Pet-friendly vacation rentals in Holly Springs

"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.

Pets · Outdoor spaces · Amenities

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!

Outdoor spaces · Walkability · Nearby

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.

Pets · Outdoor spaces · Wifi

Center St Retreat - 1 Block from Downtown

This quaint 3-bedroom property is JUST STEPS from local shops, restaurants and other downtown attractions. Enjoy a 5-minute walk to Common Grounds Coffee, Apex Outfitters or The Peak on Salem plus more! The stylish home boasts three bedrooms with both king and queen sized beds, 44" SMART TV's, full sized washer /dryer and dedicated workspace! Its decorated with modern farmhouse decor with each bedroom having it's own unique style. Fenced yard. Inquire about pets. We can’t wait to host you!

Walkability · Outdoor spaces · Parks

Calumet's Getaway - Blocks from Downtown Apex

Charming, comfortable home w/garage just blocks away from Historic Downtown Apex. Enjoy strolling the downtown streets loaded with shops, restaurants. Every detail has been considered for your comfort. Wood flooring, soft warm throws, cheery bedrooms w/the finest quality mattresses & bedding! Master bdrm features a king bed & the 2nd bedroom has a queen. The 3rd bedroom has a daybed & desk/workspace so that you can work from home in comfort. Pets on case-by-case basis w/pet fee

Walkability · Outdoor spaces · Indoor spaces

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.

Outdoor spaces · Hospitality · Accuracy

Modern 3-Bdrm One-Level w/Fenced Backyard - Apex!

Modern, open, bright, & clean 3-bedroom one-level home w/High Speed Internet, Smart TV's & Cable. Fully equipped kitchen, rear deck & fenced backyard! Close to downtown Apex, Ting Stadium, Pleasant Park & Kelly Road Park, several wedding venues, and restaurants & shopping. Self-check in. All linens provided. Children & pet friendly (up to 2 pets). If you are traveling w/a group larger than 6, the house directly across the street is also available: airbnb.com/h/apexcutecottage

Pets · Walkability · Comfort

Spacious 3-bedroom home close to Raleigh

Great neighborhood with lots of space inside and out of this home plus you are close to all the action in Cary, Apex, Raleigh, Holly Springs & Garner! This cozy home nestled in the woods has 3 second floor bedrooms, grilling deck, downstairs patio & fenced back yard for the pups! Huge windows allow you to relax & enjoy the open space around you. Open kitchen w/ wolf gas cooktop for the chef and stocked pantry. Come visit this little getaway in Apex! We would love to have you!

Pets · Walkability · Condition

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.

Pets · Outdoor spaces · Hospitality

Perfect whole house 3 bedroom retreat

Whole house with perfect Location is 7 blocks to downtown Apex. Lots of Shopping, breweries and restaurants to pick from in walking distance. This 1960’s 3 bedroom 1 1/2 bathroom ranch, lots of parking , very pet friendly with a great fenced front yard is perfect for your visit. Light and bright Spacious living room along with a open concept, large gourmet kitchen includes everything you need if you chose to stay in one evening for a meal.

Walkability · Outdoor spaces · Long stay

Walk to Downtown 3BR | Fenced Yard + King Suite

Welcome to your cozy downtown Fuquay-Varina home base! This bright 3BR, 2BA house is a short walk to breweries, restaurants, and shops—perfect for weekend trips or extended stays. Enjoy a fenced backyard for dogs, a café-style kitchen with coffee bar, and a relaxing living space. The king suite adds extra comfort, while the quiet cul-de-sac location offers both convenience and peace. Self check-in and free parking included.

Walkability · Outdoor spaces · Indoor spaces

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!

Walkability · Pets · Checkout