Holiday rentals with outdoor seating in Hillsborough

Tiny home in Chapel Hill

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

Flat in Rougemont

Cozy Rougemont Studio w/Walking Trails - Farm Time

Welcome! Our newly renovated Farm Time studio, with full kitchen, is perfect for a quiet get away. Nestled among a lush treeline and picturesque pond, this 1-bathroom apartment with queen bed and full sleeper sofa, is the perfect place to relax. Spend crisp mornings strolling through the green fields or enjoy a fire overlooking the pond at night. There’s also plenty to do in nearby Hillsborough (10 miles) and Durham (18 miles) - museums, parks, markets, and restaurants. RDU Airport (34 miles).

19–26 Jun

Guest house in Hillsborough

CFCB cabin retreat minutes from Duke, NCCU, & UNC

Cozy, wheelchair-accessible, recently renovated cabin with unique decor and a sitting porch, located in a beautiful, mature, piedmont forest that abounds with wildlife and has hiking trails along New Hope Creek. Ideal for a quiet retreat but only 8 minutes from UNC Hospital, Hillsborough Campus and within 15 to 25 minutes from Duke University, University of North Carolina at Chapel Hill, North Carolina Central University and historic downtown Hillsborough. Guests of all walks of life welcome.

7–14 Jan

Guest house in Saxapahaw

The Yurt at Frog Pond Farm

Our yurt (30' dia.) is rustic, beautiful, quiet, in deep woods with deck overlooking pond. Great for couples, small families (not childproof). Includes hot tub & Poetry Walk. Beds are futons. It's warm June-Aug. (no A/C, plenty fans), but way cooler than the city. It's cold Nov.-March (wood stove heat). Mini-fridge & microwave (no kitchen/plumbing). Bath-house is 2-min. walk (toilet, sink, shower). Two minutes to Saxapahaw. Read description for more info. SERIOUSLY NO PARTIES. And no dogs.

30 Jul – 6 Aug

Guest house in Hillsborough

Hummingbird Retreat

Airy and open, private and quiet! Come get away from it all and still be a short drive to all that the Triangle has to offer! High quality cottage style carriage house loft with full bath & private entrance - luxurious king-sized bed, Bonavita coffee maker, and handy microwave and mini fridge. Located just 4 miles south of hip and historic downtown Hillsborough in a rural, wooded country setting. Close access to Duke, UNC Chapel Hill; and Elon University is 27 miles west on I40.

12–19 Sep

Bungalow in Chapel Hill

Blackwood Mt Bungalow In the Woods with Sauna

A peaceful place, perched on a hillside in the woods, with sounds of farm animals and wild birds. The Bungalow is stylish and comfortable, with a large triangular window, king-sized bed, well-stocked galley kitchen, indoor COMPOST TOILET, indoor shower, and three different porches. Don't miss our SAUNA experience! In the yard, we have chickens, a veggie garden, wood-fired PIZZA OVEN and nearby hiking trails. Our lifestyle embraces beauty and sustainability through permaculture.

16–23 Jul

Cabin in Hillsborough

Spacious Poolside Guesthouse on Private Pond

Our 67-acre property, Split Rock, is located 25 min. from Duke University and UNC-Chapel Hill. We are also 15 min. from Carrboro & Hillsborough, a historic, walkable community. Our guesthouse is a large pool cabana with kitchenette & queen bed overlooking a 4.5-acre pond surrounded by uninterrupted woodland. You are welcome to canoe, fish, walk our trails, play disc golf, or just enjoy the peaceful view. Split Rock is ideal for couples and solo travelers.

29 Jun – 6 Jul

Guest house in Rougemont

Cozy Cottage on a Hilltop

Private cottage for people & pets (please indicate what kind of pets you are bringing). The cottage offers beautiful views of the countryside overlooking the pastures. There is a private seating area by the side of the cottage where you can enjoy amazing sunrises with a cup of coffee or cocktails in the evening. My 2 acres of property offer privacy and quiet atmosphere to enjoy a peaceful retreat. Please let me know the ETA the day of the arrival.

25 Jun – 2 Jul

Guest suite in Chapel Hill

Private retreat close to Chapel Hill!

Welcome to our newly renovated full apartment with a private entrance and patio. Easy access to UNC, Duke and historic Hillsborough. Set in the country, there is plenty of yard to run and play. This peaceful setting is a place to take a deep breath, sip some sweet tea and relax. This area boasts great outdoor activities with equal distances between Chapel Hill and Hillsborough's vibrant downtowns.

2–9 Aug