Pet-friendly vacation rentals in Hillsborough

Secluded 2 bedroom MIL apartment w/own yard.

On the end of a road on the end of a road, this MIL suite is connected to my house and is situated on a park like 3 acres. Has a front and back entrance, fenced backyard, picnic table, full kitchen and den area. One bedroom has a queen bed. The other bedroom a single bed. One full bath with nice new 6 foot tub/shower. This place is simple, clean, and ready to go. The space has its own central heat and AC and hot water heater. I rest easy knowing this booking is less expensive than a local motel.

Outdoor spaces · Walkability · Air conditioning

Charming Tiny House Nestled in the Trees

This small 128 sq ft tiny house is packed with charm. 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. The house is cozy, stylish, and surprisingly spacious. Its well appointed with all the amenities to feel like 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

Walkability · Outdoor spaces · Parks

Bungalow In the Woods - Close to UNC and Duke

Escape to a peaceful hillside retreat nestled in the woods, where the melodies of farm animals and wild birds sooth the soul. 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, UNC, Duke and I-40, this getaway promises a restorative escape immersed in nature’s serenity and thoughtful living.

Outdoor spaces · Walkability · Breakfast

The Kaleidoscope

Enjoy the sounds of nature when you stay in this unique place. Nestled close to Historic Hillsborough, your front door opens up to a forest with a trail running down to a creek. This newly renovated schoolbus conversion features two skylights looking up into the trees, making it feel open and bright, despite being a small space. The kitchen is fully equipped with pots and cutlery as well as fridges and microwave so you can prepare what you need. A shower and composting toilet installed inside.

Walkability · Outdoor spaces · Accuracy

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.

Outdoor spaces · Walkability · Access

"Enchanted 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. For a reservation, there is a $30 per trip pet fee for each dog (Sorry, no cats). WiFi: See "Other details to note" below.

Pets · Outdoor spaces · Cleanliness

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.

Outdoor spaces · Walkability · Family

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.

Outdoor spaces · Indoor spaces · Location

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 w/ stocked pond -open floor plan - 1000 sq.ft. -fully stocked kitchen w/ fresh eggs -high speed wireless internet -on-site washer and dryer (free) -stairs from ground to apartment -4 vehicles parking spaces -outdoor grill & 2 fire pits w/ Adirondack chairs

Pets · Walkability · Long stay

Walk to Downtown Hillsborough • Dog Friendly

More than just a vacation rental, this is a home we love and are happy to share. Tucked into a quiet, walkable neighborhood near historic downtown Hillsborough, you can walk to restaurants, coffee shops, galleries, Gold Park, the Riverwalk, and the Eno River, then come home to relax on the porch or in the fenced backyard. Thoughtfully stocked for comfortable everyday living, it’s ideal for weekend getaways, weddings, family visits, and trips to Duke or UNC. Dogs are welcome, too.

Pets · Outdoor spaces · Kitchen

Modern Tiny House Near Duke & Downtown

You’ll feel like you’re getting away from it all in this modern, private tiny house in the trees, even though you’re just minutes from Duke, downtown Durham, shopping, and restaurants. It’s the perfect balance of peaceful retreat and city convenience. The home includes all the essentials — full kitchen, laundry, A/C, and high-speed internet — but many guests find themselves spending most of their time relaxing on the screened-in porch, listening to birds, and recharging.

Outdoor spaces · Pets · Getting around

Hot Tub + Walk to Downtown | Fire Pit | Game Table

Hot tub, fire pit vibes, and walkable downtown access—this cozy 2BR getaway is made for relaxing and reconnecting. Unwind in the 8-person spa, stroll to local restaurants & breweries, or enjoy game night with a convertible pool table. •Large 8-person hot tub/spa •Outdoor seating + custom fireplace •Walkable to downtown (restaurants, breweries & shops) •Convertible bumper pool/dining table •Smart TVs in every room •Fully stocked kitchen + cocktail glassware

Walkability · Outdoor spaces · Checkout