Family-friendly holiday rentals in Holly Springs

Guesthouse in Fuquay-Varina

A charming two-story carriage house is seen surrounded by lush greenery. The exterior features a combination of wood siding and steeply pitched rooflines, with large garage doors that embody a classic colonial style. Sunlight bathes the scene, enhancing the serene, outdoor ambiance.

4.93 out of 5 average rating, 296 reviews

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

Indoor spacesFamilyCheck-in

Guesthouse in Holly Springs

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.

4.98 out of 5 average rating, 163 reviews

"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.

KitchenIndoor spacesParking

A comfortable living room features two light-colored sofas and a wooden coffee table. A ceiling fan is visible above, and a fireplace is positioned against one wall. Light enters through two side windows, enhancing the cozy ambiance of the space.

5 out of 5 average rating, 201 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

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The ranch home is set among tall trees, featuring a light-colored exterior and a two-car garage. A concrete driveway leads to the entrance, surrounded by a natural landscape of falling leaves. The home has multiple windows allowing for natural light.

4.92 out of 5 average rating, 137 reviews

Cary Top Location Ranch Home

Location. Location. Location. This ranch home is in the heart of Cary, right off of cary parkway and the major high ways. Right behind and walking distance from Shoppes of Kildaire which has Trader's Joes, Barnes and noble and Aldi. Two minutes from WakeMed Cary hospital. Right behind house backyard is an open field with a nice pond. Five minutes to Cary downtown and less than five minute to upper scale Fenton plaza. House has been newly renovated with new paint, floors and windows.

FamilyKitchenLong stay

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.

4.94 out of 5 average rating, 145 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?!

KitchenIndoor spacesAccess

4.97 out of 5 average rating, 188 reviews

Modern 3-Bdrm One-Level w/Fenced Backyard - Apex!

Modern, open, bright, & clean 3-bedroom one-level home w/High Speed Internet, Smart TV's & Cable. Fully equipped kitchen, rear deck & fenced backyard! Close to downtown Apex, Ting Stadium, Pleasant Park & Kelly Road Park, several wedding venues, and restaurants & shopping. Self-check in. All linens provided. Children & pet friendly (up to 2 pets). If you are traveling w/a group larger than 6, the house directly across the street is also available: airbnb.com/h/apexcutecottage

FamilyIndoor spacesWalkability

A spacious living area features a stone fireplace as a focal point. Comfortable seating is provided by a pair of soft armchairs and a cozy sofa. Natural light filters through wooden blinds, illuminating the wooden furniture and decorative elements in the room.

4.93 out of 5 average rating, 131 reviews

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!

Indoor spacesFamilyHospitality

5 out of 5 average rating, 224 reviews

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

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!**)

Indoor spacesKitchenDecor

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.

4.99 out of 5 average rating, 258 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) .

KitchenIndoor spacesHeating

4.98 out of 5 average rating, 269 reviews

Guest suite in Cary

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!

Indoor spacesFamilyOutdoor spaces

Guest suite in Willow Springs

An aerial view captures the private guest house on the left, set against a lush green backdrop. A spacious main house is visible on the right, with a pool and patio area seen in the distance. The expansive lawn surrounds the entire scene.

4.95 out of 5 average rating, 194 reviews

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.

Indoor spacesFamilyHeating

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.

4.94 out of 5 average rating, 126 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!

KitchenFamilyAmenities

Popular amenities for Holly Springs family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 434 reviews

A spiral staircase is seen in the corner of a sunlit room with high, sloped ceilings. The staircase features a wooden handrail and black steps, leading to a loft area. Artwork is displayed on the walls, enhancing the space's character.

Guesthouse in Apex

Country place close to all Triangle locations

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4.93 out of 5 average rating, 197 reviews

Guesthouse in Raleigh

2nd Floor Poolside Apartment • Raleigh, NC

Indoor spacesKitchenGetting around

4.95 out of 5 average rating, 196 reviews

A serene outdoor seating area is highlighted by two stylish, woven chairs adorned with soft cushions. A round table sits between them, complemented by decorative accents. Soft lighting from overhead string lights creates a cozy atmosphere, enhancing the inviting space for relaxation.

Cottage in Wake Forest

The Glam Cottage, Glamorous Southern Charm & cows.

Indoor spacesKitchenWi-Fi

4.99 out of 5 average rating, 111 reviews

The exterior of Cedar Serenity Guest House is depicted, showcasing a modern design with a combination of wooden and dark paneling. Surrounded by fall foliage, the house features large windows and a cozy porch area. The landscape includes scattered fallen leaves and trees, enhancing the natural setting.

Cottage in Siler City

Cedar Serenity – Private Romantic Retreat

Indoor spacesKitchenCheck-in

A screened porch is furnished with comfortable seating, including a woven couch adorned with decorative pillows. A stylish fire pit is centered on a vibrant area rug featuring floral patterns. Lush greenery is visible outside, complementing the tranquil atmosphere.

5 out of 5 average rating, 112 reviews

Ebenezer Home w/ LAND + HOT TUB!

Indoor spacesKitchenQuiet

An inviting living room features a large stone fireplace as the focal point, surrounded by rich furniture. A beautifully decorated Christmas tree adds a festive touch, while a patterned area rug lies beneath a spacious coffee table, creating a cozy gathering space.

4.97 out of 5 average rating, 265 reviews

The Retreat-Hot Tub-Theater-Bar-6000sqft

FamilyIndoor spacesHeating

4.95 out of 5 average rating, 153 reviews

A hot tub bubbles invitingly in the foreground, while a rustic house with warm lighting is visible in the background. Strings of lights illuminate the outdoor area, and lush trees frame the serene setting, creating a tranquil ambiance.

Home in Youngsville

Modern Woodland Retreat

FamilyKitchenComfort

Superhost

A private backyard features a hot tub surrounded by a wooden wall, providing a secluded area for relaxation. Nearby, a playground structure with a slide and swings stands on a grassy lawn, complemented by a fire pit area for cozy gatherings.

4.86 out of 5 average rating, 99 reviews

Hot Tub/ Playground/ Fire Pit/ Backyard Retreat

Indoor spacesKitchenAmenities

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 165 reviews

Private & Group Friendly | Yard & Fire Pit

KitchenIndoor spacesNearby

The front yard of a ranch home features a gently sloping walkway leading to the entrance. Lush greenery surrounds the house, complemented by a fenced perimeter. A well-maintained lawn offers ample space for pets and outdoor activities.

4.93 out of 5 average rating, 115 reviews

Perfect whole house 3 bedroom retreat

KitchenFamilyLaundry

Bungalow in Fuquay-Varina

A bright living area features a green sofa positioned beside a light-filled window. Two wooden chairs face a coffee table atop a textured rug. Soft curtains filter natural light, enhancing the ambiance. A modern light fixture provides additional illumination, complementing a colorful wall art piece.

4.92 out of 5 average rating, 107 reviews

Cozy bungalow in heart of downtown Fuquay Varina

Indoor spacesFamilyBackyard

The exterior of the main house showcases a charming, single-story structure with white siding and a dark roof. A front porch features steps leading to the entrance. Lush green grass surrounds the home, and neatly trimmed bushes create a welcoming landscape.

4.96 out of 5 average rating, 104 reviews

Spacious family fun Compound

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4.99 out of 5 average rating, 165 reviews

The exterior of the bunkhouse features a welcoming porch with a stylish railing. A manicured lawn surrounds the building, with a stone path leading towards chairs set up in a fire pit area. Trees and a clear blue sky are visible in the background.

Farm stay in Apex

Christmas Tree Farm Bunkhouse near Jordan Lake

Indoor spacesKitchenView

The bungalow features a charming blue exterior with white trim, surrounded by lush greenery. A pathway leads to the entrance, framed by well-maintained bushes and ornamental grasses. A small porch is visible on the left, offering a place to relax outdoors.

4.99 out of 5 average rating, 195 reviews

Blue house by the Park

FamilyKitchenGetting around

A spacious living area features large glass walls allowing natural light and views of surrounding trees. A unique wood coffee table is centered on a light rug. Two comfortable sofas provide seating, paired with a modern lamp and elegant decor.

4.95 out of 5 average rating, 198 reviews

Luxurious Modernist Tree House

FamilyKitchenOutdoor spaces

A spacious bedroom features a decorative gold canopy bed dressed in neutral linens and a textured throw. Two wooden stools sit at the foot of the bed. Natural light filters through wooden blinds, and additional art pieces adorn the walls, enhancing the inviting space.

4.99 out of 5 average rating, 339 reviews

Charming Downtown Cary Bungalow with fenced yard

FamilyKitchenAccess

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 181 reviews

The living area features a spacious sectional sofa accompanied by cozy armchairs. A coffee table sits on a patterned rug, with art pieces adorning the walls. A Smart HDTV is positioned on a decorative console, and natural light enters through high ceilings.

Townhouse in Cary

The Cloverleaf | 1K 1Q 1T | Near DT Cary & RDU

FamilyIndoor spacesHeating

4.95 out of 5 average rating, 456 reviews

Guesthouse in Raleigh

Raleigh Oasis Close to it All

FamilyKitchenQuiet

4.96 out of 5 average rating, 116 reviews

A serene view of a calm lake reflects blue skies with scattered clouds. Lush greenery surrounds the water, creating a peaceful natural environment. The scene is framed by nearby trees and well-kept grassy areas, enhancing the tranquil setting.

Condo in Cary

Lake view condo w/office, walk to food/greenway

KitchenIndoor spacesCheck-in

Farm stay in Hillsborough

Three horses of varying colors are seen standing near a wooden fence in a spacious pasture. A covered shelter is located in the background, while a clear blue sky with scattered clouds accentuates the serene landscape.

4.91 out of 5 average rating, 144 reviews

Horse farm, serene, secluded, creekside suite

Indoor spacesKitchenPool

4.99 out of 5 average rating, 202 reviews

Guesthouse in Raleigh

Relaxing Saltwater Pool Oasis and Modern Retreat

KitchenIndoor spacesPool

4.93 out of 5 average rating, 110 reviews

The living area features a sectional sofa positioned beside a decorative rug, complemented by a small desk and chair setup. Two windows are adorned with dark curtains, allowing soft natural light to illuminate the space. A television is mounted above a modern fireplace.

Guest suite in Raleigh

PLUSH COZY PRIVATE SUITE MINS from DOWNTWN RALEIGH

KitchenFamilyValue

The exterior of the home features a two-story layout with white siding and a striking red front door. Lush greenery surrounds the entrance, and a concrete path leads to the porch. Tall trees provide a natural and shaded ambiance in the front yard.

4.93 out of 5 average rating, 143 reviews

Serene Landing Place near Downtown Cary

FamilyIndoor spacesComfort