Holiday rentals with a pool in Downtown Durham

4.99 out of 5 average rating, 67 reviews

Luxury Warehouse District Condo

Drawing inspiration from the great French designer and architect, Christian Liaigre, this southern facing, courtyard view condo has bright, natural light throughout the day. Featuring unique art and wood carvings from Africa, the luxe, minimalist interior is perfect for the business traveler or vacationer with major sites just minutes away. The gated building has plenty of free parking and a seasonal salt water pool. There is a strict max limit of 2 people allowed to stay per condo, of any age.

Guest suite in Hillsborough

4.96 out of 5 average rating, 158 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!

Farm stay in Hillsborough

4.9 out of 5 average rating, 110 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.

4.99 out of 5 average rating, 75 reviews

Walk to everything in Durham (includes parking)!

Cute and comfy one-bedroom with parking! Located in a great 'secret garden' community downtown. Close to Duke campus and Duke Medical. Walk to all of the fun Durham has to offer. This apartment was refurbished in 2023 and is designed to maximize your comfort. Includes a cushy king bed, a comfy daybed, and a well-stocked kitchen. Perfect for long or short stays. This is not just another corporate AirBnB. We want you to love your stay! New: Returning guests, please message us for a discount!

4.79 out of 5 average rating, 198 reviews

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)

5 out of 5 average rating, 163 reviews

Townhouse in Cary

Cloverleaf 2 Bedroom Near DT Cary & RDU | King Bed

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 or watch YouTube TV in your own living room. Book your 5 Star Stay!

4.89 out of 5 average rating, 324 reviews

Condo in 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 $75.00.

4.87 out of 5 average rating, 119 reviews

Apartment in Cary

Boho Hideaway in Cary - near RDU & downtown

We accommodate stays for 30 days+! Drop us an inquiry! We are nestled on a tree lined road, just 5 minutes away from downtown Cary! Unwind in the nature filled environment, while still being close enough to get into the city. Walking distance to Greenway trail which is great for a stroll or exercise. 5 minutes to major shopping and eateries. 5 minutes to downtown Cary & 20 minutes to downtown Raleigh, 9 min to airport. Safe and serene. We are dog friendly!

4.77 out of 5 average rating, 222 reviews

100 Year-Old Historic Brick 2BR Loft High Ceiling6

PARTY POLICY: Any violations of our house rules such as: Excessive Noise, Smoking, Extra Guests, After-hours pool, hallway loitering, large gatherings, and camera tampering will lead to a fine of $300, cancellation of your reservation and your removal from the property. On-site security and city police have permission to enter the rental if house rules are violated. If this is a nonissue, please send an inquiry or instant book. We would love to host you!

4.8 out of 5 average rating, 40 reviews

100 Year-Old Historic Brick 2BR Loft -Large Patio1

4.99 out of 5 average rating, 194 reviews

Guesthouse in Durham

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.