Vacation rentals with a pool in Orange County

Stylish Carrboro Townhome | Walk to UNC | Patio

Modern, freshly updated 2BR / 1.5BA townhome in the heart of Carrboro, just a short walk to UNC, Franklin Street, Weaver Street Market, restaurants and coffee shops. Bright, art-filled interiors with fully equipped quartz kitchen, cozy electric fireplace, 65” Roku TV, fast Wi-Fi, multiple workstations, family-friendly amenities, air purifiers and seasonal-only community pool access. Enjoy a private patio, in-unit laundry, and free parking in a peaceful residential community close to everything!

Luxe Guest Suite w Pool (Historic, Downtown)

Southern charm is in abundance in this c. 1799 home! This sun-filled, artfully restored space is a private, "in-law" suite adjacent to a sprawling southern Estate. You'll enjoy a private entrance, huge living area / queen bed, large dressing room with "his and hers" vanities, modern bathroom with walk-in shower and oversized tub, access to gorgeous pool, and sprawling verandas. The space is mere blocks from all that quintessential historic Hillsborough has to offer, and is a rare treasure!

Serenity Cottage

Experience the magical beauty and tranquility of Firefly Farm, a 26-acre flower farm nestled in the lush countryside near the historic town of Hillsborough, North Carolina. Immerse yourself in farm life. Stroll our paths and visit our farm animals. Take part in our seasonal delights: flowers bloom April to September, fireflies glitter at dusk during Summer while birds and butterflies delight during the day and Fall brings crisp air as the leaves change (as well as Witch Hazel's haunted barn)!

Horse farm, serene, secluded, creekside suite

Welcome to Strouds Creek Farm. Charming 2BR 1 bathroom suite w/cozy farmhouse decor. Located on 20 picturesque acres nestled in the woods. Enjoy peaceful mornings filled with bird songs. Stroll around the farm to meet & greet our "fur family". Relax in a hammock, explore the creek or sit on the swing & enjoy the farm fresh air. Just 5 minutes from downtown Hillsborough, an artist's paradise, dotted with art galleries, boutiques, a bookstore & restaurants. 15 min. to Duke & downtown Durham.

Amazing Retreat: 55 Acres of Nature + Pool + Pond

4100sf GUEST SPACE ON 55 ACRE COUNTRY ESTATE FARM Come enjoy the self-contained 4100sf 6BR very private guest area in our 7000sf Country Estate Home located only 20 to 25 minutes to Duke & UNC. Ultra luxurious Custom Home with beautiful views of nature.. Pool, fire pit, trail & acres of pastures to roam. High end furnishings with contemporary flair. Designer's personal home & no expense spared to create a one-of-a-kind oasis for folks to come & enjoy. NO PARTIES OR EVENTS ALLOWED.

Lg Pool House w/ Hot Tub Central to RTP*Pool OPEN*

Discover luxury in this AAA five-bedroom Durham home near Duke Hospital and Duke University. Perfect for family reunions, corporate stays, or small weddings, it features spacious living areas with tasteful decor, a fully-equipped kitchen, and a dining room for memorable meals. Outside, enjoy a private pool (open for the season) and hot tub (open year round) for relaxation. Explore nearby attractions like Duke Gardens and the vibrant Durham arts scene. Ideal for creating lasting memories!

Willow-Updated Chapel Hill Condo w/ Community Pool

**Pool CLOSED 2025 for refurbishing** Your family will be close to everything when you stay at this centrally-located 2 bedroom condo. Enjoy this quiet diverse community with just a walk across the street to Harris Teeter, restaurants, movie theater, and the local farmers market at University Place, & Free transit. 5 minute drive to UNC campus, Dean Dome, Keenan Stadium, and UNC hospitals. With I-40 less than 2 miles away, you will have quick & easy access to Duke University and RTP.

Luxury Retreat on Farm with Pool, Hot Tub, Fishing

LUXlife Best Luxury Country B&B Retreat in NC! 120 acres of peaceful farmland with an in-ground salt-water pool, hot tub, pergola, pastures, farm animals, fresh eggs, streams, woodlands, fishing, and hiking. Private hot tub at rental. The heated, salt-water pool and hot tub are located behind the owner's home. You’ll have total privacy. Wholesale pasture-raised Wagyu beef and lamb available at the farm as well as fishing in the stocked pond. Propane grill and pizza oven on your patio.

Gorgeous Mid-Century Home with Pool

This newly styled mid-century gem in Chapel Hill will wow you! Our spacious 4-bedroom home boasts a private pool, vaulted ceilings, and lush wooded views. With multiple living areas and luxurious amenities like a steam shower, it's the perfect private retreat for families and groups. Experience architectural beauty and modern comfort just minutes from UNC and local trails, comfortably accommodating your entire group. **Please Note: You must be 25+ years old to book this property.**

Furnished 2BR near UNC - Travel Nurse Friendly!

Luxurious fully-furnished 2BR apartment in Chapel Hill - highly convenient for traveling nurses and professionals. <0.1 miles from Trader Joe's, <10 minutes from UNC Hospital, and <15 minutes from Duke Hospital. Bedroom contains a queen bed, walk in closet, and a study room with a queen size sleeper couch. Bathroom has a two-faucet sink. Living room is equipped with a TV and Sonos sound system. Washer and dryer is located in-unit in the bathroom.

The Banana House | A Quirky Carrboro Gatewaway

The Banana House 🍌 is a colorful, creative Airbnb in downtown Carrboro, NC, just minutes from Chapel Hill. From the outside, it’s modest. Inside, it’s bold, bright, and full of personality — with a pink banana-themed kitchen, playful living space, and a cozy bedroom made for slow mornings and sleep-ins. If you’re looking for a unique Carrboro Airbnb that’s walkable, memorable, and anything but boring, you’ve found it.

The Durham • Vibe 8714

Welcome to The Durham, a 1-bedroom, 1-bathroom walk-up on the second floor in Durham, NC. This residence includes a kitchen, Wi-Fi, air conditioning, a balcony, and access to a pool, ensuring a pleasant stay for two guests. Durham's vibrant downtown, proximity to Duke University, and thriving food scene create a dynamic cultural atmosphere, while the American Tobacco Campus and craft breweries add innovation and energy.