Pittsboro Holiday Houses

Pittsboro Holiday Homes
North Carolina
United States of America
Holiday Homes
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Our top choices for Pittsboro holiday homes

A covered porch with a wooden bench, a doormat, and a view of a garden.

A dining area with a white table, four black chairs, and a laptop on the table.

A compact kitchen with white cabinets, a black stove, a microwave, and a dishwasher.

A green tufted ottoman with a tray table and a pair of scissors on top.

1. Downtown Pittsboro Glamtastic

Downtown Pittsboro Glamtastic

Pittsboro

9.2 out of 10, Wonderful, (10 reviews)

9.2/10

Wonderful

(10 reviews)

"Nice location. "

Marcela V.

The price is NZ$314

NZ$314

includes taxes & fees

25 Oct - 26 Oct

Downtown Pittsboro Glamtastic

A modern living room with a brown leather sofa, a ceiling fan, and a large window with curtains.

A white dresser with three drawers, a black geometric object, a 'Hello!' sign, a remote control, and a potted plant.

A compact living space with a bed, a sofa, a small table, a TV, and a kitchenette.

A laundry room with a stacked washer and dryer, shelves with storage bins, a potted plant, and a television on the wall.

2. Charming Cozy Cottage Pittsboro

Charming Cozy Cottage Pittsboro

Pittsboro

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"Cozy place!"

Sarah U.

The price is NZ$416

NZ$416

includes taxes & fees

21 Oct - 22 Oct

Charming Cozy Cottage Pittsboro

A modern interior with a kitchen island, a hanging chair, and a large window.

A room with two hanging egg chairs, a colorful rug, a white cabinet, and a painting on the wall.

A cabin with a wooden deck, a staircase, and a view of the surrounding forest.

3. Charming Treehouse Escape Among Nature's Blooms

Charming Treehouse Escape Among Nature's Blooms

Pittsboro

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"The host was great, I booked for the wrong day but she accommodated us. The place was so lovely. "

Nicole H.

The price is NZ$683

NZ$683

includes taxes & fees

21 Oct - 22 Oct

Charming Treehouse Escape Among Nature's Blooms

A modern kitchen with granite countertops, a large island, a built-in oven, and a black backsplash. There are large windows with a view of greenery outside.

A modern interior with a kitchen, dining area, and a bedroom with a galaxy-themed wall.

A modern kitchen with white cabinets, a black countertop, and a wooden floor.

A covered wooden deck with a metal railing, leading to a building with a blue exterior.

4. Enchanting Galaxy Treehouse Getaway for Couples

Enchanting Galaxy Treehouse Getaway for Couples

Pittsboro

9.8 out of 10, Exceptional, (13 reviews)

9.8/10

Exceptional

(13 reviews)

"Clean and family friendly! We had a great time at the Galaxy treehouse!"

Maureen W.

The price is NZ$683

NZ$683

includes taxes & fees

21 Oct - 22 Oct

Enchanting Galaxy Treehouse Getaway for Couples

A modern interior with a living area, kitchen, and a staircase leading to a balcony.

A cabin with a wooden deck and a covered upper level, surrounded by a forest.

A modern living room with a blue sofa, a wooden coffee table, and a staircase leading to a balcony.

A modern kitchen with white cabinets, a large island, and a view of greenery outside.

5. Secluded Oasis-Themed Treehouse Retreat

Secluded Oasis-Themed Treehouse Retreat

Pittsboro

9.8 out of 10, Exceptional, (7 reviews)

9.8/10

Exceptional

(7 reviews)

"Such a fun place to stay! Every detail of the home tied into the theme, and the atmosphere of the property made it feel like a peaceful wooded retreat."

Heidi B.

The price is NZ$683

NZ$683

includes taxes & fees

21 Oct - 22 Oct

Secluded Oasis-Themed Treehouse Retreat

A modern living room with a loft bedroom, a wooden coffee table, and a large sliding glass door leading to an outdoor deck.

A loft-style bedroom with a loft bed, a wooden ladder, and a sliding barn door.

A modern kitchen with a large island, a dining area with a sofa, a staircase, and a view of greenery outside.

A modern kitchen with dark cabinetry, a central island with stools, a stainless steel microwave, and a window with a view of greenery.

6. Romantic Beehive Treehouse Getaway in Nature

Romantic Beehive Treehouse Getaway in Nature

Pittsboro

9.0 out of 10, Wonderful, (8 reviews)

9.0/10

Wonderful

(8 reviews)

"Great retreat and so close to Chapel Hill and many amenities, yet feels remote."

Jason W.

The price is NZ$657

NZ$657

includes taxes & fees

21 Oct - 22 Oct

Romantic Beehive Treehouse Getaway in Nature

A modern living room with a brown leather sofa, a wooden coffee table, and a large sliding glass door leading to a deck.

A cabin with a small waterfall, surrounded by rocks and trees.

A modern kitchen with dark cabinets, a central island, and a dining area with white chairs.

A modern kitchen with a black marble countertop, a large sink, and a built-in stove. There is a wooden wall panel with vertical lines and a hanging light fixture above the counter.

7. Unique Treehouse Retreats in North Carolina

Unique Treehouse Retreats in North Carolina

Pittsboro

The price is NZ$1,063

NZ$1,063

includes taxes & fees

21 Oct - 22 Oct

Unique Treehouse Retreats in North Carolina

A sunroom with a round table and chairs, large windows, and a ceiling fan.

A bedroom with a bed, nightstand, lamp, artwork, window, and a sofa.

A kitchen with wooden cabinets, a dishwasher, a sink, and a window with plants.

A modern living room with a grey sofa, two armchairs, a coffee table, and a ceiling fan.

8. Tranquil Retreat w/ Piano, Firepit & Peloton

Tranquil Retreat w/ Piano, Firepit & Peloton

Pittsboro

9.6 out of 10, Exceptional, (15 reviews)

9.6/10

Exceptional

(15 reviews)

"Great host! Perfect Stay!"

James H.

The price is NZ$937

NZ$937

includes taxes & fees

3 Nov - 4 Nov

Tranquil Retreat w/ Piano, Firepit & Peloton

A modern interior with a kitchen, dining area, and a staircase leading to a balcony.

A modern kitchen with white cabinets, a central island with bar stools, a built-in oven, and a window with a view of greenery.

A modern living space with a sofa, two chairs, a dining table, a kitchen area, and artwork on the walls.

9. Two Unique Treehouses in Nature

Two Unique Treehouses in Nature

Pittsboro

The price is NZ$1,144

NZ$1,144

includes taxes & fees

3 Nov - 4 Nov

Two Unique Treehouses in Nature

A modern living room with a loft, a sliding glass door to a deck, and a large window.

A modern living room with a blue sofa, a wooden coffee table, a white ladder, and a sliding glass door leading to a balcony.

A modern kitchen with dark cabinetry, a stone backsplash, and a central island.

10. Unique Treehouse Retreats in NC Nature

Unique Treehouse Retreats in NC Nature

Pittsboro

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Really great accommodations. We hope to come back."

sarah B.

The price is NZ$2,019

NZ$2,019

includes taxes & fees

3 Nov - 4 Nov

Unique Treehouse Retreats in NC Nature

A house with a gravel patio, three Adirondack chairs, and a fire pit.

A two-story house with a porch, brick foundation, and a windmill in the yard.

A dining area with a table set for two, a bench, and a kitchen counter with a notebook and a jar.

A living room with a flat-screen TV, a leather chair, a sofa, and a wooden coffee table.

11. The Cozy Bungalow - Official Historic Home Near UNC!

The Cozy Bungalow - Official Historic Home Near UNC!

Chapel Hill

9.6 out of 10, Exceptional, (34 reviews)

9.6/10

Exceptional

(34 reviews)

"A very cozy home with attentive and kind hosts that made the check-in, stay, and check-out a breeze"

Rachel H.

The price is NZ$405

NZ$405

includes taxes & fees

21 Oct - 22 Oct

The Cozy Bungalow - Official Historic Home Near UNC!

A cozy room with a bed, a sofa, a bench, and a coffee table. There are large windows with a view of trees.

A wooden cabin with a hammock, two chairs, and a door with a window.

A wooden outdoor structure with a covered patio area, a grill, and seating.

A compact kitchen with a built-in oven, a microwave, and a coffee machine. There are two stools and a small potted plant on the counter.

12. Tiny Tarheel: Cozy Retreat Near UNC-Tiny House

Tiny Tarheel: Cozy Retreat Near UNC-Tiny House

Chapel Hill

9.8 out of 10, Exceptional, (24 reviews)

9.8/10

Exceptional

(24 reviews)

"Excellent little place to stay. Great location. "

Lonny P.

The price is NZ$519

NZ$519

includes taxes & fees

21 Oct - 22 Oct

Tiny Tarheel: Cozy Retreat Near UNC-Tiny House

A single-story house with a porch, a front door, and a mailbox.

A kitchen with a stone fireplace, wooden beams, a dining area with a table and chairs, and a view of the living room.

A room with a white door, a window with a view of greenery, a table with a chair, and a vase with flowers.

A spacious living room with a wooden floor, a sofa set, a coffee table, and a TV mounted on the wall.

13. Jordan Lake Bungalow with boat parking

Jordan Lake Bungalow with boat parking

New Hill

10.0 out of 10, Exceptional, (51 reviews)

10/10

Exceptional

(51 reviews)

"Amazing stay! "

Shelby L.

The price is NZ$488

NZ$488

includes taxes & fees

29 Oct - 30 Oct

Jordan Lake Bungalow with boat parking

A modern kitchen with white cabinets, a dishwasher, and an oven. There is a window with a view of the outdoors.

A modern living room with a leather sofa, a fireplace, a dining area with a table and chairs, and a kitchen in the background.

A covered outdoor patio with a table and chairs, surrounded by trees.

A building with a 'Burger & Beer' sign, a 'demography & market center' sign, and a 'TWIHAI' sign.

14. Kids Essentials, Packnplay, Near UNC, walk to Golf Essentials,Crib

Kids Essentials, Packnplay, Near UNC, walk to Golf Essentials,Crib

Chapel Hill

9.6 out of 10, Exceptional, (7 reviews)

9.6/10

Exceptional

(7 reviews)

"The Host was accommodating and a great communicator!"

Tjode O.

The price is NZ$787

NZ$787

includes taxes & fees

21 Oct - 22 Oct

Kids Essentials, Packnplay, Near UNC, walk to Golf Essentials,Crib

A modern kitchen with white cabinets, a black refrigerator, and a coffee maker on the counter.

A spacious living room with two black leather sofas, a glass coffee table, and a fireplace with a brick surround.

A hallway with a wooden floor, a gray door, and white-framed windows.

A porch with white railings, a rocking chair, and a red chair.

15. 3 Bedroom House at Pine Forest Hideaway Near UNC

3 Bedroom House at Pine Forest Hideaway Near UNC

Chapel Hill

9.8 out of 10, Exceptional, (14 reviews)

9.8/10

Exceptional

(14 reviews)

"Location excellent, Pet friendly, provided everything needed for stay."

JOSHUA E.

3 Bedroom House at Pine Forest Hideaway Near UNC

A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

A bedroom with a wooden bed, a framed landscape painting, a bedside lamp, and a view of the kitchen through an open door.

A single-story house with a turquoise front door, white exterior, and a small porch with steps.

A house with a white exterior, a turquoise door, and a white porch with a staircase.

16. Jo Mac Cottage- Quiet Home near UNC Chapel Hill

Jo Mac Cottage- Quiet Home near UNC Chapel Hill

Chapel Hill

9.0 out of 10, Wonderful, (15 reviews)

9.0/10

Wonderful

(15 reviews)

"Great beds."

Joan H.

The price is NZ$449

NZ$449

includes taxes & fees

25 Oct - 26 Oct

Jo Mac Cottage- Quiet Home near UNC Chapel Hill

A compact, open-plan living space with a kitchenette, a dining area, and a seating area with a sofa and chairs.

A cabin with a porch, wooden steps, and a grill outside.

A bedroom with a bed, wooden cabinets, a washing machine, and a television on a wooden shelf.

A kitchen with wooden cabinets, a black refrigerator, a microwave, a coffee maker, and a dishwasher.

17. Tiny House - Farm Charm

Tiny House - Farm Charm

Siler City

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"Amazing place to stay. The things offered such as the farm animals, fishing, etc a bang for your bucks. "

Amanda B.

The price is NZ$354

NZ$354

includes taxes & fees

3 Nov - 4 Nov

Tiny House - Farm Charm

A backyard patio with outdoor furniture, a fire pit, and string lights.

A dining area with a table and chairs, a chandelier, and a view through a glass door.

A bedroom with a bed, a desk, a chair, a TV, and a window.

A living room with a sofa, coffee table, and bookshelf. There is a dining area with a table and chairs. The room has a green wall and a white door.

18. 3 Bedroom Homestead Getaway - Walkable Carrboro, Minutes to UNC

3 Bedroom Homestead Getaway - Walkable Carrboro, Minutes to UNC

Carrboro

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"Property was very clean and appealing. Close to everything we needed.very well stocked. Great place looking forward to future visits"

bernie v.

The price is NZ$721

NZ$721

includes taxes & fees

21 Oct - 22 Oct

3 Bedroom Homestead Getaway - Walkable Carrboro, Minutes to UNC

A living room with a blue sofa, yellow armchairs, a fireplace, and a TV mounted above it.

A two-story brick house with a grey roof, a front porch, and a well-maintained lawn.

A dining room with a large table, chairs, a chandelier, and large windows with blinds.

A wall-mounted light switch with a decorative border.

19. Historic Mayor`s Manor | 2 King Bds • Fenced Yard

Historic Mayor`s Manor | 2 King Bds • Fenced Yard

Sanford

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"A great location and everything you need to cook a thanksgiving dinner "

SANDRA L.

The price is NZ$493

NZ$493

includes taxes & fees

2 Nov - 3 Nov

Historic Mayor`s Manor | 2 King Bds • Fenced Yard

A rustic wooden building with a covered patio area featuring stone flooring, outdoor furniture, and string lights.

A bedroom with a wooden bed, a nightstand with a lamp, a wardrobe, and a window with shutters.

A kitchen with wooden cabinets, stainless steel appliances, and a coffee maker.

A cozy living room with wooden walls, a large window with a view of trees, a sofa, chairs, and a coffee table.

20. Escape to nature, unwind and relax

Escape to nature, unwind and relax

Chapel Hill

10.0 out of 10, Exceptional, (24 reviews)

10/10

Exceptional

(24 reviews)

"We greatly enjoyed the property. Wonderful yard for the kids to play and a clean, comfortable home. We would definitely recommend and stay again!"

Ian T.

The price is NZ$948

NZ$948

includes taxes & fees

22 Oct - 23 Oct

Escape to nature, unwind and relax

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Pittsboro Hotel Reviews

Hyatt House Raleigh / RDU / Brier Creek

10/10 Excellent

"It was cool."

Tierra 2-night trip

Posted 12 hours ago

Hyatt House Raleigh / RDU / Brier Creek

Hilton Durham near Duke University

10/10 Excellent

"Very friendly and accommodating staff! Clean rooms and great location."

Gretchen 3-night trip

Posted 13 hours ago

Hilton Durham near Duke University

Courtyard Durham Near Duke University/Downtown

10/10 Excellent

"Good, clean room, helpful staff, and very comfortable beds and room! Great location for visiting Duke hospital."

Pamala 1-night trip

Posted 13 hours ago

Courtyard Durham Near Duke University/Downtown

The Umstead Hotel and Spa

10/10 Excellent

"Our third stay at the Umstead, and just for a night. But you really can't beat this property. I couldn't think of a negative aspect if you paid me! We LOVE treating ourselves to a stay at the Umstead - especially in the summer when we can take advantage of the pool!"

Anna 1-night trip

Posted 1 day ago

The Umstead Hotel and Spa

Millennium Hotel Durham

10/10 Excellent

"Nice place to stay"

John 1-night trip

Posted 1 day ago

Millennium Hotel Durham

Hilton Garden Inn Raleigh-Durham/Research Triangle Park

10/10 Excellent

"Clean room; friend staff; hoitel shuttle; tea provided"

Densey 3-night trip

Posted 1 day ago

Hilton Garden Inn Raleigh-Durham/Research Triangle Park

Comfort Inn & Suites Durham near Duke University

8/10 Good

"The room we were given was very clean"

Natalie 2-night trip

Posted 2 days ago

Comfort Inn & Suites Durham near Duke University

Find out more about Pittsboro

Pittsboro Holiday Homes information

Number of reviews	252
Accommodation	765 Holiday Homes
Lowest Price	NZ$314
Highest Price	NZ$2,019

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Book Holiday Homes in Pittsboro on Expedia.com

Holiday Homes in Pittsboro

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsboro holiday homes

1. Downtown Pittsboro Glamtastic

2. Charming Cozy Cottage Pittsboro

3. Charming Treehouse Escape Among Nature's Blooms

4. Enchanting Galaxy Treehouse Getaway for Couples

5. Secluded Oasis-Themed Treehouse Retreat

6. Romantic Beehive Treehouse Getaway in Nature

7. Unique Treehouse Retreats in North Carolina

8. Tranquil Retreat w/ Piano, Firepit & Peloton

9. Two Unique Treehouses in Nature

10. Unique Treehouse Retreats in NC Nature

11. The Cozy Bungalow - Official Historic Home Near UNC!

12. Tiny Tarheel: Cozy Retreat Near UNC-Tiny House

13. Jordan Lake Bungalow with boat parking

14. Kids Essentials, Packnplay, Near UNC, walk to Golf Essentials,Crib

15. 3 Bedroom House at Pine Forest Hideaway Near UNC

16. Jo Mac Cottage- Quiet Home near UNC Chapel Hill

17. Tiny House - Farm Charm

18. 3 Bedroom Homestead Getaway - Walkable Carrboro, Minutes to UNC

19. Historic Mayor`s Manor | 2 King Bds • Fenced Yard

20. Escape to nature, unwind and relax

Find holiday rentals that suit your style

Top Pittsboro Hotel Reviews

Hyatt House Raleigh / RDU / Brier Creek

Find out more about Pittsboro

Pittsboro Holiday Homes information

Explore a world of travel with Expedia