Pet-friendly holiday rentals in Hillsborough

Blackwood Mt Bungalow In the Woods with Sauna

Escape to a peaceful hillside retreat nestled in the woods, where the melodies of farm animals and wild birds create a soothing soundtrack. Our stylish and cozy bungalow features three charming porches that invite quiet reflection. Enjoy an easy-to-use indoor compost toilet. Treat yourself to our rejuvenating sauna (+$40) and wander through our garden & along wooded paths. While close to town & I-40, this getaway promises a restorative escape immersed in nature’s serenity and thoughtful living.

Historic cabin close to Duke U - with EV Charger

This story could have started in the 40's, but we'll start in the 60's when this tiny cabin was local housing to graduate students at Duke. Wonderfully located and unlike anything else this close to Duke University or downtown Durham, the Green Door cabin welcomes you for the weekend or week. Fully renovated recently while keeping the charm intact. You can feel as isolated as you want with every amenity within just a couple of miles. Duke Forest Trails and Duke CC Trail within walking distance.

Light-filled Guesthouse Near Duke

Second floor of recently-built garage apartment in a charming, peaceful Durham neighborhood. Twenty minutes to RDU Airport, five minutes to Duke's East Campus and ten minutes to West Campus, we are an easy walk to a range of locally-owned restaurants. Lovely, light-filled apartment has a bedroom, full kitchen and living area, bathroom, private entrance, and patio with seating. Occasionally, we may have first-floor space available at extra cost. Well-behaved pets welcome. See below for fees.

Artist-Designed Cabin Near Duke & Downtown

Relax and recharge in a modern, artist-designed passive solar home tucked into the woods just minutes from downtown Durham and Duke University. This cabin-style retreat blends nature, comfort, and convenience — ideal for weekend getaways, visiting Duke, or extended stays. Inside you’ll find original artwork, abundant natural light, and a professionally equipped kitchen. Outside, enjoy birdsong and mature trees while staying close to Durham’s restaurants, coffee shops, breweries, and shopping.

Beautiful Farm stay 2 beds, 2 baths with office

Relax with your partner or bring the whole family to our peaceful 45 acre horse farm. We neighbor the Eno River and are centrally located in Northern Durham only 12 miles from Downtown. Come sit and enjoy our beautiful screened in porch that overlooks 2 scenic ponds and offers some of the best sunsets you’ve ever seen. This newly renovated farmhouse is beautifully decorated with 2 bedrooms, large master (king) and second bedroom (queen), office space has a sleeper sofa for additional guest.

Carriage House-32 Acre Wooded Lot & Trails & Pond

-private 2015 carriage house in Chapel Hill; less than 2 miles from I-40 -less than 8 miles from UNC; less than 20 minutes from Duke -2 bedrooms with queen, 2 twins & a trundle bed -32 acre private wooded lot with 2 mi. of trails with stocked pond -open floor plan of 1000 sq.ft. -fully stocked kitchen -high speed wireless internet with YouTube TV; ESPN -on-site washer and dryer (free) -stairs from ground to apartment -4 vehicles parking; small moving truck too -outdoor grill & 2 fire pits

Guest Room at Tiny House Community on 30 acres

Private 1 bed/1 bath guest room conveniently located 10 minutes from Graham, Saxapahaw & Mebane & 30 minutes from Greensboro, Durham & Chapel Hill. Situated at Cranmore Meadows Tiny House Community, guests will also have access to a community kitchen & washer/dryer close by. Enjoy nature on our large deck with ample patio furniture and a jacuzzi. Our 30 acre property has trails through the meadows, a pond, and creek and is a perfect view into tiny living! All are welcome: LGBTQ+BIPOC

Luxury Retreat on Farm with Pool, Hot Tub, Fishing

LUXlife Best Luxury Country B&B Retreat in NC! 120 acres of peaceful farmland with an in-ground salt-water pool, hot tub, pergola, pastures, farm animals, fresh eggs, streams, woodlands, fishing, and hiking. Private hot tub at rental. The heated, salt-water pool and hot tub are located behind the owner's home. You’ll have total privacy. Wholesale pasture-raised Wagyu beef and lamb available at the farm as well as fishing in the stocked pond. Propane grill and pizza oven on your patio.

Luxurious Modernist Tree House

Stunning, private, and truly one-of-a-kind—this unique home is perfect for a vacation, staycation, special occasion, or simply celebrating everyday life. Designed by renowned modernist architect Frank Harmon. The 2,128-square-foot residence sits on 1.3 acres and was crafted with meticulous attention to detail. Inside, you’ll feel nestled among the treetops while remaining conveniently close to restaurants, shopping, downtown Raleigh, WakeMed, UNC, Duke, and Research Triangle Park.

"Forest Garden" A One Bedroom Retreat

A 600 s.f. cottage retreat designed by Robert Phillips. One bedroom, full bath and kitchen, and spacious living room. Ten ft. ceilings and fine architectural details; terraced; fountains nestled in a tree grove on 10 acres with foot paths. 15-20 minutes to Chapel Hill/Carrboro, University of North Carolina; Pittsboro and the Saxapahaw arts community on the Haw River. When making a reservation there is a $30 per trip pet fee for each pet. WiFi: See "Other details to note" below.

Chic Modern Tiny House Nestled in the Trees

This 240 sq ft tiny house is situated on a serene 5 acre wooded property. Its a short drive to Hillsborough (10 min), Chapel Hill (15) and Durham (15). I wanted to create a space where guests can take time to rest and reset. Stylish decor, art-filled walls, and a full list of amenities make for a unique and cozy experience of home away from home. Take a step outside and you'll be surrounded by old hardwood trees and the soothing sounds of nature that make life here so peaceful

Five & Dime Tiny House

Experience the charm of tiny living in this pet-friendly studio located in my serene yet urban backyard. It offers a peaceful escape while remaining convenient to the attractions & amenities that Durham has to offer. -only a mile east of downtown -1.5 miles to DPAC and Carolina Theatre -ten minutes to both Duke Hospital and Duke Regional -less than 20 minutes to RDU airport Let your dog run around the fully fenced yard while you sit on the deck and sip your coffee!