Vacation rentals with a pool in Hillsborough

2nd Floor Poolside Apartment • Raleigh, NC

Our cozy second floor apartment offers beautiful views, pool and hot tub access year round along with 2 light-filled bedrooms, its own entrance, fast WiFi and plush comfy beds. Full kitchen with coffee bar & basics Smart TV & Hundreds of DVD's for family movie nights. Complimentary linens & toiletries. Enjoy the saltwater pool and hot tub year round! Hike the nearby trails, explore breweries, museums and live music within a 10-minute drive. Book your Raleigh getaway today. Dates fill fast!

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!

Relaxing Saltwater Pool Oasis and Modern Retreat

Come relax in our centrally located modern escape. This garage top apartment is drenched in natural light & includes all the extras. The open floor plan living, dining, and kitchen is perfect for couples, friends, and business travelers looking for upscale accommodations. Our salt water lounge pool is open to guests June-Oct. NEW traditional sauna is open year-round. Walk to the beautiful Five Points Neighborhood. 10 mins by car to downtown or NC State campus, and 20 mins to RDU airport

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.

LUXE Home 4 Mins Duke/DPAC | King Beds, BBQ, Pool

Make unforgettable memories in this spacious, beautifully designed home for you + 9 guests! Perfect for family gatherings, sporting events, & special occasions. Located in heart of Downtown Durham, just 4 mins from Duke, Bulls stadium, DPAC, & Tobacco Trail. Cozy up around the fire pit, enjoy a BBQ, or relax w/fresh popcorn & vinyl records. Retire in luxurious beds + sheets & head to the gourmet coffee bar in the AM. Free access to nearby gym w/pool. 4 air mattresses and EV charger avail.

Spacious 3bd Lake & pool near Duke UNC Southpoint

Our home is a very comfortable and spacious 3 bedroom -2.5 bath perfect for families. The bedroom are spacious each with own TV. It has a full kitchen , laundry closet with washer and dryer. Outdoor deck area with outside sitting & bbq facilities upon request .Living room for the family gather .Our location: steps from wonderful walk around the lake.and community pool for the summer travelers Conviniently located near Duke urgent care- Southpoint , Duke , UNC & Tabacco trail.

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.

Countryside Getaway UniqueDomeA/serenefarm retreat

Welcome to our serene countryside farm glamping dome, nestled in the heart of nature on a sprawling 28-acre property. Perfect for a peaceful getaway, our dome offers a unique blend of comfort and adventure.Escape the hustle and bustle of city life and relax under the stars. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, our property offers the perfect setting for a memorable experience. Discover the beauty and tranquility of countryside living.

Raleigh Oasis Close to it All

The pool is OPEN and ready for the 2026 season! Don't forget to pack a swimsuit. An owner-occupied private residence with a large private saltwater pool and guesthouse above the detached garage. Enjoy the sights and sounds of a stocked koi pond or observe nature from the private balcony. Minutes from Rex Hospital, Crabtree Mall, Art Museum and PNC arena. The location cannot be beat! Feel far from the city while close to all the things Raleigh/Durham have to offer.

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.

Centrally Located Modern Cary Townhome

Welcome to your home away from home - whether for a few days or slightly longer stay, you'll enjoy this cozy townhome that is tastefully updated and decorated. Convenient to Cary and West Raleigh in a quiet townhome community - located just off the 40/440 intersection. Easy access to NC State, PNC Arena, Koka Booth Amphitheater, Wake Med Cary, shopping & restaurants and just a short drive to downtown Raleigh, RTP & RDU Airport.

Chic Poolside Hideaway Near Duke & UNC

Tucked away in the back of our 1927 property sits The Sidekick, a thoughtfully restored carriage house surrounded by peaceful woods & grand homes. Part cowboy clubhouse, part restful retreat, The Sidekick is a conveniently-located getaway for couples, solo travelers, or small groups. Take a dip in the saline pool, lounge in the mature garden, or just rest your sleepy head on luxurious linens in your sweet lil' loft bedroom.