Family-friendly holiday rentals in Cary

4.99 out of 5 average rating, 387 reviews

A modern loft studio is presented with a cozy queen bed, kitchenette featuring black granite counters, and a stylish seating area. Natural light enters through the windows. Decorative shelves provide storage, while a clock artwork enhances the contemporary design.

Guesthouse 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.

KitchenIndoor spacesDecor

4.93 out of 5 average rating, 101 reviews

An outdoor dining area features a wooden table with white chairs, surrounded by greenery and a decorative rug. Soft lighting is suspended above, creating a cozy ambiance. A wooden fence provides privacy, while an enclosed structure adds to the charm of the space.

Condo in Cary

Pet friendly, quiet greenway home in central Cary

Welcome to our quiet little greenway home! Come enjoy our cozy condo with much to offer in the Cary area. Unit has a very comfy king and queen bed! Small families and business professionals welcome. We take our guests’ feedback seriously and have made all the suggested updates. Stay with us and see for yourself! We will be updating check-in time to 4pm starting in 2026 to allow for more time to clean between guests and help with later checkouts due to travel delays. Thanks for understanding!

Indoor spacesFamilyComfort

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, 340 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.

Indoor spacesKitchenCondition

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

FamilyIndoor spacesCheckout

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, 205 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.

KitchenFamilyLocation

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.

FamilyKitchenQuiet

4.95 out of 5 average rating, 198 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.

FamilyKitchenAir conditioning

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!

Indoor spacesFamilyBathroom

4.99 out of 5 average rating, 151 reviews

A modern living area features a large window with open French doors, showcasing views of the forest outside. Comfortable seating includes a pair of chairs and a bench next to a decorative plant. A plush area rug complements the space, with a television mounted on the wall.

Guest suite in Cary

Cary Hideaway | Mins to DT Cary, RDU, WakeMed, TAC

Welcome to the Cary Hideaway! Nestled in a mature, wooded neighborhood, our stylish guesthouse offers a peaceful retreat with easy access to the Triangle’s best. Nature lovers will enjoy being steps from local greenways, while event-goers are perfectly placed: • Venues: Minutes to Lenovo Center (Concerts/Canes) & WakeMed Soccer Park. • Travel: 15m to RDU & Raleigh; 25m to Durham. • Local: Minutes to the Triangle Aquatic Center (TAC) & vibrant downtown Cary dining and parks!

Indoor spacesKitchenAir conditioning

4.9 out of 5 average rating, 1,164 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!

FamilyIndoor spacesBreakfast

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.

Indoor spacesFamilyCheck-in