
Vacation rentals in Middlesex
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Top-rated vacation rentals in Middlesex
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Historic Farmhouse 22 Miles from Raleigh
Escape to a fully renovated 120-year-old farmhouse on our fifth-generation working family farm. Nestled 350 feet off the road, it’s surrounded by a 20-acre pine plantation and 10-acre cow pasture. Enjoy modern comforts like Starlink WiFi, a 55" Roku TV, and a fully stocked kitchen alongside charming spaces like a sunroom, rocking-chair porch, and outdoor seating under the pecan tree. Just 6 miles from shopping and dining, this serene retreat offers a perfect blend of farm life and convenience.

Peaceful Country Setting Four Minutes From Town!
On just over 2 acres you can Relax and “Reset” at our peaceful and spacious getaway. Enjoy the beauty and tranquility of the country but be minutes from restaurants, shopping, downtown Wake Forest and all of the wonderful things our community has to offer. Our land hosts amazing sunrises and sunsets and a star show at night that you most definitely don’t get in town! June of 2021 we finished up a complete re-design/remodel of our modern farmhouse so everything is updated fresh and new!

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.

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.

The She Shed just off I-95!
Fully Renovated "She Shed" in the country! A lovely place to stay the night (or 3) and relax. Full bath contains hot water for a great relaxing shower. Sleeping quarters features a plush queen size bed to catch up on some much needed sleep. Additional sofa bed is located in the living area for extra guests. Equipped with a nicely appointed kitchenette. Whether you are driving through I95 or need a place to stay while in town, this She Shed has it all for a comfy and peaceful stay.

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.

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.
Popular amenities for Middlesex vacation rentals
Other great vacation rentals in Middlesex

Youngsville "Birds Nest" Getaway

The Bee Hive | Cozy Selma Near I-95 & Downtown

Charming Retreat with Screened Patio, 1 Acre Yard.

Spacious Waterfront Home on Bunn Lake

charming country retreat!

Lola’s Farmhouse Retreat

Stylish and Open concept Retreat in Clayton, NC

Raleigh Risque’ Room | Couples’ Retreat & Playroom
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- Duke University
- PNC Arena
- North Carolina State University
- Raleigh Convention Center
- University of North Carolina at Chapel Hill
- Raven Rock State Park
- William B. Umstead State Park
- Crabtree Valley Mall
- North Carolina Museum of Natural Sciences
- North Carolina Museum of Art
- Sarah P. Duke Gardens
- Durham Bulls Athletic Park
- Eno River State Park
- Lake Johnson Park
- American Tobacco Campus
- Frankie's Fun Park
- Durham Farmers' Market
- Duke Chapel
- North Carolina Museum of History
- Red Hat Amphitheater
- Carolina Theatre
- Koka Booth Amphitheatre
- Dorothea Dix Park
- Museum of Life and Science





