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Pittsboro Holiday Rentals

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37 rentals in Pittsboro.
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A Clean and Calm Sanctuary near Chapel Hill, holiday rental in Pittsboro

A Clean and Calm Sanctuary near Chapel Hill

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Private Friendly Country Home 2 Miles From Shakori Hills, holiday rental in Pittsboro

Private Friendly Country Home 2 Miles From Shakori Hills

3 bedrooms
2 bathrooms
Sleeps 6
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Remodeled Pittsboro Farmhouse on 220 Acres!, holiday rental in Pittsboro

Remodeled Pittsboro Farmhouse on 220 Acres!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Century old log cabin on 62 acre estate, holiday rental in Pittsboro

Century old log cabin on 62 acre estate

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Two story cottage on 62 acre Het Landhuis estate, holiday rental in Pittsboro

Two story cottage on 62 acre Het Landhuis estate

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Modern Rancher In Woods Near Carrboro, holiday rental in Pittsboro

Modern Rancher In Woods Near Carrboro

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fully furnished log cabin, family and pet friendly., holiday rental in Pittsboro

Fully furnished log cabin, family and pet friendly.

3 bedrooms
3 bathrooms
Sleeps 8
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Contemporary rustic home set on 5 acres of lush woods with boulders and stre, holiday rental in Pittsboro

Contemporary rustic home set on 5 acres of lush woods with boulders and stre

3 bedrooms
2 bathrooms
Sleeps 6
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Modern Cabin In Woods Near Carrboro, holiday rental in Pittsboro

Modern Cabin In Woods Near Carrboro

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Suite in Central Location, holiday rental in Pittsboro

Suite in Central Location

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Chapel Hill Home Very Close To UNC In Family Neighborhood, holiday rental in Pittsboro

Chapel Hill Home Very Close To UNC In Family Neighborhood

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakeshore 3 Bedroom Retreat, holiday rental in Pittsboro

Lakeshore 3 Bedroom Retreat

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Heel House-Walk to UNC stadiums!, holiday rental in Pittsboro

The Heel House-Walk to UNC stadiums!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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One Mile from UNC Campus, holiday rental in Pittsboro

One Mile from UNC Campus

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Heel House Apartment-Walk to UNC hospital and stadiums!, holiday rental in Pittsboro

Heel House Apartment-Walk to UNC hospital and stadiums!

1 bedroom
1 bathroom
Sleeps 4
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Off-grid Farm Retreat in Silk Hope, holiday rental in Pittsboro

Off-grid Farm Retreat in Silk Hope

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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*Spacious home- sleeps 8* central to Duke, UNC, RDU Airport & Southpoint Mall, holiday rental in Pittsboro

*Spacious home- sleeps 8* central to Duke, UNC, RDU Airport & Southpoint Mall

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Renovated home between Duke/Durham & UNC/Chapel Hill, holiday rental in Pittsboro

Renovated home between Duke/Durham & UNC/Chapel Hill

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Your Hidden Sanctuary, holiday rental in Pittsboro

Your Hidden Sanctuary

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2 BR Fully Furnished Condos, walk to UNC!, holiday rental in Pittsboro

2 BR Fully Furnished Condos, walk to UNC!

2 bedrooms
2 bathrooms
Sleeps 5
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Luxuriously Furnished 4BR/2.5BA Home Near UNC/Duke, holiday rental in Pittsboro

Luxuriously Furnished 4BR/2.5BA Home Near UNC/Duke

4 bedrooms
3 bathrooms
Sleeps 9
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The Fab 4 House, holiday rental in Pittsboro

The Fab 4 House

4 bedrooms
2 bathrooms
Sleeps 8
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Outdoor Pool + Free Breakfast + Free Wi-Fi | Close to UNC Chapel Hill University, holiday rental in Pittsboro

Outdoor Pool + Free Breakfast + Free Wi-Fi | Close to UNC Chapel Hill University

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Country Living in Carrboro, holiday rental in Pittsboro

Country Living in Carrboro

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Chapel Hill Townhome - Minutes from UNC & Duke!, holiday rental in Pittsboro

Chapel Hill Townhome - Minutes from UNC & Duke!

2 bedrooms
2 bathrooms
Sleeps 4
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Chapel Hill Condo-2 Miles to UNC, 8 Miles to Duke!, holiday rental in Pittsboro

Chapel Hill Condo-2 Miles to UNC, 8 Miles to Duke!

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Chapel Hill Townhome w/Pool - 5 Mins to UNC Campus, holiday rental in Pittsboro

Chapel Hill Townhome w/Pool - 5 Mins to UNC Campus

2 bedrooms
2 bathrooms
Sleeps 4
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Chapel Hill Home w/Pool Access - 2 Mi to UNC!, holiday rental in Pittsboro

Chapel Hill Home w/Pool Access - 2 Mi to UNC!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Country Victorian Charmer, holiday rental in Pittsboro

Country Victorian Charmer

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Unique, bright and airy space. Private but close to Chpel Hill/Carrboro., holiday rental in Pittsboro

Unique, bright and airy space. Private but close to Chpel Hill/Carrboro.

2 bedrooms
1 bathroom
Sleeps 4
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⭐Perfect Haven to Explore Chapel Hill / Carrboro located in central location, holiday rental in Pittsboro

⭐Perfect Haven to Explore Chapel Hill / Carrboro located in central location

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Couples Trip: Carrboro Cottage <1 Mi to CarrMall!, holiday rental in Pittsboro

Couples Trip: Carrboro Cottage <1 Mi to CarrMall!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lake & Golf Retreat w/ Dock & 2 Luxury Decks!, holiday rental in Pittsboro

Lake & Golf Retreat w/ Dock & 2 Luxury Decks!

5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Spacious Dtwn Home - 1 Mi to UNC Chapel Hill!, holiday rental in Pittsboro

NEW! Spacious Dtwn Home - 1 Mi to UNC Chapel Hill!

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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‘A Place Like Home’ Hideaway w/ Fenced-in Yard, holiday rental in Pittsboro

‘A Place Like Home’ Hideaway w/ Fenced-in Yard

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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EXECUTIVE TOWN HOME DUKE RTP DURHAM NC, holiday rental in Pittsboro

EXECUTIVE TOWN HOME DUKE RTP DURHAM NC

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bohemian Oasis, holiday rental in Pittsboro

Bohemian Oasis

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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