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Holiday rentals in Middlesex

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Top-rated holiday rentals in Middlesex

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Top guest favourite
An open deck area features a cozy seating arrangement with light-colored sofas positioned around a round table. A dining set for six is situated nearby, complemented by natural wood accents and a ceiling fan. Large glass doors provide views of the surrounding greenery.
Flat in Raleigh
5 out of 5 average rating, 116 reviews

The Rustic Loft King Bd Nature Views

Welcome to the Rustic loft. This property offers a stunning 1200 sq ft covered deck designed to merge the indoors with the outdoors seamlessly. The deck features a glass garage door that can be opened to let in the breeze & natural light allowing guests to enjoy the picturesque views of the pond. Inside you'll find a well-appointed one-bedroom space offering a peaceful retreat, & the living area provides a cozy spot to relax after a day of enjoying all that Raleigh has to offer. Pet fee $100.

Top guest favourite
Home in Wake Forest
4.97 out of 5 average rating, 103 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
4.99 out of 5 average rating, 188 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.

Top 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
4.96 out of 5 average rating, 181 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 wooden sign welcomes visitors to Two Dachshund Farm, featuring the farm's name in bold green and orange lettering. Decorative silhouettes of dachshunds are displayed on either side. Surrounding the sign is a patch of green grass and flowering plants, enhancing the inviting atmosphere.
Farm stay in Franklinton
5 out of 5 average rating, 151 reviews

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. Tours are free for registered guests. Friends may join the tour for a fee. Use of the pool is for registered guests only. Twenty stairs lead up to the 700 sq ft over-the-garage apartment with private entrance. Includes a king bed & pullout couch.

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, 234 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
Tiny home in Kenly
4.92 out of 5 average rating, 243 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, 105 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
The cabin features a rustic exterior with a mix of red siding and metal accents, framed by lush greenery. A spacious deck extends out, supported by wooden beams, providing access via a set of steps. Large windows allow natural light to enter the living area.
Farm stay in Durham
4.98 out of 5 average rating, 471 reviews

Rustic Cabin on a Working Farm in Durham

Come get away from it all—while conveniently close to everything—at Laurel Branch Gardens, a 12-acre farm that uses organic growing practices. About 100 yards from the farm house, the cabin is a renovated tobacco barn with a sleeping loft, full kitchen, bathroom (with a shower and composting toilet), and living area. Meet the pigs and chickens. Lay in the hammock. Listen to bird calls. During June and July u-pick blueberries will be available for harvest for $3.50/lbs.

Top guest favourite
A spacious living area features a brown leather sofa with decorative pillows. A round coffee table sits on a colorful area rug, complementing the hardwood floor. Large windows allow natural light, while a television is mounted on the wall, providing entertainment options.
Farm stay in Red Oak
4.98 out of 5 average rating, 396 reviews

Cozy Coop Barn Apartment on Hobby Farm

Cozy and modern apartment inside a working hobby farm barn. Upstairs holds one bedroom with a queen bed. Loft area upstairs has a convertible futon with a TV/blue ray/dvd. Downstairs is a nearly full eat in kitchen (only missing a stove) and the spacious bathroom with stand up shower. A grill is also available on the large covered porch. Guests have access to large covered porch, playground and yard area. Farm chores done 2 times daily. Pets allowed with fee.

Top guest favourite
A serene outdoor seating area is highlighted by two stylish, woven chairs adorned with soft cushions. A round table sits between them, complemented by decorative accents. Soft lighting from overhead string lights creates a cozy atmosphere, enhancing the inviting space for relaxation.
Cottage in Wakefield Plantation
4.96 out of 5 average rating, 184 reviews

The Glam Cottage, Glamorous Southern Charm & cows.

Welcome to The Glam Cottage… a cozy, COW-tastic retreat in Wake Forest! Enjoy queen beds, a fully stocked kitchen, smart TVs, a pool table, board games, and lush, inviting décor. Outside, relax in the private fenced yard with a hot tub, fire pit, and boho gazebo. Minutes from Falls lake and walking trails with chances to spot local wildlife. Guests rave about how homey, peaceful, and well-equipped it feels, your perfect escape awaits! 🩷

Guest favourite
A charming white tiny house is set against a backdrop of tall trees, featuring large windows and a sloping roof. An outdoor patio area is furnished with a wooden dining table and chairs, inviting guests to enjoy meals in nature.
Farm stay in Wake Forest
4.96 out of 5 average rating, 214 reviews

Cozy tiny house in the country.

Come experience the peace and quiet of this unique tiny house in the county. Curl up in this cozy queen-sized bed in the loft of this private bo-ho cottage. Fix coffee or meals in the kitchen and get some work done at the desk or on the outdoor dining table using the wi-fi. The shower has virtually unlimited hot water. You can also eat dinner or hang out in the hammock in the secret garden under the glow of bistro lights.

Popular amenities for Middlesex holiday rentals

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