Pet-friendly holiday rentals in Holly Springs

Benny's Bungalow

Enjoy easy access to everything from this perfectly located end unit condo! Benny's Bungalow in Five Points, Hyde Park area is renovated, cozy, and relaxing! The condo lives large while being compact, with TVs, ceiling fans, mirrored closets, queen bed in guest room, king bed and desk in the master bedroom. Bright and open living area w/ fully renovated bath and kitchen makes living simple! Enjoy the quiet outdoor area w/ seating, and walkable to restaurants, bars, and breweries! Pet friendly!

Charming Downtown Cary Bungalow with fenced yard

Come stay in downtown Cary in our cozy yet stylish home that's so close to everything, it's ridiculous! Come relax on our couch and watch your favorite shows on the frame TV that doubles as artwork. We've got fiber for all your streaming and work needs. Home design is something we definitely love, but hospitality is our true passion. We want you to feel like family. Whatever you need, we got you! **We charge a separate $30 per pet/per night fee AFTER you book. 🐩 see house rules for info.

Charming Downtown Apex Home with King bed

Fully renovated 2 bedroom 1.5 bathroom duplex that sleeps up to 5 people walking distance from charming downtown Apex. The home features 1 King bed, 1 queen bed, & an extra long twin bed. It is 1.5 blocks from Salem Street which is exploding w/ restaurants, live music, boutiques, wine & beer tasting, bakeries, coffee and ice cream shops, arts, local train station, skate & sports parks, recreation areas, & walking trails, f & festivals . $150.00 Additional cleaning fee charged for smoking

"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.

Convenient 1-Bedroom Apartment w/ Private Entrance

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. No stairs are required to the ground-floor entrance except for two little ones in front of the door. Popular for shorter stays, but more than suitable for longer stays, with ample storage, a combo W/D, compact D/W, and dedicated HVAC system. Amazing location!

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

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.

"Forest Garden" A One Bedroom Retreat

A 600 s.f. cottage retreat designed by Robert Phillips. One bedroom, full bath and kitchen, and spacious living room. Ten ft. ceilings and fine architectural details; terraced; fountains nestled in a tree grove on 10 acres with foot paths. 15-20 minutes to Chapel Hill/Carrboro, University of North Carolina; Pittsboro and the Saxapahaw arts community on the Haw River. When making a reservation there is a $30 per trip pet fee for each pet. WiFi: See "Other details to note" below.

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!

Rustic Cabin on a Working Farm in Durham

Come get away from it all—while conveniently close to everything—at Laurel Branch Gardens, a 12-acre farm that uses organic growing practices. About 100 yards from the farm house, the cabin is a renovated tobacco barn with a sleeping loft, full kitchen, bathroom (with a shower and composting toilet), and living area. Meet the pigs and chickens. Lay in the hammock. Listen to bird calls. During June and July u-pick blueberries will be available for harvest for $3.50/lbs.

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.

Boho Hideaway in Cary - near RDU & downtown

We accommodate stays for 30 days+! Drop us an inquiry! We are nestled on a tree lined road, just 5 minutes away from downtown Cary! Unwind in the nature filled environment, while still being close enough to get into the city. Walking distance to Greenway trail which is great for a stroll or exercise. 5 minutes to major shopping and eateries. 5 minutes to downtown Cary & 20 minutes to downtown Raleigh, 9 min to airport. Safe and serene. We are dog friendly!