Family-friendly holiday rentals in Cary

4.98 out of 5 average rating, 249 reviews

The Cary House in Downtown Cary

The Cary House is in beautiful downtown Cary and is a 3 BR, 4 BED, 2 BA home with large fully equipped kitchen, living room with fireplace (gas fire logs) and work/desk area, dining room, spacious sunroom, private patio, garage and free convenient parking. Great for family or work. This is a detached home (2100 square feet) in a safe, quiet, and private 1/2 acre compound that includes two other homes. The owner lives on the premises in the back house. Short walk to restaurants, shops, breweries.

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, 343 reviews

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.

5.0 out of 5 average rating, 290 reviews

A spacious living area features a comfortable sofa and a colorful area rug. A modern kitchen is visible, equipped with white cabinetry and appliances. The open layout includes a dining table, illuminated by natural light from the skylight and windows.

Guest suite in Cary

One bedroom studio suite

Welcome to our home! Come stay in our quiet and serene suite, complete with its own private entrance. Cook delicious meals in a real kitchen with full size fridge, stove, & microwave (coffeemaker & toaster too). Sleep well on the adjustable memory foam queen bed. Relax on the sofa and enjoy various streaming services. Get some work done at the desk with the included wifi. Have a friend stay on the queen sleeper sofa. This is our home. You may see or hear our family & dogs around the property.

A cozy living area features a dark sectional sofa adorned with blue cushions, paired with a wooden coffee table. A vibrant wall art piece hangs above the table. Light-colored curtains frame the window, illuminating the space, which leads to a dining area visible in the background.

4.98 out of 5 average rating, 293 reviews

Cozy & Memorable Stay in this Downtown Cary Ranch

Experience outstanding hospitality in this modern, cozy ranch, thoughtfully stocked with everything you need for a comfortable and enjoyable stay. Located just a ten-minute walk from DT Cary, you’ll be close to fantastic restaurants, unique shops, vibrant nightlife, and entertainment. With easy access to RDU Airport, DT Raleigh, and RTP, this home is perfect for both short and long-term stays. We’re dedicated to providing an exceptional experience, making this your perfect home away from home

A charming home exterior is set amidst lush greenery, featuring well-kept landscaping with a variety of shrubs and plants. The cozy porch entrance is framed by dark shutters, and a small pathway leads to the front door, inviting guests into the peaceful setting.

4.9 out of 5 average rating, 103 reviews

Peaceful garden cottage in downtown Cary

Simple and quiet living in the heart of downtown Cary. Centrally-located and within walking distance of great food, coffee, bakeries, breweries, live music, arts festivals, the downtown farmers' market and park, and so much more! Perfect for a short getaway! We've enjoyed our time here and are now at a place in our lives where we want to share our home with others. We offer three beds for sleeping: one queen bed and two pull-out beds (queen sofa, twin loveseat). Pets are loved and welcome!

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

Location. Location. Location. This ranch home is in the heart of Cary, right off of cary parkway and the major high ways. Right behind and walking distance from Shoppes of Kildaire which has Trader's Joes, Barnes and noble and Aldi. Two minutes from WakeMed Cary hospital. Right behind house backyard is an open field with a nice pond. Five minutes to Cary downtown and less than five minute to upper scale Fenton plaza. House has been newly renovated with new paint, floors and windows.

4.97 out of 5 average rating, 133 reviews

Spacious Living | King Main Level | Walk to DTCary

Walk to downtown Cary from this gorgeous home located on a quiet cul-de-sac with friendly neighbors. King main has brand-new ensuite (2026), complete with soaking tub and step free shower. All bedrooms are large with super comfy beds. The massive kitchen flows to the living room and exits onto the deck. The flow of this home is wonderful. Holds large groups with ease. Walkable to eateries and outdoor entertainment. *NO TRAILERS ALLOWED PER HOA* * NO Construction Crews* 2 dogs 🐕 only

A dining area is depicted with a long wooden table set for six, adorned with dinnerware and decorative placemats. A floral mural provides a soft background, while a modern chandelier offers gentle illumination. Large sliding glass doors lead to an outdoor view.

4.99 out of 5 average rating, 108 reviews

Lux Retreat for Groups, 5 Bedrooms, Sleeps 12

Welcome to our renovated cottage for up to 12 guests! Step into a classic, comfortable and warm interior designed for the modern family. The spacious backyard has a garden gazebo, fire pit, disc golf, hammock, BBQ grill & plenty of sitting areas to enjoy the outdoors. Conveniently located in East Cary (bordering Raleigh), near major highways & is an easy drive to many popular locations in the Triangle. Just minutes from NC State, PNC Arena & RDU airport. BOOK TODAY for a memorable stay!

5.0 out of 5 average rating, 176 reviews

A welcoming living area is highlighted by natural light streaming through two windows with blue curtains. A comfortable white sofa faces a mounted television, while a cozy brown chair is positioned nearby. A wooden coffee table and a fireplace contribute to the inviting ambiance.

Guest house in Cary

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!

4.99 out of 5 average rating, 197 reviews

A dining area is presented with a round wooden table surrounded by four chairs. In the background, a modern kitchenette with a green sofa and TV is visible. A coat rack is situated near an open doorway leading to a bedroom. Soft lighting is provided by multiple table lamps.

Guest suite in Cary

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.

4.89 out of 5 average rating, 158 reviews

Modern Cary Oasis: Game Room + Fire Pit

✨ Modern 3-story Cary retreat with 5 bedrooms, 8 beds & 5.5 baths—perfect for families and large groups! 🎮 Game room with Meta Quest 2 & air hockey 🔥 Private backyard with fire pit & swings 🛏️ Spacious, stylish bedrooms 🅿️ Free parking + self check-in 📍 Near Raleigh, RTP & RDU Airport Enjoy elegant black-white-gold décor, plenty of space to relax, and everything you need for an unforgettable Cary getaway.

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.