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Jackson Springs Holiday Rentals

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50 rentals in Jackson Springs.
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222 Foxkroft Dr. Foxfire Village Golf Front Condo 2/2 Sleeps 6 Swimming Pool, holiday rental in Jackson Springs

222 Foxkroft Dr. Foxfire Village Golf Front Condo 2/2 Sleeps 6 Swimming Pool

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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201 Foxkroft Dr. Foxfire Village 2B/2B Sleeps 6 Golf and Swimming Pool, holiday rental in Jackson Springs

201 Foxkroft Dr. Foxfire Village 2B/2B Sleeps 6 Golf and Swimming Pool

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Trendy 3 Bedroom 2 Bathroom In Historic Village - Walk To Everything, holiday rental in Jackson Springs

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

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Pinehurst Golf Front - Firestone Golf House - Sleeps 8, holiday rental in Jackson Springs

Pinehurst Golf Front - Firestone Golf House - Sleeps 8

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Craddock - Tufts Home & Antique Carriage House | 6BR 5.5 Baths | Sleeps 12+, holiday rental in Jackson Springs

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

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Pinehurst Vacation House w/ pool & (9) beds, holiday rental in Jackson Springs

Pinehurst Vacation House w/ pool & (9) beds

4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Hollister House - Modern Luxury in the heart of the Village of Pinehurst, holiday rental in Jackson Springs

Hollister House - Modern Luxury in the heart of the Village of Pinehurst

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Convenient 2 bedroom 2 bath condo steps from Pinehurst clubhouses, holiday rental in Jackson Springs

Convenient 2 bedroom 2 bath condo steps from Pinehurst clubhouses

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Southern Memories on #3, holiday rental in Jackson Springs

Southern Memories on #3

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Golf front home with 8 beds, holiday rental in Jackson Springs

Golf front home with 8 beds

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Pinehurst's most interesting stay! Extra clean, Quiet, Proven.... Just right!, holiday rental in Jackson Springs

Pinehurst's most interesting stay! Extra clean, Quiet, Proven.... Just right!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic District:  Walk Or Take Golf Cart To The Village/Resort, holiday rental in Jackson Springs

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

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Robin's Egg -Walk to the Village!, holiday rental in Jackson Springs

The Robin's Egg -Walk to the Village!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Pinehurst  3BR/2BA Golf Course Condo, holiday rental in Jackson Springs

Pinehurst 3BR/2BA Golf Course Condo

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Moonshine Cottage - Rest & Relax!, holiday rental in Jackson Springs

Moonshine Cottage - Rest & Relax!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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PINEHURST CONDO - BEST LOCATION, holiday rental in Jackson Springs

PINEHURST CONDO - BEST LOCATION

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lakefront in a Gated Community, 10 miles from Pinehurst Village, holiday rental in Jackson Springs

Lakefront in a Gated Community, 10 miles from Pinehurst Village

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Delightful Home in 'Old Town' Pinehurst! Close to The Village! Sleeps 8-12, holiday rental in Jackson Springs

Delightful Home in 'Old Town' Pinehurst! Close to The Village! Sleeps 8-12

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Enjoy Stunning Water/Golf views of Pinehurst at golf-front 'A Slice of Seven!', holiday rental in Jackson Springs

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

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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***NEW LISTING*** PERFECT PINEHURST LOCATION/WHITE GLOVE SERVICE, holiday rental in Jackson Springs

***NEW LISTING*** PERFECT PINEHURST LOCATION/WHITE GLOVE SERVICE

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Remarkable Lakefront property in Village of Pinehurst, holiday rental in Jackson Springs

Remarkable Lakefront property in Village of Pinehurst

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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3400 Sq. Ft., New Kitchen, 4 BR, 4 BA, Sleeps 12+ beds, holiday rental in Jackson Springs

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

4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful & Historic home in the heart of The Village of Pinehurst!, holiday rental in Jackson Springs

Beautiful & Historic home in the heart of The Village of Pinehurst!

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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One Market Square - Comfortable Luxury Condo in the Center of Downtown Pinehurst, holiday rental in Jackson Springs

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Great Golf Getaway on Pinehurst #5, 3 Brdms - sleeps 6, holiday rental in Jackson Springs

Great Golf Getaway on Pinehurst #5, 3 Brdms - sleeps 6

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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***New Listing*** - Updated Golf Front Home on Course #5!, holiday rental in Jackson Springs

***New Listing*** - Updated Golf Front Home on Course #5!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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PInehurst Golf Front Condo 2 BR 2 BA  Course #5 & 5 Star reviews  Great Location, holiday rental in Jackson Springs

PInehurst Golf Front Condo 2 BR 2 BA Course #5 & 5 Star reviews Great Location

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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4 Bedroom 4.5 Baths, Sleeps 8 on Pinehurst #5, holiday rental in Jackson Springs

4 Bedroom 4.5 Baths, Sleeps 8 on Pinehurst #5

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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ITS GOLF SEASON IN THE � OF PINEHURST. SMELL FRESH CUT GRASS *#5~UPDATES GALORE, holiday rental in Jackson Springs

ITS GOLF SEASON IN THE � OF PINEHURST. SMELL FRESH CUT GRASS *#5~UPDATES GALORE

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pinehurst Perfection, holiday rental in Jackson Springs

Pinehurst Perfection

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Charming Historic Golf Cottage With Pool. Walk to Town! Pet Friendly w/ Big Yard, holiday rental in Jackson Springs

Charming Historic Golf Cottage With Pool. Walk to Town! Pet Friendly w/ Big Yard

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Newly Updated Home on Pinehurst #3! Fantastic View! Sleeps 8, holiday rental in Jackson Springs

Newly Updated Home on Pinehurst #3! Fantastic View! Sleeps 8

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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4BR/4BA Better Known as Hackers Hideaway - Sleeps up to 8 people, holiday rental in Jackson Springs

4BR/4BA Better Known as Hackers Hideaway - Sleeps up to 8 people

0 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Jewel by the Lake 3BR,2BA+++, holiday rental in Jackson Springs

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Entire Condo in Pinehurst, King Size Bed, Private Deck Overlooking the Pool, holiday rental in Jackson Springs

Entire Condo in Pinehurst, King Size Bed, Private Deck Overlooking the Pool

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Hip Modern Golf Front Property on Pinehurst #3, holiday rental in Jackson Springs

Hip Modern Golf Front Property on Pinehurst #3

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3100 sq ft, 5BR- 4BA located in Village of Pinehurst. Sleeps 12, holiday rental in Jackson Springs

3100 sq ft, 5BR- 4BA located in Village of Pinehurst. Sleeps 12

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Golfers getaway - putting green, billiards, bar, arcade , poker table and more, holiday rental in Jackson Springs

Golfers getaway - putting green, billiards, bar, arcade , poker table and more

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Luxurious Historic Estate - 8300ft², 7 bedrooms, 8.5 bath, on 2 acres in Village, holiday rental in Jackson Springs

Luxurious Historic Estate - 8300ft², 7 bedrooms, 8.5 bath, on 2 acres in Village

7 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps
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Spacious Home Located on Linden! Great for Groups! Sleeps 8, holiday rental in Jackson Springs

Spacious Home Located on Linden! Great for Groups! Sleeps 8

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Welcome to the Magnolia  Hidaway, 2 BD, 2 BA, Free Wifi and Cable, Pool, holiday rental in Jackson Springs

Welcome to the Magnolia Hidaway, 2 BD, 2 BA, Free Wifi and Cable, Pool

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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**BEST LOCATION IN PINEHURST**  AN ORIGINAL 1895 PINEHURST COTTAGE, holiday rental in Jackson Springs

**BEST LOCATION IN PINEHURST** AN ORIGINAL 1895 PINEHURST COTTAGE

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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3400 Sq. Ft., New Kitchen, 4 BR, 4 BA, Sleeps 12+, game room, holiday rental in Jackson Springs

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

4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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PINEHURST # 3 GOLF VILLA GOLFERS PARADISE. VIEWS!!, holiday rental in Jackson Springs

PINEHURST # 3 GOLF VILLA GOLFERS PARADISE. VIEWS!!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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****NEW LISTING**** Fully Upgraded Stylish Golf Home, holiday rental in Jackson Springs

****NEW LISTING**** Fully Upgraded Stylish Golf Home

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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You Had Me At The Front Porch!, holiday rental in Jackson Springs

You Had Me At The Front Porch!

4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Quiet Pinehurst Condo with Patio on Golf Course!, holiday rental in Jackson Springs

Quiet Pinehurst Condo with Patio on Golf Course!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! Lakeview Condo w/ Resort Pool: 2 Mi to Golf!, holiday rental in Jackson Springs

NEW! Lakeview Condo w/ Resort Pool: 2 Mi to Golf!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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NEW! Rustic Pinehurst House w/ Fire Pit & Deck!, holiday rental in Jackson Springs

NEW! Rustic Pinehurst House w/ Fire Pit & Deck!

1 bedroom
3 bathrooms
Sleeps 21
Match: Sleeps
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