Holiday rentals with a pool in Durham

Gordon Guesthouse Studio Suite w/ hot tub & pool!

Book now & enjoy the pool, balcony & luxurious hot tub. Open 24hrs, exclusively for guest use. We welcome you to our little piece of paradise, in the country, 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 :-(

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!

*NEW SAUNA - Modern Retreat with Relaxing Pool

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

Trinity Park Retreat

Private spacious apt in renovated 1913 home in Historic Trinity Park * Within blocks of theaters, restaurants, Duke campus & much more! * Large rooms & closets, high ceilings, lots of light (w/option to add bed for 2 more guests) * Full kitchen (recently updated), coffee included * Access to pool (seasonally, usually June-Oct), gas grill & more * Hosts are usually close by and happy to accommodate requests quickly (and enjoy meeting people from near and far) * Pets welcome ($25/visit)

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 $87.00. Pool opens on 5/2/26.

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.

Luxe Living 5 Min From Downtown

Unwind in this stylish luxury corporate one-bedroom apt. Near Hospitals and Downtown Raleigh. Full of top restaurants, movie theater, spas, shops, historic landmarks, and attractions. Adventure through Raleigh and the region easily from this prime location. Relax indoors amongst designer furnishings, flat-screen TV, and luxe amenities. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Queen Bed ✔ Open Concept Living Area ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

Downtown Durham Midcentury Flat

Two-person limit includes children. Thank you! (The complex is very strict about this policy.) Tucked in a quaint and historic complex, including gardens, grills, picnic tables, shuffle board, and a beautiful outdoor, saltwater pool. Walking distance to Duke's East Campus, the South Ellerbee Creek Trail head, and Brightleaf and Central Park Districts, including the best coffee, food, beer, and shopping that Durham has to offer!

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.

100 Year-Old Historic Brick 2BR Loft High Ceiling6

Party Policy: To ensure a great experience for everyone, parties are not allowed. Violations of house rules such as excessive noise, smoking, or additional unapproved guests will result in a $300 fee, reservation cancellation, and removal from the property. If that works for you, please send an inquiry or instant book — we’d love to host you! Booking Requirement: Guests must have at least 3 reviews on their profile.

100 Year-Old Historic Brick 2BR Loft |Large Patio2

Party Policy: To ensure a great experience for everyone, parties are not allowed. Violations of house rules such as excessive noise, smoking, or additional unapproved guests will result in a $300 fee, reservation cancellation, and removal from the property. If that works for you, please send an inquiry or instant book — we’d love to host you! Booking Requirement: Guests must have at least 3 reviews on their profile.

Garden Oasis in the heart of downtown Durham

Beautifully renovated must stay if visiting Durham downtown. Within walking distance of many restaurants and city sites. Close to Duke Medical and Campus, and a stone's throw from many of the great restaurants and activities downtown has to offer. Pearl mill (122) offers a secret garden courtyard, an oasis of serenity amongst the action of the city. Huge pool to enjoy, March through October, weather permitting.