Guesthouse holiday rentals in Cary

"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.

Family · Location · Sleep quality

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.

Family · Location · Quiet

Relaxing Saltwater Pool Oasis and Modern Retreat

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

Family · Value · Walkability

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!

Value · Location · Quiet

Private Carriage House in Quiet Neighborhood

Enjoy a quiet, private carriage house tucked into a peaceful NW Raleigh neighborhood — no shared walls, no through-traffic, just tree-lined streets and walkable to Shelley Lake. Garage parking, 5 min to Crabtree or North Hills, 15 to airport, 20 to downtown. Kitchen features: refrigerator, stove/oven, sink, microwave, washer/dryer, kitchen island, Insta-Pot, Air Fryer, and Crock Pot. Full bath w/ walk in shower. Private balcony, outdoor deck with grill, nestled in tree-lined neighborhood.

Location · Value · Heating

Marley's Cottage

A cozy three room cottage in a quiet neighborhood in North Raleigh with access to Raleigh's Greenway Park system. Easy access to Interstate 540 and 440. We are within 20 minutes of most areas in Raleigh. The cottage has three rooms. 1. A combination living room/bedroom with a queen size bed. 2. A combination kitchenette/bedroom with a double bed. This is semi private with a curtain to pull separating the sleeping area from the kitchen area. 3. A full bathroom that has a bathtub.

Family · Location · Wi-Fi

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!

Location · Value · Comfort

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.

Family · Location · Outdoor spaces

BEST Tiny House in Raleigh - Walk to Restaurants!

Step into this stylish modern tiny house tucked right in the heart of the city. You can easily walk to restaurants, coffee shops, bakeries, breweries, museums, and parks. Inside, you’ll find a thoughtfully designed kitchenette with a full‑size refrigerator, microwave, coffee maker, and sink - perfect for preparing easy meals. The space is cozy, bright, and crafted to make your stay feel effortless. Be our guest and enjoy a tiny home experience with big city energy.

Family · Value · Barbecue

Grandma's place

Adorable fully furnished 1 BR apartment in Belvedere Park neighborhood. Walking distance from Lions Park and the greenway. Offers a private entry. The apartment is attached to the main house by a hallway with a door that locks from the main house. Furniture and appliances included: Queen size bed, sectional sofa, wood and glass coffee table, side tables, new LED TV with roku, refrigerator, microwave and kitchen ware (All as pictured). There is no laundry and no oven.

Value · Family · Amenities

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.

Family · Location · Wi-Fi

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.

Location · Value · Long stay