Guesthouse holiday rentals in Cary

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.

•Private Urban Oasis• Luxury Cal King bed

Minutes from downtown Raleigh, this private guesthouse is tucked away over the detached garage on the back of the property. Your own private entrance leads to a bright and open living space with lofty cathedral ceilings. Enjoy the comforts of a stocked kitchen, a quiet workspace, and a luxury California king bed. The cozy back patio is perfect for morning coffee! We are walkable to person street district, one block from the Brookside shops, and a short drive to NCSU. Permit #ZSTR-000021-2026

*NEW SAUNA - Modern Retreat with Relaxing Pool

Come relax in our centrally located modern escape. This garage top apartment is drenched in natural light & includes all the extras. The open floor plan living, dining, and kitchen is perfect for couples, friends, and business travelers looking for upscale accommodations. Our salt water lounge pool is open to guests June-Oct. NEW traditional sauna is open year-round. Walk to the beautiful Five Points Neighborhood. 10 mins by car to downtown or NC State campus, and 20 mins to RDU airport

"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.

The Rose Garden Retreat - NC State/Cameron Village

Take it easy in this unique & tranquil getaway across from the Raleigh Little Theater! Live amongst the tree tops in this new upstairs garage apartment w/it’s own fenced in yard, firepit & private entrance. An adorable open kitchen and living room w/bedroom & en-suite bathroom, perfect for 2 or 4 w/queen sleeper sofa! Spacious & private you will love the central location of The Rose Garden Retreat! Pet friendly, walk to Cameron Village and NC State, Close to downtown, Glenwood south & more!

Urban homesteading in Carrboro

Chickens, garden, pottery studio, woodworking shop, full kitchen, fabulous bathroom, private screen porch - a hidden oasis in the center of Carrboro. Our guest house is tucked behind our house on a bus line to UNC, walking distance to The Cat’s Cradle, the farmer’s market, and downtown. You will be welcomed by our two Cattle Dogs, and maybe some of our five cats (none allowed in the guest house). The house sleeps four in two cozy queen-sized bedrooms. Access to a Tesla charger.

Guest House on the Cary Downtown Park!

The Park House is a one bedroom guest house located on the new Downtown Cary Park with a luxury king bed, comfy sleeper sofa, two HD SmartTVs, high speed wifi, full kitchen, & more! The beautiful reclaimed wood island doubles as a work area and there is an additional small desk in the bedroom. With walkable access to downtown shops and brew-pubs, dedicated parking and secure self check-in, The Park House in the heart of Cary, is perfect for get-aways or extended business stays!

Raleigh Oasis Close to it All

The pool is OPEN and ready for the 2026 season! Don't forget to pack a swimsuit. An owner-occupied private residence with a large private saltwater pool and guesthouse above the detached garage. Enjoy the sights and sounds of a stocked koi pond or observe nature from the private balcony. Minutes from Rex Hospital, Crabtree Mall, Art Museum and PNC arena. The location cannot be beat! Feel far from the city while close to all the things Raleigh/Durham have to offer.

Charming Cottage House in Historic Raleigh

Charming guest cottage in Raleigh's Historic Glenwood Brooklyn district. Walking distance to quaint Five Points and trendy Glenwood South, or a 5-minute Uber ride from downtown Raleigh, Red Hat Amphitheater, and NC State University. One bedroom with queen bed, bath, kitchen, and pull-out sofa. There is plenty of natural light and perfect space for a weekend getaway. Features: Streaming services, wifi, keyless entry, custom closet, microwave, Keurig, and fridge.

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.

Chic Poolside Hideaway Near Duke & UNC

Tucked away in the back of our 1927 property sits The Sidekick, a thoughtfully restored carriage house surrounded by peaceful woods & grand homes. Part cowboy clubhouse, part restful retreat, The Sidekick is a conveniently-located getaway for couples, solo travelers, or small groups. Take a dip in the saline pool, lounge in the mature garden, or just rest your sleepy head on luxurious linens in your sweet lil' loft bedroom.

Stylish Sanctuary with Private Garden & Parking

The world is moving at a dizzying pace. Hit pause and refresh here, if only for a few nights. Our sparkling clean guesthouse has been thoughtfully designed to pamper professionals and couples with endless welcome. You'll have a 5-star experience designed by a longtime Superhost in a recently renovated, professionally decorated space. Join us! Your sanctuary awaits. * Adult-only, pet-free, smoke-free, stress-free. ;-)