Vacation rentals with outdoor seating in Holly Springs

Coziest Apex 3BR Cottage - 5 Min Walk to Downtown!

Located just a 5-minute walk from historic Downtown Apex, Anam Cara Cottage is a charming 3BR retreat ideal for weekend getaways, family stays, and business travel. Enjoy walkable access to local shops, restaurants, and cafés, along with a comfortable, thoughtfully designed space to relax and unwind. Anam Cara is a Gaelic phrase meaning “soul friends,” and this cottage was created with that spirit in mind — a warm, welcoming place to reconnect, recharge, and feel at home. Come stay with us!

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!

"Wit's End" welcomes you! 2BR comfy guest house

Be our guest at Wit's End, a separate 2BR, 1 bath carriage house on our property in Holly Springs. Located in a quiet, safe neighborhood. Handicap-accessible and compliant. 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 a fully-equipped kitchen to provide you with all the comforts of home. Convenient access to Raleigh, Durham, Chapel Hill, and the RDU airport.

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

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.

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

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!

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.

Scootie & Bean’s Cary House

Welcome to our spacious dog friendly 3-bed, 2.5-bath home (1700 sq ft) in a peaceful suburban area, just 10 mins from downtown Cary. Enjoy the fully fenced backyard with 2 decks, outdoor dining, gas grill, hammock, and a cozy swing on the front porch. Inside, find an open floor plan with cathedral ceilings, lots of natural light, streaming TV, reclining couches, and easy access to outdoor spaces. Guests have full access to the house with keyless entry.

Just Like Home ! Neighboring HS Free Cleaning

You'll love your stay in this 3 bedroom brick ranch close to all that Fuquay Varina has to offer. A small but growing town with the innocence and charm that you'll expect without the the loss of great things you love from the city. Excellent breweries, restaurants, bakeries, shopping and more. Make the trip and I know you'll never want to leave this beautiful unique town. Within walking distance to parks and centrally located to all amenities.

Cary Urban Oasis

Come relax in your very own Urban Oasis, a light-filled, peaceful condo close to everything the Triangle has to offer. Our condo is the top floor and shares only the floor with a neighbor. The large windows let in a lot of light giving it an air of tranquility and privacy. The views from the condo look out on a large green space, including a parkway you can take to the shopping center down the road or off into the woods for some exercise.

Hemingway’s Hideaway | 2BR w/ King + Pvt Patio

Inspired by Hemingway’s home in Key West, this 2BR/2.5BA townhome blends vintage comfort and literary flair. With a plush king bed, en-suite baths, smart TVs, fast Wi-Fi, and a private patio, it’s perfect for couples or small groups. Unwind on the leather Chesterfield sofa, sip coffee on the porch, or explore Fuquay’s local dining and shops nearby. A stylish and relaxing escape—now booking for fall and winter stays!