Vacation rentals in Five Points

Private suite in a Southern Gothic mansion

This is a large beautiful second floor suite with a queen size bed that opens onto a huge veranda. The suite has a private entrance, bath and large sitting room. The home is located in historic Hayes Barton, close to downtown Raleigh and Glenwood South district. Hayes Barton is a safe, shady historic neighborhood with cafes, restaurants and breweries within walking distance. Quiet, not good for parties. https://abnb.me/e99n7p2i7O is the same suite with two bedrooms. $20 cleaning fee per visit.

Famous Raleigh Mill House | Whimsical & Walkable

Set behind a 1920s landmark in Five Points, the Raleigh Mill House is a 4BR/2.5BA guesthouse crafted by a local artist from rare woods and rescued architecture, including dramatic circular windows. Guests enjoy the calm, walkable area and the garden with stone paths, koi pond, and cozy fire pit. Inside, a winding staircase, custom carpentry, and a skylit primary suite create an airy, treehouse feel with Raleigh history woven throughout. The home has been featured in HBO filming and local press.

Raleigh Casita

This casita might be tiny, but it has big personality. This little treasure lives in the heart of Raleigh, waiting to support your next city adventure. Please note this rental lives in owner's back yard, accessible by driveway. We've built this place so that you can optimize your stay. Cook a meal in the fully equipped kitchen. Lounge on the patio and enjoy a meal at the indoor / outdoor bar. Customize the main space for living or sleeping with our easy to use murphy bed. See you soon!

RunQuarters. Unique Townhouse is close to it all!

Run anywhere in Raleigh within a few minutes from RunQuarters; a running-themed, newly renovated Inside the Beltline townhouse that is minutes to everything from the Village District, Downtown, NC State, Meredith, Peace, Umstead Park, Glenwood South, North Hills, Carter Finley Stadium, Greenways, Whole Foods. -125+ running book library -20+ running film library -Massaging Chair -Keurig -Coffee maker / grinder -Free Parking -Washer / Dryer -Keyless secure entry -Corner Desk -300 Mbps WiFi -Roku

Cottage in Heart of Five Points - Pet Friendly!

This cozy home is a 5 minute drive to downtown Raleigh in one of the most sought after neighborhoods of Five Points - ideal for those in town for weddings, sports games, or digital nomads enjoying Raleigh. Sleeps 4 guests in 2 queen beds, or up to 6 with the pull-out couch. With everything at your fingertips, you'll be in the heart of it all. Short walk to breweries, wine bars (across the street), and restaurants. Fully equipped kitchen, new appliances, and a fenced-in yard for furry friends.

Benny's Bungalow

Enjoy easy access to everything from this perfectly located end unit condo! Benny's Bungalow in Five Points, Hyde Park area is renovated, cozy, and relaxing! The condo lives large while being compact, with TVs, ceiling fans, mirrored closets, queen bed in guest room, king bed and desk in the master bedroom. Bright and open living area w/ fully renovated bath and kitchen makes living simple! Enjoy the quiet outdoor area w/ seating, and walkable to restaurants, bars, and breweries! Pet friendly!

5 min Walk to Food + StandupDesk! @ RainbowRetreat

Whether you're in town for business, visiting family or embarking on a relocation journey, the Rainbow Retreat welcomes you to a vibrant, cozy haven. Our high-speed internet-equipped workspace ensures productivity, while evenings invite you to explore the town's lively scene. With restaurants, shops, the scenic greenway and Kiwanis Park just a stroll away, you can seamlessly connect with the area and let the good vibes of Rainbow Retreat become your home, whether for a short or long-term stay.

Modern Retreat near Downtown Raleigh

Come relax in our centrally located modern escape. This second story, 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. Walk to the beautiful Five Points Neighborhood. Less than 10 min ride to downtown, trendy Person Street, NC State campus, and 20 mins to RDU airport

*NEW* Scandinavian Private Suite near Downtown

Tired of cramped, bland hotel rooms? Prefer to stay in a cozy, thoughtfully designed, Nordic-inspired guest suite in a convenient, quiet, green neighborhood with walkable coffee, grocery, sushi, and fine dining and a short drive from Village District, NC State, and downtown amenities like Red Hat amphitheater, Meymandi Concert Hall, Raleigh Convention Center, Dorothea Dix park, and more? If so, then the inspired and soothing design of this private walkout basement suite may be for you!

Modern Industrial Loft • Walkable Downtown Raleigh

You won't find a better location than this! Walk to Glenwood South restaurants and bars or enjoy the 20+ acre park behind the home. Discover all Raleigh has to offer with this centrally located condo. Located in a historic home, this unique spot has original hardwoods, tall ceilings & windows combined with modern finishes like stainless steel appliances & renovated bath. You'll be super comfy in the king size bed & spacious bedroom. Urban loft reading nook overlooks open living room.

Luxurious Modernist Tree House

Stunning, private, and truly one-of-a-kind—this unique home is perfect for a vacation, staycation, special occasion, or simply celebrating everyday life. Designed by renowned modernist architect Frank Harmon. The 2,128-square-foot residence sits on 1.3 acres and was crafted with meticulous attention to detail. Inside, you’ll feel nestled among the treetops while remaining conveniently close to restaurants, shopping, downtown Raleigh, WakeMed, UNC, Duke, and Research Triangle Park.

2 Bedroom Bungalow in Five Points Near Downtown

Charming Bungalow in the heart of Raleigh. Stay in this cozy and inviting bungalow, perfectly situated in a quiet, safe neighborhood while keeping you just minutes from downtown Raleigh, NC State University, Kameron Village, and shopping hotspots like Trader Joe’s and Costco. Enjoy easy access to restaurants, local shops, and all the city attractions. Ideal for couples, solo travelers, or small families, this bungalow combines charm, convenience, and a touch of Raleigh character.