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

Welcome to Wit's End, a separate 2BR, 1 bath carriage house on our property in Holly Springs. Located in a quiet, safe neighborhood. Handicap-accessible, though master bed sits somewhat high. 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 fully-equipped kitchen for all the comforts of home. Convenient access to Raleigh, Durham, Chapel Hill, and the RDU airport.

Coziest Apex 3BR Cottage - Quick Walk to Downtown

Located just a 5-minute walk from historic Downtown Apex, Anam Cara Cottage is a charming 3BR retreat ideal for weekend getaways, family stays, and business travel. Enjoy walkable access to local shops, restaurants, and cafés, along with a comfortable, thoughtfully designed space to relax and unwind. Anam Cara is a Gaelic phrase meaning “soul friends,” and this cottage was created with that spirit in mind — a warm, welcoming place to reconnect, recharge, and feel at home. Come stay with us!

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

Spacious family fun Compound

The whole group will be comfortable yet cozy in this spacious property we have named the Cozy Compound! Located just 3 miles from downtown Fuquay Varina this property is fenced in with three detached buildings for your group to spread out and enjoy. Total of 4 bedrooms and a pull out sofa in the game room. Kids indoor play area, pool table, darts and a poker table to keep all entertained. Outdoors you'll find 2 grills, a large covered firepit, corn hole boards and a horse shoe pit.

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!**)

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) .

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!

Centrally Located, Highly Efficient 1-Bedroom Apt

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. Popular for shorter stays, but more than suitable for longer stays, with ample storage, full desk with printer, combo W/D, compact D/W, and dedicated HVAC system. Amazing location!

Guesthouse on private 16 acre country estate, pool

Sleepy Willow's Magnolia Guesthouse 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.

Two Dachshund Farm (Lavender & Fiber Farm), LLC

Stay on a working fiber/lavender farm convenient to the Raleigh/Durham area - 20 min. from Interstate 85 & 50 min. from 95. Interact with our alpacas, sheep, llamas, Angora goats, donkeys, & more. Shop our farm store, stroll the property, feed treats to our animals. Twenty stairs lead up to the 700 sq ft over-the-garage apartment with private entrance. Includes a king bed & pullout 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!