Holiday rentals with a pool in Orange County

Convenient 3-BR Townhouse in SW Durham

This lovely townhouse will become your home away from home, while visiting Durham. This 3 bedroom, 2.5 bath home is nestled in a family friendly neighborhood and offers everything you need to enjoy your time here. It's the perfect blend of tranquil and convenient. Located just minutes from I40 and a short drive to both Downtown Durham and Chapel Hill. Enjoy cooking in a fully stocked kitchen, granite counters and all stainless steel appliances followed by a nice evening in the fenced courtyard!

Eye of the Rooster Farm

Steve and Angel welcome you to a cozy apartment at our farm surrounded by nature. Less than 5 miles from historic Hillsborough, UNC Hospital Hillsborough campus, and less than 15 miles from Duke/UNC university campuses. Enjoy fresh eggs for breakfast from our chickens and fresh vegetables grown on the property (seasonal). Relax at the pool area. This is a common space shared with the hosts, which are professional, friendly, and mature individuals respectful of others, especially our guests.

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.

Quiet convenience near UNC/Duke

Updated with cathedral ceiling and fireplace in living room. Open plan. Bright breakfast area in well appointed kitchen. First floor bedrooms. Main bedroom has King sized bed and walk in closet. Dual vanities, soaking tub and separate shower. Second bedroom has queen sized bed and window bench seat. Washer dryer in hallway. Wood floors throughout. Loft overlooking the living room. Community pool and tennis courts. Walk or bike to shopping, greenway, trails. Easy access to I-40, UNC, Duke

The Banana House

Prepare for an incredible surprise when you pull up to a modest exterior block apartments. Once you enter the space, you’ll be bombarded with color, a pink banana themed kitchen and a monochromatic bedroom perfect for sleep-ins. It’s a bit of a Barbie Dream House escape set in downtown Carrboro. The location is walkable and VERY close to the farmers market, Carrmill Mall, Mercato, Orange County Social Club and many more restaurants and bars. Please note…the art and plants shown do change

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!

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.

Charming Modern Townhouse

Discover our 2BR townhome, 8 mins from Chapel Hill. Ideal for families or work stays, it accommodates 5 guests. Enjoy amenities smoke-free environment, free parking, trail access, and a seasonal pool. In the vibrant Winmore neighborhood, offers easy access to the Chapel Hill bus line. Additional features: Smart TV, fast WiFi, standing desk, master bedroom with ensuite, guest room, sleeper couch, and laundry closet. Book your stay for a modern yet tranquil experience.

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.