Holiday houses in Five Points

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Top-rated holiday rentals in Five Points

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Guest favourite
The inviting entrance of the home is framed by lush greenery, featuring a grand staircase leading to a wraparound porch. Light filters through the leaves, casting soft shadows on the brick facade. Mature trees and ornamental plants enhance the serene outdoor space.
Guest suite in Five Points
4.94 out of 5 average rating, 1,034 reviews

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.

Guest favourite
Home in Five Points
4.92 out of 5 average rating, 307 reviews

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.

Top Guest favourite
A modern tiny home is showcased with a bright yellow front door and circular window. The exterior features a patio area with gray tiles, complemented by two yellow chairs. Surrounding trees provide a natural backdrop, enhancing the welcoming exterior design.
Tiny home in University Park
4.98 out of 5 average rating, 176 reviews

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!

Top Guest favourite
A workspace is presented with a small white desk featuring a light grey chair. An art piece adorns the wall above the desk. A lamp and clock occupy the desk surface. Natural light enters through a nearby door, illuminating a colorful area rug underneath.
Guest suite in Raleigh
5 out of 5 average rating, 150 reviews

*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 downtown, Village District, NC State, and amenities like Red Hat amphitheater, Lenovo Ctr, Meymandi 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!

Guest favourite
The inviting exterior of the home features a neatly hedged yard with pine straw mulch. A half-circle driveway leads to the front entrance, framed by trees and greenery. Clear blue skies add to the tranquil setting, while the house presents a classic, welcoming façade.
Home in Five Points
4.94 out of 5 average rating, 161 reviews

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.

Guest favourite
A light-filled living area features two white sofas adorned with cozy throws. A round dining table with patterned chairs sits in the center. The walls are decorated with bold floral artwork, while large windows allow natural light to illuminate the warm wood flooring.
Apartment in Five Points
4.94 out of 5 average rating, 123 reviews

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!

Top Guest favourite
A stylish bedroom features a queen bed with red and white bedding and decorative pillows. A vibrant area rug adds warmth to the wooden floor. Natural light filters through a unique window, illuminating a small nightstand and decorative accents. A cozy reading corner is visible.
Guest suite in Five Points
4.97 out of 5 average rating, 192 reviews

Quaint Private Studio, 5 Points Raleigh, NC

We call our place RunawayJin. Kick back and relax in this calm, stylish space. This private space is attached to a 1940s trendy home located in the 5 points area of Raleigh. Artfully curated, the apartment offers its guests a queen bed, private bath, small fridge and microwave, and coffee, with towels and linens included! The large deck is the perfect place to enjoy an early morning coffee or tea, or to sit and listen to music at night under the strand lights. You won’t be disappointed!

Top Guest favourite
A living area features a modern fireplace with a stylish screen, complemented by a mounted television above. A light-colored armchair is positioned beside a wooden coffee table. The open kitchen can be seen in the background, showcasing contemporary cabinetry and bar seating.
Bungalow in Five Points
4.99 out of 5 average rating, 143 reviews

Pet-friendly bungalow, walk to Five Points

Charming bungalow with a rocking‑chair front porch and historic Raleigh charm in a safe, quiet neighborhood. Walk to restaurants, bars and entertainment at Five Points and reach downtown, NCSU, Lenovo, convention center, Dix Park, Walnut Creek & award-winning restaurants in minutes. Enjoy comfortable beds, soft linens and a TV in each bedroom. Full kitchen, squeaky clean bathrooms, cozy family room and a fully fenced backyard. Pets welcome with a fee. Primary guest must be 25 or older.

Top Guest favourite
A spacious living room showcases a cozy sectional sofa adorned with decorative pillows. A round coffee table sits in the center, while a large smart TV is positioned against the wall. Light streams through the windows, illuminating the neutral decor and hardwood floor.
Home in Raleigh
5 out of 5 average rating, 231 reviews

Stylish & Comfy ~ 5* Location ~ Backyard ~ Updated

Experience the comfort of the modern 2BR 1Bath oasis in a serene neighborhood of Raleigh, NC. It promises a relaxing retreat at a prime location, less than 5 mins away from the bustling downtown area, full of restaurants, shops, attractions & landmarks. The stylish design and rich amenity list will satisfy your every need. ✔ 2 Comfortable Bedrooms ✔ Fully Equipped Kitchen ✔ Smart TVs & PS4 w/ Games ✔ Fenced Backyard (Deck, Dining, Lawn) ✔ High-Speed Wi-Fi ✔ Level 2 EV ChargePoint Charger

Top Guest favourite
A modern living area showcases a light gray sectional sofa paired with blue accent pillows. A round coffee table rests on a soft area rug. The space is well-lit by natural light through large windows, and a ladder leads to a lofted area overhead.
Apartment in Five Points
4.97 out of 5 average rating, 195 reviews

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.

Top Guest favourite
A living room is featured with a deep blue sectional sofa and a unique wooden coffee table. Decorative lamps provide soft lighting beside the sofa, and a painting is displayed on the wall. Natural light enters through a window adorned with golden curtains.
Home in Five Points
4.91 out of 5 average rating, 97 reviews

Downtown Raleigh Charmer with fenced dog run

Stay with us in the heart of downtown Raleigh in popular Five Points. This charming Charleston style home offers everything you want in a stay and then some! Our guiding principle is to treat you like family, and give you a comfortable and beautiful stay you won’t forget. We poured our heart into a beautiful design so that you can have an unmatched experience staying with us. **We do charge a separate $30 per pet/per night fee AFTER you book. See house rules for more info.

Top Guest favourite
An open living space features a light-colored sofa positioned near a flat-screen TV. A small dining table with seating for three is adjacent to a well-equipped kitchenette. Shelving above the counter displays dinnerware and decorative items, while a rug adds warmth to the hardwood floor.
Guesthouse in Downtown Raleigh
4.98 out of 5 average rating, 128 reviews

Charming Cottage House in Historic Raleigh

Charming guest cottage in Raleigh's Historic Glenwood Brooklyn district. Walking distance to quaint Five Points and trendy Glenwood South, or a 5-minute Uber ride from downtown Raleigh, Red Hat Amphitheater, and NC State University. One bedroom with queen bed, bath, kitchen, and pull-out sofa. There is plenty of natural light and perfect space for a weekend getaway. Features: Streaming services, wifi, keyless entry, custom closet, microwave, Keurig, and fridge.

Popular amenities for Five Points holiday rentals

  1. Airbnb
  2. United States
  3. North Carolina
  4. Wake County
  5. Raleigh
  6. Five Points