Family-friendly 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!

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!

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?!

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!

Big BUS-tiny living! w/Fire pit!

The perfect getaway to experience tiny living in a Big BUS! You will love this unique, custom built & one of a kind bohemian inspired Bus! Located on a private lot surrounded by beautiful trees! Only 30 minutes outside of downtown Raleigh and close to all of southern Wake/Harnett County. Enjoy a unique glamping tiny home experience as you relax by the fire pit! (**there has been on & off construction near the property. Msg prior for latest update!**)

Updated Home near Downtown Cary & The Fenton

COMPLETELY RENOVATED home, minutes from ALL Downtown Cary has to offer! Restored Original Hardwoods & LVT throughout. Updated kitchen w/ large island, SS appliances, Quartz counters & Champagne finishes throughout. This house boasts 2 large living areas with lots of natural light. Gorgeous Master Bath. Beautiful Hall Bath. Large fenced-in back yard with deck off sunroom. Front of home freshly landscaped with 2 large parking pads for extra parking.

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) .

BOHO BUNGALOW - STEPS FROM HISTORIC DOWNTOWN APEX

A MUST SEE 5-STAR BUNGALOW! This stylish space is newly rennovated. New appliances, flooring, kitchen and furniture. It is less that 100ft from shops, restaurants, and bars in Historic downtown Apex. You will not find a better location! This space boasts a BOHO/Mid Centry Modern design. WASHER and DRYER included in unit. TWO Amazon SMART TV's with various streaming services. Sleeps 3 adults or 2 adults and 2 children on fold out couch.

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!