Family-friendly vacation rentals in Holly Springs

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Holly Springs

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A distinctive bus conversion is surrounded by a gravel pathway and landscaped with low maintenance plants. The bus features a green and white exterior and is positioned adjacent to a cozy fire pit area with black chairs, providing a welcoming outdoor space.
Tiny home in Wake County
5 out of 5 average rating, 204 reviews

Big BUS-tiny living! w/Fire pit!

*CONSTRUCTION UPDATE - Pls msg before booking as there’s currently major construction going on right near Bus that we cannot control.* 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!

Top guest favorite
A modern loft studio is presented with a cozy queen bed, kitchenette featuring black granite counters, and a stylish seating area. Natural light enters through the windows. Decorative shelves provide storage, while a clock artwork enhances the contemporary design.
Guesthouse in Cary
4.99 out of 5 average rating, 362 reviews

Cary Downtown on the Park Studio Loft

In Cary's Cultural Arts District. BEST LOCATION IN CARY!!! ON THE NEW DOWNTOWN PARK. Amongst many eateries, pubs, venues, etc. See photos-Guide Book in listing. Free on-site parking. Quiet loft studio modern design, construction in separate building away from busy-noisy streets. On quaint alley w/ parking. Located directly across from new $65M park. BEST LOCATION IN THE RALEIGH- DURHAM AREA. 15 mins. to airport, RTP, Raleigh, NC State, PNC Arena. 30 mins. to Duke, Durham, UNC Chapel Hill.

Top guest favorite
A spacious living area features a comfortable sofa and a colorful area rug. A modern kitchen is visible, equipped with white cabinetry and appliances. The open layout includes a dining table, illuminated by natural light from the skylight and windows.
Guest suite in Cary
5 out of 5 average rating, 257 reviews

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.

Top guest favorite
A cozy living area is highlighted by an inviting red sofa and a flat-screen TV mounted on the wall. Natural light filters in through a nearby window, while a kitchenette with a microwave and mini-fridge is positioned on a shelving unit. Exposed wooden beams add character to the high ceiling.
Home in Hope Valley
4.92 out of 5 average rating, 101 reviews

Guest Suite: Artist studio turned into loft.

A guest suite that's a former artist studio with 10-15 foot high windows and 20 foot high ceiling, converted into one bedroom loft with private entrance, bath, living area, and kitchenette. The space is attached to the rest of my house, but you'll have a private entrance, your own bathroom, living area and kitchenette and two seat dining table. You will not have access to a full kitchen. New in September 2025: Blackout curtains provide privacy at night and a darker room for sleeping in.

Top guest favorite
The exterior of the carriage house is shown, featuring a brick façade and a covered entrance. Lush greenery from surrounding trees provides a natural backdrop. A spacious driveway extends to the side, with flower beds adding a touch of color.
Guesthouse in Holly Springs
4.99 out of 5 average rating, 147 reviews

"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.

Top guest favorite
A cozy living area is furnished with light-colored sofas and a wooden coffee table featuring a chess set. A fully equipped kitchen is visible in the background, complete with modern appliances. Colorful seating options, including a blue and yellow chair, add a vibrant touch.
Home in Fuquay-Varina
4.95 out of 5 average rating, 135 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?!

Guest favorite
The exterior of a cozy guest cottage is displayed, featuring a light grey facade with dark green shutters. Two rocking chairs are positioned on a wooden porch adorned with string lights. Surrounding trees exhibit vibrant autumn foliage, enhancing the secluded atmosphere.
Guesthouse in Wake County
4.74 out of 5 average rating, 137 reviews

Woodsy Cottage in Idyllic Southern Neighborhood

Cozy guest cottage backed by woods! 550 sq ft private house with loft bedroom, kitchen and bath (PLEASE NOTE NO FREEZER -only fridge) 30 min from Raleigh, Cary, Apex, and 10 min to Fuquay-Varina with 10 minute access to the 40. High speed wi-fi, smart tv, and complimentary coffee.Street parking-May not be a good fit for people with mobility issues. The front door is 110 steps from the street including a stone pathway down the lawn. Very dark at night-use phone light on path.

Top guest favorite
A dining area is presented with a round wooden table surrounded by four chairs. In the background, a modern kitchenette with a green sofa and TV is visible. A coat rack is situated near an open doorway leading to a bedroom. Soft lighting is provided by multiple table lamps.
Guest suite in Cary
4.99 out of 5 average rating, 179 reviews

Adorable downtown Cary apartment with fenced yard

Enjoy a relaxing and cozy experience at this centrally-located basement apartment. The location is within walking distance of restaurants, grocery stores, greenways and bustling downtown Cary. This space is also close to the Raleigh museum of art, PNC arena, RDU airport, RTP, Koka Booth, downtown Raleigh and short drive to Durham and Chapel Hill! A perfect location to explore and relax in the triangle. The space includes a washer and dryer and access to a fenced in yard.

Guest favorite
The living room features a sectional sofa adorned with cushions and a round coffee table at its center. A television stands on a wooden console, complemented by decorative wall art and plants. Natural light enters through a large window, dressed in soft curtains.
Home in Apex
4.9 out of 5 average rating, 381 reviews

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!

Top guest favorite
The exterior of the home features a modern facade with a combination of brick and wooden panels. Two stylish chairs are placed on a covered porch, with a bright orange door providing a bold contrast. The yard is well-maintained, featuring green grass and minimal landscaping.
Home in Fuquay-Varina
4.99 out of 5 average rating, 244 reviews

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) .

Superhost
The living room features a comfortable gray sofa and a stylish coffee table on a patterned area rug. Two windows allow natural light to fill the space, and a turquoise door creates a focal point. A green armchair and a television on a wooden stand add to the décor.
Home in Apex
4.9 out of 5 average rating, 302 reviews

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.

Top guest favorite
A comfortable living area features a large leather chesterfield sofa and an armchair, complemented by two woven chairs. A flat-screen Smart TV is mounted on the wall, and natural light enters through the windows, illuminating decorative plants and a subtle area rug.
Home in Fuquay-Varina
4.95 out of 5 average rating, 104 reviews

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!

Popular amenities for Holly Springs family-friendly rentals

When is the best time to visit Holly Springs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,124 GYDG$28,200 GYDG$28,200 GYDG$32,377 GYDG$32,377 GYDG$32,168 GYDG$30,915 GYDG$32,377 GYDG$31,333 GYDG$33,004 GYDG$33,631 GYDG$31,542 GYD
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Quick stats about vacation rentals that are family-friendly in Holly Springs

  • Total vacation rentals

    Explore 40 vacation rentals in Holly Springs

  • Nightly prices starting at

    Holly Springs vacation rentals start at G$8,355 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,600 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Holly Springs vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Holly Springs rentals

  • 4.9 Average rating

    Holly Springs stays are highly rated by guests—averaging 4.9 out of 5!