Holiday rentals with a pool in Downtown Durham

Designer home close to RDU and downtown, sleeps 12

This spacious home offers 4 bedrooms, a loft, and accommodations for up to 12 guests. With two living rooms, an office, and a huge kitchen, there's ample space to unwind. This home is full of indoor and outdoor amenities including a pool! Close to downtown Raleigh and RDU, you are minutes away from great restaurants and activities for the whole family. Our furnishings are a level above the average airbnb, meaning you will be comfortable as you unwind, catch up on work, or prepare gourmet meals.

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)

Raleigh Oasis Close to it All

The pool is CLOSED and will reopen 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.

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. Pool closes 10/31/25.

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

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! **A note about a smoke smell. There was a fire in the building and we had some smoke damage, but as of October, 2025, the issue has been resolved.**

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!

100 Year-Old Historic Brick 2BR Loft High Ceiling4

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!

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.