Holiday Homes near Caldwell Square, Pittsboro: House Rentals & More

Scroll through and discover holiday rentals near Caldwell Square that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Caldwell Square

Showing deals for: 2 Feb - 5 Feb

Premier Host

Voted Best Pool House in the Triangle.

Sleeps 14 · 4 bedrooms · 2+ bathrooms

for 3 nights, 1 villa

AU$738 per night

includes taxes & fees

Premier Host

Modern farm Home Close to Jordan lake and Downtown apex

Sleeps 12 · 3 bedrooms · 3 bathrooms

for 3 nights, 1 home

AU$476 per night

includes taxes & fees

3 Bedroom, 2.5 Bath with 2 car garage, nice screened in back porch.

Premier Host

Prime Location, Close to Everything, Fresh Market, Downtown Cary, Bond Park

Sleeps 8 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 home

AU$415 per night

includes taxes & fees

Christmas at the Cabin.
Thanks to Dennis Crider Photography for taking some pics

Premier Host

Fully furnished log cabin, family and pet friendly.

Sleeps 8 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 cabin

AU$544 per night

includes taxes & fees

Pets Allowed! Large Unit w/ Full Kitchen & Living Area! Offers FREE Breakfast!

Sleeps 3 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

AU$233 per night

includes taxes & fees

Peace of mind
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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value