Vacation rentals with outdoor seating in Holly Springs

Timberwood Tiny Home

Timberwood Tiny Home is a place to rest your head & heart in Efland, North Carolina. The peaceful retreat is down a country road approximately 10-minutes from downtown Hillsborough. The 200 square foot tiny home is on a private corner of 8-acres shared with our main house. It features Scandinavian-style details, two beds, a spacious porch, abundant natural light, a wood-fired hot tub, barrel sauna, cold plunge, and more. There are features of the home that may make it unsuitable for children.

One bedroom studio suite

Welcome to our home! Come stay in our quiet and serene suite, complete with its own private entrance. Cook delicious meals in a real kitchen with full size fridge, stove, & microwave (coffeemaker & toaster too). Sleep well on the adjustable memory foam queen bed. Relax on the sofa and enjoy various streaming services. Get some work done at the desk with the included wifi. Have a friend stay on the queen sleeper sofa. This is our home. You may see or hear our family & dogs around the property.

Entire House - Elegant 3 bedroom, 2 bath ranch

Discover the unique charm of our one-of-a-kind ranch house, featuring a stunning deck overlooking a serene, wooded backyard. This property boasts stylish furnishings and exceptional amenities, ensuring a comfortable stay. Conveniently situated near a variety of shopping and dining options, the house is also just 2 miles from the prestigious Prestonwood Country Club. For nature enthusiasts, the Cary Bond Park walking trail is a mere 0.2 miles away, perfect for morning strolls or evening walks.

Chic pet-friendly bungalow

Remodeled w all the comforts you desire...soft sheets, fluffy pillows, blackout curtains, oversized shower, Keurig coffee maker, comfy family room w large TV, relaxing outdoor space! Minutes to downtown, convention center, PNC, Red Hat, Dorothea Dix Park, Walnut Creek, award-winning fine dining or local dives, breweries, boutiques & I-440 making an easy trip to the airport. Huge fenced backyard for fur babies (please include them in registration). Host easily accessible! Must be 25 or older.

"Wit's End" welcomes you! 2BR comfy guest house

Be our guest at Wit's End, a separate 2BR, 1 bath carriage house on our property in Holly Springs. Located in a quiet, safe neighborhood. Handicap-accessible and compliant. Natural light permeates the house in its wooded setting, and it is equipped with new paint, furnishings and linens. Private entrance, dedicated parking spaces, powerful WIFI and a fully-equipped kitchen to provide you with all the comforts of home. Convenient access to Raleigh, Durham, Chapel Hill, and the RDU airport.

Designer Cabin • Wooded Acre • Epic Coffee Bar

'Owl or Nothing' is a designer cabin on a quiet, wooded 1-acre lot-fresh, spotless, and stocked for easy stays. Unwind in the zero-gravity hanging chair, sleep in fine linens, and cook in a fully equipped kitchen. The star: a barista-style coffee station. Private, secluded, and peaceful yet minutes to dining and shops; a quick hop to Downtown Raleigh, Cary, and Apex, plus Historic Yates Mill and Lake Wheeler Beach. Ideal for a weekend escape, work trip, and mental health resets. See reviews!

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.

The Apex Abode | 3-bed house near downtown

Welcome to our cozy little home! It's the perfect spot to stay when visiting the Triangle region of NC. It has 3 bedrooms, 2 full bathrooms, a living room, a kitchen, washer/dryer, back deck, and fenced yard. Gigabit Fiber Internet. TVs have Disney+ and Hulu. Our house is located in a quiet neighborhood about a mile from downtown Apex and a mile from the US-1 exit. Self check-in. Newly renovated. New HVAC unit. We'd love to host y'all, whether it's a short or long stay!

Fuquay 3-Bedroom Single Floor Home!

Enjoy peaceful evenings on the expansive front porch or back deck of the one story historic home. Take a short stroll to downtown Fuquay-Varina for dinner at Vicious Fishes Brewery, Mason Jar Tavern, Annie’s Pizza or shopping at the local stores. A small fenced in backyard for your pup and plenty of yard on the sides for kids to play or to hang out. Lots of parking available plus carport. We would love for you to come be our Guest!

Hemingway’s Hideaway | 2BR w/ King + Pvt Patio

Inspired by Hemingway’s home in Key West, this 2BR/2.5BA townhome blends vintage comfort and literary flair. With a plush king bed, en-suite baths, smart TVs, fast Wi-Fi, and a private patio, it’s perfect for couples or small groups. Unwind on the leather Chesterfield sofa, sip coffee on the porch, or explore Fuquay’s local dining and shops nearby. A stylish and relaxing escape—now booking for fall and winter stays!

Guesthouse on private 16 acre country estate, pool

Sleepy Willow Retreat Private 1 bedroom guest house with private entry. This second floor apartment features great views of the 16 acre very private estate. Take a break and unwind at this peaceful retreat in the country, but still close to triangle locations: Downtown Raleigh 15m, Fuquay Varina 5m, Holly Spring 12m, Walnut Creek Amphitheater (Coastal Credit Union Music Park) 16m, Apex 15m.

Vintage Downtown Rancher

Charming 3 bedroom, 2.5 bathroom home in downtown Fuquay-Varina. Centrally located to walk to historic downtown Fuquay as well as downtown Varina. Family and dog friendly with fenced backyard for kids, dogs and relaxing. Modern vintage decor with lots of natural light and useful amenities. The kitchen is fully equipped for your stay and laundry is available.