Holiday rentals in Middlesex

Storybook Tiny House w/ Outdoor Shower, Water View

Nestled within 15 secluded acres, our tiny home is more than a place to stay, but a unique experience designed for creatives, couples, and those yearning to escape the hurry of everyday life. Our 125 sq ft tiny home is a sanctuary where time slows down. Our hope is connections deepen, creativity flourishes, & the soul finds rest here. Just a short drive from Raleigh, this cozy retreat offers the best of both worlds: a peaceful, country setting & easy access to amenities and attractions.

The ManCave just off I-95!

Kick back and relax on the oversized deck out back! This garage turned ManCave is freshly finished and no detail was spared while doing so! Whether you need a place to recharge for the night or you plan to stay a while, this space has it all! Mini split in the bedroom and living space with separate controls, great size bathroom with large shower, & comfy queen bed. Full kitchen with ample space to prep meals and dine at the table. Sofa/Futon is also comfy and great size for extra guests!

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.

Antler & Oak (Wheless Farms, LLC)

Set in the country for a Peaceful setting where you can hear the birds sing and see our beautiful flowers and enjoy sitting on the front porch and relaxing. We originally started as a Bed & Breakfast called Antler & Oak in Franklin County, located just north of Raleigh and East of Wake Forest. The place is 100 years old, renovated the front portion for use to accommodate guests. Guests have full access to the space including a full kitchen, living room, 2 bedrooms & 2 1/2 baths.

Oak Ridge Farm Stay House

Welcome to our modern farmhouse retreat, where rustic charm meets contemporary luxury. Perfect for getaways or family gatherings, the home features a teal-accented kitchen with natural wood and open shelving, a cozy living room with vaulted ceilings, and a spa-like bathroom with marble floors, a curb-less shower, with satin gold fixtures. A laundry nook with built-in storage adds convenience. Enjoy the perfect blend of modern style and rustic tranquility in this inviting space.

Charming 3BR/2.5BA with Pond, Minutes from Raleigh

Escape to our Haven on Old Bunn in Zebulon, NC! This spacious home offers the perfect North Carolina retreat just 20 minutes from Raleigh. Set on a large lot with a private pond, it’s the ideal spot for relaxation. The home has three large bedrooms and two and a half baths with more than enough room for the whole family. Whether you want to unwind by the pond or venture into the nearby city, this property offers both tranquility and convenience for your perfect getaway.

Cabin Retreat Near Town

Relax with the whole family in this warm and spacious cabin nestled on 11 wooded acres. A long gravel driveway leads you beside two beautiful horse farms with your private retreat tucked away in the woods. You will enjoy all of the benefits of a private, wooded retreat while conveniently located just minutes from all that Wake Forest, Youngsville, and Franklinton have to offer. Screened porches, a spacious open concept living room/kitchen area, with two adorable bedrooms.

100+ Year Old Farm House

Welcome to this charming 100-year-old farmhouse, offering a cozy and authentic retreat in a peaceful, quiet area. This home features unique character with rustic charm and timeless appeal, perfect for those seeking a relaxing escape. Located just minutes from I-95. 10 minutes from Rocky Mount and 20 from Wilson. Pet-friendly home. As weather permits, we dry the blankets and pillow cases on the clothes line for an authentic smell and feel!

Private Unique Cottage

Peaceful, private cottage nestled in forest over 100 ft behind main home. Private deck as well as patio w/ gas grille and outdoor fire pit Great location for relaxing get-away, hang out w/ friends, jumping point to nearby spots, or just a quick stop-over. Four legged family members (cat / dog) welcome ($60 pet fee). No more than 2 pets. No added cleaning fees & local taxes are automatically added by Airbnb.

Raleigh Retreat with Pool Table, Grill, ADA Bath

Welcome to our renovated home with ADA bath, ideal for business retreats, solo adventurers, families, couples, and group trips. Enjoy modern amenities, enclosed backyard, dedicated workspace, exercise equipment, hammock and Weber grill designed to make your stay memorable. Our home offers easy access to Raleigh, Wendell, Knightdale, Zebulon, and surrounding areas, making it a great base for exploring or work.

Beautiful log cabin

Kick back and relax in this calm, stylish space. just remodeled Very clean. 10 minutes to downtown Clayton and 25 minutes to downtown Raleigh NC . Full kitchen. Master bathroom king bed and 2nd bedroom full bed on first floor. 3rd bedroom is the loft with two twin beds. Awesome place to stay with kids Community park across the street. Gas Logs in living room. Screened in patio Private garage 2 car.

Two Dachshund Farm (Lavender & Fiber Farm), LLC

Stay on a working fiber/lavender farm convenient to the Raleigh/Durham area - 20 min. from Interstate 85 & 50 min. from 95. Interact with our alpacas, sheep, llamas, Angora goats, donkeys, & more. Shop our farm store, stroll the property, feed treats to our animals. Twenty stairs lead up to the 700 sq ft over-the-garage apartment with private entrance. Includes a king bed & pullout couch.