Golf Front - Firestone Golf House - Sleeps 8, vacation rental in Pinehurst
Pinehurst Golf Front - Firestone Golf House - Sleeps 8, vacation rental in Pinehurst
Pinehurst Golf Front - Firestone Golf House - Sleeps 8, vacation rental in Pinehurst

Pinehurst Golf Front - Firestone Golf House - Sleeps 8

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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Historic District! Walk to village! Outdoor living space, huge yard! Hot tub!, vacation rental in Pinehurst
Historic District! Walk to village! Outdoor living space, huge yard! Hot tub!, vacation rental in Pinehurst
Historic District! Walk to village! Outdoor living space, huge yard! Hot tub!, vacation rental in Pinehurst

Historic District! Walk to village! Outdoor living space, huge yard! Hot tub!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
More info
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Pinehurst Vacation House w/ pool & (9) beds, vacation rental in Pinehurst
Pinehurst Vacation House w/ pool & (9) beds, vacation rental in Pinehurst
Pinehurst Vacation House w/ pool & (9) beds, vacation rental in Pinehurst

Pinehurst Vacation House w/ pool & (9) beds

Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
More info
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Welcome to Eagle's Nest! Beautiful Golf Front Home on Pinehurst #6, vacation rental in Pinehurst
Welcome to Eagle's Nest! Beautiful Golf Front Home on Pinehurst #6, vacation rental in Pinehurst
Welcome to Eagle's Nest! Beautiful Golf Front Home on Pinehurst #6, vacation rental in Pinehurst

Welcome to Eagle's Nest! Beautiful Golf Front Home on Pinehurst #6

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Pinehurst Village Vacation House w/ private pool & (8) beds, vacation rental in Pinehurst
Pinehurst Village Vacation House w/ private pool & (8) beds, vacation rental in Pinehurst
Pinehurst Village Vacation House w/ private pool & (8) beds, vacation rental in Pinehurst

Pinehurst Village Vacation House w/ private pool & (8) beds

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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254 Juniper Creek : 4  BR, 3  BA House in Pinehurst, Sleeps 8, vacation rental in Pinehurst
254 Juniper Creek : 4  BR, 3  BA House in Pinehurst, Sleeps 8, vacation rental in Pinehurst
254 Juniper Creek : 4  BR, 3  BA House in Pinehurst, Sleeps 8, vacation rental in Pinehurst

254 Juniper Creek : 4 BR, 3 BA House in Pinehurst, Sleeps 8

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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The Craddock - Tufts Home & Antique Carriage House | 6BR 5.5 Baths | Sleeps 12+, vacation rental in Pinehurst
The Craddock - Tufts Home & Antique Carriage House | 6BR 5.5 Baths | Sleeps 12+, vacation rental in Pinehurst
The Craddock - Tufts Home & Antique Carriage House | 6BR 5.5 Baths | Sleeps 12+, vacation rental in Pinehurst

The Craddock - Tufts Home & Antique Carriage House | 6BR 5.5 Baths | Sleeps 12+

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Pinehurst Condo Low Rates, Wifi Equipped, vacation rental in Pinehurst
Pinehurst Condo Low Rates, Wifi Equipped, vacation rental in Pinehurst
Pinehurst Condo Low Rates, Wifi Equipped, vacation rental in Pinehurst

Pinehurst Condo Low Rates, Wifi Equipped

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Upscale 1 BR condo on Pinehurst #3, vacation rental in Pinehurst
Upscale 1 BR condo on Pinehurst #3, vacation rental in Pinehurst
Upscale 1 BR condo on Pinehurst #3, vacation rental in Pinehurst

Upscale 1 BR condo on Pinehurst #3

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Stunning Private Oasis in the Heart of Pinehurst, vacation rental in Pinehurst
Stunning Private Oasis in the Heart of Pinehurst, vacation rental in Pinehurst
Stunning Private Oasis in the Heart of Pinehurst, vacation rental in Pinehurst

Stunning Private Oasis in the Heart of Pinehurst

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Attractive Custom Home In Pinehurst Golf Community, vacation rental in Pinehurst
Attractive Custom Home In Pinehurst Golf Community, vacation rental in Pinehurst
Attractive Custom Home In Pinehurst Golf Community, vacation rental in Pinehurst

Attractive Custom Home In Pinehurst Golf Community

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Historic District:  Walk Or Take Golf Cart To The Village/Resort, vacation rental in Pinehurst
Historic District:  Walk Or Take Golf Cart To The Village/Resort, vacation rental in Pinehurst
Historic District:  Walk Or Take Golf Cart To The Village/Resort, vacation rental in Pinehurst

Historic District: Walk Or Take Golf Cart To The Village/Resort

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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3 Riverside Court: 8  BR, 5  BA House in Pinehurst, Sleeps 12, vacation rental in Pinehurst
3 Riverside Court: 8  BR, 5  BA House in Pinehurst, Sleeps 12, vacation rental in Pinehurst
3 Riverside Court: 8  BR, 5  BA House in Pinehurst, Sleeps 12, vacation rental in Pinehurst

3 Riverside Court: 8 BR, 5 BA House in Pinehurst, Sleeps 12

Rental Home
8 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, Kid friendly
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Village of Pinehurst Upscale Getaway, vacation rental in Pinehurst
Village of Pinehurst Upscale Getaway, vacation rental in Pinehurst
Village of Pinehurst Upscale Getaway, vacation rental in Pinehurst

Village of Pinehurst Upscale Getaway

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Enjoy Panoramic Views of Pinehurst at the golf-front Three Green Retreat!, vacation rental in Pinehurst
Enjoy Panoramic Views of Pinehurst at the golf-front Three Green Retreat!, vacation rental in Pinehurst
Enjoy Panoramic Views of Pinehurst at the golf-front Three Green Retreat!, vacation rental in Pinehurst

Enjoy Panoramic Views of Pinehurst at the golf-front Three Green Retreat!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
More info
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Pinehurst  3BR/2BA Golf Course Condo, vacation rental in Pinehurst
Pinehurst  3BR/2BA Golf Course Condo, vacation rental in Pinehurst
Pinehurst  3BR/2BA Golf Course Condo, vacation rental in Pinehurst

Pinehurst 3BR/2BA Golf Course Condo

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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In the Heart of Pinehurst on No. 5 walking distance to Pinehurst Clubhouse!, vacation rental in Pinehurst
In the Heart of Pinehurst on No. 5 walking distance to Pinehurst Clubhouse!, vacation rental in Pinehurst
In the Heart of Pinehurst on No. 5 walking distance to Pinehurst Clubhouse!, vacation rental in Pinehurst

In the Heart of Pinehurst on No. 5 walking distance to Pinehurst Clubhouse!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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Relax In the Heart of Pinehurst on # 5!, vacation rental in Pinehurst
Relax In the Heart of Pinehurst on # 5!, vacation rental in Pinehurst
Relax In the Heart of Pinehurst on # 5!, vacation rental in Pinehurst

Relax In the Heart of Pinehurst on # 5!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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The Trolley House: 6  BR, 4.5  BA House in Pinehurst, Sleeps 12, vacation rental in Pinehurst
The Trolley House: 6  BR, 4.5  BA House in Pinehurst, Sleeps 12, vacation rental in Pinehurst
The Trolley House: 6  BR, 4.5  BA House in Pinehurst, Sleeps 12, vacation rental in Pinehurst

The Trolley House: 6 BR, 4.5 BA House in Pinehurst, Sleeps 12

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
More info
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Golf front home with 8 beds, vacation rental in Pinehurst
Golf front home with 8 beds, vacation rental in Pinehurst
Golf front home with 8 beds, vacation rental in Pinehurst

Golf front home with 8 beds

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
More info
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Golf front condo, walk to the Cradle, driving range, 91st hole or pro shop., vacation rental in Pinehurst
Golf front condo, walk to the Cradle, driving range, 91st hole or pro shop., vacation rental in Pinehurst
Golf front condo, walk to the Cradle, driving range, 91st hole or pro shop., vacation rental in Pinehurst

Golf front condo, walk to the Cradle, driving range, 91st hole or pro shop.

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Greenside Getaway! 2Bed 2Bath With Golf views! Walk To Clubhouse and the Cradle!, vacation rental in Pinehurst
Greenside Getaway! 2Bed 2Bath With Golf views! Walk To Clubhouse and the Cradle!, vacation rental in Pinehurst
Greenside Getaway! 2Bed 2Bath With Golf views! Walk To Clubhouse and the Cradle!, vacation rental in Pinehurst

Greenside Getaway! 2Bed 2Bath With Golf views! Walk To Clubhouse and the Cradle!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
More info
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One Market Square - Comfortable Luxury Condo in the Center of Downtown Pinehurst, vacation rental in Pinehurst
One Market Square - Comfortable Luxury Condo in the Center of Downtown Pinehurst, vacation rental in Pinehurst
One Market Square - Comfortable Luxury Condo in the Center of Downtown Pinehurst, vacation rental in Pinehurst

One Market Square - Comfortable Luxury Condo in the Center of Downtown Pinehurst

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Perched in Pinehurst, between Course 5 & the Harness Track, short walk to Resort, vacation rental in Pinehurst
Perched in Pinehurst, between Course 5 & the Harness Track, short walk to Resort, vacation rental in Pinehurst
Perched in Pinehurst, between Course 5 & the Harness Track, short walk to Resort, vacation rental in Pinehurst

Perched in Pinehurst, between Course 5 & the Harness Track, short walk to Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Kid friendly
More info
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65 Blue: 6  BR, 6  BA House in Pinehurst, Sleeps 12, vacation rental in Pinehurst
65 Blue: 6  BR, 6  BA House in Pinehurst, Sleeps 12, vacation rental in Pinehurst
65 Blue: 6  BR, 6  BA House in Pinehurst, Sleeps 12, vacation rental in Pinehurst

65 Blue: 6 BR, 6 BA House in Pinehurst, Sleeps 12

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
More info
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5 Star PInehurst Renovated Golf front Condo 2 BR, 2BA Monthly discount, vacation rental in Pinehurst
5 Star PInehurst Renovated Golf front Condo 2 BR, 2BA Monthly discount, vacation rental in Pinehurst
5 Star PInehurst Renovated Golf front Condo 2 BR, 2BA Monthly discount, vacation rental in Pinehurst

5 Star PInehurst Renovated Golf front Condo 2 BR, 2BA Monthly discount

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Exquisitely Updated Historic Manor in the Village; heated indoor pool + hot tub, vacation rental in Pinehurst
Exquisitely Updated Historic Manor in the Village; heated indoor pool + hot tub, vacation rental in Pinehurst
Exquisitely Updated Historic Manor in the Village; heated indoor pool + hot tub, vacation rental in Pinehurst

Exquisitely Updated Historic Manor in the Village; heated indoor pool + hot tub

Rental Home
8 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps, Kid friendly
More info
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600 Linden : 7  BR, 5.5  BA House in Pinehurst, Sleeps 20, vacation rental in Pinehurst
600 Linden : 7  BR, 5.5  BA House in Pinehurst, Sleeps 20, vacation rental in Pinehurst
600 Linden : 7  BR, 5.5  BA House in Pinehurst, Sleeps 20, vacation rental in Pinehurst

600 Linden : 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

Rental Home
7 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps, Kid friendly
More info
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1025 Diamondhead: 4  BR, 3  BA House in Pinehurst, Sleeps 14, vacation rental in Pinehurst
1025 Diamondhead: 4  BR, 3  BA House in Pinehurst, Sleeps 14, vacation rental in Pinehurst
1025 Diamondhead: 4  BR, 3  BA House in Pinehurst, Sleeps 14, vacation rental in Pinehurst

1025 Diamondhead: 4 BR, 3 BA House in Pinehurst, Sleeps 14

Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
More info
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3400 Sq. Ft., New Kitchen, 4 BR, 4 BA, Sleeps 12+ beds, vacation rental in Pinehurst
3400 Sq. Ft., New Kitchen, 4 BR, 4 BA, Sleeps 12+ beds, vacation rental in Pinehurst
3400 Sq. Ft., New Kitchen, 4 BR, 4 BA, Sleeps 12+ beds, vacation rental in Pinehurst

3400 Sq. Ft., New Kitchen, 4 BR, 4 BA, Sleeps 12+ beds

Rental Home
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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