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Holiday rentals in Middlesex

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Top-rated holiday rentals in Middlesex

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The farmhouse exterior features a welcoming porch with rocking chairs and white railings. Large windows allow natural light to flood the space, framed by lush greenery from surrounding trees. A manicured lawn and subtle landscaping enhance the rural charm.
Home in Spring Hope
4.96 out of 5 average rating, 154 reviews

The Ridge House

A beautifully updated farmhouse with nice porches & big window views of large property. Enjoy our pond side fire pit & feed our native ducks. A Nice Weekend getaway or comfy spot for visiting local events. We are a short drive from: Seven Paths Manor-10 min Factory 633 Weddings-18 min Rocky Mount Mills-20 min Rocky Mount Athletic Park-20 min Rocky Mount Event Center-25 min Wilson/Whirligig Park-25 min Gillette Athletic Park-25 min Wendell Falls-27 min PNC Arena/ NCSU-45 min RDU Airport -50 min

Top guest favourite
A bright blue front door serves as the focal point of the entryway, complemented by a welcome mat placed on the ground. A small black table with a potted plant is positioned nearby, alongside a decorative sign.
Home in Wake Forest
4.97 out of 5 average rating, 109 reviews

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!

Top guest favourite
A charming tiny house is set in a natural environment, featuring light blue siding and a sloped roof. A deep porch extends from the house, surrounded by potted plants. The porch area is furnished with a small table and chairs, inviting relaxation amid the green landscape.
Tiny home in Wake Forest
5 out of 5 average rating, 209 reviews

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.

Guest favourite
A spacious living area features large glass walls allowing natural light and views of surrounding trees. A unique wood coffee table is centered on a light rug. Two comfortable sofas provide seating, paired with a modern lamp and elegant decor.
Home in Raleigh
4.95 out of 5 average rating, 190 reviews

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.

Top guest favourite
A charming two-story house is surrounded by lush greenery, showcasing a welcoming front porch with red rocking chairs. The white exterior and blue shutters add to its classic appeal, while the field in the foreground enhances the serene country setting.
Farm stay in Louisburg
4.99 out of 5 average rating, 241 reviews

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.

Top guest favourite
A quaint white She Shed is showcased surrounded by lush greenery. The exterior features red accents on the doors and windows. A patio area with green chairs and a table is visible, positioned on a concrete surface adjacent to a gravel driveway.
Tiny home in Kenly
4.92 out of 5 average rating, 262 reviews

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.

Top guest favourite
The cabin's exterior is framed by lush greenery, showcasing a combination of stone and wooden siding. A covered porch with large windows offers a view of the surroundings, while a walkway leads to the main entrance. An American flag gently flutters near the porch.
Cabin in Youngsville
4.97 out of 5 average rating, 114 reviews

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.

Top guest favourite
A charming farmhouse is set within a spacious green yard, surrounded by mature trees. The light-colored exterior features a welcoming porch that offers a cozy entrance. The sky above is partly cloudy, enhancing the tranquil atmosphere of this rural retreat.
Home in Rocky Mount
4.97 out of 5 average rating, 113 reviews

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!

Top guest favourite
A private outdoor patio area features a fire pit surrounded by seating, a gas grill, and a dining table shaded by an umbrella. The space is framed by lush trees, providing a natural backdrop for relaxation and gatherings.
Home in Wendell
4.96 out of 5 average rating, 213 reviews

Unique Private 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.

Top guest favourite
The living area features a spacious sectional sofa with soft grey upholstery, positioned around a coffee table with a black top and white base. Exposed beams in the ceiling enhance the rustic charm, while a spiral staircase leads to a loft area visible in the background.
Cabin in Clayton
4.98 out of 5 average rating, 195 reviews

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.

Top guest favourite
A green pasture is framed by a black wooden fence, featuring a sign that reads 'Summer Meadows.' Two horses are seen grazing in the background under a clear blue sky, with trees lining the perimeter of the field.
Farm stay in Youngsville
4.99 out of 5 average rating, 100 reviews

The Cottage at Summer Meadows (Adults Only)

Take it easy at this unique and tranquil adults only getaway on this quaint horse farm. At this newly renovated one bedroom cottage you can enjoy your favorite beverage in a rocking chair on the porch, lounge by the pool, roast marshmallows by the fire pit or relax in the hot tub. The King Size bed is comfortable. The luxury bathroom has heated tiles.

Top guest favourite
A serene landscape is depicted, with a stable building reflected in a tranquil pond. Lush green grass and a tree are visible in the foreground, while clouds scatter elegantly across the blue sky above.
Farm stay in Clayton
4.99 out of 5 average rating, 316 reviews

Unique 2 BD apartment in a stable!

This is a beautiful and unique 2 bedroom apartment located on top of a horse stable! Peaceful setting in the center of a 8oo acre horse property/community. 10-15 miles of walking trails that meander to the Neuse river. Apartment has full kitchen. Surround yourself with horses, goats, and natural beauty!

Popular amenities for Middlesex holiday rentals

  1. Airbnb
  2. United States
  3. North Carolina
  4. Nash County
  5. Middlesex