Vacation rentals with a pool in Hillsborough

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Top-rated rentals with a pool in Hillsborough

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

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Top guest favourite

Apartment in Downtown Durham

4.99 out of 5 average rating, 117 reviews

Cozy condo w/pool for 1-2 in downtown Durham

A peaceful oasis in the middle of downtown Durham, this condo is easily walkable to music venues, DPAC, restaurants, bars, and coffee shops! The condo complex is nestled in a large interior courtyard that includes a saltwater pool, flower and herb gardens, lounge chairs, picnic tables, and even a giant chess set. Comfortably furnished with vintage decor and local art, and with a well-equipped kitchen, this cozy one-bedroom place is a lovely choice for both short getaways and longer term living!

Top guest favourite

Guest suite in Hillsborough

4.96 out of 5 average rating, 144 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!

Top guest favourite

Guesthouse in Durham

4.98 out of 5 average rating, 119 reviews

Gordon Guesthouse Studio Suite w/ hot tub & pool!

Book now & enjoy the pool, balcony & luxury high-end hot tub. Open 24hrs, exclusively for all guests to use. We welcome you to our little piece of paradise, not far from downtown Durham & Raleigh close to RDU. We offer a well-appointed studio, meticulously cleaned, with a queen Tempurpedic mattress, premium linens, fireplace, full kitchen, washer/dryer, 2 smart TV's & high speed wifi. *Please be aware* Due to allergies & health risks, we are unable to accommodate any animals. Sorry :-(

Top guest favourite

Guesthouse in Raleigh

4.93 out of 5 average rating, 163 reviews

Changes In Latitudes Poolside Apartment Raleigh NC

Your private escape is next to our home, & we take Southern Hospitality very seriously! Your biggest decision will be whether to float in the sparkling salt water pool, relax on the private deck nestled in the woods, or hike the nearby trails. Hang out and cook in the fully-equipped kitchen, grill steaks on the private deck, or go into Raleigh to experience all the amazing delights our city has to offer. Just let us know how we can make your stay perfect! We look forward to meeting you!

Top guest favourite

Guest suite in Wake Forest

4.95 out of 5 average rating, 166 reviews

Poolside basement studio

Welcome to our gorgeous basement studio! Recently updated decor including sultry bedroom with the comfiest king bed + crisp cotton linens. Desk/workspace. Private bathroom with shower. Spacious den with comfy couch & tv. Extra linens, pillows, & blankets. Kitchenette including fridge, microwave, toaster oven, & coffee essentials. Washer/dryer available for extra fee. Private entrance! Access to shared backyard patio & pool (pool is open Apr- Oct). *Please review all rules before booking

Superhost

Condo in Downtown Durham

4.82 out of 5 average rating, 244 reviews

*Downtown Durham* Poolside Condo Next to Duke

Walking distance to downtown Durham and Duke East campus. We are tucked in a quaint, historic condo complex with lots of outdoor space, gardens, grills, picnic tables, shuffle board, and a beautiful pool. Sleep in our brand new queen sleepy hush pillow top mattresses! & New high pressure shower head Duke's East Campus, Durham's popular Brightleaf and Central Park Districts are all a short walk away, including the best coffee, food, beer and stores in Durham. Pool is closed until May

Top guest favourite

Condo in Cary

4.96 out of 5 average rating, 99 reviews

Lake view condo w/office, walk to food/greenway

Beautiful water views, remodeled private condominium within walking distance of shopping and trails. Close to all that the Triangle has to offer! New flooring April 2024! New beds and furniture. In-unit washer\dryer and Wifi are included. Pack and play crib is available for the little ones. Quiet area great for remote workers and for people relocating to the area. Smart TV with apps (Netflix, Amazon, etc.) to enjoy with your personal accounts. Long term rentals available.

Top guest favourite

Farm stay in Hurdle Mills

4.99 out of 5 average rating, 194 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 favourite

Guesthouse in Raleigh

4.95 out of 5 average rating, 338 reviews

Raleigh Oasis Close to it All

The pool will OPEN May 1st. Construction Discount in effect (see the Guest Safety section below) An owner-occupied private residence with a large private 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 of the things Raleigh/Durham have to offer.

Superhost

Condo in Downtown Durham

4.89 out of 5 average rating, 316 reviews

Stylish Flat in DT Durham-Sep A/C-downtown walkabl

This cozy, comfortable downtown poolside condo is located near so much in DT Durham. It is walkable to major attractions, parks, restaurants, and entertainment venues. There are lovely outdoor spaces, comfy beds, and a charming, unique building. The first-floor condo is next to pool, lovely gardens, cookout areas, shuffleboard, and human-sized chessboard. Close to Duke East Campus and Duke Hospital. Business travelers welcome. Non-shedding dogs under 25lbs $75.00.

Superhost

Condo in Downtown Durham

4.86 out of 5 average rating, 118 reviews

Durham Downtown Flat with pool! -242

One bedroom fully renovated flat available for rent just steps from all that Durham has to offer. Fully stocked kitchen - just bring your food. All linens included. Wonderful pool and amazing courtyard with shuffleboard, life sized chess, 4 charcoal grills for your use and plenty of outdoor seating, King size tempurpedic bed, 2 large closets, tub/shower, All new stainless appliances, hardwood counter tops, dishwasher. Off street parking.

Top guest favourite

Guesthouse in Durham

4.99 out of 5 average rating, 189 reviews

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.