Holiday rentals with a pool in Chapel Hill

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.

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)

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!

Walk to everything in Durham (includes parking)!

This unit is located on the second floor. 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!

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.

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

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!

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.

Raleigh Oasis Close to it All

The pool is CLOSED and will reopen May 1st. 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.

3bd Lake pool access near Duke UNC Southpoint

Our home is a very comfortable 3 bedroom -2.5 bath perfect for families. The bedroom are spacious with own TV. It has a full kitchen and terrace , living room for the family gather . Washer and dryer. But what really makes our place special it’s location. It’s steps from wonderful walk around the lake. It’s located very close to the community pool for the summer travelers.