Holiday rentals in Holly Springs

Main Level Suite | Close to Everything

Welcome to our peaceful Cape Cod-style home, tucked into a quiet neighborhood just 1- mile from downtown Apex. Thoughtfully furnished for comfort, this home is ideal for families, professionals, and guests who want a relaxing stay with easy access to shopping, dining, local parks, popular wedding venues & much more! First floor main bedroom ensuite. High speed internet & SMART TV. Self check-in. Sadly, no pets, even service animals, due to a disability of a family member that regularly visits.

"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!

Charming, spacious 2-BR home with free parking

Our space is nestled in a quiet neighborhood, in the center of a quaint, blooming town just south of Raleigh, near Holly Springs and Cary & within 5 min walking distance to parks, locally-owned breweries, bakeries/cafes, restaurants, & specialty shops. Here you'll find a comfortable, spacious 2 br/2bath home with fully functioning kitchen. We are excited to share our space with you. Our goal is to exceed your expectations and make your stay the most pleasant. Won't you Be Our Guest?!

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.

Guest House on the Cary Downtown Park!

The Park House is a one bedroom guest house located on the new Downtown Cary Park with a luxury king bed, comfy sleeper sofa, two HD SmartTVs, high speed wifi, full kitchen, & more! The beautiful reclaimed wood island doubles as a work area and there is an additional small desk in the bedroom. With walkable access to downtown shops and brew-pubs, dedicated parking and secure self check-in, The Park House in the heart of Cary, is perfect for get-aways or extended business stays!

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-Varina Home 5 min from Shopping and Dining

This Fuquay-Varina one-story Cul de sac home offers a fireplace, granite kitchen counter tops, master bath granite vanity, and an uncovered deck. Just 5 min. from historical down town Fuquay-Varina restaurants, shops, pubs and more. We are a pet friendly house with a large fenced in back yard for the kids and pets to play. Smart TVs in every room, WIFI, cable, washer, dryer, Fully equipped kitchen incl. fridge, dishwasher, microwave, kurig, pots, pans, etc...

Downtown Mid-Century Library House

Unique property in the heart of Fuquay-Varina. Built in 1960, this building functioned as the town library for over a decade. Fully renovated in 2020 and converted into a spacious one bedroom home with Mid-Century Modern design features and furnishings. Smart TV w/WiFi. Walkable to everything downtown Fuquay has to offer including: Vicious Fishes Taproom (0.3 mi) - Cultivate Coffee (0.3 mi) - The Mill Cafe (0.4 mi) - Aviator Brewing (0.6 mi) .

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!

Second Home in Pittsboro, NC

This newly remodeled home is on 4 wooded acres in Pittsboro. It is one mile from Chatham Park, and close to the downtown shops and restaurants. It is convenient to drive to Jordan Lake, Fearrington Village, Chaple Hill, Apex, and Cary. Chatham County is one of the fastest growing in the state, but Pittsboro retains it's historic and eclectic roots. We are pet-friendly, with a fenced in backyard.

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.