Vacation rentals with a pool in Orange County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Orange County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

Home in Durham

4.8 out of 5 average rating, 175 reviews

*Stunning Loft: King bed- near Duke/UNC, Downtown

Stunning Loft! Completely renovated -spacious loft in a quiet/safe neighborhood. Enjoy our huge eat-in kitchen with a 9 ft quartz counter top island, new oven, and shaker cabinets . Beautiful floors. Custom butcher block style office desk. Gather and watch movies on our 50" smart TV. Enjoy a King sized bed with a walk-in closet. The large master bath has a free standing tub, tile shower and tile floors. Note: The space downstairs is not included. You are welcome to rent that space as well.

Top guest favorite

Farm stay in Hillsborough

5 out of 5 average rating, 52 reviews

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.

Top guest favorite

Guest suite in Hillsborough

4.96 out of 5 average rating, 149 reviews

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!

Guest favorite

Farm stay in Hillsborough

4.92 out of 5 average rating, 106 reviews

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.

Top guest favorite

Condo in Chapel Hill

5 out of 5 average rating, 44 reviews

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.

Top guest favorite

Farm stay in Hurdle Mills

4.99 out of 5 average rating, 196 reviews

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.

Top guest favorite

Farm stay in Hillsborough

4.99 out of 5 average rating, 69 reviews

FRESH AIR ON PARK-LIKE FARM LUXURY 6BR GUEST SPACE

4100sf SELF-CONTAINED GUEST SPACE IN 7000sf FARM ESTATE HOME Come enjoy the self-contained 4100sf 6BR very private guest space in our 7000sf Farm Estate Home only 20 to 25 minutes to Duke & UNC. Ultra luxurious Custom Home with beautiful views of nature.. Pool, fire pit, trail & 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.

Guest favorite

Home in Chapel Hill

4.95 out of 5 average rating, 19 reviews

North Carolina Charm

Perfect location, spacious, one story with all the amenities to make your stay comfortable. Less than 15 min away from UNC Chapel Hill with close and easy access to free Chapel Hill buses! Groceries, dining & shopping less than 10 min away. RDU airport 20 min away. Whether you’re looking for a game weekend with 6 other friends, a short walk to visit loved ones at Carol Woods or a place to call home for an extended work trip, North Carolina Charm is what you’re looking for. STR-23-56

Superhost

Guest suite in Chapel Hill

4.76 out of 5 average rating, 150 reviews

Forest Garden Suite - Private studio in the trees!

Lovely townhouse studio in the woods convenient to UNC-Chapel Hill (bus stop is across the street) as well as Durham and RTP (by car). You will be surrounded by greenery in this established neighborhood minutes from Umstead Park and Bolin Creek. Feel free to contact us during your stay for anything you may need including info on our town's numerous top-rated restaurants and fun outdoor activities. We hope you enjoy your stay with us! Chapel Hill Zoning Compliance Permit STR-23-9

Guest favorite

Townhouse in Chapel Hill

4.94 out of 5 average rating, 31 reviews

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.

Top guest favorite

Cabin in Hillsborough

5 out of 5 average rating, 160 reviews

Spacious Poolside Guesthouse on Private Pond

Our 67-acre property, Split Rock, is located 25 min. from Duke University and UNC-Chapel Hill. We are also 15 min. from Carrboro & Hillsborough, a historic, walkable community. Our guesthouse is a large pool cabana with kitchenette & queen bed overlooking a 4.5-acre pond surrounded by uninterrupted woodland. You are welcome to canoe, fish, walk our trails, play disc golf, or just enjoy the peaceful view. Split Rock is ideal for couples and solo travelers.

Top guest favorite

Home in Chapel Hill

5 out of 5 average rating, 9 reviews

Creekside Nest near UNC

Tucked in a peaceful cul-de-sac neighborhood, this two-story condo is part of a larger townhome complex that has access to a clubhouse, pool, tennis court, basketball hoop, and doggy play area. The property provides direct access to the Bolin Creek trail for walking, running, and biking. The townhome is a short, 0.3 mile walk to the town/university bus stop and a 10-minute drive to UNC Hospital.