Family-friendly holiday rentals in Cary

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, 341 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.

4.9 out of 5 average rating, 420 reviews

Townhouse in Cary

Clean, Comfy, Convenient Downtown Cary Townhouse

Quiet, safe neighborhood 1 mile off I-40 in downtown Cary near the best shopping, dining & entertainment in the Triangle. PNC Arena, State Fairgrounds, NCSU, Downtown Cary/Raleigh, RDU, TAC Aquatics Center, Wake Med Soccer Park & more within 4 miles. *Bright and airy open floor plan. *2 BR - 1 King, 1 Queen *1 Gig High Speed Internet with WiFi *Smart TV's with Cable included *Washer/Dryer *Kitchen appliances & dinnerware. *Air Cleaner removes 99% of allergens *Ample parking available.

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!

A charming white cottage with a sloped roof is framed by lush greenery and well-maintained landscaping. The entrance is marked by a red door and a small porch with seating. A white picket fence surrounds the property, enhancing the inviting curb appeal.

4.98 out of 5 average rating, 206 reviews

Cary Cottage 1BR 1BA Sleep 4 Private Safe Downtown

The Cary Cottage 1 BR 1 BA sleeps 4 in the heart of Downtown Cary. Our cottage is in downtown Cary with easy access to restaurants, shops, cultural center, theater, parks and much more. This is a detached home (864 sq ft on lower level - upstairs is private owner storage) in a safe, quiet, and private 1 acre compound that includes two other homes. The cottage features large kitchen, living area, deck, and convenient at-the-door parking and is a bright, open floor plan with 10 foot ceilings.

4.96 out of 5 average rating, 201 reviews

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.

Home in Raleigh

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.

5 out of 5 average rating, 175 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.

Guesthouse 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!

4.9 out of 5 average rating, 1,168 reviews

A spacious bedroom features a large bed with a patterned blanket and coordinated pillows. A decorative fireplace is positioned against a black mantel, with logs stacked inside. Natural light enters through a nearby window, complemented by neutral walls and a hanging light fixture.

Guest suite in Cary

The Boho Suite | Private bed, bath, & living room

Welcome! Our Boho suite is spacious, cozy, and private with gigabit fiber internet. Private entry, too! In the living room, you can watch Netflix on TV or work at the desk. Then when it's time for sleep, you can move to the bedroom, shut the barn door, and curl up in bed. Wake up refreshed in the morning with our coffee station (Keurig, fridge, & microwave). We're located in a safe, quiet neighborhood that's a short drive to anywhere in the Triangle. We'd love to host you!

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

You’ll feel like you’re getting away from it all in this modern, private tiny house in the trees, even though you’re just minutes from Duke, downtown Durham, shopping, and restaurants. It’s the perfect balance of peaceful retreat and city convenience. The home includes all the essentials — full kitchen, laundry, A/C, and high-speed internet — but many guests find themselves spending most of their time relaxing on the screened-in porch, listening to birds, and recharging.

4.99 out of 5 average rating, 195 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.

4.98 out of 5 average rating, 271 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!

4.89 out of 5 average rating, 158 reviews

Modern retreat | 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.