Holiday rentals in Holly Springs

Carriage House at Bracken in Downtown Location

New, private and quiet colonial Carriage House overlooking a park in historic downtown Fuquay-Varina. A lovely half mile walk to both Fuquay and Varina town centers with easy access to eateries, breweries and boutiques. Kitchen has full fridge, microwave, toaster oven, sink, 2 burner cooktop, Keurig with milk frother, coffee and tea supplies, cooking utensils, pots, pans, silverware, breakfast table and chairs. Our place has a queen bed, antique tall boy dresser, oak rocking chair, couch, and TV

"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.

Convenient 1-Bedroom Apartment w/ Private Entrance

This fully-furnished one-bedroom "garage apartment" is attached to our main home, but you will have your own private entrance! You can expect this to be your home-away-from-home with all the practicalities and necessities taken care of. No stairs are required to the ground-floor entrance except for two little ones in front of the door. Popular for shorter stays, but more than suitable for longer stays, with ample storage, a combo W/D, compact D/W, and dedicated HVAC system. Amazing location!

Calumet's Getaway - Blocks from Downtown Apex

Charming, comfortable home w/garage just blocks away from Historic Downtown Apex. Enjoy strolling the downtown streets loaded with shops, restaurants. Every detail has been considered for your comfort. Wood flooring, soft warm throws, cheery bedrooms w/the finest quality mattresses & bedding! Master bdrm features a king bed & the 2nd bedroom has a queen. The 3rd bedroom has a daybed & desk/workspace so that you can work from home in comfort. Pets on case-by-case basis w/pet fee

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.

Spacious 3-bedroom home close to Raleigh

Great neighborhood with lots of space inside and out of this home plus you are close to all the action in Cary, Apex, Raleigh, Holly Springs & Garner! This cozy home nestled in the woods has 3 second floor bedrooms, grilling deck, downstairs patio & fenced back yard for the pups! Huge windows allow you to relax & enjoy the open space around you. Open kitchen w/ wolf gas cooktop for the chef and stocked pantry. Come visit this little getaway in Apex! We would love to have you!

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) .

Perfect whole house 3 bedroom retreat

Whole house with perfect Location is 7 blocks to downtown Apex. Lots of Shopping, breweries and restaurants to pick from in walking distance. This 1960’s 3 bedroom 1 1/2 bathroom ranch, lots of parking , very pet friendly with a great fenced front yard is perfect for your visit. Light and bright Spacious living room along with a open concept, large gourmet kitchen includes everything you need if you chose to stay in one evening for a meal.

Cary Urban Oasis

Come relax in your very own Urban Oasis, a light-filled, peaceful condo close to everything the Triangle has to offer. Our condo is the top floor and shares only the floor with a neighbor. The large windows let in a lot of light giving it an air of tranquility and privacy. The views from the condo look out on a large green space, including a parkway you can take to the shopping center down the road or off into the woods for some exercise.

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.