Holiday rentals 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 Raleigh

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.

4.94 out of 5 average rating, 1073 reviews
Top guest favourite
A well-maintained guest house is situated above a garage, featuring a light blue exterior. White railings encircle the upper patio, where two lounge chairs are positioned. A set of wooden steps leads up to a pair of glass doors, creating an inviting entrance.
Guest house in Raleigh

The Nest: Private Downtown Guest House

Clean & private 1 bedroom/1 bath guest house. Separate entrance via driveway. Suite sits above garage with keypad for locking. Amenities include - linens, towels, smart tv, AC/heat, dishwasher, refrigerator/freezer, cookware, hair dryer. Ample free street parking. Three patios to enjoy. Walkable to a basketball court, Trophy Brewing, Ajja, Bright Spot donuts and the five points center (pharmacy, restaurants). 1 mile from downtown Raleigh - museums, live music, bars, restaurants, and festivals

4.95 out of 5 average rating, 122 reviews
Guest favourite
Home in Raleigh

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.

4.92 out of 5 average rating, 331 reviews
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 Raleigh

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.

4.93 out of 5 average rating, 179 reviews
Top guest favourite
A well-lit living area features a comfortable gray sectional sofa, accented with decorative pillows. A round glass coffee table is positioned on a patterned rug. Tall windows allow natural light to fill the space, and a ceiling fan adds a modern touch.
Flat in Raleigh

Chic 1BR•Walk to Downtown Raleigh Entertainment

You’ll love the location & charm of this renovated 1BR apartment in a historic Downtown Raleigh home divided into five unique units. Located on the 2nd floor, it features original hardwood floors, tall ceilings, new furnishings, a cozy fully stocked kitchen, remodeled bath, spacious walk-in closet & a comfortable king bed. Enjoy a stylish, inviting space just a short walk to Raleigh’s best restaurants, cafes, bars & attractions as well as walking distance to 22 acre Fletchers Park. Free parking

4.98 out of 5 average rating, 234 reviews
Superhost
A contemporary living room features a brown leather sofa against a blue accent wall. A round glass coffee table is centered on a textured area rug. A minimalist desk with a chair and a decorative plant adds to the space, while natural light streams in from the window.
Flat in Raleigh

Centrally Located 1925 Historic 2BR Apartment

This 1925 historic building called ‘Acorn Manor’ has been recently renovated with modern amenities and old-world charm. You’ll be within walking distance to lots of dining options, about 1.5 miles away from Raleigh’s city parks, extensive museums, live shows, and sports games. When your adventurous days come to a close, unwind in the comfort of the modern living room — featuring a Smart TV and a laptop-friendly workspace — and prepare your favorite meals in the eat-in kitchen. This is unit 1B.

4.9 out of 5 average rating, 105 reviews
Top guest favourite
A cozy living area is presented with a plush yellow sofa adorned with decorative pillows. Natural light floods in through two windows with bamboo shades, complementing the neutral wall tones and soft area rug. A round coffee table sits in the center, holding a decorative item.
Apartment in Raleigh

Walkable + Dogs OK + Standup Desk @ 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.

4.98 out of 5 average rating, 171 reviews
Guest favourite
A modern living area features a blue sofa and a reclining chair positioned around a light wood coffee table. A flat-screen TV is mounted above a white brick fireplace. The walls are adorned with photographs and bookshelves filled with various items. Natural light enters through two windows.
Home in Raleigh

RunQuarters. End unit 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, Lenovo Center, Greenways, Whole Foods. -125+ running book library -20+ running film library -Keurig -Coffee maker / grinder -Free Parking -Washer / Dryer -Keyless secure entry -Corner Desk -300 Mbps WiFi -Roku

4.95 out of 5 average rating, 418 reviews
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 Raleigh

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!

4.97 out of 5 average rating, 212 reviews
Top guest favourite
A modern kitchen features light-colored cabinetry and granite countertops, offering a spacious area for meal preparation. Stainless steel appliances, including a gas stove and refrigerator, are prominently displayed. A black-finished faucet and a sleek sink enhance the contemporary design, with bar stools positioned at the countertop.
Bungalow in Raleigh

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.

4.98 out of 5 average rating, 177 reviews
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 Raleigh

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.

4.93 out of 5 average rating, 134 reviews
Guest favourite
A spacious backyard is featured, with vibrant green grass and trees providing shade. Two bright yellow training goals are positioned on the lawn. In the background, a multi-level deck is visible, complemented by the exterior of the house, creating a welcoming outdoor space.
Home in Raleigh

Fenced&FirePit, Lenovo Ctr 6mi, EV Charger, PetsOK

From the moment you arrive in the welcoming driveway and connect to the Level-2 EV charger, a quiet sense of belonging unfolds. This is more than a place to rest—it is a luminous retreat, bathed in warm sunlight, your refined basecamp for discovering the charm of Raleigh. Whether you come with intention or simply to unwind, this ground-level bungalow offers serene privacy, graceful comfort, and effortless access to inviting streets and walkable neighborhood hotspots.

4.93 out of 5 average rating, 134 reviews

Popular amenities for Five Points holiday rentals