Holiday rentals with a pool in Downtown 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!

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.

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.

The Cloverleaf | 1K 1Q 1T | Near DT Cary & RDU

The Cloverleaf is the ideal home away from home for families, friends and business travelers. Spacious, comfortable, and convenient location, central to Raleigh, Durham, Chapel Hill and minutes from DT Cary or RDU. Updated finishes and professional styling in a private setting with access to nearby greenways trails, parks and lakes, plus community pool. Enjoy the large deck overlooking woods, work on high speed internet, watch YouTube TV and cook your own meals. Book your 5 Star Stay!

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!

Spacious 3BR Apt. in Grand Old Home, Downtown

This unique space in a renovated 1913 home in Historic Trinity Park has evolved from the grand ground floor of a home, to art gallery, to nonprofit office, to 1700sf apartment. It features large rooms, high ceilings, and lots of natural light, as well as NEW full kitchen - though with your proximity to Durham's great restaurants, you won't be doing much cooking! Enjoy the pool in season (generally June-October)! Pet friendly.

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 |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.

100 Year-Old Historic Brick 2BR Loft High Ceiling4

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.