Family-friendly vacation 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

KitchenFamilyHeating

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.

FamilyKitchenWifi

4.89 out of 5 average rating, 120 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.

Home in Apex

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!

Indoor spacesFamilyCheckout

5.0 out of 5 average rating, 200 reviews

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.

Home in Apex

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

KitchenIndoor spacesOutdoor spaces

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

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.

FamilyIndoor spacesSleep quality

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, 197 reviews

Luxurious Modernist Tree House

Stunning, private, and truly one-of-a-kind—this unique home is perfect for a vacation, staycation, special occasion, or simply celebrating everyday life. Designed by renowned modernist architect Frank Harmon. The 2,128-square-foot residence sits on 1.3 acres and was crafted with meticulous attention to detail. Inside, you’ll feel nestled among the treetops while remaining conveniently close to restaurants, shopping, downtown Raleigh, WakeMed, UNC, Duke, and Research Triangle Park.

FamilyIndoor spacesComfort

5.0 out of 5 average rating, 222 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!**)

FamilyIndoor spacesQuiet

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) .

FamilyIndoor spacesValue

A welcoming front porch features white railings and steps leading to a well-maintained pathway. Lush green bushes and flowering plants surround the entrance, contributing to a serene outdoor ambiance. A bright blue sky serves as a backdrop, enhancing the inviting feel of the space.

4.92 out of 5 average rating, 126 reviews

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!

FamilyIndoor spacesWalkability

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 spacesFamilyValue

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, 193 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 spacesKitchenPool

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!

FamilyIndoor spacesBathroom

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

KitchenFamilyParking

5.0 out of 5 average rating, 319 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

FamilyKitchenQuiet

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, 112 reviews

Ebenezer Home w/ LAND + HOT TUB!

KitchenFamilySleep quality

4.96 out of 5 average rating, 104 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.

KitchenIndoor spacesBathroom

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, 99 reviews

Raleigh Risque’ Room | Couples’ Retreat & Playroom

Indoor spacesKitchenComfort

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

KitchenFamilyWalkability

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 spacesKitchenBathroom

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

KitchenFamilyLayout

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 188 reviews

Home in Apex

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

Indoor spacesKitchenPets

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

Indoor spacesFamilyQuiet

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

FamilyKitchenQuiet

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, 338 reviews

Charming Downtown Cary Bungalow with fenced yard

FamilyIndoor spacesHeating

4.96 out of 5 average rating, 651 reviews

A modern tiny house is nestled among lush greenery, featuring large windows that invite natural light. A wooden pathway leads to the entrance, surrounded by a variety of plants and trees, creating a serene and secluded atmosphere.

Tiny home in Durham

Modern Tiny House Near Duke & Downtown

FamilyKitchenHospitality

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

KitchenFamilyPets

5.0 out of 5 average rating, 191 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

KitchenIndoor spacesDecor

4.98 out of 5 average rating, 506 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

FamilyKitchenSleep quality

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 265 reviews

A comfortable living area features a gray sofa adorned with decorative pillows, complemented by a brown armchair. A wooden coffee table with a geometric design sits centrally, while a light rug adds warmth. Natural light filters through a window, enhancing the serene ambiance.

Townhouse in Cary

Centrally Located Modern Cary Townhome

Indoor spacesFamilyLong stay

4.94 out of 5 average rating, 454 reviews

Guesthouse in Raleigh

Raleigh Oasis Close to it All

FamilyKitchenNearby

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, 142 reviews

Serene Landing Place near Downtown Cary

Indoor spacesKitchenAir conditioning

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, 143 reviews

Horse farm, serene, secluded, creekside suite

FamilyKitchenValue

4.99 out of 5 average rating, 202 reviews

Guesthouse in Raleigh

Relaxing Saltwater Pool Oasis and Modern Retreat

FamilyIndoor spacesCheck-in

Superhost

A spacious single-level home is visible from the water's edge, surrounded by lush greenery and seasonal trees. A large deck extends from the house, providing an unobstructed view of the serene lake and expansive lawn that slopes gently toward the water.

Home in Sanford

4.86 out of 5 average rating, 107 reviews

Paradise on Earth

FamilyKitchenDecor

5.0 out of 5 average rating, 203 reviews

A serene backyard is framed by lush greenery and features a pristine saline pool with bench seating. Several deck chairs are arranged under large umbrellas, and the nearby wooden fencing adds a sense of privacy.

Guesthouse in Durham

Chic Poolside Hideaway Near Duke & UNC

KitchenIndoor spacesBackyard