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.

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

FamilyIndoor spacesBiking

4.93 out of 5 average rating, 297 reviews

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.

"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.

Indoor spacesFamilyCondition

4.98 out of 5 average rating, 167 reviews

A cozy living room features a classic brick fireplace, complemented by a large painting hung above. Natural light fills the space through two windows with blinds. A comfortable leather sofa, decorative ottoman, and a wooden coffee table with a lit candle create a welcoming atmosphere.

4.88 out of 5 average rating, 122 reviews

Center St Retreat - 1 Block from Downtown

This quaint 3-bedroom property is JUST STEPS from local shops, restaurants and other downtown attractions. Enjoy a 5-minute walk to Common Grounds Coffee, Apex Outfitters or The Peak on Salem plus more! The stylish home boasts three bedrooms with both king and queen sized beds, 44" SMART TV's, full sized washer /dryer and dedicated workspace! Its decorated with modern farmhouse decor with each bedroom having it's own unique style. Fenced yard. Inquire about pets. We can’t wait to host you!

KitchenIndoor spacesGetting around

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.

5.0 out of 5 average rating, 203 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

FamilyKitchenBarbecue

4.97 out of 5 average rating, 191 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

Indoor spacesFamilyNearby

A well-lit bedroom features a spacious bed with neutral bedding and decorative pillows. A dresser with a dark finish stands against the wall, complemented by a modern art piece. Natural light enters through large windows, partially covered by light curtains.

4.89 out of 5 average rating, 104 reviews

Cozy Historic Home-Downtown Apex

Look forward to a wonderful stay in our refurnished historical home, built in 1910. Located in Historical Downton Apex, you are in the center of local shops, restaurants, parks, and more waiting to be explored. Our clean and modern home features include a laundry room, a full-kitchen, and reliable internet service. Outside of the house, you can pick fresh pecans seasonally in the front of the house or relax in the fenced backyard with a gazebo, fire-pit, and waterfall fish pond.

Indoor spacesKitchenCleanliness

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!

KitchenIndoor spacesBarbecue

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, 260 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 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, 116 reviews

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.

FamilyKitchenLaundry

4.93 out of 5 average rating, 437 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

Beautiful setting on 8 acres near Jordan Lake and the American Tobacco Trail - 30 minutes or less to RDU, RTP, Raleigh, Durham and Chapel Hill. Full use of a private 2 bdr guesthouse with a spiral staircase leading to a loft bedroom. Downstairs, soaring 20 foot ceilings and huge windows look out on our horse pastures. Ideal for fishing stays - less than 10 minutes from Jordan Lake, and plenty of parking. Level 2 EV charging available.

Indoor spacesFamilyView

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.

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.

KitchenIndoor spacesView

4.94 out of 5 average rating, 198 reviews

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, 130 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

Indoor spacesFamilyWalkability

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

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, 266 reviews

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

Indoor spacesFamilyValue

4.96 out of 5 average rating, 108 reviews

A view from a covered porch descends onto a stone pathway leading to a fenced inground pool. Surrounding foliage provides a natural backdrop, while lounge chairs are arranged along the edge of the pool. Colorful landscaping enhances the outdoor setting.

Home in Garner

Fence house w/private pool, hot tub,fire pit.

Indoor spacesFamilyHospitality

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.

5.0 out of 5 average rating, 114 reviews

Ebenezer Home w/ LAND + HOT TUB!

Indoor spacesKitchenOutdoor spaces

4.95 out of 5 average rating, 155 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

FamilyKitchenTV

4.85 out of 5 average rating, 184 reviews

Private Hot Tub • Fire Pit • BBQ • Games

KitchenFamilyGetting around

An intimate room features rich black walls and warm wooden flooring. A crystal chandelier adds elegance above, while a red bench and exercise equipment provide functional spaces. Soft red lighting and dark curtains create a relaxing and private atmosphere for guests.

4.98 out of 5 average rating, 102 reviews

Raleigh Risque’ Room | Couples’ Retreat & Playroom

Indoor spacesFamilyHot tub

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, 102 reviews

Hot Tub/ Playground/ Fire Pit/ Backyard Retreat

Indoor spacesKitchenSleep quality

5.0 out of 5 average rating, 324 reviews

The tiny home is positioned amid a grassy area, surrounded by tall evergreen trees. A vibrant flower bed blooms in the foreground, showcasing a mix of colors against the lush greenery.

Tiny home in Efland

Timberwood Tiny Home

KitchenIndoor spacesHospitality

Family- and pet-friendly home rentals

The exterior of a single-family home is shown, featuring white siding and bright red door. Solar panels are installed on the roof, and a flowering shrub adds color to the front yard. A paved driveway and manicured lawn complete the inviting scene.

4.8 out of 5 average rating, 234 reviews

Walk to Downtown 3BR | Fenced Yard + King Suite

KitchenFamilyBathroom

4.87 out of 5 average rating, 167 reviews

Private & Group Friendly | Yard & Fire Pit

FamilyIndoor spacesAccess

4.99 out of 5 average rating, 197 reviews

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.

Home in Cary

Blue house by the Park

Indoor spacesKitchenLong stay

4.98 out of 5 average rating, 514 reviews

The cabin features a rustic exterior with a mix of red siding and metal accents, framed by lush greenery. A spacious deck extends out, supported by wooden beams, providing access via a set of steps. Large windows allow natural light to enter the living area.

Farm stay in Durham

Rustic Cabin on a Working Farm in Durham

Indoor spacesKitchenLocation

A spacious living area features two plush couches in a warm orangish tone, paired with a stylish coffee table. Sunlight brightens the space through the windows, with an open layout leading to the adjacent kitchen that showcases modern appliances and sleek cabinetry.

4.88 out of 5 average rating, 129 reviews

7bd Forest Walk: Lake Retreat | 5-min to NCSU

FamilyIndoor spacesLaundry

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.

Cozy bungalow in heart of downtown Fuquay Varina

FamilyKitchenParking

4.92 out of 5 average rating, 107 reviews

4.92 out of 5 average rating, 137 reviews

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.

Home in Cary

Cary Top Location Ranch Home

Indoor spacesKitchenCheck-in

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.

4.95 out of 5 average rating, 105 reviews

Spacious family fun Compound

KitchenIndoor spacesPets

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 145 reviews

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.

Home in Cary

Serene Landing Place near Downtown Cary

KitchenIndoor spacesSleep quality

4.88 out of 5 average rating, 270 reviews

A spacious living area features a large television mounted on a light-colored wall. Comfortable seating is arranged around a central wooden coffee table, with two armchairs and a sofa. Soft lighting is provided by a lamp on a side table, enhancing the inviting space.

Townhouse in Cary

Cozy Cary Townhome

FamilyIndoor spacesBackyard

5.0 out of 5 average rating, 103 reviews

A well-lit hallway features neutral gray walls and dark wood flooring. White paneling lines the lower section of the walls, complemented by a decorative runner. Double doors on either side lead to additional spaces, while a front door provides natural light and outdoor views.

Townhouse in Morrisville

Where Relaxation Meets Home/POOL/KING suite/RTP

Indoor spacesFamilyValue

5.0 out of 5 average rating, 195 reviews

A wooden sign welcomes visitors to Two Dachshund Farm, featuring the farm's name in bold green and orange lettering. Decorative silhouettes of dachshunds are displayed on either side. Surrounding the sign is a patch of green grass and flowering plants, enhancing the inviting atmosphere.

Farm stay in Franklinton

Two Dachshund Farm (Lavender & Fiber Farm), LLC

Indoor spacesKitchenAmenities

4.95 out of 5 average rating, 460 reviews

Guesthouse in Raleigh

Raleigh Oasis Close to it All

Indoor spacesFamilyOutdoor spaces

4.98 out of 5 average rating, 132 reviews

A cozy living area presents a neutral color palette featuring a pair of sofas with decorative pillows. A modern television is positioned on a white media console, while a decorative coffee table complements the space. Natural light fills the room through a nearby window.

Condo in Cary

Lovely condo on the Greenway—near Raleigh

FamilyIndoor spacesLaundry

4.99 out of 5 average rating, 204 reviews

Guesthouse in Raleigh

Relaxing Saltwater Pool Oasis and Modern Retreat

KitchenFamilyComfort

A private pool surrounded by lush greenery showcases clear blue water under bright natural light. A wooden deck with seating is visible nearby, complementing the tranquil outdoor setting. The area features tall trees providing shade, enhancing the inviting atmosphere for relaxation and gatherings.